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Showing metabocard for Methadone (HMDB0014477)

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enzymes (15)transporters (1) Show 16 proteins
Record Information
Version 5.0
Status Expected but not Quantified
Creation Date 2012-09-06 15:16:49 UTC
Update Date 2022-03-07 02:51:38 UTC
HMDB ID HMDB0014477
Secondary Accession Numbers
  • HMDB14477
Metabolite Identification
Common Name Methadone
Description A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of morphine. It also has a depressant action on the cough center and may be given to control intractable cough associated with terminal lung cancer. Methadone is also used as part of the treatment of dependence on opioid drugs, although prolonged use of methadone itself may result in dependence. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)
Structure
Data?1582753184
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014477 (Methadone)

333
  Mrv0541 02231214362D          

 23 24  0  0  1  0            999 V2000
    5.8950    0.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -0.2482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4825    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9140    1.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7200   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  5  1  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  9  1  0  0  0  0
  6 11  2  0  0  0  0
  6 13  1  0  0  0  0
  7 12  2  0  0  0  0
  7 14  1  0  0  0  0
  8 10  1  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 13 20  2  0  0  0  0
 14 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
Download

3D MOL for HMDB0014477 (Methadone)

HMDB0254054
     RDKit          3D
Levomethadone
 50 51  0  0  0  0  0  0  0  0999 V2000
   -0.7397   -4.0389   -0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.7250    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382   -1.5957   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7334   -1.8740   -1.5456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378   -0.1894    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    0.1771    0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535    0.0756   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2314   -1.2658   -1.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1719    0.4781    0.2490 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940    1.8527    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527    0.2585   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9946    0.7042   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464    0.3328   -1.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.1880   -2.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    2.4453   -3.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8973    2.8327   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4714    1.9733   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    0.0800    1.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -0.0488    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6134    0.1998    2.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0921    0.5731    3.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7479    0.7050    3.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    0.4563    2.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -4.4466   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -4.7866    0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -3.8581   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -2.6297    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304   -2.6287    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -0.5681    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338    1.1822    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539    0.8646   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -1.4425   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -1.2582   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8171   -2.1309   -0.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    1.9307    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1378    2.2455    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    2.4594   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    0.3075   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474   -0.6214   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0420    1.1301   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -0.6276   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1369    0.8363   -3.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903    3.0982   -3.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945    3.8322   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2691    2.4074   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2764   -0.3382    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6851    0.0975    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7217    0.7709    4.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3084    0.9996    4.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    0.5798    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
M  END
Download

3D SDF for HMDB0014477 (Methadone)

333
  Mrv0541 02231214362D          

 23 24  0  0  1  0            999 V2000
    5.8950    0.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4253   -0.2482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8325    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4825    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9140    1.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5685   -1.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7200   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9430   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6575   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  2  5  1  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  9  1  0  0  0  0
  6 11  2  0  0  0  0
  6 13  1  0  0  0  0
  7 12  2  0  0  0  0
  7 14  1  0  0  0  0
  8 10  1  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 13 20  2  0  0  0  0
 14 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014477

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3

> <INCHI_KEY>
USSIQXCVUWKGNF-UHFFFAOYSA-N

> <FORMULA>
C21H27NO

> <MOLECULAR_WEIGHT>
309.4452

> <EXACT_MASS>
309.209264491

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.291649736892055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(dimethylamino)-4,4-diphenylheptan-3-one

> <ALOGPS_LOGP>
4.14

> <JCHEM_LOGP>
5.007171635333333

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.780818634444923

> <JCHEM_PKA_STRONGEST_BASIC>
9.117210098088941

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
97.26890000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methadone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0014477 (Methadone)

