Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C3H9O6P |
| Molecular Weight | 172.0737 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@@H](O)COP(O)(O)=O
InChI
InChIKey=AWUCVROLDVIAJX-GSVOUGTGSA-N
InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
| Molecular Formula | C3H9O6P |
| Molecular Weight | 172.0737 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Glyceryl 1-phosphate,(R)- or glycerol-3-phosphate is a precursor for fatty acid esterification into triglycerides. Esterification of fatty acids to triglycerides in peripheral tissues such as skeletal muscle and adipose tissue is dependent on the synthesis of glycerol-3-phosphate from glucose. Triacylglycerols (TAG) serve as the predominant form of energy storage in mammalian cells, and TAG synthesis influences conditions such as obesity, fatty liver, and insulin resistance. Human skeletal muscle glycerol-3-phosphate, lactate was decreased after the high-fat diets.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19336658 | https://www.ncbi.nlm.nih.gov/pubmed/27984134
Curator's Comment: synthesized in the brain
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P21695 Gene ID: 2819.0 Gene Symbol: GPD1 Target Organism: Homo sapiens (Human) |
|||
Target ID: Q9HCL2 Gene ID: 57678.0 Gene Symbol: GPAM Target Organism: Homo sapiens (Human) |
|||
Target ID: Q6NUI2 Gene ID: 150763.0 Gene Symbol: GPAT2 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| sRNAscanner: a computational tool for intergenic small RNA detection in bacterial genomes. | 2010-08-05 |
|
| Atypical transcriptional regulation and role of a new toxin-antitoxin-like module and its effect on the lipid composition of Bradyrhizobium japonicum. | 2010-05 |
|
| Mitochondrial ROS production correlates with, but does not directly regulate lifespan in Drosophila. | 2010-04 |
|
| Silymarin secretion and its elicitation by methyl jasmonate in cell cultures of Silybum marianum is mediated by phospholipase D-phosphatidic acid. | 2010-03 |
|
| Diversity and evolution of the small multidrug resistance protein family. | 2009-06-23 |
|
| The Mycoplasma conjunctivae genome sequencing, annotation and analysis. | 2009-06-16 |
|
| Brucella melitensis global gene expression study provides novel information on growth phase-specific gene regulation with potential insights for understanding Brucella:host initial interactions. | 2009-05-06 |
|
| Constraint-based analysis of metabolic capacity of Salmonella typhimurium during host-pathogen interaction. | 2009-04-08 |
|
| Involvement of PlsX and the acyl-phosphate dependent sn-glycerol-3-phosphate acyltransferase PlsY in the initial stage of glycerolipid synthesis in Bacillus subtilis. | 2008-12 |
|
| Characterization of CetA and CetB, a bipartite energy taxis system in Campylobacter jejuni. | 2008-09 |
|
| Ins and outs of major facilitator superfamily antiporters. | 2008 |
|
| Kinetic evidence is consistent with the rocker-switch mechanism of membrane transport by GlpT. | 2007-10-30 |
|
| Quantifying the metabolic capabilities of engineered Zymomonas mobilis using linear programming analysis. | 2007-03-09 |
|
| Phenotypic and transcriptional response to selection for alcohol sensitivity in Drosophila melanogaster. | 2007 |
|
| Rooting the tree of life by transition analyses. | 2006-07-11 |
|
| An independent non-linear latitudinal cline for the sn-glycerol-3-phosphate (alpha- Gpdh ) polymorphism of Drosophila melanogaster from eastern Australia. | 2006-02 |
|
| The 120 592 bp IncF plasmid pRSB107 isolated from a sewage-treatment plant encodes nine different antibiotic-resistance determinants, two iron-acquisition systems and other putative virulence-associated functions. | 2005-04 |
|
| Patterns of intron sequence evolution in Drosophila are dependent upon length and GC content. | 2005 |
|
| Ancestral lipid biosynthesis and early membrane evolution. | 2004-09 |
|
| Conserved (CT)n.(GA)n repeats in the non-coding regions at the Gpdh locus are binding sites for the GAGA factor in drosophila melanogaster and its sibling species. | 2004-05 |
|
| Developmental-stage-specific triacylglycerol biosynthesis, degradation and trafficking as lipid bodies in Plasmodium falciparum-infected erythrocytes. | 2004-03-15 |
|
| Some processes of energy saving and expenditure occurring during ethanol perfusion in the isolated liver of fed rats; a Nuclear Magnetic Resonance study. | 2004-03-01 |
|
| Hormonal regulation of postnatal chicken preadipocyte differentiation in vitro. | 2003-10 |
|
| Analysis of membrane stereochemistry with homology modeling of sn-glycerol-1-phosphate dehydrogenase. | 2002-12 |
|
| Glycerophosphocholine metabolism in higher plant cells. Evidence of a new glyceryl-phosphodiester phosphodiesterase. | 2002-09 |
|
| Improving 1,3-propanediol production from glycerol in a metabolically engineered Escherichia coli by reducing accumulation of sn-glycerol-3-phosphate. | 2002-08-03 |
|
| Aerobic sn-glycerol-3-phosphate dehydrogenase from Escherichia coli binds to the cytoplasmic membrane through an amphipathic alpha-helix. | 2002-07-15 |
|
| Cloning and sequence analysis of Gpdh in Callosobruchus chinensis (Coleoptera: Bruchidae). | 2001-06-30 |
|
| Purification and characterization of thiol-reagent-sensitive glycerol-3-phosphate acyltransferase from the membrane fraction of an oleaginous fungus. | 2001-04-15 |
|
| Ebrotidine effect on the proteolytic and lipolytic activities of Helicobacter pylori. | 1992-03 |
|
| Some glycolytic enzymes in normal cerebrospinal fluid, brain tissue and blood plasma of infants. | 1976-08-16 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:41:45 GMT 2025
by
admin
on
Mon Mar 31 20:41:45 GMT 2025
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| Record UNII |
370V52HE4B
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| Record Status |
Validated (UNII)
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| Record Version |
|
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