Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID012126

Phytochemical name: (5aR,11bS,11cS)-9,10-dimethoxy-1-methyl-1-oxido-2,3,5,5a,11b,11c-hexahydroisochromeno[3,4-g]indol-1-ium-7-one

Synonymous chemical names:
homolycorine n-oxide

External chemical identifiers:
CID:CID_14109783, ZINC:ZINC000014583801

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Chemical structure information

SMILES:
COc1cc2c(cc1OC)C(=O)O[C@H]1[C@@H]2[C@H]2C(=CC1)CC[N+]2([O-])C

InChI:
InChI=1S/C18H21NO5/c1-19(21)7-6-10-4-5-13-16(17(10)19)11-8-14(22-2)15(23-3)9-12(11)18(20)24-13/h4,8-9,13,16-17H,5-7H2,1-3H3/t13-,16-,17-,19?/m1/s1

InChIKey:
LAEQLQRWNDLBBU-KNFXUPHZSA-N

DeepSMILES:
COcccccc6OC))))C=O)O[C@H][C@@H]6[C@H]C=CC6))CC[N+]5[O-])C

Functional groups:
cOC, cC(=O)OC, CC=C(C)C, C[N+](C)([O-])C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CC=C3CC[NH2+]C3C2c2ccccc21

Scaffold Graph/Node level:
OC1OC2CCC3CCNC3C2C2CCCCC12

Scaffold Graph level:
CC1CC2CCC3CCCC3C2C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Amaryllidaceae alkaloids

ClassyFire Subclass: Homolycorine-type amaryllidaceae alkaloids

NP-Likeness score: 1.953

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Chemical structure download