Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID015634

Phytochemical name: Milk thistle

Synonymous chemical names:
silybin b

External chemical identifiers:
CID:CID_1548994, ChEMBL:CHEMBL592675, ZINC:ZINC000001530850, FDASRS:853OHH1429, SureChEMBL:SCHEMBL751461, MolPort-039-139-345

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Chemical structure information

SMILES:
OC[C@@H]1Oc2ccc(cc2O[C@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O

InChI:
InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1

InChIKey:
SEBFKMXJBCUCAI-WAABAYLZSA-N

DeepSMILES:
OC[C@@H]Occcccc6O[C@H]%10cccccc6)OC)))O)))))))))[C@H]OcccO)ccc6C=O)[C@@H]%10O))))O

Functional groups:
CO, cO, cOC, cC(=O)C

Link to spectral information:
MSBNK-BS-BS003850, MSBNK-BS-BS003849, MSBNK-BS-BS003851, MSBNK-BS-BS003847, MSBNK-BS-BS003846, MSBNK-BS-BS003848

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC(c2ccc3c(c2)OC(c2ccccc2)CO3)Oc2ccccc21

Scaffold Graph/Node level:
OC1CC(C2CCC3OCC(C4CCCCC4)OC3C2)OC2CCCCC12

Scaffold Graph level:
CC1CC(C2CCC3CCC(C4CCCCC4)CC3C2)CC2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lignans, neolignans and related compounds

ClassyFire Class: Flavonolignans

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans, Flavonoids

NP Classifier Class: Dihydroflavonols, Flavonolignans

NP-Likeness score: 1.961

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Chemical structure download