HMDB0254054
     RDKit          3D
Levomethadone
 50 51  0  0  0  0  0  0  0  0999 V2000
   -0.7397   -4.0389   -0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.7250    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382   -1.5957   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7334   -1.8740   -1.5456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5378   -0.1894    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    0.1771    0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9535    0.0756   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2314   -1.2658   -1.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1719    0.4781    0.2490 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0940    1.8527    0.7079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527    0.2585   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9946    0.7042   -1.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464    0.3328   -1.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    1.1880   -2.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8505    2.4453   -3.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8973    2.8327   -2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4714    1.9733   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    0.0800    1.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202   -0.0488    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6134    0.1998    2.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0921    0.5731    3.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7479    0.7050    3.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    0.4563    2.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -4.4466   -0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -4.7866    0.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671   -3.8581   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -2.6297    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304   -2.6287    1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -0.5681    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8338    1.1822    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8539    0.8646   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -1.4425   -1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8280   -1.2582   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8171   -2.1309   -0.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    1.9307    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1378    2.2455    0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6139    2.4594   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2055    0.3075   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9474   -0.6214   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0420    1.1301   -0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -0.6276   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1369    0.8363   -3.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903    3.0982   -3.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4945    3.8322   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2691    2.4074   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2764   -0.3382    0.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6851    0.0975    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7217    0.7709    4.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3084    0.9996    4.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    0.5798    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17 12  1  0
 23 18  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
M  END
Download

PDB for HMDB0014477 (Methadone)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 333                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.004   1.334   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       4.527  -0.463   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.694   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.154   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.707   0.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.694   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.694  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.234   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.439   2.043   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.004  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.360   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.028  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.028   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.360  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   0.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.795  -1.980   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.544  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.360   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.028  -3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.028   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.360  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.694   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.694  -4.620   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    5   15   16                                                  
CONECT    3    4    6    7    8                                             
CONECT    4    3    5                                                       
CONECT    5    2    4    9                                                  
CONECT    6    3   11   13                                                  
CONECT    7    3   12   14                                                  
CONECT    8    1    3   10                                                  
CONECT    9    5                                                            
CONECT   10    8   17                                                       
CONECT   11    6   18                                                       
CONECT   12    7   19                                                       
CONECT   13    6   20                                                       
CONECT   14    7   21                                                       
CONECT   15    2                                                            
CONECT   16    2                                                            
CONECT   17   10                                                            
CONECT   18   11   22                                                       
CONECT   19   12   23                                                       
CONECT   20   13   22                                                       
CONECT   21   14   23                                                       
CONECT   22   18   20                                                       
CONECT   23   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END
Download

3D PDB for HMDB0014477 (Methadone)

COMPND    HMDB0014477
HETATM    1  C1  UNL     1      -2.438   3.085  -1.211  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.535   1.900  -1.485  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.349   1.113  -0.241  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.893   1.481   0.767  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.506  -0.131  -0.194  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.798   0.073  -0.875  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.711   1.131  -0.361  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.934   1.077  -1.304  1.00  0.00           C  
HETATM    9  N1  UNL     1       2.143   1.005   0.996  1.00  0.00           N  
HETATM   10  C8  UNL     1       3.017   2.140   1.275  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.898  -0.182   1.276  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.450  -0.599   1.195  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.334   0.237   2.282  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.292  -0.257   3.595  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.366  -1.589   3.836  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.481  -2.443   2.782  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.523  -1.948   1.471  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.261  -1.108  -1.033  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.628  -2.170  -1.592  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.302  -3.109  -2.387  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.642  -2.923  -2.589  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.311  -1.847  -2.029  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.610  -0.942  -1.250  1.00  0.00           C  
HETATM   24  H1  UNL     1      -3.392   2.998  -1.763  1.00  0.00           H  
HETATM   25  H2  UNL     1      -1.964   4.044  -1.493  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.614   3.163  -0.103  1.00  0.00           H  
HETATM   27  H4  UNL     1      -2.006   1.320  -2.308  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.610   2.305  -1.918  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.388  -0.890  -0.958  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.576   0.332  -1.933  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.274   2.121  -0.515  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.406   2.087  -1.374  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.625   0.289  -1.010  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.572   0.848  -2.328  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.210   2.260   2.359  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.961   1.935   0.727  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.596   3.084   0.855  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.850  -0.378   2.368  1.00  0.00           H  
HETATM   39  H16 UNL     1       3.995  -0.051   1.050  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.579  -1.073   0.750  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.261   1.310   2.237  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.200   0.404   4.449  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.332  -1.964   4.858  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.539  -3.503   2.978  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.617  -2.732   0.733  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.433  -2.415  -1.484  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.794  -3.949  -2.828  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.163  -3.657  -3.210  1.00  0.00           H  
HETATM   49  H26 UNL     1      -4.370  -1.765  -2.232  1.00  0.00           H  
HETATM   50  H27 UNL     1      -3.184  -0.118  -0.831  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    4    5
CONECT    5    6   12   18
CONECT    6    7   29   30
CONECT    7    8    9   31
CONECT    8   32   33   34
CONECT    9   10   11
CONECT   10   35   36   37
CONECT   11   38   39   40
CONECT   12   13   13   17
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16   43
CONECT   16   17   17   44
CONECT   17   45
CONECT   18   19   19   23
CONECT   19   20   46
CONECT   20   21   21   47
CONECT   21   22   48
CONECT   22   23   23   49
CONECT   23   50
END
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SMILES for HMDB0014477 (Methadone)

CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
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INCHI for HMDB0014477 (Methadone)

InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
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View in JSmolView Stereo Labels
Synonyms
Value Source
6-(Dimethylamino)-4,4-diphenyl-3-heptanone ChEBI
(+-)-Methadone ChEBI
6-dimethylamino-4,4-Diphenyl-3-heptanone ChEBI
DL-Methadone ChEBI
Methadonum ChEBI
(+/-)-methadone HMDB
(+/-)-methadone hydrochloride HMDB
DL-Methadone hydrochloride HMDB
Methadon HMDB
Methadone HCL HMDB
Methadone hydrochloride HMDB
Phenadone hydrochloride HMDB
Amidone MeSH, HMDB
Biomet brand OF methadone hydrochloride MeSH, HMDB
Methadose MeSH, HMDB
Yamanouchi brand OF methadone hydrochloride MeSH, HMDB
AddiCare brand OF methadone hydrochloride MeSH, HMDB
Dolophine MeSH, HMDB
Generics brand OF methadone hydrochloride MeSH, HMDB
GlaxoSmithKline brand OF methadone hydrochloride MeSH, HMDB
Hydrochloride, methadone MeSH, HMDB
Mallinckrodt brand OF methadone hydrochloride MeSH, HMDB
Methex MeSH, HMDB
Pharmascience brand OF methadone hydrochloride MeSH, HMDB
Phymet MeSH, HMDB
Physeptone MeSH, HMDB
Pinadone MeSH, HMDB
Esteve brand OF methadone hydrochloride MeSH, HMDB
Metasedin MeSH, HMDB
Methaddict MeSH, HMDB
Phenadone MeSH, HMDB
Rosemont brand OF methadone hydrochloride MeSH, HMDB
Roxane brand OF methadone hydrochloride MeSH, HMDB
Symoron MeSH, HMDB
Biodone MeSH, HMDB
Martindale brand OF methadone hydrochloride MeSH, HMDB
Metadol MeSH, HMDB
Pinewood brand OF methadone hydrochloride MeSH, HMDB
Chemical Formula C21H27NO
Average Molecular Weight 309.4452
Monoisotopic Molecular Weight 309.209264491
IUPAC Name 6-(dimethylamino)-4,4-diphenylheptan-3-one
Traditional Name methadone
CAS Registry Number 76-99-3
SMILES
CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
InChI Key USSIQXCVUWKGNF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Kingdom Organic compounds
Super Class Benzenoids
Class Benzene and substituted derivatives
Sub Class Diphenylmethanes
Direct Parent Diphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Aralkylamine
  • Gamma-aminoketone
  • Ketone
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular Framework Aromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect Not Available
Disposition
Biological location
Process Not Available
Role Not Available
Physical Properties
State Solid
Experimental Molecular Properties
Property Value Reference
Melting Point 235.0 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 0.0059 g/L Not Available
LogP 3.93 HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type Data Source CCS Value (Å2) Reference
[M+H]+ CBM 177.7 30932474
Predicted Molecular Properties
Property Value Source
Water Solubility 0.0059 g/L ALOGPS
logP 4.14 ALOGPS
logP 5.01 ChemAxon
logS -4.7 ALOGPS
pKa (Strongest Acidic) 18.78 ChemAxon
pKa (Strongest Basic) 9.12 ChemAxon
Physiological Charge 1 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 20.31 Ų ChemAxon
Rotatable Bond Count 7 ChemAxon
Refractivity 97.27 m³·mol⁻¹ ChemAxon
Polarizability 36.29 ų ChemAxon
Number of Rings 2 ChemAxon
Bioavailability Yes ChemAxon
Rule of Five No ChemAxon
Ghose Filter Yes ChemAxon
Veber's Rule Yes ChemAxon
MDDR-like Rule No ChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor Adduct Type CCS Value (Å2) Reference
DarkChem [M+H]+ 174.311 31661259
DarkChem [M-H]- 172.128 31661259
DeepCCS [M+H]+ 177.255 30932474
DeepCCS [M-H]- 174.897 30932474
DeepCCS [M-2H]- 208.877 30932474
DeepCCS [M+Na]+ 184.346 30932474
AllCCS [M+H]+ 175.9 32859911
AllCCS [M+H-H2O]+ 172.6 32859911
AllCCS [M+NH4]+ 179.0 32859911
AllCCS [M+Na]+ 179.8 32859911
AllCCS [M-H]- 184.4 32859911
AllCCS [M+Na-2H]- 184.5 32859911
AllCCS [M+HCOO]- 184.9 32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite SMILES Kovats RI Value Column Type Reference
Methadone CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2843.3 Standard polar 33892256
Methadone CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2199.8 Standard non polar 33892256
Methadone CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2136.2 Semi standard non polar 33892256

