(2R,3S)-2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol

Introduction

CAS No. :	154-23-4	MDL No. :	MFCD00075649
Formula :	C15H14O6	Boiling Point :	-
Linear Structure Formula :	C9H6O(OH)3C6H3(OH)2	InChI Key :	PFTAWBLQPZVEMU-DZGCQCFKSA-N
M.W :	290.27	Pubchem ID :	9064
Synonyms :	Catechuic acid;Cianidanol;Z 7300.;Transepar;NSC 2819;KB 53;Catechinic acid;Catechin	Chemical Name :	(2R,3S)-2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol

Physicochemical Properties

Num. heavy atoms :	21
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.2
Num. rotatable bonds :	1
Num. H-bond acceptors :	6.0
Num. H-bond donors :	5.0
Molar Refractivity :	74.33
TPSA :	110.38 Ų

Pharmacokinetics

GI absorption :	High
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) :	-7.82 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.33
Log Po/w (XLOGP3) :	0.36
Log Po/w (WLOGP) :	1.22
Log Po/w (MLOGP) :	0.24
Log Po/w (SILICOS-IT) :	0.98
Consensus Log Po/w :	0.83

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.22
Solubility :	1.74 mg/ml ; 0.00598 mol/l
Class :	Soluble
Log S (Ali) :	-2.24
Solubility :	1.66 mg/ml ; 0.00572 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.14
Solubility :	2.09 mg/ml ; 0.00719 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.5

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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