Bovine Metabolome Database: Showing metabocard for DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) (BMDB0007731)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:43:16 UTC

Update Date

2020-05-21 16:26:50 UTC

BMDB ID

BMDB0007731

Secondary Accession Numbers

BMDB07731

Metabolite Identification

Common Name

DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0)

Description

DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0), also known as dg(22:5(4z,7z,10z,13z,16z)/24:0/0:0) or DAG(22:5/24:0), belongs to the class of organic compounds known as 1,2-dg(22:5(4z,7z,10z,13z,16z)/24:0/0:0)s. These are dg(22:5(4z,7z,10z,13z,16z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, CDP-Ethanolamine and DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) can be converted into cytidine monophosphate and PE(22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is mediated by the enzyme choline/ethanolaminephosphotransferase. Furthermore, DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) can be biosynthesized from PA(22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) can be biosynthesized from PA(22:5(4Z,7Z,10Z,13Z,16Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. Finally, DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) and nervonoyl-CoA can be converted into TG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/24:1(15Z)); which is mediated by the enzyme dg(22:5(4z,7z,10z,13z,16z)/24:0/0:0) O-acyltransferase. In cattle, DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) is involved in a few metabolic pathways, which include phosphatidylethanolamine biosynthesis pe(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) pathway, de novo triacylglycerol biosynthesis TG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/24:0) pathway, and de novo triacylglycerol biosynthesis TG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/24:1(15Z)) pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Docosapentaenoyl-2-lignoceroyl-sn-glycerol	HMDB
1-Osbondoyl-2-lignoceroyl-sn-glycerol	HMDB
DAG(22:5/24:0)	HMDB
DAG(22:5N6/24:0)	HMDB
DAG(22:5W6/24:0)	HMDB
DAG(46:5)	HMDB
DG(22:5/24:0)	HMDB
DG(22:5N6/24:0)	HMDB
DG(22:5W6/24:0)	HMDB
DG(46:5)	HMDB
Diacylglycerol	HMDB
Diacylglycerol(22:5/24:0)	HMDB
Diacylglycerol(22:5n6/24:0)	HMDB
Diacylglycerol(22:5W6/24:0)	HMDB
Diacylglycerol(46:5)	HMDB
Diglyceride	HMDB
1-(4Z,7Z,10Z,13Z,16Z-Docosapentaenoyl)-2-tetracosanoyl-sn-glycerol	HMDB
DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0)	Lipid Annotator

Chemical Formula

C₄₉H₈₆O₅

Average Molecular Weight

755.2041

Monoisotopic Molecular Weight

754.647525862

IUPAC Name

(2S)-1-[(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoyloxy]-3-hydroxypropan-2-yl tetracosanoate

Traditional Name

diacylglycerol

CAS Registry Number

Not Available

SMILES

[H][C@](CO)(COC(=O)CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCCCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C49H86O5/c1-3-5-7-9-11-13-15-17-19-21-23-24-26-28-30-32-34-36-38-40-42-44-49(52)54-47(45-50)46-53-48(51)43-41-39-37-35-33-31-29-27-25-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,25,27,31,33,37,39,47,50H,3-11,13,15-17,19,21-24,26,28-30,32,34-36,38,40-46H2,1-2H3/b14-12-,20-18-,27-25-,33-31-,39-37-/t47-/m0/s1

InChI Key

VDCXQDQEEBCLRY-VEYHXRHUSA-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

Not Available

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	10.82	ALOGPS
logP	16.42	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	43	ChemAxon
Refractivity	237.7 m³·mol⁻¹	ChemAxon
Polarizability	97.84 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	splash10-00di-0000000900-90edba7d885a1f3fdd9b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002r-0009900900-5fe89fc02a75291b8465	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-009i-0009900900-adffef2beee0e015b65f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000000900-ec761fdd3a412d3edfe1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000000900-ec761fdd3a412d3edfe1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4k-0001900000-767bf8079c52daa289ea	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1006300900-5f5d9745bb423f82f1b8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0100-3009100100-1056b50057f83b41a921	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02di-2009000000-bcf67a5176938c8132ce	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0pb9-4209201700-87c8e7710da02b84e05b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-1009101000-8ed6098f963861a803c0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f89-4429010000-d77966578c6b2debd4fc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000900-fa4dd33fabb58ce5b75c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002r-0008800900-552bd2924306b821c410	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-009i-0008800900-c3c4267a804d023b6d20	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/24:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/24:1(15Z))		Not Available
Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0)		Not Available
Phosphatidylethanolamine Biosynthesis PE(22:5(4Z,7Z,10Z,13Z,16Z)/24:0)		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

HMDB0007731

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024924

KNApSAcK ID

Not Available

Chemspider ID

24766392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53478484

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(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) → Cytidine monophosphate + PE(22:5(4Z,7Z,10Z,13Z,16Z)/24:0)	details

Showing metabocard for DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0) (BMDB0007731)

Structure for BMDB0007731 (DG(22:5(4Z,7Z,10Z,13Z,16Z)/24:0/0:0))

Enzymes

Reactions