(S)-7-(((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-met

Introduction

CAS No. :	10236-47-2	MDL No. :	MFCD00148888
Formula :	C27H32O14	Boiling Point :	-
Linear Structure Formula :	HOC6H4C9H5O(O)(OH)OC5H5O(CH2OH)(OH)2OC5H5O(CH3)(OH)3	InChI Key :	DFPMSGMNTNDNHN-ZPHOTFPESA-N
M.W :	580.53	Pubchem ID :	442428
Synonyms :	Naringoside;NSC 5548;AI3-19008;Aurantiin	Chemical Name :	(S)-7-(((2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one

Physicochemical Properties

Num. heavy atoms :	41
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.52
Num. rotatable bonds :	6
Num. H-bond acceptors :	14.0
Num. H-bond donors :	8.0
Molar Refractivity :	134.91
TPSA :	225.06 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) :	-10.15 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.96
Log Po/w (XLOGP3) :	-0.44
Log Po/w (WLOGP) :	-1.49
Log Po/w (MLOGP) :	-2.77
Log Po/w (SILICOS-IT) :	-1.64
Consensus Log Po/w :	-0.87

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.98
Solubility :	0.604 mg/ml ; 0.00104 mol/l
Class :	Soluble
Log S (Ali) :	-3.82
Solubility :	0.0877 mg/ml ; 0.000151 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-0.49
Solubility :	187.0 mg/ml ; 0.321 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	6.16

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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