(2R,3R)-2,3-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid

Introduction

CAS No. :	6537-80-0	MDL No. :	MFCD00189418
Formula :	C22H18O12	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YDDGKXBLOXEEMN-IABMMNSOSA-N
M.W :	474.37	Pubchem ID :	5281764
Synonyms :	Dicaffeoyltartaric acid;Cichoric Acid	Chemical Name :	(2R,3R)-2,3-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid

Physicochemical Properties

Num. heavy atoms :	34
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.09
Num. rotatable bonds :	11
Num. H-bond acceptors :	12.0
Num. H-bond donors :	6.0
Molar Refractivity :	114.0
TPSA :	208.12 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) :	-7.77 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.23
Log Po/w (XLOGP3) :	2.01
Log Po/w (WLOGP) :	1.01
Log Po/w (MLOGP) :	0.14
Log Po/w (SILICOS-IT) :	0.88
Consensus Log Po/w :	1.06

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	2.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-3.58
Solubility :	0.124 mg/ml ; 0.000261 mol/l
Class :	Soluble
Log S (Ali) :	-6.01
Solubility :	0.000466 mg/ml ; 0.000000983 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-0.87
Solubility :	64.3 mg/ml ; 0.136 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	3.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.14

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280	UN#:	N/A
Hazard Statements:	H302-H317	Packing Group:	N/A
GHS Pictogram:

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