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-VKHMYHEASA-N
InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/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,(S)- or glycerol-1-phosphate is a glycerophosphate backbone of the archeal ether lipids. It results from the reduction of dihydroxyacetone phosphate using NADH (or NADPH) and divalent ions as cofactors. Two different enzymes carry out the condensation of the isoprenoid chains to the glycerophosphate backbone in archea. The first ether linkage that brings together glycerol-1-phosphate and geranylgeranyl diphosphate is catalyzed by a cytoplasmic protein geranylgeranylglyceryl diphosphate (GGGP) synthase.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P0C882 Gene ID: 9704649.0 Gene Symbol: NA Target Organism: Methanothermobacter marburgensis (strain DSM 2133 / 14651 / NBRC|||100331 / OCM 82 / Marburg) (Methanobacterium thermoautotrophicum) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Levels of plasma insulin, leptin and adiponectin, and activities of key enzymes in carbohydrate metabolism in skeletal muscle and liver in fasted ICR mice fed dietary n-3 polyunsaturated fatty acids. | 2008-09 |
|
| In vivo MR imaging tracking of magnetic iron oxide nanoparticle labeled, engineered, autologous bone marrow mesenchymal stem cells following intra-articular injection. | 2008-07 |
|
| Effect of training with different intensities and volumes on muscle fibre enzyme activity and cross sectional area in the m. triceps brachii. | 2008-07 |
|
| Polychlorinated biphenyl-77 induces adipocyte differentiation and proinflammatory adipokines and promotes obesity and atherosclerosis. | 2008-06 |
|
| Subtype-specific residues involved in ligand activation of the endothelial differentiation gene family lysophosphatidic acid receptors. | 2008-05-02 |
|
| Cellular isolation, culture and characterization of the marrow sac cells in human tubular bone. | 2008-04-10 |
|
| Differences in muscle protein synthesis and anabolic signaling in the postabsorptive state and in response to food in 65-80 year old men and women. | 2008-03-26 |
|
| Metabolism of halophilic archaea. | 2008-03 |
|
| Plasmodium falciparum regulatory subunit of cAMP-dependent PKA and anion channel conductance. | 2008-02-08 |
|
| Potential identity of multi-potential cancer stem-like subpopulation after radiation of cultured brain glioma. | 2008-01-30 |
|
| Multiple pathways involved in the biosynthesis of anandamide. | 2008-01 |
|
| [In vivo MR imaging tracking of supermagnetic iron-oxide nanoparticle-labeled bone marrow mesenchymal stem cells injected into intra-articular space of knee joints: experiment with rabbit]. | 2007-12-04 |
|
| Methylmalonic acidaemia leads to increased production of reactive oxygen species and induction of apoptosis through the mitochondrial/caspase pathway. | 2007-12 |
|
| Molecular mechanisms of pathogenicity of Mycoplasma mycoides subsp. mycoides SC. | 2007-11 |
|
| Increased expression of mitochondrial glycerophosphate dehydrogenase and antioxidant enzymes in prostate cancer cell lines/cancer. | 2007-10 |
|
| Nur77 coordinately regulates expression of genes linked to glucose metabolism in skeletal muscle. | 2007-09 |
|
| In vitro effects of chorionic gonadotropin hormone on human adipose development. | 2007-08 |
|
| A Staphylococcus aureus ypfP mutant with strongly reduced lipoteichoic acid (LTA) content: LTA governs bacterial surface properties and autolysin activity. | 2007-08 |
|
| Developmental expression of three small GTPases in the mouse eye. | 2007-07-13 |
|
| Simultaneous determination of fluoride, chloride, sulfate, phosphate, monofluorophosphate, glycerophosphate, sorbate, and saccharin in gargles by ion chromatography. | 2007-07 |
|
| Respiratory chain components involved in the glycerophosphate dehydrogenase-dependent ROS production by brown adipose tissue mitochondria. | 2007-07 |
|
| Reduction of astrogliosis and microgliosis by cerebrospinal fluid shunting in experimental hydrocephalus. | 2007-06-07 |
|
| Polar head groups are important for barrier-protective effects of oxidized phospholipids on pulmonary endothelium. | 2007-04 |
|
| [The structure of the glycerophosphate-containing O-specific polysaccharide from Escherichia coli 0130]. | 2007-03-23 |
