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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015091

Secondary Accession Numbers

HMDB15091

Metabolite Identification

Common Name

Hydrocodone

Description

Hydrocodone is only found in individuals that have used or taken this drug. It is a narcotic analgesic related to codeine, but more potent and more addicting by weight. It is used also as cough suppressant. [PubChem]Hydrocodone acts as a weak agonist at OP1, OP2, and OP3 opiate receptors within the central nervous system (CNS). Hydrocodone primarily affects OP3 receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine, and noradrenaline is inhibited. Opioids such as hydrocodone also inhibit the release of vasopressin, somatostatin, insulin, and glucagon. Opioids close N-type voltage-operated calcium channels (OP2-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (OP3 and OP1 receptor agonist). This results in hyperpolarization and reduced neuronal excitability.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

956
  Mrv0541 02231215082D          

 25 29  0  0  1  0            999 V2000
    1.9356   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.5175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.2588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.8462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -1.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296   -0.8462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861   -1.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6773   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -2.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6296   -0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612   -1.7903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.4982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.4518    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 17  1  0  0  0  0
  2 16  2  0  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 23  1  1  0  0  0
  7 12  1  0  0  0  0
  7 24  1  6  0  0  0
  8 16  1  0  0  0  0
  8 25  1  1  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 10 17  1  0  0  0  0
 11 15  1  0  0  0  0
 12 14  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END

HMDB0015091
     RDKit          3D
Hydrocodone
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.4739   -0.1992   -0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3101    0.3399   -0.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577   -0.2112   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.3235   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6019   -1.8583   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -1.2563   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -0.1669    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    0.3997    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554    1.4897    1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.8930    1.0342 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844    2.8205   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326    3.5446   -0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    2.8505   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.4109   -1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    0.6237   -0.1456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9084   -0.7895   -0.3621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8722   -1.7303   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -1.3030    0.8626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -1.5607    0.7342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650   -0.5287    2.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -0.1302    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.5976    0.7865 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3387    0.1480   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4511   -1.3155   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    0.0510   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.7617   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -2.7270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0626    2.3421    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7791    3.1342   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    3.5309   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    1.4495   -1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.0405   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    1.1326    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275   -0.7534   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -2.6858   -0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -2.0313   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2222   -2.4297    1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.9013   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5345   -0.6840    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -1.2033    2.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    0.3257    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -1.0726    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993    0.4988    2.9238 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 22 21  1  1
  8  3  1  0
 22 10  1  0
 17  6  1  0
 22  7  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  6
 17 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
M  END

956
  Mrv0541 02231215082D          

 25 29  0  0  1  0            999 V2000
    1.9356   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.5175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.2588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.8462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -1.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296   -0.8462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861   -1.2588    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6773   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -2.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6296   -0.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -0.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -2.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612   -1.7903    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.4982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.4518    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 17  1  0  0  0  0
  2 16  2  0  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 23  1  1  0  0  0
  7 12  1  0  0  0  0
  7 24  1  6  0  0  0
  8 16  1  0  0  0  0
  8 25  1  1  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 10 17  1  0  0  0  0
 11 15  1  0  0  0  0
 12 14  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015091

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1

> <INCHI_KEY>
LLPOLZWFYMWNKH-CMKMFDCUSA-N

> <FORMULA>
C18H21NO3

> <MOLECULAR_WEIGHT>
299.3642

> <EXACT_MASS>
299.152143543

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.049349966841675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
1.9603039676666665

