Bovine Metabolome Database: Showing metabocard for DG(20:1(11Z)/20:1(11Z)/0:0) (BMDB0007398)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:36:33 UTC

Update Date

2020-05-21 16:27:59 UTC

BMDB ID

BMDB0007398

Secondary Accession Numbers

BMDB07398

Metabolite Identification

Common Name

DG(20:1(11Z)/20:1(11Z)/0:0)

Description

DG(20:1(11Z)/20:1(11Z)/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(20:1(11Z)/20:1(11Z)/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Dieicosenoyl-rac-glycerol	HMDB
DAG(20:1/20:1)	HMDB
DAG(20:1N9/20:1N9)	HMDB
DAG(20:1W9/20:1W9)	HMDB
DAG(40:2)	HMDB
DG(20:1/20:1)	HMDB
DG(20:1N9/20:1N9)	HMDB
DG(20:1W9/20:1W9)	HMDB
DG(40:2)	HMDB
Diacylglycerol	HMDB
Diacylglycerol(20:1/20:1)	HMDB
Diacylglycerol(20:1n9/20:1n9)	HMDB
Diacylglycerol(20:1W9/20:1W9)	HMDB
Diacylglycerol(40:2)	HMDB
Diglyceride	HMDB
1,2-Di(11-eicosenoyl)-rac-glycerol	HMDB
DG(20:1(11Z)/20:1(11Z)/0:0)	Lipid Annotator

Chemical Formula

C₄₃H₈₀O₅

Average Molecular Weight

677.0923

Monoisotopic Molecular Weight

676.60057567

IUPAC Name

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

Traditional Name

1,2-dieicosenoyl-rac-glycerol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C43H80O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-42(45)47-40-41(39-44)48-43(46)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,41,44H,3-16,21-40H2,1-2H3/b19-17-,20-18-/t41-/m0/s1

InChI Key

UGUUWDUSTWFBIL-FSLKPFOISA-N

Chemical Taxonomy

Description

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
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerols (LMGL02010139 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Membrane

Physical Properties

State

Solid

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	10.62	ALOGPS
logP	14.84	ChemAxon
logS	-7.8	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	40	ChemAxon
Refractivity	206.74 m³·mol⁻¹	ChemAxon
Polarizability	89.39 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000009000-5ae7078e1cb8cf60ee8e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-066r-0009009000-0ef680355a7d05b94b3f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-0009009000-2451b20861ef665d2fba	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0007009000-1ac4de1b21d71bd9fb27	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-2029001000-7178da55a76d958dfd3d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-2149000000-bdef959be426a4111216	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000009000-f547193af50bcd23c837	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-066r-0008009000-39a6bf6d0b15b89bd7df	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-0008009000-c48479f675d7384d18b0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-2246029000-203e5daa1be204c8c4fb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-3196002000-7734ed87c0ede8c60ca4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-4597000000-dcd427803e8210993e66	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000009000-7723839093719bf0ca85	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0000009000-7723839093719bf0ca85	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0009001000-c4e4be0bd1a02d5fc653	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:1(11Z)/20:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:1(11Z)/20:2(11Z,14Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:1(11Z)/20:3(5Z,8Z,11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:1(11Z)/20:3(8Z,11Z,14Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(20:1(11Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z))		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
All Tissues	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0007398

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024591

KNApSAcK ID

Not Available

Chemspider ID

7822754

KEGG Compound ID

C00165

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

4448

PubChem Compound

9543804

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Ethanolaminephosphotransferase 1

General function:: Involved in ethanolaminephosphotransferase activity
Specific function:: Catalyzes phosphatidylethanolamine biosynthesis from CDP-ethanolamine. It thereby plays a central role in the formation and maintenance of vesicular membranes. Involved in the foramtion of phosphatidylethanolamine via 'Kennedy' pathway (By similarity).
Gene Name:: SELENOI
Uniprot ID:: Q17QM4
Molecular weight:: 45214.0

Reactions

CDP-Ethanolamine + DG(20:1(11Z)/20:1(11Z)/0:0) → Cytidine monophosphate + PE(20:1(11Z)/20:1(11Z))	details

Enzyme Details

2. Diacylglycerol O-acyltransferase 1

General function:: Not Available
Specific function:: Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders. In liver, plays a role in esterifying exogenous fatty acids to glycerol.
Gene Name:: DGAT1
Uniprot ID:: Q8MK44
Molecular weight:: 55602.0

Reactions

DG(20:1(11Z)/20:1(11Z)/0:0) + Gondoyl-CoA → TG(20:1(11Z)/20:1(11Z)/20:1(11Z)) + Coenzyme A	details
DG(20:1(11Z)/20:1(11Z)/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(20:1(11Z)/20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) + Coenzyme A	details
DG(20:1(11Z)/20:1(11Z)/0:0) + Docosanoyl-CoA → TG(20:1(11Z)/20:1(11Z)/22:0) + Coenzyme A	details
DG(20:1(11Z)/20:1(11Z)/0:0) + Erucoyl-CoA → TG(20:1(11Z)/20:1(11Z)/22:1(13Z)) + Coenzyme A	details
DG(20:1(11Z)/20:1(11Z)/0:0) + Clupanodonyl CoA → TG(20:1(11Z)/20:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme A	details

Showing metabocard for DG(20:1(11Z)/20:1(11Z)/0:0) (BMDB0007398)

Structure for BMDB0007398 (DG(20:1(11Z)/20:1(11Z)/0:0))

Enzymes

Reactions

Reactions