loading...| Preferred Name | buprenorphine | |
| Synonyms |
buprenorphinum 17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol 2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol (-)-buprenorphine 21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine 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 buprenorphine buprenorfina (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 |
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| 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. |
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| ID |
http://purl.obolibrary.org/obo/CHEBI_3216 |
|
| charge |
0 |
|
| database_cross_reference |
VSDB:1789 Drug_Central:434 Wikipedia:Buprenorphine PMID:16642964 PMID:15781180 DrugBank:DB00921 PMID:11303059 PMID:17887741 PMID:19402772 MetaCyc:CPD-22086 Beilstein:6182863 CAS:52485-79-7 HMDB:HMDB0015057 KEGG:C08007 Patent:GB1136214 PMID:10649968 KEGG:D07132 PMID:18997874 PMCID:PMC7711199 PMID:33378137 Chemspider:559124 PMID:16650985 PMID:32925232 Patent:US3433791 PMID:15181649 |
|
| 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. |
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| formula |
C29H41NO4 |
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| has role |
http://purl.obolibrary.org/obo/CHEBI_55322 http://purl.obolibrary.org/obo/CHEBI_59283 |
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| has_alternative_id |
CHEBI:143179 CHEBI:489640 CHEBI:453763 CHEBI:166254 CHEBI:656608 |
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| 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 |
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| has_obo_namespace |
chebi_ontology |
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| has_related_synonym |
buprenorphinum 17-cyclopropylmethyl-4,5alpha-epoxy-7alpha-((S)-1-hydroxy-1,2,2-trimethylpropyl)-6-methoxy-6,14-endo-ethanomorphinan-3-ol 2-(N-cyclopropylmethyl-4,5alpha-epoxy-3-hydroxy-6-methoxy-6,14-endo-ethanomorphinan-6alpha-yl)-3,3-dimethyl-2-butanol (-)-buprenorphine 21-cyclopropyl-7alpha-[(S)-1-hydroxy-1,2,2-trimethylpropyl]-6,14-endo-ethano-6,7,8,14-tetrahydrooripavine 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 buprenorphine buprenorfina |
|
| id |
CHEBI:3216 |
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| in_subset | ||
| 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 |
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| inchikey |
RMRJXGBAOAMLHD-IHFGGWKQSA-N |
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| label |
buprenorphine |
|
| mass |
467.64010 |
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| monoisotopicmass |
467.30356 |
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| notation |
CHEBI:3216 |
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| prefLabel |
buprenorphine |
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| 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 |
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| treeView | ||
| subClassOf |