The Drug Ontology

Last uploaded: March 3, 2024
Preferred Name

Buprenorphine

Synonyms

(5alpha,6beta,14beta,18R)-17-(cyclopropylmethyl)-18-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol

Buprenorphine

buprenorphine

(-)-buprenorphine

17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol

21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine

2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol

2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol

buprenorfina

buprenorphinum

Definitions

A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain.

ID

http://purl.obolibrary.org/obo/CHEBI_3216

charge

0

database_cross_reference

Chemspider:559124

PMID:16642964

Patent:US3433791

PMID:16650985

PMID:17887741

MetaCyc:CPD-22086

CAS:52485-79-7

PMID:10649968

PMID:33378137

Beilstein:6182863

PMID:18997874

Patent:GB1136214

PMID:19402772

PMID:15181649

PMID:15781180

Drug_Central:434

PMCID:PMC7711199

DrugBank:DB00921

PMID:32925232

KEGG:D07132

Wikipedia:Buprenorphine

KEGG:C08007

PMID:11303059

HMDB:HMDB0015057

VSDB:1789

definition

A morphinane alkaloid that is 7,8-dihydromorphine 6-O-methyl ether in which positions 6 and 14 are joined by a -CH2CH2- bridge, one of the hydrogens of the N-methyl group is substituted by cyclopropyl, and a hydrogen at position 7 is substituted by a 2-hydroxy-3,3-dimethylbutan-2-yl group. It is highly effective for the treatment of opioid use disorder and is also increasingly being used in the treatment of chronic pain.

formula

C29H41NO4

has role

http://purl.obolibrary.org/obo/CHEBI_55322

http://purl.obolibrary.org/obo/CHEBI_59283

http://purl.obolibrary.org/obo/CHEBI_167165

http://purl.obolibrary.org/obo/CHEBI_35482

has_alternative_id

CHEBI:489640

CHEBI:656608

CHEBI:453763

CHEBI:143179

CHEBI:166254

has_exact_synonym

(5alpha,6beta,14beta,18R)-17-(cyclopropylmethyl)-18-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol

Buprenorphine

has_obo_namespace

chebi_ontology

has_related_synonym

buprenorphine

(-)-buprenorphine

17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol

21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine

2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol

2-[3-cyclopropylmethyl-11-hydroxy-15-methoxy-(14R)-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11-trien-16-yl]-3,3-dimethyl-2-butanol

buprenorfina

buprenorphinum

has_RxCUI

1819

id

CHEBI:3216

in_subset

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

inchi

InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1

inchikey

RMRJXGBAOAMLHD-IHFGGWKQSA-N

is_bearer_of

http://purl.obolibrary.org/obo/DRON_00000037

http://purl.obolibrary.org/obo/DRON_00000040

label

buprenorphine

Buprenorphine

mass

467.64010

monoisotopicmass

467.30356

notation

CHEBI:3216

prefLabel

Buprenorphine

smiles

[H][C@@]1(C[C@]23CC[C@]1(OC)[C@@H]1Oc4c(O)ccc5C[C@H]2N(CC[C@@]31c45)CC1CC1)[C@](C)(O)C(C)(C)C

subClassOf

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

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Delete Mapping To Ontology Source
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