14259-46-2 (S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R

Introduction

CAS No. :	14259-46-2	MDL No. :	MFCD00017316
Formula :	C27H32O14	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HXTFHSYLYXVTHC-AJHDJQPGSA-N
M.W :	580.53	Pubchem ID :	442431
Synonyms :	Naringenin-7-O-rutinoside;Isonaringin;Narirutin, Isonaringenin, Isonaringin, Naringenin 7-beta-rutinoside, Naringenin 7-O-rutinoside, (2S)-Narirutin;(2S)-Narirutin	Chemical Name :	(S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)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) :	-10.54 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.58
Log Po/w (XLOGP3) :	-0.99
Log Po/w (WLOGP) :	-1.49
Log Po/w (MLOGP) :	-2.77
Log Po/w (SILICOS-IT) :	-1.64
Consensus Log Po/w :	-1.06

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.64
Solubility :	1.34 mg/ml ; 0.00231 mol/l
Class :	Soluble
Log S (Ali) :	-3.25
Solubility :	0.326 mg/ml ; 0.000562 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 :	6.15

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:

Related View all 

• 

  Ghk-Cu

• 

  Gly-His-Lys acetate salt

• 

  N-Phenylacetyl-L-Prolylglycine ethyl ester

• 

  L-Phenylalanyl-L-isoleucine

• 

  L-Isoleucyl-L-phenylalanine

• 

  L-Ala-L-phe

• 

  L-Glutathione Reduced

• 

  L-Alanyl-L-tyrosine