(2S,3S,4S,5R,6S)-6-((5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxyte

Introduction

CAS No. :	27740-01-8	MDL No. :	MFCD01861503
Formula :	C21H18O12	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DJSISFGPUUYILV-ZFORQUDYSA-N
M.W :	462.36	Pubchem ID :	185617
Synonyms :	Scutellarein 7-O-β-D-glucuronide;Breviscapine;Scutellarein-7-glucuronide;Breviscapin	Chemical Name :	(2S,3S,4S,5R,6S)-6-((5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

Physicochemical Properties

Num. heavy atoms :	33
Num. arom. heavy atoms :	16
Fraction Csp3 :	0.24
Num. rotatable bonds :	4
Num. H-bond acceptors :	12.0
Num. H-bond donors :	7.0
Molar Refractivity :	108.74
TPSA :	207.35 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.99
Log Po/w (XLOGP3) :	0.75
Log Po/w (WLOGP) :	-0.15
Log Po/w (MLOGP) :	-2.12
Log Po/w (SILICOS-IT) :	-0.57
Consensus Log Po/w :	-0.22

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-3.27
Solubility :	0.246 mg/ml ; 0.000532 mol/l
Class :	Soluble
Log S (Ali) :	-4.68
Solubility :	0.00958 mg/ml ; 0.0000207 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-1.63
Solubility :	10.8 mg/ml ; 0.0233 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.12

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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