Summary

IMPPAT Phytochemical identifier: IMPHY011245

Phytochemical name: Cnicine

Synonymous chemical names:
centaurin, cniciin, cnicin

External chemical identifiers:
CID:5281435, ChEMBL:CHEMBL462825, ChEBI:3768, ZINC:ZINC000004098037, FDASRS:C998MWY30L, SureChEMBL:SCHEMBL1869092

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Chemical structure information

SMILES:
OC/C/1=C[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C/CC1)/C)OC(=O)C(=C)[C@H](CO)O

InChI:
InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5+,14-8-/t15-,16-,17+,18+/m0/s1

InChIKey:
ZTDFZLVUIVPZDU-QGNHJMHWSA-N

DeepSMILES:
OC/C=C[C@H]OC=O)C=C)[C@@H]5[C@H]C/C=C/CC%13)))/C)))OC=O)C=C)[C@H]CO))O

Functional groups:
C/C(C)=C/C, C/C=C(/C)C, C=C(C)C(=O)OC, C=C1CCOC1=O, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C=CCCC=CCCC12

Scaffold Graph/Node level:
CC1C(O)OC2CCCCCCCCC21

Scaffold Graph level:
CC1CC2CCCCCCCCC2C1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Germacrane sesquiterpenoids

NP-Likeness score: 3.252

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Chemical structure download