Silymarin

J01 - Antibacterials for systemic use Unknown Prodrug First-in-class Orphan

JFDA label: Cirkulin Liver Protection (Sylmarin)

Chemistry & Properties

Formula	C25H22O10
Molecular weight	482.4 g/mol
IUPAC name	3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
CAS	65666-07-1
PubChem CID	5213
InChIKey	`SEBFKMXJBCUCAI-UHFFFAOYSA-N`
logP	2.4 (XLogP 2.4)
Polar surface area	155.0 Å²
H-bond acceptors / donors	10 / 5

SMILES

COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O

Biology & Pharmacokinetics

Pharmacokinetics predicted

Bioavailability	70.0%
Half-life	1.878 h
Volume of distribution	1.286 L/kg
Protein binding	95.3%
BBB penetrant	No

Enzyme interactions

Enzyme	Role	Detail
CYP2C8	Inhibitor	—
CYP2C9	Substrate	—
CYP3A4	Inhibitor	—

Transporters

BCRP (Inhibitor)BCRP (Inhibitor)BSEP (Inhibitor)MDR1 (Inhibitor)MRP1 (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP2B1 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)

Registered Products (1)

Brand	Form / strength	Pack	Agent	Citizen (JOD)
Cirkulin Liver Protection (Sylmarin)	Tablet 85 mg	60 tab	AL THARAA FOR PHARMACEUTICALS AND MEDICINE TRADING CO(BEIT LEHEM DRUG STORE))	12.720