Bovine Metabolome Database: Showing metabocard for DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) (BMDB0007354)

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 23:35:40 UTC

Update Date

2020-05-21 16:26:38 UTC

BMDB ID

BMDB0007354

Secondary Accession Numbers

BMDB07354

Metabolite Identification

Common Name

DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0)

Description

DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0), also known as dg(18:4(6z,9z,12z,15z)/24:0/0:0) or DAG(18:4/24:0), belongs to the class of organic compounds known as 1,2-dg(18:4(6z,9z,12z,15z)/24:0/0:0)s. These are dg(18:4(6z,9z,12z,15z)/24:0/0:0)s containing a glycerol acylated at positions 1 and 2. DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) participates in a number of enzymatic reactions, within cattle. In particular, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. Furthermore, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) and nervonoyl-CoA can be converted into TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z)) through its interaction with the enzyme dg(18:4(6z,9z,12z,15z)/24:0/0:0) O-acyltransferase. Furthermore, CDP-Ethanolamine and DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be converted into cytidine monophosphate and PE(18:4(6Z,9Z,12Z,15Z)/24:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) can be biosynthesized from PA(18:4(6Z,9Z,12Z,15Z)/24:0); which is mediated by the enzyme phosphatidate phosphatase. In cattle, DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) is involved in a few metabolic pathways, which include de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z)) pathway, phosphatidylethanolamine biosynthesis pe(18:4(6Z,9Z,12Z,15Z)/24:0) pathway, and de novo triacylglycerol biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:0) pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Stearidonoyl-2-lignoceroyl-sn-glycerol	HMDB
DAG(18:4/24:0)	HMDB
DAG(18:4N3/24:0)	HMDB
DAG(18:4W3/24:0)	HMDB
DAG(42:4)	HMDB
DG(18:4/24:0)	HMDB
DG(18:4N3/24:0)	HMDB
DG(18:4W3/24:0)	HMDB
DG(42:4)	HMDB
Diacylglycerol	HMDB
Diacylglycerol(18:4/24:0)	HMDB
Diacylglycerol(18:4n3/24:0)	HMDB
Diacylglycerol(18:4W3/24:0)	HMDB
Diacylglycerol(42:4)	HMDB
Diglyceride	HMDB
1-(6Z,9Z,12Z,15Z-Octadecatetraenoyl)-2-tetracosanoyl-sn-glycerol	HMDB
DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0)	Lipid Annotator

Chemical Formula

C₄₅H₈₀O₅

Average Molecular Weight

701.1137

Monoisotopic Molecular Weight

700.60057567

IUPAC Name

(2S)-1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoyloxy]propan-2-yl tetracosanoate

Traditional Name

diacylglycerol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C45H80O5/c1-3-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-40-45(48)50-43(41-46)42-49-44(47)39-37-35-33-31-29-27-25-18-16-14-12-10-8-6-4-2/h6,8,12,14,18,25,29,31,43,46H,3-5,7,9-11,13,15-17,19-24,26-28,30,32-42H2,1-2H3/b8-6-,14-12-,25-18-,31-29-/t43-/m0/s1

InChI Key

XALQTRIUEIYCLJ-VMQVAYHCSA-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	10.63	ALOGPS
logP	15	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	40	ChemAxon
Refractivity	218.18 m³·mol⁻¹	ChemAxon
Polarizability	91.44 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	splash10-014i-0000000900-3824d5719eb36140e8d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003r-0009906300-15973f9eba43ac3de43b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00o0-0009901700-a3c1e54d56ad0e746483	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000900-a37a4a3b9d1bd59ad7af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000900-a37a4a3b9d1bd59ad7af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-0019700100-297a4ffc285ab09f0935	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1035109000-5734c6462c4ef68a6346	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05xs-5059101000-9f9d19e8a598ca1a6b5a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-4095000000-880795c2fdb9ab400150	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000000900-19b8554ce51aad925d79	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003r-0009906300-f1b585ec54f9ac5ecc5e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00o0-0009901700-3a966a351417c82d9911	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-3009125300-57343fc183f62daa0f9f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-4019010000-ff9104d61a7ea7de9c4c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zir-9653110000-0f969a5f7d948eb2365d	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(18:4(6Z,9Z,12Z,15Z)/24:0/24:1(15Z))		Not Available
Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/24:0)		Not Available
Phosphatidylethanolamine Biosynthesis PE(18:4(6Z,9Z,12Z,15Z)/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

HMDB0007354

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024547

KNApSAcK ID

Not Available

Chemspider ID

24766091

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53478183

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(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) → Cytidine monophosphate + PE(18:4(6Z,9Z,12Z,15Z)/24:0)	details

Showing metabocard for DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0) (BMDB0007354)

Structure for BMDB0007354 (DG(18:4(6Z,9Z,12Z,15Z)/24:0/0:0))

Enzymes

Reactions