(S)-1,8-Dihydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydr

Introduction

CAS No. :	1415-73-2	MDL No. :	MFCD00151160
Formula :	C21H22O9	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AFHJQYHRLPMKHU-OSYMLPPYSA-N
M.W :	418.39	Pubchem ID :	12305761
Synonyms :	Aloin-A;Barbaloin-A;Aloin, Barbaloin, Aloinum;Barbalin;Barbaloin	Chemical Name :	(S)-1,8-Dihydroxy-3-(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)anthracen-9(10H)-one

Physicochemical Properties

Num. heavy atoms :	30
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.38
Num. rotatable bonds :	3
Num. H-bond acceptors :	9.0
Num. H-bond donors :	7.0
Molar Refractivity :	101.96
TPSA :	167.91 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) :	-8.94 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.4
Log Po/w (XLOGP3) :	-0.12
Log Po/w (WLOGP) :	-1.04
Log Po/w (MLOGP) :	-1.59
Log Po/w (SILICOS-IT) :	0.18
Consensus Log Po/w :	-0.24

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.46
Solubility :	1.46 mg/ml ; 0.0035 mol/l
Class :	Soluble
Log S (Ali) :	-2.95
Solubility :	0.466 mg/ml ; 0.00111 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.79
Solubility :	6.77 mg/ml ; 0.0162 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.97

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

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