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Record Information
Version	2.0
Creation Date	2012-07-30 14:54:48 -0600
Update Date	2015-06-03 17:20:50 -0600
Secondary Accession Numbers	ECMDB21187
Identification
Name:	CDP-1,2-didodecanoylglycerol
Description	Cdp-1,2-didodecanoylglycerol belongs to the class of CDP-Diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part. (inferred from compound structure)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xae56ac1c> Close
Synonyms:	Value Source 1,2-Didodecanoyl-sn-glycero-3-cytidine-5'-diphosphate ChEBI 1,2-Dilauroyl-sn-glycero-3-cytidine 5'-diphosphate ChEBI CDP-1,2-Didodecanoyl-sn-glycerol ChEBI CDP-1,2-Dilauroyl-sn-glycerol ChEBI CDP-1,2-Dilauroylglycerol ChEBI CDP-DG(12:0/12:0) ChEBI 1,2-Didodecanoyl-sn-glycero-3-cytidine-5'-diphosphoric acid Generator 1,2-Dilauroyl-sn-glycero-3-cytidine 5'-diphosphoric acid Generator CDP-1,2-Didodecanoylglycerol ChEBI 1,2-Didodecanoyl-sn-glycero-3-cytidine 5'-diphosphoric acid Generator
Chemical Formula:	C36H65N3O15P2
Weight:	Average: 841.8599 Monoisotopic: 841.389091449
InChI Key:	PTPPKXVNJJIECF-LSSKPTOFSA-N
InChI:	InChI=1S/C36H65N3O15P2/c1-3-5-7-9-11-13-15-17-19-21-31(40)49-25-28(52-32(41)22-20-18-16-14-12-10-8-6-4-2)26-50-55(45,46)54-56(47,48)51-27-29-33(42)34(43)35(53-29)39-24-23-30(37)38-36(39)44/h23-24,28-29,33-35,42-43H,3-22,25-27H2,1-2H3,(H,45,46)(H,47,48)(H2,37,38,44)/t28-,29-,33-,34-,35-/m1/s1
CAS number:	Not Available
IUPAC Name:	[({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][(2R)-2,3-bis(dodecanoyloxy)propoxy]phosphinic acid
Traditional IUPAC Name:	{[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2R)-2,3-bis(dodecanoyloxy)propoxyphosphinic acid
SMILES:	CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCC
Chemical Taxonomy
Description	belongs to the class of organic compounds known as cdp-diacylglycerols. These are glycerolipids containing a diacylglycerol, with a cytidine diphosphate attached to the oxygen O1 or O2 of the glycerol part.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Glycerophospholipids
Sub Class	CDP-glycerols
Direct Parent	CDP-diacylglycerols
Alternative Parents	Pyrimidine ribonucleoside diphosphates Pyrophosphatidic acids Pentose phosphates Glycosylamines Monosaccharide phosphates Organic pyrophosphates Fatty acid esters Hydroxypyrimidines Monoalkyl phosphates Hydropyrimidines Dicarboxylic acids and derivatives Heteroaromatic compounds Tetrahydrofurans Secondary alcohols 1,2-diols Carboxylic acid esters Azacyclic compounds Oxacyclic compounds Organic oxides Carbonyl compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds
Substituents	Cdp-diacylglycerol Pyrimidine ribonucleoside diphosphate Diacyl-glycerol-3-pyrophosphate Pentose phosphate Pentose-5-phosphate Glycosyl compound N-glycosyl compound Monosaccharide phosphate Organic pyrophosphate Fatty acid ester Monoalkyl phosphate Hydroxypyrimidine Dicarboxylic acid or derivatives Fatty acyl Alkyl phosphate Hydropyrimidine Pyrimidine Phosphoric acid ester Monosaccharide Organic phosphoric acid derivative Heteroaromatic compound Tetrahydrofuran Carboxylic acid ester 1,2-diol Secondary alcohol Oxacycle Organoheterocyclic compound Azacycle Carboxylic acid derivative Organopnictogen compound Organic oxide Alcohol Organic nitrogen compound Hydrocarbon derivative Carbonyl group Organic oxygen compound Organooxygen compound Organonitrogen compound Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.085 g/L ALOGPS logP 3.78 ALOGPS logP 5.73 ChemAxon logS -4 ALOGPS pKa (Strongest Acidic) 1.86 ChemAxon pKa (Strongest Basic) -0.52 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 12 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 263.27 Ų ChemAxon Rotatable Bond Count 34 ChemAxon Refractivity 203.4 m³·mol⁻¹ ChemAxon Polarizability 86.93 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Membrane
Reactions:	Cytidine triphosphate + Hydrogen ion + PA(16:0/16:0) > CDP-1,2-didodecanoylglycerol + Pyrophosphate CDP-1,2-didodecanoylglycerol + Glycerol 3-phosphate > Cytidine monophosphate + Hydrogen ion + PGP(12:0/12:0) CDP-1,2-didodecanoylglycerol + L-Serine > Cytidine monophosphate + Hydrogen ion + PS(16:0/16:0) CDP-1,2-didodecanoylglycerol + Water > Cytidine monophosphate +2 Hydrogen ion + PA(16:0/16:0) 2 DG(12:0/12:0/0:0) + Cytidine triphosphate + Hydrogen ion >2 CDP-1,2-didodecanoylglycerol + Pyrophosphate 2 CDP-1,2-didodecanoylglycerol + Glycerol 3-phosphate >2 PGP(12:0/12:0) + Cytidine monophosphate + Hydrogen ion + Cytidine monophosphate
SMPDB Pathways:	phospholipid biosynthesis (CL(12:0(3-OH)/12:0(3-OH)/12:0/12:0)) PW001915 phospholipid biosynthesis (CL(12:0/12:0/12:0/12:0)) PW001930
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-0900001010-903f4758ee3c8f4e97a3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-1900000000-e13f2ee21e9108abb203 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03di-2920000000-fc72c3890c6df31f223d View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0bu4-0900002110-7e32c57b209b0ce7bbbb View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-01ot-2901110000-af3d7258a954a21ffcdf View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0bvi-4900000000-23afda044a3033394634 View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 34046 HMDB ID Not Available Pubchem Compound ID 118987286 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available

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