Silibinin

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Silibinin

Silibinin A and silibinin B structures
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral and Intravenous
ATC code	A05BA03 (WHO)
Identifiers
IUPAC name (2R,3R)-3,5,7-trihydroxy-2-[(2R*,3R*)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl]chroman-4-one
CAS Number	1265089-69-7 N
PubChem CID	31553
ChemSpider	29263 Y
UNII	4RKY41TBTF
KEGG	D08515 Y
ChEBI	CHEBI:9144 N
ChEMBL	ChEMBL9509 N
CompTox Dashboard (EPA)	DTXSID8026018
ECHA InfoCard	100.041.168
Chemical and physical data
Formula	C25H22O10
Molar mass	482.441 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C4c5c(O)cc(O)cc5O[C@H](c2ccc1O[C@@H]([C@H](Oc1c2)c3ccc(O)c(OC)c3)CO)[C@H]4O
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-/m1/s1 Y Key:SEBFKMXJBCUCAI-HKTJVKLFSA-N Y
NY (what is this?)  (verify)

Silibinin (INN), also known as silybin (both from Silybum, the generic name of the plant from which it is extracted), is the major active constituent of silymarin, a standardized extract of the milk thistle, containing a mixture of flavonolignans consisting of silibinin, isosilibinin, silychristin, silidianin, and others. Silibinin itself is a mixture of two diastereomers, silybin A and silybin B, in approximately equimolar ratio.^[1] Silibinin is used in pure forms as a medication, and more frequently as an active ingredient in milk thistle–derived herbal supplements.