|
| Epigenetic activation of a subset of mRNAs by eIF4E explains its effects on cell proliferation. | 2007-02-21 |
|
| Biological designer self-assembling peptide nanofiber scaffolds significantly enhance osteoblast proliferation, differentiation and 3-D migration. | 2007-02-07 |
|
| The differing embryonic origins of retinal and uveal (iris/ciliary body and choroid) melanosomes are mirrored by their phospholipid composition. | 2007-02 |
|
| New competitive inhibitors of cytosolic (NADH-dependent) rabbit muscle glycerophosphate dehydrogenase. | 2007-01-15 |
|
| Synthesis of Staphylococcus aureus lipoteichoic acid derivatives for determining the minimal structural requirements for cytokine induction. | 2006-12-29 |
|
| Proliferation and osteoblastic differentiation of human bone marrow-derived stromal cells on akermanite-bioactive ceramics. | 2006-11 |
|
| Glycogen synthase kinase 3 has a limited role in cell cycle regulation of cyclin D1 levels. | 2006-08-30 |
|
| Differential membrane packing of stereoisomers of bis(monoacylglycero)phosphate. | 2006-08-01 |
|
| Glycerophosphate as a phosphorus source in a defined medium for Pichia pastoris fermentation. | 2006-08 |
|
| Rooting the tree of life by transition analyses. | 2006-07-11 |
|
| The genome of the square archaeon Haloquadratum walsbyi : life at the limits of water activity. | 2006-07-04 |
|
| PCB-related alteration of thyroid hormones and thyroid hormone receptor gene expression in free-ranging harbor seals (Phoca vitulina). | 2006-07 |
|
| Quantitative analysis of mitochondrial protein expression in methylmalonic acidemia by two-dimensional difference gel electrophoresis. | 2006-07 |
|
| Determination of glycerophosphate and other anions in dentifrices by ion chromatography. | 2006-06-16 |
|
| Dentifrices, mouthwashes, and remineralization/caries arrestment strategies. | 2006-06-15 |
|
| Biomaterials approaches to combating oral biofilms and dental disease. | 2006-06-15 |
|
| The superoxide scavenger TEMPOL induces urokinase receptor (uPAR) expression in human prostate cancer cells. | 2006-06-06 |
|
| A thermo- and pH-sensitive hydrogel composed of quaternized chitosan/glycerophosphate. | 2006-06-06 |
|
| Cytogenetic characterization and H-ras associated transformation of immortalized human mammary epithelial cells. | 2006-05-26 |
|
| [Effect of cultivation conditions of Bacillus subtilis IMV B-7023 on surface properties of cells]. | 2006-05-12 |
|
| The crystal structure of (S)-3-O-geranylgeranylglyceryl phosphate synthase reveals an ancient fold for an ancient enzyme. | 2006-03-03 |
|
| Inhibition of glycerophosphate-dependent H2O2 generation in brown fat mitochondria by idebenone. | 2006-01-06 |
|
| Identification of sn-glycerol-1-phosphate dehydrogenase activity from genomic information on a hyperthermophilic archaeon, Sulfolobus tokodaii strain 7. | 2006-01 |
|
| Type I insulin-like growth factor receptor over-expression induces proliferation and anti-apoptotic signaling in a three-dimensional culture model of breast epithelial cells. | 2006 |
|
| High-resolution genotyping of Pseudomonas aeruginosa strains linked to acute post cataract surgery endophthalmitis outbreaks in India. | 2005-12-12 |
|
| Guanosine stimulates neurite outgrowth in PC12 cells via activation of heme oxygenase and cyclic GMP. | 2005-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:33:41 GMT 2025
by
admin
on
Mon Mar 31 22:33:41 GMT 2025
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| Record UNII |
196623779E
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| Record Status |
Validated (UNII)
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| Record Version |
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Glycerol 1-phosphate
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DTXSID501315267
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16221
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m5792
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439276
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196623779E
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5746-57-6
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