ChemFOnt: Showing chemical card for DG(O-18:0/2:0/0:0) (CFc000006781)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:52:52 UTC

Chemfont ID

CFc000006781

Molecule Identification

Common Name

DG(O-18:0/2:0/0:0)

Definition

2-Acetyl-1-octadecyl-sn-glycerol, or DG(O-18:0/2:0/0:0), is an intermediate in ether lipid metabolism. 2-Acetyl-1-octadecyl-sn-glycerol is converted from 1-octadecyl-glycerone-3-phosphate. This is an ether lipid with a structure similar to platelet-activating factor which has an acetyl group instead of an acyl chain at the second position (SN-2). Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Acetyl-1-octadecyl-sn-glycerol	HMDB
DG(O-18:0/2:0/0:0)	HMDB
(2S)-1-Hydroxy-3-(octadecyloxy)propan-2-yl acetic acid	Generator

Chemical Formula

C₂₃H₄₆O₄

Average Molecular Weight

386.6089

Monoisotopic Molecular Weight

386.33960996

IUPAC Name

(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

Traditional Name

(2S)-1-hydroxy-3-(octadecyloxy)propan-2-yl acetate

CAS Registry Number

None

SMILES

[H][C@](CO)(COCCCCCCCCCCCCCCCCCC)OC(C)=O

InChI Identifier

InChI=1S/C23H46O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-26-21-23(20-24)27-22(2)25/h23-24H,3-21H2,1-2H3/t23-/m0/s1

InChI Key

HUQABGDIJUXLRG-QHCPKHFHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acylglycerols. These are glycerides consisting of two fatty acyl chains covalently bonded to a glycerol molecule at the 1- and 2-positions through an ether and an ester linkage, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Diradylglycerols

Direct Parent

1-alkyl,2-acylglycerols

Alternative Parents

Substituents

1-alkyl,2-acylglycerol
Glycerol ether
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0011147)
Cell membrane (HMDB: HMDB0011147)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0011147)

Source

Endogenous

Endogenous (HMDB: HMDB0011147)

Animal

Animal (HMDB: HMDB0011147)

Exogenous

Food

Food (HMDB: HMDB0011147)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0011147)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0011147)

Lipid metabolism pathway (HMDB: HMDB0011147)

Biochemical process

Lipid transport (HMDB: HMDB0011147)

Role

Biological role

Energy source (HMDB: HMDB0011147)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	9.8e-05 g/L	ALOGPS
logP	7.98	ALOGPS
logP	6.79	ChemAxon
logS	-6.6	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	55.76 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	112.71 m³·mol⁻¹	ChemAxon
Polarizability	50.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011147

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027922

KNApSAcK ID

Not Available

Chemspider ID

18558312

KEGG Compound ID

C03820

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13341683

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for DG(O-18:0/2:0/0:0) (CFc000006781)

MOL for CFc000006781 (DG(O-18:0/2:0/0:0))

3D MOL for CFc000006781 (DG(O-18:0/2:0/0:0))

3D SDF for CFc000006781 (DG(O-18:0/2:0/0:0))

3D-SDF for CFc000006781 (DG(O-18:0/2:0/0:0))

PDB for CFc000006781 (DG(O-18:0/2:0/0:0))

3D PDB for CFc000006781 (DG(O-18:0/2:0/0:0))

SMILES for CFc000006781 (DG(O-18:0/2:0/0:0))

INCHI for CFc000006781 (DG(O-18:0/2:0/0:0))

Structure for CFc000006781 (DG(O-18:0/2:0/0:0))

3D Structure for CFc000006781 (DG(O-18:0/2:0/0:0))