(4aR,5R,6S)-4a-Hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-

Introduction

CAS No. :	17388-39-5	MDL No. :	MFCD07783984
Formula :	C16H22O10	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HEYZWPRKKUGDCR-QBXMEVCASA-N
M.W :	374.34	Pubchem ID :	442435
Synonyms :	Swertiamarine	Chemical Name :	(4aR,5R,6S)-4a-Hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-4,4a,5,6-tetrahydropyrano[3,4-c]pyran-1(3H)-one

Physicochemical Properties

Num. heavy atoms :	26
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.69
Num. rotatable bonds :	4
Num. H-bond acceptors :	10.0
Num. H-bond donors :	5.0
Molar Refractivity :	82.12
TPSA :	155.14 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) :	-10.0 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.59
Log Po/w (XLOGP3) :	-2.0
Log Po/w (WLOGP) :	-2.48
Log Po/w (MLOGP) :	-2.1
Log Po/w (SILICOS-IT) :	-1.69
Consensus Log Po/w :	-1.33

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	1.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-0.64
Solubility :	86.4 mg/ml ; 0.231 mol/l
Class :	Very soluble
Log S (Ali) :	-0.73
Solubility :	69.1 mg/ml ; 0.185 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	1.62
Solubility :	15500.0 mg/ml ; 41.4 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	5.56

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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