Details
Stereochemistry | RACEMIC |
Molecular Formula | C3H7O6P.2Na |
Molecular Weight | 216.0374 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].OCC(O)COP([O-])([O-])=O
InChI
InChIKey=GEKBIENFFVFKRG-UHFFFAOYSA-L
InChI=1S/C3H9O6P.2Na/c4-1-3(5)2-9-10(6,7)8;;/h3-5H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2
DescriptionCurator's Comment: description was created based on several sources, including:
DOI: 10.1042/bj0280143
DOI: 10.1042/bj0280152
http://www.wikidoc.org/index.php/Glycerol_3-phosphate
Curator's Comment: description was created based on several sources, including:
DOI: 10.1042/bj0280143
DOI: 10.1042/bj0280152
http://www.wikidoc.org/index.php/Glycerol_3-phosphate
Synthetic glycerophosphates have been known for many years and have been prepared in several ways. The acid may exist in two isomeric forms, alpha and beta. The L-a-acid is the naturally occurring form; the b-acid, present in hydrolyzates of lecithins from natural sources, arises from migration of the phosphoryl group from the a-carbon atom. Dehydrogenation of L-glycerol 3-phosphate produces Dihydroxyacetone phosphate and is part of the entry of glycerol (sourced from triglycerides) into the glycolytic pathway.
CNS Activity
Originator
Curator's Comment: alpha-glycerophosphoric acid has long been known as a component of the lecithins and cephalins and may in a sense be looked on as a monoglyceride, the situation is much more favorable. Because of its great stability it has been possible for several workers to separate it from various phosphatides and free it from its accompanying beta-isomer. http://www.jbc.org/content/128/2/491.short
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: 2819.0 Gene Symbol: GPD1 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | KABIVEN Approved UseIt is indicated as a source of calories, protein, electrolytes and essential fatty acids for adult patients requiring parenteral nutrition when oral or enteral nutrition is not possible, insufficient, or contraindicated. Launch Date2014 |
PubMed
Title | Date | PubMed |
---|---|---|
[Pharmacology of glycerophosphoric acid. II. Differences in the biological action of the alpha and beta isomers in combination with thiamine or cocarboxylase]. | 1955 Dec 1 |
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[IN VITRO EFFECT OF ALPHA GLYCEROPHOSPHATE ON RELEASE OF NON-ESTERIFIED FATTY ACIDS FROM ADIPOSE TISSUE]. | 1965 Jun |
Patents
Sample Use Guides
19 to 38 mL/kg/day. The maximum infusion rate is 2.6 mL/kg/hour. Recommended infusion period is 12 to 24 hours.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7492326
Maximal ATP production in the presence of Ca2+ (200 nM) is obtained at 10 mM L-glycerol 3-phosphate in intact mitochondria from pancreatic B-cells.
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C802
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G43E72677U
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14754
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1555-56-2
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C80657
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DTXSID801014666
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216-304-3
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD