Summary

IMPPAT Phytochemical identifier: IMPHY011109

Phytochemical name: (3R)-9-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one

Synonymous chemical names:
silymonin

External chemical identifiers:
CID:42608131

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Chemical structure information

SMILES:
COc1cc(ccc1O)C1C2CO[C@@]3(C2C=C(C1C3=O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O)O

InChI:
InChI=1S/C25H22O9/c1-32-19-4-10(2-3-15(19)27)21-13-9-33-25(31)14(13)7-12(22(21)24(25)30)18-8-17(29)23-16(28)5-11(26)6-20(23)34-18/h2-7,13-14,18,21-22,26-28,31H,8-9H2,1H3/t13?,14?,18-,21?,22?,25+/m0/s1

InChIKey:
LNLXUVRWFZAUFM-KNQGUNCGSA-N

DeepSMILES:
COcccccc6O))))CCCO[C@@]C5C=CC9C6=O)))[C@@H]CC=O)ccO6)cccc6O)))O)))))))))))O

Functional groups:
CC=C(C)C, CO[C@@](C)(O)C(C)=O, cC(C)=O, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC(C2=CC3C4OCC3C(c3ccccc3)C2C4=O)Oc2ccccc21

Scaffold Graph/Node level:
OC1CC(C2CC3C4COC3C(O)C2C4C2CCCCC2)OC2CCCCC12

Scaffold Graph level:
CC1CC(C2CC3C4CCC3C(C3CCCCC3)C2C4C)CC2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Benzene and substituted derivatives

ClassyFire Subclass: Cyclohexylphenols

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Flavonoids

NP Classifier Class: Flavanones

NP-Likeness score: 1.858

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Chemical structure download