CHEBI:5790 - hydromorphone

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ChEBI Name hydromorphone
ChEBI ID CHEBI:5790
Definition A morphinane alkaloid that is a hydrogenated ketone derivative of morphine. A semi-synthetic drug, it is a centrally acting pain medication of the opioid class.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H19NO3
Net Charge 0
Average Mass 285.33770
Monoisotopic Mass 285.136
InChI InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-/m0/s1
InChIKey WVLOADHCBXTIJK-YNHQPCIGSA-N
SMILES [H][C@]12CCC(=O)[C@@H]3Oc4c(O)ccc5C[C@H]1N(C)CC[C@@]23c45
Roles Classification
Biological Role(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
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ChEBI Ontology
Outgoing hydromorphone (CHEBI:5790) has parent hydride morphinan (CHEBI:35649)
hydromorphone (CHEBI:5790) has role μ-opioid receptor agonist (CHEBI:55322)
hydromorphone (CHEBI:5790) has role opioid analgesic (CHEBI:35482)
hydromorphone (CHEBI:5790) is a morphinane alkaloid (CHEBI:25418)
hydromorphone (CHEBI:5790) is a organic heteropentacyclic compound (CHEBI:38164)
Incoming hydromorphone hydrochloride (CHEBI:5791) has part hydromorphone (CHEBI:5790)
IUPAC Name
3-hydroxy-17-methyl-4,5α-epoxymorphinan-6-one
INNs Sources
hidromorfona WHO MedNet
hydromorphone WHO MedNet
hydromorphone ChemIDplus
hydromorphonum WHO MedNet
Synonyms Sources
(-)-(5R)-4,5-Epoxy-3-hydroxy-9α-methylmorphinan-6-one ChemIDplus
4,5-Epoxy-3-hydroxy-17-methylmorphinan-6-one ChemIDplus
4,5alpha-Epoxy-3-hydroxy-17-methyl-6-morphinanone ChemIDplus
6-Deoxy-7,8-dihydro-6-oxomorphine ChemIDplus
7,8-Dihydromorphinone ChemIDplus
Dihydromorfinon ChemIDplus
Dihydromorphinone ChemIDplus
Dimorphone ChemIDplus
Hydromorfona ChemIDplus
Hydromorphone KEGG COMPOUND
Idromorfone ChemIDplus
Database Links Databases
1393 DrugCentral
C07042 KEGG COMPOUND
D08047 KEGG DRUG
DB00327 DrugBank
Dihydromorphinone Wikipedia
US2628962 Patent
US2649454 Patent
US2654756 Patent
View more database links
Registry Numbers Types Sources
42553 Beilstein Registry Number Beilstein
466-99-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11305075 PubMed citation Europe PMC
12799972 PubMed citation Europe PMC
15907647 PubMed citation Europe PMC
18789923 PubMed citation Europe PMC
19227610 PubMed citation Europe PMC
3211162 PubMed citation Europe PMC
Last Modified
22 February 2017