(2R,3S,4S,4aR,10bS)-3,4,8,10-Tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,

Introduction

CAS No. :	477-90-7	MDL No. :	MFCD00133120
Formula :	C14H16O9	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YWJXCIXBAKGUKZ-HJJNZUOJSA-N
M.W :	328.27	Pubchem ID :	66065
Synonyms :	Cuscutin;Bergenin;NSC 661749;(–)-Bergenin	Chemical Name :	(2R,3S,4S,4aR,10bS)-3,4,8,10-Tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydropyrano[3,2-c]isochromen-6(2H)-one

Physicochemical Properties

Num. heavy atoms :	23
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	2
Num. H-bond acceptors :	9.0
Num. H-bond donors :	5.0
Molar Refractivity :	72.8
TPSA :	145.91 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 :	No
Log Kp (skin permeation) :	-8.99 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.13
Log Po/w (XLOGP3) :	-0.97
Log Po/w (WLOGP) :	-1.53
Log Po/w (MLOGP) :	-1.67
Log Po/w (SILICOS-IT) :	-0.97
Consensus Log Po/w :	-0.8

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.33
Solubility :	15.5 mg/ml ; 0.0473 mol/l
Class :	Very soluble
Log S (Ali) :	-1.61
Solubility :	8.08 mg/ml ; 0.0246 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.09
Solubility :	407.0 mg/ml ; 1.24 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	4.39

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

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