(5R,5aR,8aR,9S)-9-(((4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)

Introduction

CAS No. :	33419-42-0	MDL No. :
Formula :	C29H32O13	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VJJPUSNTGOMMGY-MRVIYFEKSA-N
M.W :	588.56	Pubchem ID :	36462
Synonyms :	VP-16;VP-16-213;Demethyl Epipodophyllotoxin Ethylidine Glucoside. epipodophyllotoxin. US brand names: Toposar. VePesid. Foreign brand name: Lastet. Abbreviation: EPEG Code names: VP16;VP-16-123;NSC 141540;EPE	Chemical Name :	(5R,5aR,8aR,9S)-9-(((4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

Physicochemical Properties

Num. heavy atoms :	42
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.55
Num. rotatable bonds :	5
Num. H-bond acceptors :	13.0
Num. H-bond donors :	3.0
Molar Refractivity :	139.11
TPSA :	160.83 Ų

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-9.46 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.24
Log Po/w (XLOGP3) :	0.6
Log Po/w (WLOGP) :	1.01
Log Po/w (MLOGP) :	-0.14
Log Po/w (SILICOS-IT) :	0.95
Consensus Log Po/w :	1.13

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.17

Water Solubility

Log S (ESOL) :	-3.75
Solubility :	0.105 mg/ml ; 0.000178 mol/l
Class :	Soluble
Log S (Ali) :	-3.55
Solubility :	0.165 mg/ml ; 0.000281 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.18
Solubility :	0.385 mg/ml ; 0.000655 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	6.27

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335-H351-H361	Packing Group:	N/A
GHS Pictogram:

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