Bovine Metabolome Database: Showing metabocard for DG(14:0/16:0/0:0) (BMDB0007011)

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 23:28:43 UTC

Update Date

2020-05-21 16:27:19 UTC

BMDB ID

BMDB0007011

Secondary Accession Numbers

BMDB07011

Metabolite Identification

Common Name

DG(14:0/16:0/0:0)

Description

DG(14:0/16:0/0:0)[iso2], also known as DAG(14:0/16:0) or dg(14:0/16:0/0:0)[iso2], belongs to the class of organic compounds known as 1,2-dg(14:0/16:0/0:0)[iso2]s. These are dg(14:0/16:0/0:0)[iso2]s containing a glycerol acylated at positions 1 and 2. Thus, DG(14:0/16:0/0:0)[iso2] is considered to be a diradylglycerol lipid molecule. DG(14:0/16:0/0:0)[iso2] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. DG(14:0/16:0/0:0)[iso2] exists in all living organisms, ranging from bacteria to humans. In cattle, DG(14:0/16:0/0:0)[iso2] is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(14:0/16:0) pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Tetradecanoyl-2-hexadecanoyl-sn-glycerol	ChEBI
DAG(14:0/16:0)	ChEBI
DAG(30:0)	ChEBI
DG(14:0/16:0)	ChEBI
DG(14:0/16:0/0:0)[iso2]	ChEBI
DG(30:0)	ChEBI
Diacylglycerol(14:0/16:0)	ChEBI
Diacylglycerol(30:0)	ChEBI
1-Myristoyl-2-palmitoyl-sn-glycerol	HMDB
Diacylglycerol	HMDB
Diglyceride	HMDB
DG(14:0/16:0/0:0)	Lipid Annotator, ChEBI

Chemical Formula

C₃₃H₆₄O₅

Average Molecular Weight

540.8583

Monoisotopic Molecular Weight

540.475375158

IUPAC Name

(2S)-1-hydroxy-3-(tetradecanoyloxy)propan-2-yl hexadecanoate

Traditional Name

diacylglycerol

CAS Registry Number

Not Available

SMILES

[H][C@](CO)(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C33H64O5/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-28-33(36)38-31(29-34)30-37-32(35)27-25-23-21-19-17-14-12-10-8-6-4-2/h31,34H,3-30H2,1-2H3/t31-/m0/s1

InChI Key

NYNQTTOUQMCOEM-HKBQPEDESA-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

1,2-diacyl-sn-glycerol (CHEBI:84385 )
Diacylglycerols (LMGL02010378 )

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	9.59	ALOGPS
logP	11.11	ChemAxon
logS	-7.4	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	32	ChemAxon
Refractivity	158.5 m³·mol⁻¹	ChemAxon
Polarizability	70.38 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 (1 TMS) - 70eV, Positive	splash10-01w0-6376590000-a1dac429ed9f0a0e057b	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("DG(14:0/16:0/0:0),1TMS,#1" TMS) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000090000-81613ecc1cb6fb3a00c7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kr-0099090000-19c3a721a638d90ccbff	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08g9-0099090000-70f9e2750c7a25d335c7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000090000-aad3208fb30baf851225	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kr-0088090000-170b40e89b5944f4334a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08g9-0088090000-7d44b8e7a31c86b21a91	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01pc-2295060000-329f57892e386d6178d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-5591010000-65db2e4e6357220631c5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-9551000000-37975486e2cfc0e9131a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000090000-cf153cdcb2b7b638c410	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0000090000-cf153cdcb2b7b638c410	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a50-0019000000-2be328e28db7f4b6ae17	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0550-1091050000-9dce1b32754caa29d4bd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-1090000000-fdb2b2ae7ba3a9a9b42c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-1290000000-14bece8ba09a93ad7c59	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(14:0/16:0/16:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/16:0/16:1(9Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/16:0/18:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/16:0/18:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/16:0/18:1(9Z))		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

HMDB0007011

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024205

KNApSAcK ID

Not Available

Chemspider ID

24765845

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13734178

PDB ID

Not Available

ChEBI ID

84385

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(14:0/16:0/0:0) → Cytidine monophosphate + PE(14:0/16:0)	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(14:0/16:0/0:0) + Palmityl-CoA → TG(14:0/16:0/16:0) + Coenzyme A	details
DG(14:0/16:0/0:0) + Palmitoleyl CoA → TG(14:0/16:0/16:1(9Z)) + Coenzyme A	details
DG(14:0/16:0/0:0) + Stearoyl-CoA → TG(14:0/16:0/18:0) + Coenzyme A	details
DG(14:0/16:0/0:0) + Oleoyl-CoA → TG(14:0/16:0/18:1(9Z)) + Coenzyme A	details
DG(14:0/16:0/0:0) + Gamma-linolenoyl-CoA → TG(14:0/16:0/18:3(6Z,9Z,12Z))[iso6] + Coenzyme A	details
DG(14:0/16:0/0:0) + Eicosanoyl-CoA → TG(14:0/16:0/20:0) + Coenzyme A	details
DG(14:0/16:0/0:0) + Gondoyl-CoA → TG(14:0/16:0/20:1(11Z))[iso6] + Coenzyme A	details
DG(14:0/16:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(14:0/16:0/20:4(5Z,8Z,11Z,14Z))[iso6] + Coenzyme A	details
DG(14:0/16:0/0:0) + Docosanoyl-CoA → TG(14:0/16:0/22:0) + Coenzyme A	details
DG(14:0/16:0/0:0) + Erucoyl-CoA → TG(14:0/16:0/22:1(13Z)) + Coenzyme A	details
DG(14:0/16:0/0:0) + Clupanodonyl CoA → TG(14:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))[iso6] + Coenzyme A	details
DG(14:0/16:0/0:0) + Tetracosanoyl-CoA → TG(14:0/16:0/24:0) + Coenzyme A	details

Showing metabocard for DG(14:0/16:0/0:0) (BMDB0007011)

Structure for BMDB0007011 (DG(14:0/16:0/0:0))

Enzymes

Reactions

Reactions