Summary

IMPPAT Phytochemical identifier: IMPHY004641

Phytochemical name: Rescinnamine

Synonymous chemical names:
rescinnamine, rescinnaminol, reserpinine

External chemical identifiers:
CID:5280954, ChEMBL:CHEMBL1668, ChEBI:28572, ZINC:ZINC000004097185, FDASRS:Q6W1F7DJ2D, SureChEMBL:SCHEMBL181966, MolPort-001-742-634

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Chemical structure information

SMILES:
COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC

InChI:
InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1

InChIKey:
SZLZWPPUNLXJEA-QEGASFHISA-N

DeepSMILES:
COcccccc6)[nH]cc5CCN[C@@H]6C[C@H][C@@H]C6)C[C@H][C@@H][C@H]6C=O)OC))))OC)))OC=O)/C=C/cccOC))ccc6)OC)))OC

Functional groups:
CN(C)C, COC, COC(C)=O, c/C=C/C(=O)OC, cOC, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC2CC3c4[nH]c5ccccc5c4CCN3CC2C1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC2CC3C4NC5CCCCC5C4CCN3CC2C1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Yohimbine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Yohimbine-like alkaloids

NP-Likeness score: 1.045

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Chemical structure download