Microbial
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:23:21 UTC
Update Date2025-10-07 16:08:37 UTC
Metabolite IDMMDBc0054664
Metabolite Identification
Common Namesn-3-O-(geranylgeranyl)glycerol 1-phosphate
Descriptionsn-3-O-(geranylgeranyl)glycerol 1-phosphate is a glycerophospholipid derivative, classified within the broader category of phospholipids. Its chemical structure features a glycerol backbone esterified with a geranylgeranyl group at the sn-3 position and a phosphate group, which contributes to its amphipathic properties. This compound plays a role in various metabolic pathways, particularly in the regulation of glucose and lipid metabolism. It has been implicated in glycerophospholipid metabolism, where alterations in its levels can influence the progression of conditions such as lean non-alcoholic fatty liver disease (NAFLD). For instance, studies indicate that certain interventions can regulate the levels of sn-3-O-(geranylgeranyl)glycerol 1-phosphate, thereby affecting metabolic pathways associated with glucose and lipid homeostasis (PMID:38675462 ). Additionally, the modulation of this metabolite is linked to protective mechanisms against the development of lean NAFLD, highlighting its potential role in metabolic regulation (PMID:38675462 ).
Structure
Synonyms
ValueSource
sn-3-O-(Geranylgeranyl)glycerol 1-phosphoric acidGenerator
Molecular FormulaC23H41O6P
Average Mass444.549
Monoisotopic Mass444.264076038
IUPAC Name[(2S)-2-hydroxy-3-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propoxy]phosphonic acid
Traditional Name(2S)-2-hydroxy-3-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\COC[C@H](O)COP(O)(O)=O
InChI Identifier
InChI=1S/C23H41O6P/c1-19(2)9-6-10-20(3)11-7-12-21(4)13-8-14-22(5)15-16-28-17-23(24)18-29-30(25,26)27/h9,11,13,15,23-24H,6-8,10,12,14,16-18H2,1-5H3,(H2,25,26,27)/b20-11+,21-13+,22-15+/t23-/m0/s1
InChI KeyBJLPWUCPFAJINB-UAQSTNRTSA-N