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.002748689731906

> <JCHEM_PKA_STRONGEST_BASIC>
8.605500302826659

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
82.74470000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydrocodone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015091
     RDKit          3D
Hydrocodone
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.4739   -0.1992   -0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3101    0.3399   -0.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577   -0.2112   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.3235   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6019   -1.8583   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -1.2563   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -0.1669    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    0.3997    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554    1.4897    1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.8930    1.0342 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844    2.8205   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326    3.5446   -0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    2.8505   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.4109   -1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    0.6237   -0.1456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9084   -0.7895   -0.3621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8722   -1.7303   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -1.3030    0.8626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -1.5607    0.7342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650   -0.5287    2.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -0.1302    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.5976    0.7865 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3387    0.1480   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4511   -1.3155   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    0.0510   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.7617   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -2.7270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0626    2.3421    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7791    3.1342   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    3.5309   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    1.4495   -1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.0405   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    1.1326    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275   -0.7534   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -2.6858   -0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -2.0313   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2222   -2.4297    1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.9013   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5345   -0.6840    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -1.2033    2.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    0.3257    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -1.0726    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993    0.4988    2.9238 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 22 21  1  1
  8  3  1  0
 22 10  1  0
 17  6  1  0
 22  7  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  6
 17 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 956                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.613  -0.724   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.238  -4.699   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.238   3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.975  -2.350   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.974  -1.580   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.308  -2.350   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.642  -1.580   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.641  -2.350   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.864  -0.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.974  -0.040   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.308  -3.890   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.642  -0.040   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.054  -0.450   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.308   0.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.974  -4.660   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.641  -3.890   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.641   0.730   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.079  -3.535   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.308   2.270   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.641   2.270   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.974   3.040   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.238   4.699   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       8.141  -3.342   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       9.086  -2.797   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.397  -2.710   0.000  0.00  0.00           H+0
CONECT    1    8   17                                                       
CONECT    2   16                                                            
CONECT    3   20   22                                                       
CONECT    4    7   13   18                                                  
CONECT    5    6    8    9   10                                             
CONECT    6    5    7   11   23                                             
CONECT    7    4    6   12   24                                             
CONECT    8    1    5   16   25                                             
CONECT    9    5   13                                                       
CONECT   10    5   14   17                                                  
CONECT   11    6   15                                                       
CONECT   12    7   14                                                       
CONECT   13    4    9                                                       
CONECT   14   10   12   19                                                  
CONECT   15   11   16                                                       
CONECT   16    2    8   15                                                  
CONECT   17    1   10   20                                                  
CONECT   18    4                                                            
CONECT   19   14   21                                                       
CONECT   20    3   17   21                                                  
CONECT   21   19   20                                                       
CONECT   22    3                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0015091
HETATM    1  C1  UNL     1       5.474  -0.199  -0.630  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.310   0.340  -0.066  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.058  -0.211  -0.296  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.876  -1.324  -1.093  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.602  -1.858  -1.308  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.520  -1.256  -0.708  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.750  -0.167   0.066  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.957   0.400   0.313  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.755   1.490   1.147  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.373   1.893   1.034  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.284   2.821  -0.124  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.233   3.545  -0.370  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.934   2.850  -0.950  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.231   1.411  -1.390  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.474   0.624  -0.146  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.908  -0.790  -0.362  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.872  -1.730  -0.866  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.486  -1.303   0.863  1.00  0.00           N  
HETATM   19  C15 UNL     1      -3.883  -1.561   0.734  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.165  -0.529   2.019  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.715  -0.130   2.036  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.294   0.598   0.786  1.00  0.00           C  
HETATM   23  H1  UNL     1       6.339   0.148  -0.035  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.451  -1.316  -0.504  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.587   0.051  -1.713  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.751  -1.762  -1.542  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.455  -2.727  -1.930  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.063   2.342   1.985  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.779   3.134  -0.289  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.876   3.531  -1.796  1.00  0.00           H  
HETATM   31  H9  UNL     1      -2.173   1.449  -1.964  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.409   1.041  -2.009  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.304   1.133   0.410  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.728  -0.753  -1.140  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.946  -2.686  -0.306  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.055  -2.031  -1.941  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.222  -2.430   1.357  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.059  -1.901  -0.328  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.534  -0.684   0.899  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.311  -1.203   2.913  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.855   0.326   2.201  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.123  -1.073   2.117  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.499   0.499   2.924  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   17
CONECT    7    8    8   22
CONECT    8    9
CONECT    9   10
CONECT   10   11   22   28
CONECT   11   12   12   13
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16   22   33
CONECT   16   17   18   34
CONECT   17   35   36
CONECT   18   19   20
CONECT   19   37   38   39
CONECT   20   21   40   41
CONECT   21   22   42   43
END

