P. aeruginosa Metabolome Database: 1,2-Dioctadecanoyl-sn-glycerol (PAMDB001861)

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

PAMDB001861

Identification

Name:

1,2-Dioctadecanoyl-sn-glycerol

Description:

1,2-dioctadecanoyl-sn-glycerol is a member of the chemical class known as Diacylglycerols. These are glycerides consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. 1,2-dioctadecanoyl-sn-glycerol is an intermediate in the synthesis of phopsholipids and glycerolipids with a pair of C18 chains.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

()-(S)-Glycerin-1,2-distearat
(2S)-1,2-bis-O-stearylglycerol
(2S)-3-hydroxypropane-1,2-diyl dioctadecanoate
(2S)-3-hydroxypropane-1,2-diyl dioctadecanoic acid
(2S)-3-hydroxypropane-1,2-diyl distearoate
(2S)-3-hydroxypropane-1,2-diyl distearoic acid
(S)-()-1,2-distearoyl-sn-glycerol
(S)-1,2-distearoylglycerol
(S)-2,3-bis-stearoyloxy-propan-1-ol
1,2-Di-O-stearoyl-sn-glycerol
1,2-Dioctadecanoyl-sn-glycerol
1,2-Distearoyl-sn-glycerol
DG(18:0/18:0/0:0)
DIACYL GLYCEROL

Chemical Formula:

C₃₉H₇₆O₅

Average Molecular Weight:

625.0177

Monoisotopic Molecular Weight:

624.569275542

InChI Key:

UHUSDOQQWJGJQS-QNGWXLTQSA-N

InChI:

InChI=1S/C39H76O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40H,3-36H2,1-2H3/t37-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl octadecanoate

Traditional IUPAC Name:

diacyl glycerol

SMILES:

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

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

1,2-diacyl-sn-glycerol (CHEBI:41847 )
Diacylglycerols (LMGL02010037 )

Physical Properties

State:

Not Available

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	1.68e-05 mg/mL	ALOGPS
logP	10.36	ALOGPS
logP	13.78	ChemAxon
logS	-7.6	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	38	ChemAxon
Refractivity	186.1 m³·mol^-1	ChemAxon
Polarizability	83.3 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:

Pathways:

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05r3-1059106000-97b265e66033589ef6ba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05ox-3098321000-2fe9b07472fbffcd879b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-4093440000-815689706469286d2fba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00si-0094003000-46ffbefec9365d824ec4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00lr-1093000000-cc8006c473729a997785	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2090000000-fc90802a939a22d0e523	View in MoNA

References

References:

van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
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	41847
HMDB ID	HMDB07158
Pubchem Compound ID	9543705
Kegg ID	C00165
ChemSpider ID	7822655
Wikipedia ID	Not Available
BioCyc ID	Not Available
Ligand Expo	DGA

1,2-Dioctadecanoyl-sn-glycerol (PAMDB001861)

Structure for 1,2-Dioctadecanoyl-sn-glycerol (PAMDB001861)