(2R,3R)-3,5,7-Trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo

Introduction

CAS No. :	22888-70-6	MDL No. :	MFCD00872186
Formula :	C25H22O10	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SEBFKMXJBCUCAI-HKTJVKLFSA-N
M.W :	482.44	Pubchem ID :	31553
Synonyms :	Silibinin A;Silybin;Silymarine I;Silybine;​Silibinin;Flavobin;Silymarin I;NSC 651520;Silibinin	Chemical 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

Physicochemical Properties

Num. heavy atoms :	35
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.24
Num. rotatable bonds :	4
Num. H-bond acceptors :	10.0
Num. H-bond donors :	5.0
Molar Refractivity :	120.55
TPSA :	155.14 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-7.89 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.4
Log Po/w (XLOGP3) :	1.9
Log Po/w (WLOGP) :	1.71
Log Po/w (MLOGP) :	-0.4
Log Po/w (SILICOS-IT) :	1.92
Consensus Log Po/w :	1.51

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.14
Solubility :	0.0346 mg/ml ; 0.0000717 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.78
Solubility :	0.00799 mg/ml ; 0.0000166 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.5
Solubility :	0.0153 mg/ml ; 0.0000316 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.92

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

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