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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:56 UTC
Update Date2017-12-07 03:11:35 UTC
HMDB IDHMDB0031255
Secondary Accession Numbers
  • HMDB31255
Metabolite Identification
Common NameFluorocitric acid
DescriptionFluorocitric acid, also known as fluorocitrate, belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Fluorocitric acid is soluble (in water) and a moderately acidic compound (based on its pKa). Within the cell, fluorocitric acid is primarily located in the cytoplasm.
Structure
Thumb
Synonyms
ValueSource
1-fluoro-2-Hydroxy-1,2,3-propanetricarboxylic acid, 9ciHMDB
2-fluoro-L-erythro-CitrateHMDB
3-C-Carboxy-2,4-dideoxy-2-fluoro-pentaric acidHMDB
3-C-Carboxy-2,4-dideoxy-2-fluoropentaric acidHMDB
ErythrofluorocitrateHMDB
Sodium fluorocitrateHMDB
Fluorocitrate sodiumMeSH
Fluorocitrate, (erythro-DL)-isomerMeSH
FluorocitrateMeSH
Fluorocitrate mono-sodium saltMeSH
Fluorocitrate, (erythro-D)-isomerMeSH
Fluorocitrate, (threo-L)-isomerMeSH
Fluorocitrate sodium salt, (erythro-DL)-isomerMeSH
Chemical FormulaC6H7FO7
Average Molecular Weight210.114
Monoisotopic Molecular Weight210.017580783
IUPAC Name1-fluoro-2-hydroxypropane-1,2,3-tricarboxylic acid
Traditional Namefluorocitric acid
CAS Registry Number357-89-1
SMILES
OC(=O)CC(O)(C(F)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H7FO7/c7-3(4(10)11)6(14,5(12)13)1-2(8)9/h3,14H,1H2,(H,8,9)(H,10,11)(H,12,13)
InChI KeyDGXLYHAWEBCTRU-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTricarboxylic acids and derivatives
Direct ParentTricarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
  • Halogenated fatty acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Fatty acyl
  • Hydroxy acid
  • Alpha-halocarboxylic acid
  • Alpha-halocarboxylic acid or derivatives
  • Tertiary alcohol
  • Fluorohydrin
  • Halohydrin
  • Carboxylic acid
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Alkyl halide
  • Alkyl fluoride
  • Organofluoride
  • Organohalogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility23.6 g/LALOGPS
logP-0.42ALOGPS
logP-1.1ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)2.98ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.27 m³·mol⁻¹ChemAxon
Polarizability15.42 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00lf-9800000000-57d1f75cf01ffa9f1364View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-005i-9215600000-cbb4c8600c91a4f12215View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0930000000-8dd283e58323f3e0deb8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9400000000-4562c8ed29f22f4fd4eeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dm-9800000000-36224546ad2106f0d9f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01c0-2910000000-d49983b9a8fe73d1ff9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pvj-5900000000-452804f3e26be43f433fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9100000000-0a352c6b3bf97e5eab44View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003288
KNApSAcK IDNot Available
Chemspider ID96829
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFluorocitric acid
METLIN IDNot Available
PubChem Compound107647
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .