Preferred Name |
naloxone |
|
Synonyms |
3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one (-)-naloxone 1-N-Allyl-14-hydroxynordihydromorphinone 17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one naloxona naloxone naloxonum |
|
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that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group.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 |
Patent:GB939287 CAS:465-65-6 Drug_Central:1878 Wikipedia:Naloxone Patent:US3254088 HMDB:HMDB0015314 PMID:25468814 Reaxys:1089071 PMID:26604818 Beilstein:1089071 PMID:24868924 LINCS:LSM-3504 PMID:26634308 KEGG:D08249 KEGG:C07252 PMID:26469689 DrugBank:DB01183 PMID:17023477 |
|
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that is morphinone in which the enone double bond has been reduced to a single bond, the hydrogen at position 14 has been replaced by a hydroxy group, and the methyl group attached to the nitrogen has been replaced by an allyl group.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_exact_synonym |
3,14-dihydroxy-17-(prop-2-en-1-yl)-4,5alpha-epoxymorphinan-6-one |
|
has_obo_namespace |
chebi_ontology |
|
has_parent_hydride | ||
has_related_synonym |
(-)-naloxone 1-N-Allyl-14-hydroxynordihydromorphinone 17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one naloxona naloxone naloxonum |
|
id |
CHEBI:7459 |
|
in_subset | ||
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 | ||
label |
naloxone |
|
mass |
327.37430 |
|
monoisotopicmass |
327.14706 |
|
notation |
CHEBI:7459 |
|
prefLabel |
naloxone |
|
RO_0000087 |
http://purl.obolibrary.org/obo/CHEBI_90755 |
|
smiles |
Oc1ccc2C[C@H]3N(CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O)CC=C |
|
subClassOf |
http://purl.obolibrary.org/obo/CHEBI_38164 |