Preferred Name

naloxone

Synonyms

3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one

1-N-Allyl-14-hydroxynordihydromorphinone

17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one

naloxone

naloxonum

(-)-naloxone

naloxona

Definitions

A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.

ID

http://purl.obolibrary.org/obo/CHEBI_7459

charge

0

database_cross_reference

PMID:26469689

Beilstein:1089071

Drug_Central:1878

Wikipedia:Naloxone

PMID:17023477

CAS:465-65-6

KEGG:C07252

Patent:US3254088

PMID:24868924

PMID:26604818

HMDB:HMDB0015314

KEGG:D08249

PMID:25468814

LINCS:LSM-3504

PMID:26634308

DrugBank:DB01183

Reaxys:1089071

Patent:GB939287

definition

A synthetic morphinane alkaloid that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group. A specific opioid antagonist, it is used (commonly as its hydrochloride salt) to reverse the effects of opioids, both following their use of opioids during surgery and in cases of known or suspected opioid overdose.

formula

C19H21NO4

has parent hydride

http://purl.obolibrary.org/obo/CHEBI_35649

has role

http://purl.obolibrary.org/obo/CHEBI_90755

http://purl.obolibrary.org/obo/CHEBI_50137

http://purl.obolibrary.org/obo/CHEBI_35488

has_exact_synonym

3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one

has_obo_namespace

chebi_ontology

has_related_synonym

1-N-Allyl-14-hydroxynordihydromorphinone

17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one

naloxone

naloxonum

(-)-naloxone

naloxona

id

CHEBI:7459

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C19H21NO4/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/t14-,17+,18+,19-/m1/s1

inchikey

UZHSEJADLWPNLE-GRGSLBFTSA-N

is conjugate base of

http://purl.obolibrary.org/obo/CHEBI_90756

label

naloxone

mass

327.37430

monoisotopicmass

327.14706

notation

CHEBI:7459

prefLabel

naloxone

smiles

Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O)CC=C

treeView

http://purl.obolibrary.org/obo/CHEBI_38164

http://purl.obolibrary.org/obo/CHEBI_25418

http://purl.obolibrary.org/obo/CHEBI_26878

subClassOf

http://purl.obolibrary.org/obo/CHEBI_38164

http://purl.obolibrary.org/obo/CHEBI_25418

http://purl.obolibrary.org/obo/CHEBI_26878

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http://purl.bioontology.org/ontology/CSP/0092-8381 CRISP LOOM