HMDB0015091
     RDKit          3D
Hydrocodone
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.4739   -0.1992   -0.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3101    0.3399   -0.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0577   -0.2112   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.3235   -1.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6019   -1.8583   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203   -1.2563   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -0.1669    0.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    0.3997    0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7554    1.4897    1.1472 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.8930    1.0342 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844    2.8205   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2326    3.5446   -0.3696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9338    2.8505   -0.9495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.4109   -1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    0.6237   -0.1456 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9084   -0.7895   -0.3621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8722   -1.7303   -0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -1.3030    0.8626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8831   -1.5607    0.7342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650   -0.5287    2.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148   -0.1302    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941    0.5976    0.7865 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3387    0.1480   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4511   -1.3155   -0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5870    0.0510   -1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7507   -1.7617   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4547   -2.7270   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0626    2.3421    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7791    3.1342   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759    3.5309   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1733    1.4495   -1.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087    1.0405   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    1.1326    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275   -0.7534   -1.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458   -2.6858   -0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -2.0313   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2222   -2.4297    1.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -1.9013   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5345   -0.6840    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3113   -1.2033    2.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8550    0.3257    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -1.0726    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4993    0.4988    2.9238 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 22 21  1  1
  8  3  1  0
 22 10  1  0
 17  6  1  0
 22  7  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 10 28  1  1
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  6
 17 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Dihydrocodeinone	ChEBI
4,5-alpha-Epoxy-3-methoxy-17-methylmorphinan-6-one	ChEBI
Dihydrocodeinone	ChEBI
Hidrocodona	ChEBI
Hydrocodon	ChEBI
Hydrocodonum	ChEBI
Hydrocone	ChEBI
Hydroconum	ChEBI
Idrocodone	ChEBI
4,5-a-Epoxy-3-methoxy-17-methylmorphinan-6-one	Generator
4,5-Α-epoxy-3-methoxy-17-methylmorphinan-6-one	Generator
Hycon	HMDB
Codinovo	HMDB
Hycodan	HMDB
Hydrocodone tartrate (1:1), hydrate (2:5)	HMDB
Knoll brand OF hydrocodone tartrate	HMDB
Nourypharma brand OF hydrocodone tartrate	HMDB
Robins brand OF hydrocodone tartrate	HMDB
Wyeth brand OF hydrocodone tartrate	HMDB
Dicodid	HMDB
Du pont brand OF hydrocodone tartrate	HMDB
Hydrocodeinonebitartrate	HMDB
Hydrocodone bitartrate	HMDB
Hydrocon	HMDB
Robidone	HMDB

Chemical Formula

C₁₈H₂₁NO₃

Average Molecular Weight

299.3642

Monoisotopic Molecular Weight

299.152143543

IUPAC Name

(1S,5R,13R,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

Traditional Name

hydrocodone

CAS Registry Number

125-29-1

SMILES

[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O

InChI Identifier

InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-12,17H,4-5,7-9H2,1-2H3/t11-,12+,17-,18-/m0/s1

InChI Key

LLPOLZWFYMWNKH-CMKMFDCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Isoquinolone
Tetralin
Coumaran
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Ketone
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Ether
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heteropentacyclic compound (CHEBI:5779 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Hydrocodone Action Pathway (PathBank: SMP0000411)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

mu-opioid receptor agonist (HMDB: HMDB0015091)
opioid analgesic (HMDB: HMDB0015091)
antitussive (HMDB: HMDB0015091)

