Bovine Metabolome Database: Showing metabocard for DG(16:0/18:0/0:0) (BMDB0007100)

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 23:30:35 UTC

Update Date

2020-05-21 16:27:37 UTC

BMDB ID

BMDB0007100

Secondary Accession Numbers

BMDB07100

Metabolite Identification

Common Name

DG(16:0/18:0/0:0)

Description

DG(16:0/18:0/0:0) 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(16:0/18:0/0:0) 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-Palmitoyl-2-stearoyl-sn-glycerol	ChEBI
DAG(16:0/18:0)	ChEBI
DG(16:0/18:0)	ChEBI
Diacylglycerol(16:0/18:0)	ChEBI
DAG(34:0)	HMDB
DG(34:0)	HMDB
Diacylglycerol	HMDB
Diacylglycerol(34:0)	HMDB
Diglyceride	HMDB
1-Hexadecanoyl-2-octadecanoyl-sn-glycerol	HMDB
DG(16:0/18:0/0:0)	Lipid Annotator, ChEBI

Chemical Formula

C₃₇H₇₂O₅

Average Molecular Weight

596.9646

Monoisotopic Molecular Weight

596.537975414

IUPAC Name

(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl octadecanoate

Traditional Name

α-palmito-β-stearin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C37H72O5/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(40)42-35(33-38)34-41-36(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35,38H,3-34H2,1-2H3/t35-/m0/s1

InChI Key

ONCLVQFEAFTXMN-DHUJRADRSA-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:86975 )
diacylglycerol 34:0 (CHEBI:86975 )
Diacylglycerols (LMGL02010020 )

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	10.16	ALOGPS
logP	12.89	ChemAxon
logS	-7.5	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	36	ChemAxon
Refractivity	176.9 m³·mol⁻¹	ChemAxon
Polarizability	79.74 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	splash10-000i-7194576000-17a37e7accdc6f960891	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(16:0/18:0/0:0),1TMS,#1" TMS) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000009000-225e45a97a85093b82dc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fu-0009030000-ca569c37810c32ea767b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-0009013000-d6dc916220d606c45bdc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000009000-af6a422dabc6060234c0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fu-0009030000-f6f8dca55460cbe46e3d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dl-0009013000-241963e6ecb36ed141c6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014m-1296060000-2522b69a860af658bb93	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-2393010000-956637889221702a4a49	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0axu-8952000000-93e3a8a027cba0f27b47	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000009000-05c8a9d62d254739db0a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0000009000-05c8a9d62d254739db0a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03e0-0009000000-59c3f0e0ceb618daf530	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0532-1093050000-625e12590e8a309052ca	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-2093000000-c56bf64b24fa173776c2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5i-1190000000-4cece8b44d5dba681441	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

All Tissues

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis TG(16:0/18:0/18:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(16:0/18:0/18:1(11Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(16:0/18:0/18:1(9Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(16:0/18:0/18:2(9Z,12Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(16:0/18:0/18:3(6Z,9Z,12Z))		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

HMDB0007100

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024294

KNApSAcK ID

Not Available

Chemspider ID

7822638

KEGG Compound ID

C00165

BioCyc ID

DIACYLGLYCEROL

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

4274

PubChem Compound

9543688

PDB ID

Not Available

ChEBI ID

86975

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(16:0/18:0/0:0) → Cytidine monophosphate + PE(16:0/18:0)	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(16:0/18:0/0:0) + Stearoyl-CoA → TG(16:0/18:0/18:0)[iso3] + Coenzyme A	details
DG(16:0/18:0/0:0) + Oleoyl-CoA → TG(16:0/18:0/18:1(9Z)) + Coenzyme A	details
DG(16:0/18:0/0:0) + Gamma-linolenoyl-CoA → TG(16:0/18:0/18:3(6Z,9Z,12Z))[iso6] + Coenzyme A	details
DG(16:0/18:0/0:0) + Eicosanoyl-CoA → TG(16:0/18:0/20:0)[iso6] + Coenzyme A	details
DG(16:0/18:0/0:0) + Gondoyl-CoA → TG(16:0/18:0/20:1(11Z)) + Coenzyme A	details
DG(16:0/18:0/0:0) + 5Z,8Z,11Z,14Z-eicosatetraenonyl-CoA → TG(16:0/18:0/20:4(5Z,8Z,11Z,14Z)) + Coenzyme A	details
DG(16:0/18:0/0:0) + Docosanoyl-CoA → TG(16:0/18:0/22:0) + Coenzyme A	details
DG(16:0/18:0/0:0) + Erucoyl-CoA → TG(16:0/18:0/22:1(13Z)) + Coenzyme A	details
DG(16:0/18:0/0:0) + Clupanodonyl CoA → TG(16:0/18:0/22:5(7Z,10Z,13Z,16Z,19Z)) + Coenzyme A	details
DG(16:0/18:0/0:0) + Tetracosanoyl-CoA → TG(16:0/18:0/24:0) + Coenzyme A	details

Showing metabocard for DG(16:0/18:0/0:0) (BMDB0007100)

Structure for BMDB0007100 (DG(16:0/18:0/0:0))

Enzymes

Reactions

Reactions