CHEBI:15978 - sn-glycerol 3-phosphate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sn-glycerol 3-phosphate
ChEBI ID CHEBI:15978
ChEBI ASCII Name sn-glycerol 3-phosphate
Definition An sn-glycerol 3-phosphate having unsubstituted hydroxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12848, CHEBI:42793, CHEBI:10648, CHEBI:12843, CHEBI:26705
Supplier Information ZINC000003830896
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Formula C3H9O6P
Net Charge 0
Average Mass 172.07372
Monoisotopic Mass 172.01368
InChI InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
InChIKey AWUCVROLDVIAJX-GSVOUGTGSA-N
SMILES OC[C@@H](O)COP(O)(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Arabidopsis thaliana (NCBI:txid3702) See: DOI
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via glycerol 1-phosphate )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
(via glycerol 1-phosphate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sn-glycerol 3-phosphate (CHEBI:15978) has functional parent glycerol (CHEBI:17754)
sn-glycerol 3-phosphate (CHEBI:15978) has role Escherichia coli metabolite (CHEBI:76971)
sn-glycerol 3-phosphate (CHEBI:15978) has role human metabolite (CHEBI:77746)
sn-glycerol 3-phosphate (CHEBI:15978) has role mouse metabolite (CHEBI:75771)
sn-glycerol 3-phosphate (CHEBI:15978) has role plant metabolite (CHEBI:76924)
sn-glycerol 3-phosphate (CHEBI:15978) is a sn-glycerol 3-phosphates (CHEBI:26706)
sn-glycerol 3-phosphate (CHEBI:15978) is a glycerol 1-phosphate (CHEBI:14336)
sn-glycerol 3-phosphate (CHEBI:15978) is conjugate acid of sn-glycerol 3-phosphate(2−) (CHEBI:57597)
sn-glycerol 3-phosphate (CHEBI:15978) is enantiomer of sn-glycerol 1-phosphate (CHEBI:16221)
Incoming sn-glycerol 3-phosphate(2−) (CHEBI:57597) is conjugate base of sn-glycerol 3-phosphate (CHEBI:15978)
sn-glycerol 1-phosphate (CHEBI:16221) is enantiomer of sn-glycerol 3-phosphate (CHEBI:15978)
IUPAC Names
(2R)-2,3-dihydroxypropyl dihydrogen phosphate
sn-glycerol 3-(dihydrogen phosphate)
Synonyms Sources
(R)-glycerol 1-phosphate ChEBI
D-(glycerol 1-phosphate) CBN
D-Glycerol 1-phosphate KEGG COMPOUND
Glycerol-3-phosphate KEGG COMPOUND
Glycerophosphoric acid KEGG COMPOUND
L-(glycerol 3-phosphate) CBN
phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester ChEBI
Phosphorsäure-mono-((R)-2,3-dihydroxy-propylester) ChEBI
sn-Glycerol 3-phosphate KEGG COMPOUND
SN-GLYCEROL-3-PHOSPHATE PDBeChem
sn-Gro-1-P KEGG COMPOUND
Manual Xrefs Databases
C00007288 KNApSAcK
C00093 KEGG COMPOUND
G3P PDBeChem
GLYCEROL-3P MetaCyc
GP9 PDBeChem
View more database links
Registry Numbers Types Sources
1723975 Reaxys Registry Number Reaxys
17989-41-2 CAS Registry Number KEGG COMPOUND
Citations
Taleux N, Guigas B, Dubouchaud H, Moreno M, Weitzel JM, Goglia F, Favier R, Leverve XM (2009)
High expression of thyroid hormone receptors and mitochondrial glycerol-3-phosphate dehydrogenase in the liver is linked to enhanced fatty acid oxidation in Lou/C, a rat strain resistant to obesity.
The Journal of biological chemistry 284, 4308-4316 [PubMed:19049970]
[show Abstract]
Levy RA, Gharavi AE, Sammaritano LR, Habina L, Lockshin MD (1990)
Fatty acid chain is a critical epitope for antiphospholipid antibody.
Journal of clinical immunology 10, 141-145 [PubMed:1694860]
[show Abstract]
Rae JJ (1934)
Glycerophosphoric acid: The glycerophosphoric acid of the naturally occurring phosphatides.
The Biochemical journal 28, 152-156 [PubMed:16745347]
Last Modified
27 January 2016