5-Hydroxy-2-(4-hydroxyphenyl)-3,7-bis(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran

Introduction

CAS No. :	482-38-2	MDL No. :	MFCD01662671
Formula :	C27H30O14	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PUPKKEQDLNREIM-QNSQPKOQSA-N
M.W :	578.52	Pubchem ID :	5486199
Synonyms :	Lespenephryl;Lespedin;Kaempferol 3,7-bisrhamnoside;4-18-00-03292 (Beilstein Handbook Reference);Kaempferol 3,7-O-α-Dirhamnoside;Grosvenorine II;BRN 0073958	Chemical Name :	5-Hydroxy-2-(4-hydroxyphenyl)-3,7-bis(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

Physicochemical Properties

Num. heavy atoms :	41
Num. arom. heavy atoms :	16
Fraction Csp3 :	0.44
Num. rotatable bonds :	5
Num. H-bond acceptors :	14.0
Num. H-bond donors :	8.0
Molar Refractivity :	137.93
TPSA :	228.97 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) :	-9.89 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.44
Log Po/w (XLOGP3) :	-0.09
Log Po/w (WLOGP) :	-0.72
Log Po/w (MLOGP) :	-2.69
Log Po/w (SILICOS-IT) :	-1.04
Consensus Log Po/w :	-0.42

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.33
Solubility :	0.271 mg/ml ; 0.000469 mol/l
Class :	Soluble
Log S (Ali) :	-4.27
Solubility :	0.0313 mg/ml ; 0.0000542 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-1.46
Solubility :	19.9 mg/ml ; 0.0344 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	6.48

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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