Glycerol 3-phosphate

sn-Glycerol 3-phosphate is the organic ion with the formula HOCH2CH(OH)CH2OPO32-. It is one of two stereoisomers of the ester of dibasic phosphoric acid (HOPO32-) and glycerol. It is a component of bacterial and eukaryotic glycerophospholipids. From a historical reason, it is also known as L-glycerol 3-phosphate, D-glycerol 1-phosphate, L-α-glycerophosphoric acid.

sn-Glycerol 3-phosphate
Names
Preferred IUPAC name
(2R)-2,3-Dihydroxypropyl dihydrogen phosphate
Other names
1,2,3-propanetriol, 1-(dihydrogen phosphate), (2R)-
D-glycerol 1-phosphate
L-glycerol 3-phosphate
L-α-glycerophosphate
L-α-phosphoglycerol
Identifiers
3D model (JSmol)
3DMet
1723975
ChEBI
ChEMBL
DrugBank
ECHA InfoCard 100.000.279
EC Number
  • 200-307-1
KEGG
MeSH Alpha-glycerophosphoric+acid
PubChem CID
UNII
  • InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
    Key: AWUCVROLDVIAJX-GSVOUGTGSA-N
SMILES
  • C([C@H](COP(=O)(O)O)O)O
Properties
C3H7O6P
Molar mass 170.057 g·mol−1
Related compounds
Related organophosphates
Glycerol 1-phosphate
Glycerol 2-phosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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