(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-ene-1-carboxylic acid

Introduction

CAS No. :	138-59-0	MDL No. :	MFCD00066278
Formula :	C7H10O5	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JXOHGGNKMLTUBP-HSUXUTPPSA-N
M.W :	174.15	Pubchem ID :	8742
Synonyms :	NSC 59257;Shikimate;(–)-Shikimic Acid, L-Shikimic Acid, Shikimic acid;L-Shikimic Acid;(–)-Shikimic Acid	Chemical Name :	(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-ene-1-carboxylic acid

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.57
Num. rotatable bonds :	1
Num. H-bond acceptors :	5.0
Num. H-bond donors :	4.0
Molar Refractivity :	38.43
TPSA :	97.99 Ų

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.58 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.02
Log Po/w (XLOGP3) :	-1.72
Log Po/w (WLOGP) :	-1.52
Log Po/w (MLOGP) :	-1.43
Log Po/w (SILICOS-IT) :	-1.36
Consensus Log Po/w :	-1.2

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	0.23
Solubility :	296.0 mg/ml ; 1.7 mol/l
Class :	Highly soluble
Log S (Ali) :	0.18
Solubility :	261.0 mg/ml ; 1.5 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	1.75
Solubility :	9750.0 mg/ml ; 56.0 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.77

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:

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