(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol

Introduction

CAS No. :	29106-49-8	MDL No. :	MFCD01861513
Formula :	C30H26O12	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XFZJEEAOWLFHDH-NFJBMHMQSA-N
M.W :	578.52	Pubchem ID :	122738
Synonyms :	Proanthocyanidin B2;(−)-Epicatechin-(4β→8)-(−)-epicatechin;Procyanidol B2;PCB2	Chemical Name :	(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-[4,8'-bichromane]-3,3',5,5',7,7'-hexaol

Physicochemical Properties

Num. heavy atoms :	42
Num. arom. heavy atoms :	24
Fraction Csp3 :	0.2
Num. rotatable bonds :	3
Num. H-bond acceptors :	12.0
Num. H-bond donors :	10.0
Molar Refractivity :	146.71
TPSA :	220.76 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) :	-8.15 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.35
Log Po/w (XLOGP3) :	2.37
Log Po/w (WLOGP) :	2.35
Log Po/w (MLOGP) :	-0.26
Log Po/w (SILICOS-IT) :	1.14
Consensus Log Po/w :	1.39

Druglikeness

Lipinski :	3.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.17

Water Solubility

Log S (ESOL) :	-5.14
Solubility :	0.00415 mg/ml ; 0.00000717 mol/l
Class :	Moderately soluble
Log S (Ali) :	-6.65
Solubility :	0.000131 mg/ml ; 0.000000226 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-3.91
Solubility :	0.0705 mg/ml ; 0.000122 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.32

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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