Derivatized

Derivative Name / Structure SMILES Kovats RI Value Column Type Reference
Methadone,1TMS,isomer #1 CC=C(O[Si](C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2267.2 Semi standard non polar 33892256
Methadone,1TMS,isomer #1 CC=C(O[Si](C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2219.8 Standard non polar 33892256
Methadone,1TMS,isomer #1 CC=C(O[Si](C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2698.0 Standard polar 33892256
Methadone,1TBDMS,isomer #1 CC=C(O[Si](C)(C)C(C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2496.3 Semi standard non polar 33892256
Methadone,1TBDMS,isomer #1 CC=C(O[Si](C)(C)C(C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2458.3 Standard non polar 33892256
Methadone,1TBDMS,isomer #1 CC=C(O[Si](C)(C)C(C)(C)C)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1 2780.5 Standard polar 33892256
Spectra

GC-MS Spectra

Spectrum Type Description Splash Key Deposition Date Source View
Experimental GC-MS GC-MS Spectrum - Methadone EI-B (Non-derivatized) splash10-00di-9310000000-d71659ee33e210178a79 2017-09-12 HMDB team, MONA, MassBank View Spectrum
Experimental GC-MS GC-MS Spectrum - Methadone CI-B (Non-derivatized) splash10-03di-0009000000-c583dd769bf5998ac160 2017-09-12 HMDB team, MONA, MassBank View Spectrum
Experimental GC-MS GC-MS Spectrum - Methadone EI-B (Non-derivatized) splash10-00di-9310000000-d71659ee33e210178a79 2018-05-18 HMDB team, MONA, MassBank View Spectrum
Experimental GC-MS GC-MS Spectrum - Methadone CI-B (Non-derivatized) splash10-03di-0009000000-c583dd769bf5998ac160 2018-05-18 HMDB team, MONA, MassBank View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Methadone GC-MS (Non-derivatized) - 70eV, Positive splash10-0uk9-9080000000-1cd26d01442b30c05512 2017-09-01 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Methadone GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Methadone GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Methadone GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum
Predicted GC-MS Predicted GC-MS Spectrum - Methadone GC-MS (Non-derivatized) - 70eV, Positive Not Available 2021-10-12 Wishart Lab View Spectrum
MS Mass Spectrum (Electron Ionization) splash10-00di-9210000000-7542d8c3f742c7713c13 2014-09-20 Not Available View Spectrum

