Bovine Metabolome Database: Showing metabocard for DHAP(18:0e) (BMDB0011142)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:13:30 UTC

Update Date

2020-05-21 16:29:07 UTC

BMDB ID

BMDB0011142

Secondary Accession Numbers

BMDB11142

Metabolite Identification

Common Name

DHAP(18:0e)

Description

Dhap(18:0E) belongs to the class of organic compounds known as o-alkylglycerone phosphates. These are glycerone-3-phosphates carrying an alkyl substituent at the 1-position. Dhap(18:0E) is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dhap(18:0E) and stearic acid can be biosynthesized from dhap(18:0) and octadecanol through the action of the enzyme dihydroxyacetone phosphate acyltransferase and alkyldihydroxyacetonephosphate synthase. In cattle, dhap(18:0E) is involved in the metabolic pathway called plasmalogen synthesis pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Octadecyl dhap	HMDB
1-Octadecyl dihdroxyacetone phosphate	HMDB
1-Octadecyl-glycerone-3-phosphate	HMDB
Octadecyldihydroxyacetone phosphate	MeSH, HMDB

Chemical Formula

C₂₁H₄₃O₆P

Average Molecular Weight

422.5363

Monoisotopic Molecular Weight

422.27972562

IUPAC Name

[3-(octadecyloxy)-2-oxopropoxy]phosphonic acid

Traditional Name

3-(octadecyloxy)-2-oxopropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCOCC(=O)COP(O)(O)=O

InChI Identifier

InChI=1S/C21H43O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25/h2-20H2,1H3,(H2,23,24,25)

InChI Key

DSLZSTBYLRGPIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as o-alkylglycerone phosphates. These are glycerone-3-phosphates carrying an alkyl substituent at the 1-position.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

O-alkylglycerone phosphates

Alternative Parents

Substituents

O-alkylglycerone phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Monosaccharide
Ether
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-alkylglycerone 3-phosphate (CHEBI:78163 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

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	5.82	ALOGPS
logP	6.54	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	1.19	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	113.51 m³·mol⁻¹	ChemAxon
Polarizability	50.65 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 (Non-derivatized) - 70eV, Positive	splash10-000i-2921000000-707e951e2f249a0c8456	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dj-6236900000-250953ab98daae84461f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-5986300000-a9594fbed5528bb4c456	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udj-9262000000-9ff6cbd7ba10f45d1560	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00fr-6120900000-2057f81918546a461953	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-0eafcb7cda2c77ee4073	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-51b409ce9fb4be773cf9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-1000900000-ce2f2d0d83bfe0c120a6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9030100000-aa6fa1c045ef23d13a3d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1103900000-b64c0f89dc9b0ca50c3f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-5349100000-dec5743388f44ec0d5d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052b-9100000000-674e3d4eb872c8b7b6d3	View in MoNA

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Plasmalogen Synthesis		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0011142

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027917

KNApSAcK ID

Not Available

Chemspider ID

25996866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49791756

PDB ID

Not Available

ChEBI ID

78163

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Dihydroxyacetone phosphate acyltransferase

General function:: Lipid transport and metabolism
Specific function:: Not Available
Gene Name:: GNPAT
Uniprot ID:: A4IF87
Molecular weight:: 77664.0

Reactions

DHAP(18:0) + Octadecanol → DHAP(18:0e) + Stearic acid	details

Enzyme Details

2. D-2-hydroxyglutarate dehydrogenase, mitochondrial

General function:: Energy production and conversion
Specific function:: Catalyzes the oxidation of D-2-hydroxyglutarate to alpha-ketoglutarate.
Gene Name:: D2HGDH
Uniprot ID:: Q1JPD3
Molecular weight:: 59056.0

Reactions

DHAP(18:0) + Octadecanol → DHAP(18:0e) + Stearic acid	details

Showing metabocard for DHAP(18:0e) (BMDB0011142)

Structure for BMDB0011142 (DHAP(18:0e))

Enzymes

Reactions

Reactions