P. aeruginosa Metabolome Database: 1,2-Diacyl-sn-glycerol (dihexadecanoyl, n-C16:0) (PAMDB001514)

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

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB001514

Identification

Name:

1,2-Diacyl-sn-glycerol (dihexadecanoyl, n-C16:0)

Description:

1,2-diacyl-sn-glycerol (dihexadecanoyl, n-c16:0) 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:

1,2-dipalmitoyl-rac-glycerol
DAG(16:0/16:0)
DAG(32:0)
DG(16:0/16:0)
DG(32:0)
Diacylglycerol
Diacylglycerol(16:0/16:0)
Diacylglycerol(32:0)
Diglyceride

Chemical Formula:

C₃₅H₆₈O₅

Average Molecular Weight:

568.9114

Monoisotopic Molecular Weight:

568.506675286

InChI Key:

JEJLGIQLPYYGEE-XIFFEERXSA-N

InChI:

InChI=1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl hexadecanoate

Traditional IUPAC Name:

diacylglycerol

SMILES:

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

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
Saccharide
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 (LMGL02010009 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	2.04e-05 mg/mL	ALOGPS
logP	9.91	ALOGPS
logP	12	ChemAxon
logS	-7.5	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	34	ChemAxon
Refractivity	167.7 m³·mol^-1	ChemAxon
Polarizability	75.44 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 (dihexadecanoyl, n-C16:0) + Phosphate
1,2-Diacyl-sn-glycerol (dihexadecanoyl, n-C16:0) + Adenosine triphosphate > ADP + Hydrogen ion + PA(16:0/16:0)

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03y0-2079180000-3eaf3e4ee3f749be5904	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ds-4296320000-462a9ec7e134240c5f2c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-5964610000-eb8ea9f6205bbc585ce3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ap0-0093030000-2b8e61a1661aeb479a48	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-1092000000-88f23a05062d9387e255	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-2090000000-1d67e80f63f7dc0635f5	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	237189
HMDB ID	HMDB07098
Pubchem Compound ID	644078
Kegg ID	C00165
ChemSpider ID	559127
Wikipedia ID	Not Available
BioCyc ID	Not Available

1,2-Diacyl-sn-glycerol (dihexadecanoyl, n-C16:0) (PAMDB001514)

Structure for 1,2-Diacyl-sn-glycerol (dihexadecanoyl, n-C16:0) (PAMDB001514)