MS/MS Spectra

Spectrum Type Description Splash Key Deposition Date Source View
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-QTOF , positive-QTOF splash10-03di-0029000000-43d5c8da88c1aa260682 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-QTOF , positive-QTOF splash10-014i-0090000000-31b8655a24b30962bd8c 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-QTOF , positive-QTOF splash10-01b9-0590000000-9894da52e88d32034318 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-QTOF , positive-QTOF splash10-014i-0940000000-fedb75bd4c80c6c4fea9 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-QTOF , positive-QTOF splash10-0gb9-0940000000-a27b5f75aab7fac8931d 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-014i-0090000000-1d4283f6dffa11b765e7 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-03di-0019000000-416fca50b212d00b968c 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-014i-0090000000-ad95925610aed55afe91 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0aor-1980000000-6d4d0adc4c8db177eaad 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-1920000000-0548504791642aa3b2e0 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-2920000000-dd2ce03c02a54aa24f83 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-3910000000-1af5f56241eabde05700 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-03di-0019000000-015df6e52b9d5ebe5cb2 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-014i-0091000000-b328f3740a7ca4485324 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0aor-0980000000-24074e0b5c722d7279c0 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-1920000000-5477eb89abafab290dd1 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-2920000000-b4ffdf7888e464422c0c 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-0a4i-3910000000-6053da2e4586dbcae300 2017-09-14 HMDB team, MONA View Spectrum
Experimental LC-MS/MS LC-MS/MS Spectrum - Methadone LC-ESI-ITFT , positive-QTOF splash10-014i-0090000000-0863c3130ca5df5f25b6 2017-09-14 HMDB team, MONA View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 10V, Positive-QTOF splash10-03di-0069000000-144e893c575a6cb0ceb3 2016-08-01 Wishart Lab View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 20V, Positive-QTOF splash10-0229-8093000000-72ef33a6770239211ec3 2016-08-01 Wishart Lab View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 40V, Positive-QTOF splash10-0aw9-9780000000-930cd0f8dcbecbc72f1b 2016-08-01 Wishart Lab View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 10V, Negative-QTOF splash10-0a4i-0019000000-3418a56694229e2c6595 2016-08-03 Wishart Lab View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 20V, Negative-QTOF splash10-0a4i-3069000000-10bb89e35854fe0680a5 2016-08-03 Wishart Lab View Spectrum
Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - Methadone 40V, Negative-QTOF splash10-00fu-9180000000-abf68f949ff2ecf35fcc 2016-08-03 Wishart Lab View Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations Not Available
Pathways
Normal Concentrations
Biospecimen Status Value Age Sex Condition Reference Details
Blood Expected but not Quantified Not Quantified Not Available Not Available Taking drug identified by DrugBank entry DB00333 details
Urine Expected but not Quantified Not Quantified Not Available Not Available Taking drug identified by DrugBank entry DB00333 details
Abnormal Concentrations
Not Available
Predicted Concentrations
Biospecimen Value Original age Original sex Original condition Comments
Blood 0.000 uM Adult (>18 years old) Both Normal Predicted based on drug qualities
Blood 0.000 umol/mmol creatinine Adult (>18 years old) Both Normal Predicted based on drug qualities
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID DB00333
Phenol Explorer Compound ID Not Available
FooDB ID Not Available
KNApSAcK ID Not Available
Chemspider ID 3953
KEGG Compound ID C07163
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Methadone
METLIN ID Not Available
PubChem Compound Not Available
PDB ID Not Available
ChEBI ID 167309
Food Biomarker Ontology Not Available
VMH ID Not Available
