Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB001608
Identification
Name: D-Glycero-D-manno-heptose 1-phosphate
Description:D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)
Structure
Thumb
Synonyms:
  • 1-O-Phosphono-D-glycero-Dmanno-heptopyranose
  • D-glycero-b-D-manno-Heptose 1-phosphate
  • D-glycero-b-D-manno-Heptose 1-phosphoric acid
  • D-Glycero-beta-D-manno-Heptose 1-phosphate
  • D-glycero-beta-D-manno-Heptose 1-phosphoric acid
  • D-Glycero-D-manno-Heptose 1-phosphate
  • D-glycero-D-manno-Heptose 1-phosphoric acid
  • D-Glycero-Dmanno-heptopyranose 1-(dihydrogen phosphate)
  • D-glycero-dmanno-Heptopyranose 1-(dihydrogen phosphoric acid)
  • D-glycero-β-D-manno-Heptose 1-phosphate
  • D-glycero-β-D-manno-Heptose 1-phosphoric acid
Chemical Formula: C7H13O10P
Average Molecular Weight: 288.1459
Monoisotopic Molecular Weight: 288.024633148
InChI Key: KMEJCSKJXSBBAN-NNPWBXLPSA-L
InChI:InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1
CAS number: Not Available
IUPAC Name:(3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate
Traditional IUPAC Name: (3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate
SMILES:[H][C@@](O)(CO)[C@@]1([H])OC([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom Organic compounds
Super ClassOrganooxygen compounds
Class Carbohydrates and carbohydrate conjugates
Sub ClassMonosaccharides
Direct Parent Monosaccharide phosphates
Alternative Parents
Substituents
  • Monosaccharide phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Oxane
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Secondary alcohol
  • Polyol
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility89.7 mg/mLALOGPS
logP-2.3ALOGPS
logP-3.7ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area182.8 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.52 m3·mol-1ChemAxon
Polarizability22.96 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1290000000-aaa95c90e2c25ab1eb7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bvi-5390000000-c7c93f6013718fe9653fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08or-9300000000-fd0ccf7f1c5b0851e0afView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-5490000000-8f63d602921aa5a4ad22View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-06y9-9240000000-6456aee3da9be9939619View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bt9-9200000000-e9fe10c075b6dd73eedbView in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID28137
HMDB IDNot Available
Pubchem Compound ID46878581
Kegg IDC07838
ChemSpider ID26331785
Wikipedia IDNot Available
BioCyc IDNot Available