P. aeruginosa Metabolome Database: 1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) (PAMDB001518)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB001518

Identification

Name:

1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0)

Description:

1,2-diacyl-sn-glycerol (ditetradecanoyl, n-c14:0) belongs to the class of Diacylglycerols. These are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. (inferred from compound structure)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

(2S)-3-Hydroxy-1,2-propanediyl ditetradecanoate
(2S)-3-Hydroxy-1,2-propanediyl ditetradecanoic acid
(2S)-3-hydroxy-2-tetradecanoyloxypropyl tetradecanoate
(2S)-3-Hydroxy-2-tetradecanoyloxypropyl tetradecanoic acid
1,2-dimyristoyl-rac-glycerol
1,2-Ditetradecanoyl-sn-glycerol
DAG(14:0/14:0)
DAG(28:0)
DG(14:0/14:0)
DG(28:0)
Diacylglycerol
Diacylglycerol(14:0/14:0)
Diacylglycerol(28:0)
Diglyceride

Chemical Formula:

C₃₁H₆₀O₅

Average Molecular Weight:

512.8051

Monoisotopic Molecular Weight:

512.44407503

InChI Key:

JFBCSFJKETUREV-LJAQVGFWSA-N

InChI:

InChI=1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl tetradecanoate

Traditional IUPAC Name:

diacylglycerol

SMILES:

[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1,2-diacylglycerols

Alternative Parents

Substituents

1,2-acyl-sn-glycerol
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerols (C16667 )
Diacylglycerols (LMGL02010321 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	2.8e-05 mg/mL	ALOGPS
logP	9.19	ALOGPS
logP	10.22	ChemAxon
logS	-7.3	ALOGPS
pKa (Strongest Acidic)	14.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	149.29 m³·mol^-1	ChemAxon
Polarizability	66.14 Å³	ChemAxon
Number of Rings	0	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:

Water + PA(16:0/16:0) > 1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) + Phosphate
1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) + Adenosine triphosphate > ADP + Hydrogen ion + PA(16:0/16:0)
1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) + Cytidine triphosphate + Hydrogen ion > CDP-1,2-ditetradecanoylglycerol + Pyrophosphate

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dr-1091230000-afb37bba31ffc0372d8f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-029i-3392200000-31a574e8130b29a98a45	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-5954300000-03e6124944b066bbb136	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06vi-0091020000-263242fb22483d7196af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-1190000000-b35d757a977552604b71	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-2190000000-44f2a912667e78501b3b	View in MoNA

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	Not Available
HMDB ID	HMDB07008
Pubchem Compound ID	10369168
Kegg ID	C16667
ChemSpider ID	8544614
Wikipedia ID	Not Available
BioCyc ID	Not Available

1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) (PAMDB001518)

Structure for 1,2-Diacyl-sn-glycerol (ditetradecanoyl, n-C14:0) (PAMDB001518)