MarkerDB ID Not Available
Good Scents ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Kell MJ: Utilization of plasma and urine methadone concentrations to optimize treatment in maintenance clinics: I. Measurement techniques for a clinical setting. J Addict Dis. 1994;13(1):5-26. [PubMed:8018740 ]
  2. Joseph H, Stancliff S, Langrod J: Methadone maintenance treatment (MMT): a review of historical and clinical issues. Mt Sinai J Med. 2000 Oct-Nov;67(5-6):347-64. [PubMed:11064485 ]
  3. Eap CB, Buclin T, Baumann P: Interindividual variability of the clinical pharmacokinetics of methadone: implications for the treatment of opioid dependence. Clin Pharmacokinet. 2002;41(14):1153-93. [PubMed:12405865 ]
  4. Donny EC, Brasser SM, Bigelow GE, Stitzer ML, Walsh SL: Methadone doses of 100 mg or greater are more effective than lower doses at suppressing heroin self-administration in opioid-dependent volunteers. Addiction. 2005 Oct;100(10):1496-509. [PubMed:16185211 ]
  5. Connock M, Juarez-Garcia A, Jowett S, Frew E, Liu Z, Taylor RJ, Fry-Smith A, Day E, Lintzeris N, Roberts T, Burls A, Taylor RS: Methadone and buprenorphine for the management of opioid dependence: a systematic review and economic evaluation. Health Technol Assess. 2007 Mar;11(9):1-171, iii-iv. [PubMed:17313907 ]
  6. Leander JD, Wood CR: Metkephamid effects on operant behavior. Peptides. 1982 Sep-Oct;3(5):771-3. [PubMed:7177922 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Cytochrome P450 3A4
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  3. Kharasch ED, Hoffer C, Whittington D, Sheffels P: Role of hepatic and intestinal cytochrome P450 3A and 2B6 in the metabolism, disposition, and miotic effects of methadone. Clin Pharmacol Ther. 2004 Sep;76(3):250-69. [PubMed:15371986 ]
Enzyme Details
2. Cytochrome P450 2C9
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular weight:
55627.365
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
3. Cytochrome P450 2C19
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
4. Cytochrome P450 2D6
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular weight:
55768.94
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
5. Cytochrome P450 2C18
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP2C18
Uniprot ID:
P33260
Molecular weight:
55710.075
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
6. Cytochrome P450 2B6
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular weight:
56277.81
References
  1. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
  2. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  3. Kharasch ED, Hoffer C, Whittington D, Sheffels P: Role of hepatic and intestinal cytochrome P450 3A and 2B6 in the metabolism, disposition, and miotic effects of methadone. Clin Pharmacol Ther. 2004 Sep;76(3):250-69. [PubMed:15371986 ]
Enzyme Details
7. Cytochrome P450 3A5
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A5
Uniprot ID:
P20815
Molecular weight:
57108.065
Enzyme Details
8. Cytochrome P450 3A7
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A7
Uniprot ID:
P24462
Molecular weight:
57525.03
Enzyme Details
9. Cytochrome P450 1A2
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Enzyme Details
10. Cytochrome P450 19A1
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular weight:
57882.48
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details
1. Multidrug resistance protein 1
General function:
Involved in ATP binding
Specific function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular weight:
141477.3
References
  1. Stormer E, Perloff MD, von Moltke LL, Greenblatt DJ: Methadone inhibits rhodamine123 transport in Caco-2 cells. Drug Metab Dispos. 2001 Jul;29(7):954-6. [PubMed:11408360 ]
  2. Tournier N, Chevillard L, Megarbane B, Pirnay S, Scherrmann JM, Decleves X: Interaction of drugs of abuse and maintenance treatments with human P-glycoprotein (ABCB1) and breast cancer resistance protein (ABCG2). Int J Neuropsychopharmacol. 2010 Aug;13(7):905-15. doi: 10.1017/S1461145709990848. Epub 2009 Nov 4. [PubMed:19887017 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters