Summary

IMPPAT Phytochemical identifier: IMPHY014126

Phytochemical name: Ligularidine

Synonymous chemical names:
o-acetylcrotaverrine

External chemical identifiers:
CID:6440207

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Chemical structure information

SMILES:
C/C=C/1C[C@@H](C)[C@](C)(OC(=O)C)C(=O)OCC2=CCN(CC[C@@H](OC1=O)C2=O)C

InChI:
InChI=1S/C21H29NO7/c1-6-15-11-13(2)21(4,29-14(3)23)20(26)27-12-16-7-9-22(5)10-8-17(18(16)24)28-19(15)25/h6-7,13,17H,8-12H2,1-5H3/b15-6+,16-7-/t13-,17-,21+/m1/s1

InChIKey:
ZOIAVVNLMDKOIV-BPYQQJMWSA-N

DeepSMILES:
C/C=CC[C@@H]C)[C@]C)OC=O)C)))C=O)OCC=CCNCC[C@@H]OC%16=O)))C8=O)))))C

Functional groups:
C/C=C(/C)C(C)=O, C/C=C(C)C(=O)OC, CC(=O)OC, CN(C)C, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCC(=O)OCC2=CCNCCC(OC1=O)C2=O

Scaffold Graph/Node level:
CC1CCCC(O)OCC2CCNCCC(OC1O)C2O

Scaffold Graph level:
CC1CCCC(C)C(C)CC2CCCCCC(CC1)C2C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Tricarboxylic acids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.287

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Chemical structure download