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
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) |
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Target ID: Q9HCL2 Gene ID: 57678.0 Gene Symbol: GPAM Target Organism: Homo sapiens (Human) |
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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 |
|---|---|---|
| Some glycolytic enzymes in normal cerebrospinal fluid, brain tissue and blood plasma of infants. | 1976 Aug 16 |
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| Ebrotidine effect on the proteolytic and lipolytic activities of Helicobacter pylori. | 1992 Mar |
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| Purification and characterization of thiol-reagent-sensitive glycerol-3-phosphate acyltransferase from the membrane fraction of an oleaginous fungus. | 2001 Apr 15 |
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| Cloning and sequence analysis of Gpdh in Callosobruchus chinensis (Coleoptera: Bruchidae). | 2001 Jun 30 |
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| Analysis of membrane stereochemistry with homology modeling of sn-glycerol-1-phosphate dehydrogenase. | 2002 Dec |
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| Aerobic sn-glycerol-3-phosphate dehydrogenase from Escherichia coli binds to the cytoplasmic membrane through an amphipathic alpha-helix. | 2002 Jul 15 |
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| Improving 1,3-propanediol production from glycerol in a metabolically engineered Escherichia coli by reducing accumulation of sn-glycerol-3-phosphate. | 2002 Jul-Aug |
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| Glycerophosphocholine metabolism in higher plant cells. Evidence of a new glyceryl-phosphodiester phosphodiesterase. | 2002 Sep |
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| Hormonal regulation of postnatal chicken preadipocyte differentiation in vitro. | 2003 Oct |
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| Some processes of energy saving and expenditure occurring during ethanol perfusion in the isolated liver of fed rats; a Nuclear Magnetic Resonance study. | 2004 Mar 1 |
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| Developmental-stage-specific triacylglycerol biosynthesis, degradation and trafficking as lipid bodies in Plasmodium falciparum-infected erythrocytes. | 2004 Mar 15 |
|
| 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 May |
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| Ancestral lipid biosynthesis and early membrane evolution. | 2004 Sep |
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| Patterns of intron sequence evolution in Drosophila are dependent upon length and GC content. | 2005 |
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| 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 Apr |
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| An independent non-linear latitudinal cline for the sn-glycerol-3-phosphate (alpha- Gpdh ) polymorphism of Drosophila melanogaster from eastern Australia. | 2006 Feb |
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| Rooting the tree of life by transition analyses. | 2006 Jul 11 |
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| Phenotypic and transcriptional response to selection for alcohol sensitivity in Drosophila melanogaster. | 2007 |
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| Quantifying the metabolic capabilities of engineered Zymomonas mobilis using linear programming analysis. | 2007 Mar 9 |
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| Kinetic evidence is consistent with the rocker-switch mechanism of membrane transport by GlpT. | 2007 Oct 30 |
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| Ins and outs of major facilitator superfamily antiporters. | 2008 |
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| 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 Dec |
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| Characterization of CetA and CetB, a bipartite energy taxis system in Campylobacter jejuni. | 2008 Sep |
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| Constraint-based analysis of metabolic capacity of Salmonella typhimurium during host-pathogen interaction. | 2009 Apr 8 |
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| The Mycoplasma conjunctivae genome sequencing, annotation and analysis. | 2009 Jun 16 |
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| Diversity and evolution of the small multidrug resistance protein family. | 2009 Jun 23 |
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| 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 May 6 |
|
| Mitochondrial ROS production correlates with, but does not directly regulate lifespan in Drosophila. | 2010 Apr |
|
| sRNAscanner: a computational tool for intergenic small RNA detection in bacterial genomes. | 2010 Aug 5 |
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| Silymarin secretion and its elicitation by methyl jasmonate in cell cultures of Silybum marianum is mediated by phospholipase D-phosphatidic acid. | 2010 Mar |
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| Atypical transcriptional regulation and role of a new toxin-antitoxin-like module and its effect on the lipid composition of Bradyrhizobium japonicum. | 2010 May |
Patents
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| Code System | Code | Type | Description | ||
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370V52HE4B
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DTXSID5048346
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57597
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15978
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m5792
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439162
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17989-41-2
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DB02515
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SUBSTANCE RECORD
