(1R,4aS,7aS)-Methyl 1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Introduction

CAS No. :	6902-77-8	MDL No. :	MFCD00888600
Formula :	C11H14O5	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AZKVWQKMDGGDSV-BCMRRPTOSA-N
M.W :	226.23	Pubchem ID :	442424
Synonyms :	(+)-Genipin	Chemical Name :	(1R,4aS,7aS)-Methyl 1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.55
Num. rotatable bonds :	3
Num. H-bond acceptors :	5.0
Num. H-bond donors :	2.0
Molar Refractivity :	54.51
TPSA :	75.99 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) :	-8.21 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.94
Log Po/w (XLOGP3) :	-0.75
Log Po/w (WLOGP) :	-0.05
Log Po/w (MLOGP) :	0.12
Log Po/w (SILICOS-IT) :	0.11
Consensus Log Po/w :	0.28

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.57
Solubility :	60.6 mg/ml ; 0.268 mol/l
Class :	Very soluble
Log S (Ali) :	-0.37
Solubility :	96.8 mg/ml ; 0.428 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.01
Solubility :	233.0 mg/ml ; 1.03 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	4.48

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P301+P310+P330	UN#:	2811
Hazard Statements:	H301	Packing Group:	Ⅲ
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