Milk Composition Database: Showing metabocard for DG(20:1(11Z)/22:1(13Z)/0:0)[iso2] (BMDB0062643)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2018-08-29 17:09:15 UTC

Update Date

2020-06-04 19:40:31 UTC

MCDB ID

BMDB0062643

Secondary Accession Numbers

BMDB62643

Metabolite Identification

Common Name

DG(20:1(11Z)/22:1(13Z)/0:0)[iso2]

Description

DG(20:1(11Z)/22:1(13Z)/0:0), also known as DAG(20:1/22:1) or diacylglycerol(20:1/22:1), belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2. Thus, DG(20:1(11Z)/22:1(13Z)/0:0) is considered to be a diradylglycerol lipid molecule. DG(20:1(11Z)/22:1(13Z)/0:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(20:1(11Z)/22:1(13Z)/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(20:1(11Z)/22:1(13Z)/0:0) can be biosynthesized from PA(20:1(11Z)/22:1(13Z)) through its interaction with the enzyme phosphatidate phosphatase. Furthermore, DG(20:1(11Z)/22:1(13Z)/0:0) and docosadienoyl-CoA can be converted into TG(20:1(11Z)/22:1(13Z)/22:2(13Z,16Z)); which is mediated by the enzyme diacylglycerol O-acyltransferase. Furthermore, DG(20:1(11Z)/22:1(13Z)/0:0) can be biosynthesized from PA(20:1(11Z)/22:1(13Z)) through the action of the enzyme phosphatidate phosphatase. Finally, DG(20:1(11Z)/22:1(13Z)/0:0) and tetracosanoyl-CoA can be converted into TG(20:1(11Z)/22:1(13Z)/24:0); which is catalyzed by the enzyme diacylglycerol O-acyltransferase. In cattle, DG(20:1(11Z)/22:1(13Z)/0:0) is involved in a couple of metabolic pathways, which include de novo triacylglycerol biosynthesis TG(20:1(11Z)/22:1(13Z)/22:2(13Z,16Z)) pathway and de novo triacylglycerol biosynthesis TG(20:1(11Z)/22:1(13Z)/24:0) pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₅H₈₄O₅

Average Molecular Weight

705.162

Monoisotopic Molecular Weight

704.631875805

IUPAC Name

(2R)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (13Z)-docos-13-enoate

Traditional Name

(2R)-1-hydroxy-3-[(11Z)-icos-11-enoyloxy]propan-2-yl (13Z)-docos-13-enoate

CAS Registry Number

Not Available

SMILES

[H][C@@](CO)(COC(=O)CCCCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C45H84O5/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h17-20,43,46H,3-16,21-42H2,1-2H3/b19-17-,20-18-/t43-/m1/s1

InChI Key

TXSPVVDGQJIPFG-OYJIOEIKSA-N

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	10.74	ALOGPS
logP	15.72	ChemAxon
logS	-7.9	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	42	ChemAxon
Refractivity	215.94 m³·mol⁻¹	ChemAxon
Polarizability	94.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0avv-0039001200-e34bc9b71c0908ada3d5	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0096-2079012000-e79bd0d0badf59895915	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fbc-1093232000-c6eeeb97f5dac5b3a95a	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0kto-0039000200-d85462f0ed52c711d8e9	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-1049000000-4016040f133d4fbc7799	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-3049000000-5f61a8935ab229d9ee7c	2019-02-23	View Spectrum

Concentrations

Status	Value		Reference	Details
Detected and Quantified	1.5 +/- 0.1 uM		PMID: 30994344	details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.

Showing metabocard for DG(20:1(11Z)/22:1(13Z)/0:0)[iso2] (BMDB0062643)

Structure for BMDB0062643 (DG(20:1(11Z)/22:1(13Z)/0:0)[iso2])