Bovine Metabolome Database: Showing metabocard for DG(15:0/16:0/0:0) (BMDB0007069)

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 23:29:52 UTC

Update Date

2020-05-21 16:27:30 UTC

BMDB ID

BMDB0007069

Secondary Accession Numbers

BMDB07069

Metabolite Identification

Common Name

DG(15:0/16:0/0:0)

Description

DG(15:0/16:0/0:0) 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(15:0/16:0/0:0) 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-Pentadecanoyl-2-palmitoyl-sn-glycerol	HMDB
DAG(15:0/16:0)	HMDB
DAG(31:0)	HMDB
DG(15:0/16:0)	HMDB
DG(31:0)	HMDB
Diacylglycerol	HMDB
Diacylglycerol(15:0/16:0)	HMDB
Diacylglycerol(31:0)	HMDB
Diglyceride	HMDB
1-Pentadecanoyl-2-hexadecanoyl-sn-glycerol	HMDB
DG(15:0/16:0/0:0)	Lipid Annotator

Chemical Formula

C₃₄H₆₆O₅

Average Molecular Weight

554.8848

Monoisotopic Molecular Weight

554.491025222

IUPAC Name

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

Traditional Name

diacylglycerol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C34H66O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32(30-35)31-38-33(36)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h32,35H,3-31H2,1-2H3/t32-/m0/s1

InChI Key

PENDWALPEZESAS-YTTGMZPUSA-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 (LMGL02010426 )

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	9.75	ALOGPS
logP	11.56	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	33	ChemAxon
Refractivity	163.1 m³·mol⁻¹	ChemAxon
Polarizability	73.29 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	splash10-022i-5389463000-37f7e402e8b184ebf0d9	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("DG(15:0/16:0/0:0),1TMS,#1" TMS) - 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-0000090000-661e7490c4a4f33750c7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dt-0099090000-24b5118cddd793c01dd0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03kb-0099090000-06e4c5a84216e889a90e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-1092050000-d47818d70972face990d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-059x-1090000000-8cda3d2035a671d7f3d2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abl-1290000000-62eea33db9b3c0ff9adc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-06ri-2295060000-f65b096563f4148f806f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-4391010000-4178e2d55d3bc67bd2e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bvr-9560000000-ba7b56309b6a2144f84e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000090000-40ef0979f3418634589b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0000090000-40ef0979f3418634589b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00e0-0019000000-c9f8c0514a03b272bd0a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000090000-6ba60dd2741c679ba5aa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dt-0088090000-0b6f976b1a59e75f6c08	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03kb-0088090000-2c0b1ee3fb545625de7b	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(15:0/16:0/16:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(15:0/16:0/16:1(9Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(15:0/16:0/18:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(15:0/16:0/18:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(15:0/16:0/18:1(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

HMDB0007069

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024263

KNApSAcK ID

Not Available

Chemspider ID

24765902

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14275229

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(15:0/16:0/0:0) → Cytidine monophosphate + PE(15:0/16:0)	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(15:0/16:0/0:0) + Palmityl-CoA → TG(15:0/16:0/16:0) + Coenzyme A	details
DG(15:0/16:0/0:0) + Palmitoleyl CoA → TG(15:0/16:0/16:1(9Z)) + Coenzyme A	details
DG(15:0/16:0/0:0) + Stearoyl-CoA → TG(15:0/16:0/18:0) + Coenzyme A	details
DG(15:0/16:0/0:0) + Oleoyl-CoA → TG(15:0/16:0/18:1(9Z))[iso6] + Coenzyme A	details
DG(15:0/16:0/0:0) + Gamma-linolenoyl-CoA → TG(15:0/16:0/18:3(6Z,9Z,12Z)) + Coenzyme A	details
DG(15:0/16:0/0:0) + Eicosanoyl-CoA → TG(15:0/16:0/20:0) + Coenzyme A	details
DG(15:0/16:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(15:0/16:0/20:4(5Z,8Z,11Z,14Z)) + Coenzyme A	details
DG(15:0/16:0/0:0) + Docosanoyl-CoA → TG(15:0/16:0/22:0) + Coenzyme A	details
DG(15:0/16:0/0:0) + Erucoyl-CoA → TG(15:0/16:0/22:1(13Z)) + Coenzyme A	details
DG(15:0/16:0/0:0) + Clupanodonyl CoA → TG(15:0/16:0/22:5(7Z,10Z,13Z,16Z,19Z))[iso6] + Coenzyme A	details
DG(15:0/16:0/0:0) + Tetracosanoyl-CoA → TG(15:0/16:0/24:0) + Coenzyme A	details

Showing metabocard for DG(15:0/16:0/0:0) (BMDB0007069)

Structure for BMDB0007069 (DG(15:0/16:0/0:0))

Enzymes

Reactions

Reactions