(1alpha,3R,4alpha,5R)-4-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,3,5-trihydroxycyclohexa

Introduction

CAS No. :	905-99-7	MDL No. :	MFCD10566638
Formula :	C16H18O9	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GYFFKZTYYAFCTR-AVXJPILUSA-N
M.W :	354.31	Pubchem ID :	9798666
Synonyms :	4-Caffeoylquinic acid;4-O-Caffeoylquinic acid	Chemical Name :	(1alpha,3R,4alpha,5R)-4-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,3,5-trihydroxycyclohexanecarboxylic acid

Physicochemical Properties

Num. heavy atoms :	25
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.38
Num. rotatable bonds :	5
Num. H-bond acceptors :	9.0
Num. H-bond donors :	6.0
Molar Refractivity :	83.5
TPSA :	164.75 Ų

Pharmacokinetics

GI absorption :	Low
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) :	-8.76 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.14
Log Po/w (XLOGP3) :	-0.42
Log Po/w (WLOGP) :	-0.75
Log Po/w (MLOGP) :	-1.05
Log Po/w (SILICOS-IT) :	-0.61
Consensus Log Po/w :	-0.34

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-1.62
Solubility :	8.5 mg/ml ; 0.024 mol/l
Class :	Very soluble
Log S (Ali) :	-2.58
Solubility :	0.942 mg/ml ; 0.00266 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	0.4
Solubility :	894.0 mg/ml ; 2.52 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.13

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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