(5R,6S)-6-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl

Introduction

CAS No. :	20831-76-9	MDL No. :	MFCD00075700
Formula :	C16H20O9	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DUAGQYUORDTXOR-GPQRQXLASA-N
M.W :	356.32	Pubchem ID :	88708
Synonyms :	Gentiopicrin;NSC 606402;SC-46058;O673	Chemical Name :	(5R,6S)-6-(((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one

Physicochemical Properties

Num. heavy atoms :	25
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.56
Num. rotatable bonds :	4
Num. H-bond acceptors :	9.0
Num. H-bond donors :	4.0
Molar Refractivity :	80.45
TPSA :	134.91 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) :	-9.35 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.54
Log Po/w (XLOGP3) :	-1.23
Log Po/w (WLOGP) :	-1.67
Log Po/w (MLOGP) :	-1.42
Log Po/w (SILICOS-IT) :	-1.21
Consensus Log Po/w :	-0.8

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.01
Solubility :	34.8 mg/ml ; 0.0977 mol/l
Class :	Very soluble
Log S (Ali) :	-1.11
Solubility :	27.8 mg/ml ; 0.078 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	1.27
Solubility :	6590.0 mg/ml ; 18.5 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.55

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

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