Sorbitol-6-phosphate (PAMDB000371)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB000371
Identification
Name: Sorbitol-6-phosphate
Description:Sorbitol 6-phosphate (Sor6P) is an intermediate in sorbitol biosynthesis. It is a competitive inhibitor for both cytosolic and chloroplastic PGIs with a K(i) of 61 and 40muM, respectively. PMID: 18242768
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 1-O-Phosphono-D-glucitol
  • 1-O-Phosphono-D-mannitol
  • Alditol 6-phosphate
  • Alditol 6-phosphoric acid
  • D-Glucitol-6-phosphate
  • D-Glucitol-6-phosphoric acid
  • D-Mannitol 1-(dihydrogen phosphate)
  • D-Mannitol 1-(dihydrogen phosphoric acid)
  • D-Mannitol 1-phosphate
  • D-Mannitol 1-phosphoric acid
  • D-Mannitol, 1-(dihydrogenphosphate)
  • D-Mannitol, 1-(dihydrogenphosphoric acid)
  • D-Mannitol-6-phosphate
  • D-Mannitol-6-phosphoric acid
  • D-Sorbitol 6-phosphate
  • D-Sorbitol 6-phosphoric acid
  • Glucitol-6-phosphate
  • Glucitol-6-phosphoric acid
  • Sorbitol 6-phosphate
  • Sorbitol 6-phosphoric acid
  • Sorbitol-6-phosphate
  • Sorbitol-6-phosphoric acid
Chemical Formula: C6H15O9P
Average Molecular Weight: 262.1517
Monoisotopic Molecular Weight: 262.04536859
InChI Key: GACTWZZMVMUKNG-UHFFFAOYSA-N
InChI:InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)
CAS number: 20479-58-7
IUPAC Name:[(2,3,4,5,6-pentahydroxyhexyl)oxy]phosphonic acid
Traditional IUPAC Name: (2,3,4,5,6-pentahydroxyhexyl)oxyphosphonic acid
SMILES:OCC(O)C(O)C(O)C(O)COP(O)(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
Kingdom Organic compounds
Super ClassOrganophosphorus compounds
Class Organic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct Parent Monoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Organic phosphate
  • Secondary alcohol
  • Polyol
  • 1,2-diol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility26.6 mg/mLALOGPS
logP-2.3ALOGPS
logP-3.9ChemAxon
logS-0.99ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area167.91 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity49.28 m3·mol-1ChemAxon
Polarizability21.73 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Phosphoenolpyruvic acid + Sorbitol > Pyruvic acid + Sorbitol-6-phosphate
Phosphoenolpyruvic acid + Mannitol > Sorbitol-6-phosphate + Pyruvic acid
Sorbitol-6-phosphate + NAD <> Fructose 6-phosphate + Hydrogen ion + NADH
Sorbitol-6-phosphate + NAD <> beta-D-Fructose 6-phosphate + NADH + Hydrogen ion
Protein N(pi)-phospho-L-histidine + Mannitol <> Protein histidine + Sorbitol-6-phosphate
Protein N(pi)-phospho-L-histidine + Sorbitol <> Protein histidine + Sorbitol-6-phosphate
Sorbitol-6-phosphate + NAD > Fructose 6-phosphate + NADH
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-3690000000-bcc5097fd962872341bdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03kc-9610000000-ac374a4fe18a51efbab7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kd-9200000000-651b0e98592a21df2d7eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-084v-9820000000-12be868166849360c049View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-7c23a52e0da63d89cc95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0fa94fd955a1b1afa23aView in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
  • Zhou, R., Cheng, L. (2008). "Competitive inhibition of phosphoglucose isomerase of apple leaves by sorbitol 6-phosphate." J Plant Physiol 165:903-910. Pubmed: 18242768
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID17044
HMDB IDHMDB05831
Pubchem Compound ID618
Kegg IDC02810
ChemSpider ID598
Wikipedia IDNot Available
BioCyc IDD-SORBITOL-6-P
EcoCyc IDD-SORBITOL-6-P

Enzymes

Protein Details
• Mannitol-1-phosphate 5-dehydrogenase
General function:
Involved in oxidation-reduction process
Specific function:
D-mannitol 1-phosphate + NAD(+) = D-fructose 6-phosphate + NADH
Gene Name:
mtlD
Locus Tag:
PA2342
Molecular weight:
54.3 kDa
Reactions
D-mannitol 1-phosphate + NAD(+) = D-fructose 6-phosphate + NADH.

Transporters