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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
Structure of GLYCERYL 1-PHOSPHATE, (R)-

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

HIDE SMILES / InChI

Description

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

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
1
Target ID: P21695
Gene ID: 2819.0
Gene Symbol: GPD1
Target Organism: Homo sapiens (Human)
Substrate
661
Glycerol-3-phosphate acyltransferase 1, mitochondrial
1
Target ID: Q9HCL2
Gene ID: 57678.0
Gene Symbol: GPAM
Target Organism: Homo sapiens (Human)
Substrate
661
Glycerol-3-phosphate acyltransferase 2, mitochondrial
1
Target ID: Q6NUI2
Gene ID: 150763.0
Gene Symbol: GPAT2
Target Organism: Homo sapiens (Human)
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Some glycolytic enzymes in normal cerebrospinal fluid, brain tissue and blood plasma of infants.
1976 Aug 16
Ebrotidine effect on the proteolytic and lipolytic activities of Helicobacter pylori.
1992 Mar
Aerobic sn-glycerol-3-phosphate dehydrogenase from Escherichia coli binds to the cytoplasmic membrane through an amphipathic alpha-helix.
2002 Jul 15
Glycerophosphocholine metabolism in higher plant cells. Evidence of a new glyceryl-phosphodiester phosphodiesterase.
2002 Sep
Hormonal regulation of postnatal chicken preadipocyte differentiation in vitro.
2003 Oct
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
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
Ancestral lipid biosynthesis and early membrane evolution.
2004 Sep
Patterns of intron sequence evolution in Drosophila are dependent upon length and GC content.
2005
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
An independent non-linear latitudinal cline for the sn-glycerol-3-phosphate (alpha- Gpdh ) polymorphism of Drosophila melanogaster from eastern Australia.
2006 Feb
Kinetic evidence is consistent with the rocker-switch mechanism of membrane transport by GlpT.
2007 Oct 30
Characterization of CetA and CetB, a bipartite energy taxis system in Campylobacter jejuni.
2008 Sep
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
Patents

Patents

EP0473435A1
1
WO2001021820A1
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
GLYCERYL 1-PHOSPHATE, (R)-
Common Name English
SN-GLYCEROL 3-PHOSPHATE
Common Name English
(R)-GLYCEROL 1-PHOSPHATE
Common Name English
SN-GLYCERO-3-PHOSPHATE
Common Name English
GLYCEROL, 1-(DIHYDROGEN PHOSPHATE), D-
Common Name English
GLYCEROPHOSPHORIC ACID D-.ALPHA.-FORM [MI]
Common Name English
1,2,3-PROPANETRIOL, 1-(DIHYDROGEN PHOSPHATE), (2R)-
Common Name English
GLYCEROPHOSPHORIC ACID D-.ALPHA.-FORM
MI  
Common Name English
1,2,3-PROPANETRIOL, 1-(DIHYDROGEN PHOSPHATE), (R)-
Common Name English
D-GLYCEROL 1-PHOSPHATE
Common Name English
Code System Code Type Description
FDA UNII
370V52HE4B
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID5048346
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
CHEBI
57597
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
CHEBI
15978
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
MERCK INDEX
m5792
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY Merck Index
PUBCHEM
439162
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
CAS
17989-41-2
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
DRUG BANK
DB02515
Created by admin on Sat Dec 16 00:59:27 GMT 2023 , Edited by admin on Sat Dec 16 00:59:27 GMT 2023
PRIMARY
NIH
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