(S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Introduction

CAS No. :	520-33-2	MDL No. :	MFCD00075646
Formula :	C16H14O6	Boiling Point :	-
Linear Structure Formula :	C9H7O4C6H5O2CH2	InChI Key :	AIONOLUJZLIMTK-AWEZNQCLSA-N
M.W :	302.28	Pubchem ID :	72281
Synonyms :	NSC 57654;(–)-3',5,7-Trihydroxy-4'-methoxyflavanone;Prestwick_908;YSO2;Hesperin;Hesperitin;(S)-Hesperetin;(–)-Hesperetin	Chemical Name :	(S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.19
Num. rotatable bonds :	2
Num. H-bond acceptors :	6.0
Num. H-bond donors :	3.0
Molar Refractivity :	78.06
TPSA :	96.22 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.3 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.24
Log Po/w (XLOGP3) :	2.6
Log Po/w (WLOGP) :	2.19
Log Po/w (MLOGP) :	0.41
Log Po/w (SILICOS-IT) :	2.08
Consensus Log Po/w :	1.91

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.62
Solubility :	0.0719 mg/ml ; 0.000238 mol/l
Class :	Soluble
Log S (Ali) :	-4.27
Solubility :	0.0162 mg/ml ; 0.0000537 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.53
Solubility :	0.0884 mg/ml ; 0.000292 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.22

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:	N/A
Hazard Statements:	H315-H319	Packing Group:	N/A
GHS Pictogram:

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