D-Glycero-D-manno-heptose 7-phosphate (ECMDB21201) (M2MDB001609)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes (2)XML
Proteins (214)
Record Information
Version2.0
Creation Date2012-07-30 14:54:54 -0600
Update Date2015-06-03 17:20:52 -0600
Secondary Accession Numbers
  • ECMDB21201
Identification
Name:D-Glycero-D-manno-heptose 7-phosphate
DescriptionD-glycero-D-manno-heptose 7-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms:
  • 7-O-Phosphono-D-glycero-D-manno-heptose
  • D-α,β-D-heptose-7-phosphate
  • D-α,β-D-heptose-7-phosphoric acid
  • D-glycero-α,β-D-manno-heptose 7-P
  • D-Glycero-α,β-D-manno-heptose 7-P
  • D-glycero-b-D-manno-Heptose 7-phosphate
  • D-glycero-b-D-manno-Heptose 7-phosphoric acid
  • D-Glycero-beta-D-manno-heptose 7-phosphate
  • D-glycero-beta-D-manno-Heptose 7-phosphoric acid
  • D-glycero-D-heptose 7-P
  • D-Glycero-D-manno-heptose 7-(dihydrogen phosphate)
  • D-glycero-D-manno-Heptose 7-(dihydrogen phosphoric acid)
  • D-Glycero-D-manno-Heptose 7-phosphate
  • D-glycero-D-manno-Heptose 7-phosphoric acid
  • D-glycero-β-D-manno-Heptose 7-phosphate
  • D-glycero-β-D-manno-Heptose 7-phosphoric acid
Chemical Formula:C7H15O10P
Weight:Average: 290.1618
Monoisotopic: 290.040283212
InChI Key:SDADNVAZGVDAIM-NNPWBXLPSA-N
InChI:InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3+,4+,5+,6-,7?/m1/s1
CAS number:Not Available
IUPAC Name:[(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid
Traditional IUPAC Name:(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic acid
SMILES:O[C@H](COP(O)(O)=O)[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-2
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility34.6 g/LALOGPS
logP-2.3ALOGPS
logP-3.7ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area177.14 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.76 m³·mol⁻¹ChemAxon
Polarizability23.48 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
D-Sedoheptulose 7-phosphate > D-Glycero-D-manno-heptose 7-phosphate
Adenosine triphosphate + D-Glycero-D-manno-heptose 7-phosphate > ADP + D-Glycero-D-manno-heptose 1,7-bisphosphate + Hydrogen ion
Sedoheptulose 7-phosphate + D-Sedoheptulose 7-phosphate <> D-Glycero-D-manno-heptose 7-phosphate
Sedoheptulose 7-phosphate > D-Glycero-D-manno-heptose 7-phosphate
D-Sedoheptulose 7-phosphate > D-Glycero-D-manno-heptose 7-phosphate
SMPDB Pathways:
ADP-L-glycero-Beta-D-manno-heptose biosynthesisPW002095 ThumbThumb?image type=greyscaleThumb?image type=simple
Lipopolysaccharide biosynthesisPW000831 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:
EcoCyc Pathways:
  • ADP-L-glycero-β-D-manno-heptose biosynthesis PWY0-1241
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_12) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0590000000-cf0166b257c357e9aa63View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006y-3930000000-f725c6f86f5714882ac0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053v-9800000000-8a27746c98e1348cfec4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002s-7970000000-13f2194aaea0b3fc5fb4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-5a8f6f13adfc10b3b849View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-7c9b227cb839ef2fe8a5View in MoNA
MSMass Spectrum (Electron Ionization)Not AvailableView in JSpectraViewer
References
References:
  • 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
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID28723
HMDB IDNot Available
Pubchem Compound ID46878526
Kegg IDC19882
ChemSpider ID21377859
Wikipedia IDNot Available
BioCyc IDD-ALPHABETA-D-HEPTOSE-7-PHOSPHATE
EcoCyc IDD-ALPHABETA-D-HEPTOSE-7-PHOSPHATE

Enzymes

Protein Details
1. Phosphoheptose isomerase
General function:
Involved in D-sedoheptulose 7-phosphate isomerase activity
Specific function:
Catalyzes the isomerization of sedoheptulose 7-phosphate in D-glycero-D-manno-heptose 7-phosphate
Gene Name:
gmhA
Uniprot ID:
P63224
Molecular weight:
20815
Reactions
D-sedoheptulose 7-phosphate = D-glycero-D-manno-heptose 7-phosphate.
Protein Details
2. Bifunctional protein hldE
General function:
Involved in phosphotransferase activity, alcohol group as acceptor
Specific function:
Catalyzes the ADP transfer to D-glycero-D-manno-heptose 1-phosphate, yielding ADP-D,D-heptose
Gene Name:
hldE
Uniprot ID:
P76658
Molecular weight:
51050
Reactions
ATP + D-glycero-beta-D-manno-heptose 7-phosphate = ADP + D-glycero-beta-D-manno-heptose 1,7-bisphosphate.
ATP + D-glycero-beta-D-manno-heptose 1-phosphate = diphosphate + ADP-D-glycero-beta-D-manno-heptose.