Summary

IMPPAT Phytochemical identifier: IMPHY013922

Phytochemical name: Bruceolline B

Synonymous chemical names:
bruceacanthinoside

External chemical identifiers:
CID:190940, ZINC:ZINC000141224676

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc4nccc5c4n(c3=O)c3ccccc53)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C26H28N2O12/c29-8-15-18(30)20(32)22(34)25(39-15)37-9-16-19(31)21(33)23(35)26(40-16)38-14-7-12-17-11(5-6-27-12)10-3-1-2-4-13(10)28(17)24(14)36/h1-7,15-16,18-23,25-26,29-35H,8-9H2/t15-,16-,18-,19-,20+,21+,22-,23-,25-,26-/m1/s1

InChIKey:
VNELTEBGMWTQED-NXEOTYAVSA-N

DeepSMILES:
OC[C@H]O[C@@H]OC[C@H]O[C@@H]Occcncccc6nc%10=O))cccccc96))))))))))))))))[C@@H][C@H][C@@H]6O))O))O)))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, CO[C@@H](C)OC, c=O, cO[C@@H](C)OC, cn(c)c, cnc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=c1c(OC2CCCC(COC3CCCCO3)O2)cc2nccc3c4ccccc4n1c23

Scaffold Graph/Node level:
OC1C(OC2CCCC(COC3CCCCO3)O2)CC2NCCC3C4CCCCC4N1C23

Scaffold Graph level:
CC1C(CC2CCCC(CCC3CCCCC3)C2)CC2CCCC3C4CCCCC4C1C23

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Indolonaphthyridine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 1.128

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Chemical structure download