CHEBI:31892 - naloxone hydrochloride

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ChEBI Name naloxone hydrochloride
ChEBI ID CHEBI:31892
Definition A hydrochloride resulting from the formal reaction of equimolar amounts of naloxone and hydrogen chloride. A specific opioid antagonist, it is used to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C19H22ClNO4
Net Charge 0
Average Mass 363.836
Monoisotopic Mass 363.12374
InChI InChI=1S/C19H21NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,14,17,21,23H,1,5-10H2;1H/t14-,17+,18+,19-;/m1./s1
InChIKey RGPDIGOSVORSAK-STHHAXOLSA-N
SMILES C1=2C[C@@H]3[C@@]4(CCC([C@H]5[C@@]4(C1=C(C(=CC2)O)O5)CCN3CC=C)=O)O.Cl
Roles Classification
Biological Role(s): mu-opioid receptor antagonist
Any compound that exhibits antagonist activity at the mu-opioid receptor
Application(s): central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
antidote to opioid poisoning
A role borne by a molecule that acts to counteract or neutralise the deleterious effects of opioids.
mu-opioid receptor antagonist
Any compound that exhibits antagonist activity at the mu-opioid receptor
View more via ChEBI Ontology
ChEBI Ontology
Outgoing naloxone hydrochloride (CHEBI:31892) has part naloxone(1+) (CHEBI:90756)
naloxone hydrochloride (CHEBI:31892) has role μ-opioid receptor antagonist (CHEBI:50137)
naloxone hydrochloride (CHEBI:31892) has role antidote to opioid poisoning (CHEBI:90755)
naloxone hydrochloride (CHEBI:31892) has role central nervous system depressant (CHEBI:35488)
naloxone hydrochloride (CHEBI:31892) is a hydrochloride (CHEBI:36807)
IUPAC Name
17-allyl-3,14-dihydroxy-4,5α-epoxymorphinan-6-one hydrochloride
Synonyms Sources
(17R)-17-allyl-3,14-dihydroxy-6-oxo-4,5α-epoxymorphinan-17-ium chloride IUPAC
(5α)-17-allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one hydrochloride IUPAC
(5α,17R)-17-allyl-3,14-dihydroxy-6-oxo-4,5-epoxymorphinan-17-ium chloride IUPAC
Brand Name Source
Narcan KEGG DRUG
Manual Xrefs Databases
D01340 KEGG DRUG
DB01183 DrugBank
View more database links
Registry Numbers Types Sources
357-08-4 CAS Registry Number KEGG DRUG
357-08-4 CAS Registry Number ChemIDplus
3641068 Reaxys Registry Number Reaxys
Citations Types Sources
2180244 PubMed citation Europe PMC
25705253 PubMed citation Europe PMC
25738001 PubMed citation Europe PMC
2986307 PubMed citation Europe PMC
4648550 PubMed citation Europe PMC
Last Modified
09 December 2015