1,2-Di-N-Pentanoyl-Sn-Glycero-3-Dithiophosphocholine

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as glycero-3-dithiophosphocholines. These are glycerolipids in which the glycerol moiety is esterified at two positions with a fatty acyl chain, and linked a third position (O3) with a dithiophosphocholine.

Glycero-3-dithiophosphocholines

Organic compounds

Lipids and lipid-like molecules

Glycero-3-dithiophosphocholines

Calculated Property

kind Value Source
logP 0.58 ALOGPS
logS -6.5 ALOGPS
Water Solubility 1.75e-04 g/l ALOGPS
logP -0.031 ChemAxon
IUPAC Name [(9R)-2,2-dimethyl-9,10-bis(pentanoyloxy)-6-sulfanylidene-5,7-dioxa-2-aza-6λ⁵-phosphadecan-2-ium-6-yl]sulfanide ChemAxon
Traditional IUPAC Name [(9R)-2,2-dimethyl-9,10-bis(pentanoyloxy)-6-sulfanylidene-5,7-dioxa-2-aza-6λ⁵-phosphadecan-2-ium-6-yl]sulfanide ChemAxon
Molecular Weight 457.585 ChemAxon
Monoisotopic Weight 457.172165781 ChemAxon
SMILES CCCCC(=O)OC[C@H](CO[P@@]([S-])(=S)OCC[N+](C)(C)C)OC(=O)CCCC ChemAxon
Molecular Formula C18H36NO6PS2 ChemAxon
InChI InChI=1S/C18H36NO6PS2/c1-6-8-10-17(20)22-14-16(25-18(21)11-9-7-2)15-24-26(27,28)23-13-12-19(3,4)5/h16H,6-15H2,1-5H3/t16-/m1/s1 ChemAxon
InChIKey InChIKey=WEXRBKRFCBLWEL-MRXNPFEDSA-N ChemAxon
Polar Surface Area (PSA) 71.06 ChemAxon
Refractivity 130.62 ChemAxon
Polarizability 48.58 ChemAxon
Rotatable Bond Count 18 ChemAxon
H Bond Acceptor Count 2 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest acidic) 1.35 ChemAxon
pKa (strongest basic) -6.7 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 0 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Phospholipase C : in Bacillus cereus