General Information of Drug (ID: DR1226)
Drug Name
Oxymorphone
Synonyms
Ossimorfone [DCIT]; Oximorfona; Oximorfona [INN-Spanish]; Oximorphonum; Oxymorphine; Oxymorphone [INN:BAN]; Oxymorphonum [INN-Latin]; Dihydro-14-hydroxymorphinone; Dihydrohydroxymorphinone; Dihydroxymorphinone; EN3202; Morphinone, dihydro-14-hydroxy-; NIH10323; Numorphan; Numorphone; Ossimorfone; oxymorphone; (14S)-14-Hydroxydihydromorphinone; 14-Hydroxydihydromorphinone; 3,14-Dihydroxy-4,5-alpha-epoxy-17-methylmorphinan-6-one; 7,8-Dihydro-14-hydroxymorphinone; 76-41-5; 9VXA968E0C; CHEBI:7865; CHEMBL963; Opana; UNII-9VXA968E0C
Indication Anaesthesia [ICD11: 8E22] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 301.34 Topological Polar Surface Area 70
Heavy Atom Count 22 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5284604
PubChem SID
10219 ; 81989 ; 841905 ; 11039374 ; 14751763 ; 14898432 ; 39317908 ; 46505296 ; 48416368 ; 50523562 ; 57359138 ; 92714667 ; 96025010 ; 103250876 ; 103916122 ; 118046192 ; 126629458 ; 129404545 ; 134223676 ; 134338383 ; 134971543 ; 137003774 ; 139076556 ; 152101651 ; 160964525 ; 162224633 ; 175267332 ; 178103672 ; 179117107 ; 210279774 ; 210282097 ; 223440572 ; 223822210 ; 226395721 ; 252355643
ChEBI ID
CHEBI:7865
CAS Number
76-41-5
TTD Drug ID
D02NSF
Formula
C17H19NO4
Canonical SMILES
CN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O
InChI
1S/C17H19NO4/c1-18-7-6-16-13-9-2-3-10(19)14(13)22-15(16)11(20)4-5-17(16,21)12(18)8-9/h2-3,12,15,19,21H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1
InChIKey
UQCNKQCJZOAFTQ-ISWURRPUSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
6beta-Oxycodol DM001126
14368120
Reduction - 6-Ketoreduction 1 [2]
6beta-Oxymorphol DM001141
21779240
Oxidation - N-Demethylation 1 [2]
Alpha-Oxycodol DM001125
69087507
Reduction - 6-Ketoreduction 1 [2]
Beta-Noroxycodol DM001124
131770022
Oxidation - N-Demethylation 1 [2]
Nor-6alpha-Oxycodol DM001123
129839794
Oxidation - N-Demethylation 1 [2]
Noroxycodone DM001122
5489120
Oxidation - N-Demethylation 1 [2]
Zanubrutinib Metabolite M2 DM001121
5497189
Oxidation - N-Demethylation 1 [2]
Zanubrutinib Metabolite M5 DM003074
5284604
Oxidation - O-Demethylation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001898 Oxymorphone Noroxymorphone Oxidation - N-Demethylation CYP3A4 [2]
MR001899 Oxymorphone Noroxycodone Oxidation - N-Demethylation CYP3A4 [2]
MR001900 Oxymorphone Nor-6alpha-Oxycodol Oxidation - N-Demethylation CYP3A4 [2]
MR001901 Oxymorphone Beta-noroxycodol Oxidation - N-Demethylation CYP3A4 [2]
MR001902 Oxymorphone Alpha-Oxycodol Reduction - 6-Ketoreduction CYP2D6 [2]
MR001903 Oxymorphone 6beta-Oxycodol Reduction - 6-Ketoreduction CYP2D6 [2]
MR001904 Oxymorphone 6beta-Oxymorphol Oxidation - N-Demethylation CYP2D6 [2]
MR001905 Oxymorphone Oxymorphone Oxidation - O-Demethylation CYP2D6 [2]
⏷ Show the Full List of 8 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Oxymorphone was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Exposure to oral oxycodone is increased by concomitant inhibition of CYP2D6 and 3A4 pathways, but not by inhibition of CYP2D6 alone. Br J Clin Pharmacol. 2010 Jul;70(1):78-87.

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