5-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetra

Introduction

CAS No. :	611-40-5	MDL No. :	MFCD01662715
Formula :	C22H22O11	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CNOURESJATUGPN-UDEBZQQRSA-N
M.W :	462.40	Pubchem ID :	5281810
Synonyms :	Tectorigenin 7-O-β-D-glucopyranoside;Shekanin	Chemical Name :	5-Hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

Physicochemical Properties

Num. heavy atoms :	33
Num. arom. heavy atoms :	16
Fraction Csp3 :	0.32
Num. rotatable bonds :	5
Num. H-bond acceptors :	11.0
Num. H-bond donors :	6.0
Molar Refractivity :	112.6
TPSA :	179.28 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 :	Yes
Log Kp (skin permeation) :	-8.53 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.32
Log Po/w (XLOGP3) :	0.83
Log Po/w (WLOGP) :	0.06
Log Po/w (MLOGP) :	-1.89
Log Po/w (SILICOS-IT) :	0.42
Consensus Log Po/w :	0.35

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.17

Water Solubility

Log S (ESOL) :	-3.26
Solubility :	0.255 mg/ml ; 0.000551 mol/l
Class :	Soluble
Log S (Ali) :	-4.18
Solubility :	0.0307 mg/ml ; 0.0000665 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-2.79
Solubility :	0.748 mg/ml ; 0.00162 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.3

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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