Record Information
Version1.0
Creation date2015-05-07 19:13:04 UTC
Update date2019-11-26 03:21:44 UTC
Primary IDFDB030419
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-deoxy-D-arabino-heptulosonate-7-phosphate
Description2-dehydro-3-deoxy-d-arabino-heptonate 7-phosphate, also known as 2-dahp or 3-deoxy-arabino-heptulonic acid 7-phosphoric acid, is a member of the class of compounds known as monosaccharide phosphates. Monosaccharide phosphates are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 2-dehydro-3-deoxy-d-arabino-heptonate 7-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). 2-dehydro-3-deoxy-d-arabino-heptonate 7-phosphate can be found in a number of food items such as prairie turnip, horned melon, bilberry, and biscuit, which makes 2-dehydro-3-deoxy-d-arabino-heptonate 7-phosphate a potential biomarker for the consumption of these food products. 2-dehydro-3-deoxy-d-arabino-heptonate 7-phosphate exists in E.coli (prokaryote) and yeast (eukaryote).
CAS Number2627-73-8
Structure
Thumb
Synonyms
SynonymSource
2-DahpChEBI
3-Deoxy-arabino-heptulonate 7-phosphateChEBI
3-Deoxy-D-arabino-2-heptulosonic acid 7-(dihydrogen phosphate)ChEBI
3-Deoxy-D-arabino-hept-2-ulosonate 7-phosphateChEBI
3-Deoxy-D-arabino-heptulosonate-7-phosphateChEBI
3-Deoxy-D-arabino-heptulosonic acid 7-phosphateChEBI
DAHPChEBI
3-Deoxy-arabino-heptulonic acid 7-phosphoric acidGenerator
3-Deoxy-D-arabino-2-heptulosonate 7-(dihydrogen phosphate)Generator
3-Deoxy-D-arabino-2-heptulosonic acid 7-(dihydrogen phosphoric acid)Generator
3-Deoxy-D-arabino-hept-2-ulosonic acid 7-phosphoric acidGenerator
3-Deoxy-D-arabino-heptulosonic acid-7-phosphoric acidGenerator
3-Deoxy-D-arabino-heptulosonate 7-phosphateGenerator
3-Deoxy-D-arabino-heptulosonic acid 7-phosphoric acidGenerator
2-Dehydro-3-deoxy-D-arabino-heptonic acid 7-phosphoric acidGenerator
3-Deoxyarabinoheptulosonate-7-phosphateMeSH
7-Phospho-2-keto-3-deoxy-D-arabinoheptonateMeSH
3-Deoxy-D-arabino-2-heptulosonic acidMeSH
2-Dehydro-3-deoxy-D-arabino-heptulosonic acid-7-phosphateMeSH
2-Dehydro-3-deoxy-D-arabino-heptonate 7-phosphateChEBI
7-Phospho-2-dehydro-3-deoxy-D-arabino-heptonateGenerator
Predicted Properties
PropertyValueSource
Water Solubility14.1 g/LALOGPS
logP-2.5ALOGPS
logP-2.5ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)1.47ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area181.82 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity53.15 m³·mol⁻¹ChemAxon
Polarizability22.37 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H13O10P
IUPAC name(4R,5S,6R)-4,5,6-trihydroxy-2-oxo-7-(phosphonooxy)heptanoic acid
InChI IdentifierInChI=1S/C7H13O10P/c8-3(1-4(9)7(12)13)6(11)5(10)2-17-18(14,15)16/h3,5-6,8,10-11H,1-2H2,(H,12,13)(H2,14,15,16)/t3-,5-,6+/m1/s1
InChI KeyPJWIPEXIFFQAQZ-PUFIMZNGSA-N
Isomeric SMILESO[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)CC(=O)C(O)=O
Average Molecular Weight288.1459
Monoisotopic Molecular Weight288.024633148
Classification
Description belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Heptose monosaccharide
  • Monosaccharide phosphate
  • Medium-chain keto acid
  • Monoalkyl phosphate
  • Sugar acid
  • Alpha-keto acid
  • Alkyl phosphate
  • Beta-hydroxy ketone
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Keto acid
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Polyol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006w-6920000000-01ac7cd5df7cb6d11ab7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00du-1490000000-b500894b2362a345803fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-5930000000-a9d3893a2dec466630eeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00xr-9700000000-3199033968d25ee1d235JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002k-6940000000-98d2442ffe3031d309f1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-37861b420da4e96055acJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0ba308fea596aa1da1c2JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference