Human Metabolome Database Version 3.5

Showing metabocard for Sorbitol-6-phosphate (HMDB05831)

Record Information
Version 3.5
Creation Date 2007-04-12 09:12:23 -0600
Update Date 2013-05-29 13:42:13 -0600
HMDB ID HMDB05831
Secondary Accession Numbers None
Metabolite Identification
Common 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 Link_out.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Alditol 6-phosphate
  2. D-Mannitol, 1-(dihydrogenphosphate)
  3. D-Mannitol-6-phosphate
  4. D-Sorbitol 6-phosphate
  5. Glucitol-6-phosphate
  6. Sorbitol 6-phosphate
Chemical Formula C6H15O9P
Average Molecular Weight 262.1517
Monoisotopic Molecular Weight 262.04536859
IUPAC Name [(2,3,4,5,6-pentahydroxyhexyl)oxy]phosphonic acid
Traditional IUPAC Name (2,3,4,5,6-pentahydroxyhexyl)oxyphosphonic acid
CAS Registry Number 20479-58-7
SMILES OCC(O)C(O)C(O)C(O)COP(O)(O)=O
InChI Identifier 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)
InChI Key GACTWZZMVMUKNG-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Carbohydrates and Carbohydrate Conjugates
Class Monosaccharides
Sub Class Hexoses
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Carbohydrates and Carbohydrate Conjugates
Substituents
  • 1,2 Diol
  • Monosaccharide Phosphate
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
  • Primary Alcohol
  • Secondary Alcohol
Direct Parent Hexoses
Ontology
Status Detected and Quantified
Origin
  • Endogenous
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
Predicted Properties
Property Value Source
Water Solubility 26.6 g/L ALOGPS
LogP -2.32 ALOGPS
LogP -3.9 ChemAxon
LogS -0.99 ALOGPS
pKa (strongest acidic) 1.49 ChemAxon
pKa (strongest basic) -3 ChemAxon
Hydrogen Acceptor Count 8 ChemAxon
Hydrogen Donor Count 7 ChemAxon
Polar Surface Area 167.91 A2 ChemAxon
Rotatable Bond Count 7 ChemAxon
Refractivity 49.28 ChemAxon
Polarizability 21.73 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified 0.5 (0.0-1.0) uM Adult (>18 years old) Both Comment Prostate Cancer
Associated Disorders and Diseases
Disease References
Prostate cancer
  • Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. Pubmed: 19212411 Link_out
      Associated OMIM IDs
      DrugBank ID Not Available
      DrugBank Metabolite ID Not Available
      Phenol Explorer Compound ID Not Available
      Phenol Explorer Metabolite ID Not Available
      FoodDB ID FDB023777
      KNApSAcK ID Not Available
      Chemspider ID 598 Link_out
      KEGG Compound ID C00644 Link_out
      BioCyc ID D-SORBITOL-6-P Link_out
      BiGG ID Not Available
      Wikipedia Link Not Available
      NuGOwiki Link HMDB05831 Link_out
      Metagene Link HMDB05831 Link_out
      METLIN ID Not Available
      PubChem Compound 618 Link_out
      PDB ID Not Available
      ChEBI ID 743019 Link_out
      References
      Synthesis Reference Not Available
      Material Safety Data Sheet (MSDS) Not Available
      General References
      1. Zhou R, Cheng L: Competitive inhibition of phosphoglucose isomerase of apple leaves by sorbitol 6-phosphate. J Plant Physiol. 2008 Jun 16;165(9):903-10. doi: 10.1016/j.jplph.2007.12.002. Epub 2008 Feb 1. Pubmed: 18242768 Link_out

      Enzymes
      Name: Glucokinase
      Reactions: Not Available
      Gene Name: GCK
      Uniprot ID: P35557 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Hexokinase-3
      Reactions: Not Available
      Gene Name: HK3
      Uniprot ID: P52790 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: Hexokinase-2
      Reactions: Not Available
      Gene Name: HK2
      Uniprot ID: P52789 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA