Compound
1-O-hexadecyl-sn-glycero-3-phosphate
A 1-alkyl-sn-glycerol 3-phosphate(2−) obtained by deprotonation of the phosphate OH groups of 1-hexadecyl-sn-glycero-3-phosphate; major species at pH 7.3.
Definition from ChEBI (CHEBI:77580), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C19H39O6P
- Mass
- 394.489 g/mol
- Charge
- -2
- InChIKey
- XLVRFPVHQPHXAA-LJQANCHMSA-L
- SMILES
- CCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)([O-])[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What the reference databases state
Statements
3 statements
3 statements · 1 reference database · Subject: 1-O-hexadecyl-sn-glycero-3-phosphate · Sources: Rhea
- 1-O-hexadecyl-sn-glycerol is converted to 1-O-hexadecyl-sn-glycero-3-phosphateCompoundRhea RHEA:41672Inferred only
- 1-O-hexadecyl-sn-glycero-3-phosphate is converted to 1-O-hexadecylglycerone 3-phosphateCompoundRhea RHEA:40939Inferred only
- 1-O-hexadecylglycerone 3-phosphate is converted to 1-O-hexadecyl-sn-glycero-3-phosphateCompoundRhea RHEA:40939Inferred only
Reactions
5 reactions
MAM02017c+proton+NADPH(4-)1-O-hexadecyl-sn-glycero-3-phosphate+NADP(3-)
Catalysed by GNPAT
Reaction pageLeft to rightBalancedEC 2.3.1.42cytosol
Human-GEM MAR00708CC BY 4.0Reference data
1-O-hexadecylglycerone 3-phosphate+NADPH(4-)+hydron1-O-hexadecyl-sn-glycero-3-phosphate+NADP(3-)
Reaction pageDirection not assertedBalanced
Rhea RHEA:40939CC BY 4.0Reference data
1-O-hexadecyl-sn-glycero-3-phosphocholine+water1-O-hexadecyl-sn-glycero-3-phosphate+choline+hydron
Catalysed by ENPP2 or GDPD3 or GDPD1
Reaction pageLeft to rightBalanced
Rhea RHEA:41143CC BY 4.0Reference data
1-O-hexadecyl-sn-glycerol+ATP(4-)1-O-hexadecyl-sn-glycero-3-phosphate+ADP(3-)+hydron
Catalysed by DGKA or DGKQ or DGKZ
Reaction pageLeft to rightBalanced
Rhea RHEA:41672CC BY 4.0Reference data
1-O-hexadecyl-2-acetyl-sn-glycero-3-phosphate+water1-O-hexadecyl-sn-glycero-3-phosphate+acetate+hydron
Catalysed by PAFAH1B2 or PAFAH1B3
Reaction pageLeft to rightBalanced
Rhea RHEA:41704CC BY 4.0Reference data
Other names
4 names
Resolves to: 1-O-hexadecyl-sn-glycero-3-phosphate
- Also called
- 1-O-hexadecyl-sn-glycerol 3-phosphate(2-)1-O-hexadecyl-sn-glycerol 3-phosphate(2−)PA(O-16:0/0:0)
- Systematic name
- (2R)-3-(hexadecyloxy)-2-hydroxypropyl phosphate