Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID016092

Phytochemical name: (1S,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-16-oxido-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one

Synonymous chemical names:
Isobrucine N-oxide, isobrucine n-oxide, isobrucine-n-oxide, (1S,13S,14Z,19S,21S)-14-(2-hydroxyethylidene)-4,5-dimethoxy-16-oxido-8-aza-16-azoniahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one

External chemical identifiers:
CID:CID_124079392

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Chemical structure information

SMILES:
OC/C=C\1/C[N+]2([O-])CC[C@@]34C2C[C@@H]1C1=CCC(=O)N([C@H]31)c1c4cc(c(c1)OC)OC

InChI:
InChI=1S/C23H26N2O5/c1-29-18-10-16-17(11-19(18)30-2)24-21(27)4-3-14-15-9-20-23(16,22(14)24)6-7-25(20,28)12-13(15)5-8-26/h3,5,10-11,15,20,22,26H,4,6-9,12H2,1-2H3/b13-5-/t15-,20?,22-,23+,25?/m0/s1

InChIKey:
ICEFLCNOUJCINW-DLOVHLCKSA-N

DeepSMILES:
OC/C=C/C[N+][O-])CC[C@@]C5C[C@@H]/9C=CCC=O)N[C@H]%106)cc%11cccc6)OC)))OC

Functional groups:
CO, C/C=C(/C)C, C[N+]([O-])(C)C, CC=C(C)C, cN(C)C(=O)C, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C[NH+]2CCC34c5ccccc5N5C(=O)CC=C(C1CC23)C54

Scaffold Graph/Node level:
CC1CN2CCC34C5CCCCC5N5C(O)CCC(C1CC23)C54

Scaffold Graph level:
CC1CC2CCC34C2CC1C1CCC(C)C(C2CCCCC23)C14

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Chemical classification

NP-Likeness score: 2.801

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Chemical structure download