ChemFOnt: Showing chemical card for MG(20:3(5Z,8Z,11Z)/0:0/0:0) (CFc000007170)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:22 UTC

Chemfont ID

CFc000007170

Molecule Identification

Common Name

MG(20:3(5Z,8Z,11Z)/0:0/0:0)

Definition

MG(20:3(5Z,8Z,11Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed 'alpha-monoacylglycerols', while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₃H₄₀O₄

Average Molecular Weight

380.5613

Monoisotopic Molecular Weight

380.292659768

IUPAC Name

(2S)-2,3-dihydroxypropyl icosa-5,8,11-trienoate

Traditional Name

(2S)-2,3-dihydroxypropyl icosa-5,8,11-trienoate

CAS Registry Number

None

SMILES

[H][C@](O)(CO)COC(=O)CCCC=CCC=CCC=CCCCCCCCC

InChI Identifier

InChI=1S/C23H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-21-22(25)20-24/h9-10,12-13,15-16,22,24-25H,2-8,11,14,17-21H2,1H3/t22-/m0/s1

InChI Key

NXOGCYSVLAIYAP-QFIPXVFZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoacylglycerols. These are glycerides consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Monoradylglycerols

Direct Parent

Monoacylglycerols

Alternative Parents

Substituents

Hydroxyeicosapolyenoic acid
Eicosanoid
1-acyl-sn-glycerol
Monoacylglycerol
Fatty acid ester
Fatty acyl
1,2-diol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

All Tissues (HMDB: HMDB0011576)

Excreta

Biofluid or Excreta

Feces (PMID: 28587349)

Cellular substructure

Membrane (HMDB: HMDB0011576)
Extracellular (HMDB: HMDB0011576)

Source

Exogenous

Exogenous (HMDB: HMDB0011576)

Food

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)

Endogenous

Endogenous (HMDB: HMDB0011576)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00074 g/L	ALOGPS
logP	5.98	ALOGPS
logP	5.77	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	115.86 m³·mol⁻¹	ChemAxon
Polarizability	47.17 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028289

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for MG(20:3(5Z,8Z,11Z)/0:0/0:0) (CFc000007170)

MOL for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

3D MOL for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

3D SDF for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

3D-SDF for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

PDB for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

3D PDB for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

SMILES for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

INCHI for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

Structure for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))

3D Structure for CFc000007170 (MG(20:3(5Z,8Z,11Z)/0:0/0:0))