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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
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

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
Analysis of membrane stereochemistry with homology modeling of sn-glycerol-1-phosphate dehydrogenase.
2002 Dec
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
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
Characterization of CetA and CetB, a bipartite energy taxis system in Campylobacter jejuni.
2008 Sep
Diversity and evolution of the small multidrug resistance protein family.
2009 Jun 23
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
Silymarin secretion and its elicitation by methyl jasmonate in cell cultures of Silybum marianum is mediated by phospholipase D-phosphatidic acid.
2010 Mar
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

Patents

EP0473435A1
1
WO2001021820A1
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:59:27 GMT 2023
Edited
by admin
on Sat Dec 16 00:59:27 GMT 2023
Record UNII
370V52HE4B
Record Status Validated (UNII)
Record Version
  • Download
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
NCATS
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