Biological role

mu-opioid receptor agonist (HMDB: HMDB0015091)
opioid analgesic (HMDB: HMDB0015091)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	198 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.8 g/L	Not Available
LogP	1.2	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	167.4	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.8 g/L	ALOGPS
logP	2.13	ALOGPS
logP	1.96	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	18	ChemAxon
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	82.74 m³·mol⁻¹	ChemAxon
Polarizability	32.05 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	169.244	31661259
DarkChem	[M-H]-	168.232	31661259
DeepCCS	[M-2H]-	209.775	30932474
DeepCCS	[M+Na]+	185.941	30932474
AllCCS	[M+H]+	172.5	32859911
AllCCS	[M+H-H2O]+	169.2	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.3	32859911
AllCCS	[M-H]-	178.5	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	177.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydrocodone	[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O	3775.1	Standard polar	33892256
Hydrocodone	[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O	2383.6	Standard non polar	33892256
Hydrocodone	[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O	2512.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@@]54CCN3C	2479.4	Semi standard non polar	33892256
Hydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@@]54CCN3C	2426.6	Standard non polar	33892256
Hydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@@]54CCN3C	3092.3	Standard polar	33892256
Hydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2457.8	Semi standard non polar	33892256
Hydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2372.9	Standard non polar	33892256
Hydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	3042.4	Standard polar	33892256
Hydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@@]54CCN3C	2733.6	Semi standard non polar	33892256
Hydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@@]54CCN3C	2672.8	Standard non polar	33892256
Hydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3[C@@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@@]54CCN3C	3242.8	Standard polar	33892256
Hydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2709.3	Semi standard non polar	33892256
Hydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2572.1	Standard non polar	33892256
Hydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3[C@@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	3186.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrocodone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2090000000-117774746c444c4e0488	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydrocodone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0005-6970000000-3ba3e105098639cd6091	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 - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-0udi-0009000000-f21858df54194757e2d9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-0udi-0009000000-9b129b5d29df52345272	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-0udi-0649000000-82623b23b75f0a0b232d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-0002-0920000000-b67ff5a32d0ddd40c4c7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-006t-0900000000-0277ba7435a4081ab333	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone LC-ESI-QFT , positive-QTOF	splash10-0g6v-0900000000-b335c52fad1274cd28cb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 35V, Positive-QTOF	splash10-0udi-0539000000-60e3ee4cd365c32565d2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 90V, Positive-QTOF	splash10-0g6v-0900000000-a3ca9b5bf55ce8c114d5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 45V, Positive-QTOF	splash10-0udi-0539000000-a9095e27f0dee030ee9a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 30V, Positive-QTOF	splash10-0udi-0009000000-dfe701f042e4ae48fa1d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 60V, Positive-QTOF	splash10-0002-0921000000-93f2238f422f7dbee100	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 75V, Positive-QTOF	splash10-006t-0900000000-85ee173792972a321cc1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Hydrocodone 15V, Positive-QTOF	splash10-0udi-0009000000-c527bc2c918e346dafb8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 10V, Positive-QTOF	splash10-0udi-0029000000-1c3fa3b4b1357be62616	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 20V, Positive-QTOF	splash10-0udi-1098000000-f000ea847c9e68994f23	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 40V, Positive-QTOF	splash10-0a4i-8090000000-dd4e0e79adfda3b828cc	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 10V, Negative-QTOF	splash10-0002-0090000000-d9ab1faf7327dd439b2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 20V, Negative-QTOF	splash10-0002-0090000000-2b3b1b2934a4489426fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 40V, Negative-QTOF	splash10-003r-1190000000-666f47c119770568eaf1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 10V, Positive-QTOF	splash10-0udi-0009000000-1d8c7ea64ca3af7aef5e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 20V, Positive-QTOF	splash10-0udi-0009000000-8b328c7a2ca4dc1b0c72	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 40V, Positive-QTOF	splash10-0f6x-2091000000-71570a929a535e2fa4d2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 10V, Negative-QTOF	splash10-0002-0090000000-cf6f68fb1a2e8ad8e416	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 20V, Negative-QTOF	splash10-0002-0090000000-cf6f68fb1a2e8ad8e416	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydrocodone 40V, Negative-QTOF	splash10-000t-0090000000-0f770b43a2251fd7dba1	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Hydrocodone Action Pathway		Not Available

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 DB00956	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00956	21059682	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

External Links

DrugBank ID

DB00956

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4447623

KEGG Compound ID

C08024

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hydrocodone

METLIN ID

Not Available

PubChem Compound

5284569

PDB ID

Not Available

ChEBI ID

5779

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

Not Available

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

Hutchinson MR, Menelaou A, Foster DJ, Coller JK, Somogyi AA: CYP2D6 and CYP3A4 involvement in the primary oxidative metabolism of hydrocodone by human liver microsomes. Br J Clin Pharmacol. 2004 Mar;57(3):287-97. [PubMed:14998425 ]

Enzyme Details

2. 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

Hutchinson MR, Menelaou A, Foster DJ, Coller JK, Somogyi AA: CYP2D6 and CYP3A4 involvement in the primary oxidative metabolism of hydrocodone by human liver microsomes. Br J Clin Pharmacol. 2004 Mar;57(3):287-97. [PubMed:14998425 ]
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. Delta-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Highly stereoselective. receptor for enkephalins
Gene Name:: OPRD1
Uniprot ID:: P41143
Molecular weight:: 40412.3

References

Peckham EM, Traynor JR: Comparison of the antinociceptive response to morphine and morphine-like compounds in male and female Sprague-Dawley rats. J Pharmacol Exp Ther. 2006 Mar;316(3):1195-201. Epub 2005 Nov 16. [PubMed:16291875 ]
Thompson CM, Wojno H, Greiner E, May EL, Rice KC, Selley DE: Activation of G-proteins by morphine and codeine congeners: insights to the relevance of O- and N-demethylated metabolites at mu- and delta-opioid receptors. J Pharmacol Exp Ther. 2004 Feb;308(2):547-54. Epub 2003 Nov 4. [PubMed:14600248 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

4. Mu-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for beta-endorphin
Gene Name:: OPRM1
Uniprot ID:: P35372
Molecular weight:: 44778.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kotzer CJ, Hay DW, Dondio G, Giardina G, Petrillo P, Underwood DC: The antitussive activity of delta-opioid receptor stimulation in guinea pigs. J Pharmacol Exp Ther. 2000 Feb;292(2):803-9. [PubMed:10640321 ]
Peckham EM, Traynor JR: Comparison of the antinociceptive response to morphine and morphine-like compounds in male and female Sprague-Dawley rats. J Pharmacol Exp Ther. 2006 Mar;316(3):1195-201. Epub 2005 Nov 16. [PubMed:16291875 ]
Hennies HH, Friderichs E, Schneider J: Receptor binding, analgesic and antitussive potency of tramadol and other selected opioids. Arzneimittelforschung. 1988 Jul;38(7):877-80. [PubMed:2849950 ]
Thompson CM, Wojno H, Greiner E, May EL, Rice KC, Selley DE: Activation of G-proteins by morphine and codeine congeners: insights to the relevance of O- and N-demethylated metabolites at mu- and delta-opioid receptors. J Pharmacol Exp Ther. 2004 Feb;308(2):547-54. Epub 2003 Nov 4. [PubMed:14600248 ]
Stoops WW, Hatton KW, Lofwall MR, Nuzzo PA, Walsh SL: Intravenous oxycodone, hydrocodone, and morphine in recreational opioid users: abuse potential and relative potencies. Psychopharmacology (Berl). 2010 Oct;212(2):193-203. doi: 10.1007/s00213-010-1942-4. Epub 2010 Jul 28. [PubMed:20665209 ]
Walsh SL, Nuzzo PA, Lofwall MR, Holtman JR Jr: The relative abuse liability of oral oxycodone, hydrocodone and hydromorphone assessed in prescription opioid abusers. Drug Alcohol Depend. 2008 Dec 1;98(3):191-202. doi: 10.1016/j.drugalcdep.2008.05.007. Epub 2008 Jul 7. [PubMed:18606504 ]

Showing metabocard for Hydrocodone (HMDB0015091)

MOL for HMDB0015091 (Hydrocodone)

3D MOL for HMDB0015091 (Hydrocodone)

3D SDF for HMDB0015091 (Hydrocodone)

3D-SDF for HMDB0015091 (Hydrocodone)

PDB for HMDB0015091 (Hydrocodone)

3D PDB for HMDB0015091 (Hydrocodone)

SMILES for HMDB0015091 (Hydrocodone)

INCHI for HMDB0015091 (Hydrocodone)

Structure for HMDB0015091 (Hydrocodone)

3D Structure for HMDB0015091 (Hydrocodone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References