Dihydroxyacetone Phosphate

HCID 668CAS 57-04-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(CO)COP(=O)(O)O
InChIKey: GNGACRATGGDKBX-UHFFFAOYSA-N
Molecular formula: C3H7O6P
Average molar mass: 170.06 g/mol
Monoisotopic mass: 169.99802457

Overview

Dihydroxyacetone phosphate is a member of the class of glycerone phosphates that consists of glycerone bearing a single phospho substituent. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a primary alpha-hydroxy ketone and a member of glycerone phosphates. It is functionally related to a dihydroxyacetone. It is a conjugate acid of a glycerone phosphate(2-).

Names & identifiers

Preferred name: Dihydroxyacetone Phosphate
IUPAC: (3-hydroxy-2-oxopropyl) dihydrogen phosphate
English name: 1-hydroxy-3-(phosphonooxy)acetone
Molecular formula: C3H7O6P
Molecular weight: 170.06

Names & synonyms

DIHYDROXYACETONE PHOSPHATEGlycerone phosphateDHAP57-04-5dihydroxyacetone 3-phosphate1-hydroxy-3-(phosphonooxy)-2-propanoneDihydroxyacetone monophosphate1-Hydroxy-3-(phosphonooxy)acetone2-Propanone, 1-hydroxy-3-(phosphonooxy)-1,3-Dihydroxy-2-propanone phosphate3-hydroxy-2-oxopropyl phosphate1,3-Dihydroxyacetone 1-phosphate

Show more names

Dihydroxyacetone phosphate hemimagnesium salt hydrateDHAP Na2Dioxyacetone phosphateGlycerone phosphate lithium saltDihydroxyacetone phosphate (DHAP)

glycerone monophosphate(3-hydroxy-2-oxopropyl) dihydrogen phosphateT7KF2T6W95(3-hydroxy-2-oxopropoxy)phosphonic acidDTXSID6058768CHEBI:161081,3-Dihydroxy-2-propanone monodihydrogen phosphatePhosphate, Dihydroxyacetone

Database identifiers

CAS: 57-04-5
PubChem CID: 668
DTXSID: DTXSID6058768
ChEMBL: CHEMBL1161998
ChEBI: CHEBI:16108
UNII: T7KF2T6W95
EC Number: 200-308-7
Nikkaji: J213.543D

Properties

Computed structural properties

XLogP: -2.5
Topological polar surface area: 104 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 6
Rotatable bonds: 4
Heavy atoms: 10
Formal charge: 0
Complexity: 158

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physical DescriptionSolid

Collision Cross Section · 3 items

144.07 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

146.7 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

143.2 Å² [M+Na]+

Physicochemical properties

Boiling point: 409.1 · 409.1±51.0 °C(Predicted)
Density: 1.731 · 1.731±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: Water (Slightly)
form: Sticky Solid
pka: 1.65 · 1.65±0.10(Predicted)
color: Off-White
Stability: Hygroscopic
InChI: 1S/2C3H7O6P.Mg.H2O/c2*4-1-3(5)2-9-10(6,7)8;;/h2*4H,1-2H2,(H2,6,7,8);;1H2/q;;+2;/p-2
InChIKey: XIBMKSGIYJARCI-UHFFFAOYSA-L
SMILES: O.OCC(=O)COP(O)(=O)O[Mg]OP(O)(=O)OCC(=O)CO
FDA UNII: 7 KF2T6W95 · T7KF2T6W95
EPA Substance Registry System: 2 · 2-Propanone, 1-hydroxy-3-(phosphonooxy)- (57-04-5)
UNSPSC Code: 12352204 · 12352204
NACRES: 32 · NA.32
WGK Germany: 3 · 3
TSCA: TSCA listed
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

wgk: 3
tsca: TSCA listed
Storage Class: 11 - Combustible Solids

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta

Cellular LocationsPeroxisome

Metabolite PathwaysCardiolipin Biosynthesis

Uses & manufacturing

General Manufacturing Information2-Propanone, 1-hydroxy-3-(phosphonooxy)-: INACTIVE

Applications · 1 item

UsesDihydroxyacetone Phosphate Lithium Salt, is a metabolic intermediate involved in involved in a wide variety of metabolic pathways including glycolysis and lipid biosynthesis. In plants,Dihydroxyacetone phosphate is involved with the synthesis of vitamin B6.