| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2009-02-03 02:40:25 -0700 |
| Update Date |
2013-02-08 17:27:03 -0700 |
| HMDB ID |
HMDB11649 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
1-(sn-Glycero-3-phospho)-1D-myo-inositol |
| Description |
1-(sn-Glycero-3-phospho)-1D-myo-inositol or glycerophosphoinositol is produced through deacylation by phospholipase B of the essential phospholipid phosphatidylinositol. Glycerophosphoinositols are ubiquitous phosphoinositide metabolites involved in the control of several cell functions. They exert their actions both intracellularly and by rapidly equilibrating across the plasma membrane. Their transport is mediated by the Glut2 transporter, the human ortholog of GIT1 (PMID: 17141226  ). Glycerophosphoinositol is a substrate for glycerophosphoinositol inositolphosphodiesterase (EC 3.1.4.43) and is involved in the following reaction: 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = glycerol + 1D-myo-inositol 1-phosphate. It is also a substrate for glycerophosphoinositol glycerophosphodiesterase (EC 3.1.4.44) which catalyzes the chemical reaction:. 1-(sn-glycero-3-phospho)-1D-myo-inositol + H2O = myo-inositol + sn-glycerol 3-phosphate. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 1-(Sn-glycero-3-Phospho)-1D-myo-inositol
- 3-Phosphoglyceroinositol
- Glyerophosphoinositol
- GroPIns
- Sn-glycero-3-Phospho-1-inositol
|
| Chemical Formula |
C9H19O11P |
| Average Molecular Weight |
334.2143 |
| Monoisotopic Molecular Weight |
334.066497962 |
| IUPAC Name |
[(2R)-2,3-dihydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid |
| Traditional IUPAC Name |
(2R)-2,3-dihydroxypropoxy[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid |
| CAS Registry Number |
Not Available |
| SMILES |
OC[C@@H](O)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O |
| InChI Identifier |
InChI=1S/C9H19O11P/c10-1-3(11)2-19-21(17,18)20-9-7(15)5(13)4(12)6(14)8(9)16/h3-16H,1-2H2,(H,17,18)/t3-,4-,5-,6+,7-,8-,9-/m1/s1 |
| InChI Key |
BMVUIWJCUQSHLZ-UJGXJMNGSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Aliphatic Homomonocyclic Compounds |
| Class |
Cyclic Alcohols and Derivatives |
| Sub Class |
Cyclitols and Derivatives |
| Other Descriptors |
- Cyclic Alcohols and Derivatives
- Organic Compounds
|
| Substituents |
- 1,2 Diol
- Cyclohexane
- Monosaccharide Phosphate
- Organic Hypophosphite
- Organic Phosphite
- Phosphoric Acid Ester
- Primary Alcohol
- Saccharide
- Secondary Alcohol
- Triose Monosaccharide
|
| Direct Parent |
Inositol Phosphates |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
Not Available |
| Application |
Not Available |
| Cellular locations |
Not Available |
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| Melting Point |
Not Available |
Not Available |
| Boiling Point |
Not Available |
Not Available |
| Water Solubility |
Not Available |
Not Available |
| LogP |
Not Available |
Not Available |
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| Predicted Properties |
|
| Spectra |
|---|
|
Not Available
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| Biological Properties |
|---|
| Cellular Locations |
Not Available
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| Biofluid Locations |
Not Available
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| Tissue Location |
Not Available
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| Pathways |
Not Available
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| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB011624 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
28184592 |
| KEGG Compound ID |
C01225 |
| BioCyc ID |
CPD-541 |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB11649 |
| Metagene Link |
HMDB11649 |
| METLIN ID |
Not Available |
| PubChem Compound |
Not Available |
| PDB ID |
Not Available |
| ChEBI ID |
18321 |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
