Term: | (-)-antofine |
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Accession: | CHEBI:143911
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Definition: | An organic heteropentacyclic compound that is (13aR)-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline substituted at positions 2, 3 and 6 by methoxy groups. It is an alkaloid produced by relatives of the milkweed family and exhibits antiviral, anti-inflammatory, antiadipogenic and antitumorigenic activities. |
Synonyms: | exact_synonym: | (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline |
| related_synonym: | (13aR)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine; (R)-2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline; (R)-antofine; 2,3,6-trimethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene; 2,3,6-trimethoxy-9,11,12,13,13a,14-hexahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline; 7-demethoxytylophorine; 9,11,12,13,13a,14-hexahydro-2,3,6-trimethoxydibenzo[f,h]pyrrolo[1,2-b]isoquinoline; Formula=C23H25NO3; InChI=1S/C23H25NO3/c1-25-15-6-7-16-18(10-15)20-12-23(27-3)22(26-2)11-19(20)17-9-14-5-4-8-24(14)13-21(16)17/h6-7,10-12,14H,4-5,8-9,13H2,1-3H3/t14-/m1/s1; InChIKey=NCVWJDISIZHFQS-CQSZACIVSA-N; SMILES=C=1C2=C(C=C(C1OC)OC)C=3C=C(C=CC3C4=C2C[C@]5(CCCN5C4)[H])OC |
| xref: | CAS:32671-82-2 "KNApSAcK"; KNApSAcK:C00035244 |
| xref_mesh: | MESH:C473343 |
| xref: | PMID:12350151 "SUBMITTER"; PMID:12868894 "SUBMITTER"; PMID:17049857 "SUBMITTER"; PMID:20151387 "SUBMITTER"; PMID:21739223 "Europe PMC"; PMID:22753104 "SUBMITTER"; PMID:22880628 "SUBMITTER"; PMID:24934681 "SUBMITTER"; PMID:28666888 "Europe PMC"; PMID:28805975 "SUBMITTER"; PMID:30691129 "Europe PMC"; PMID:31186319 "Europe PMC" |
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