ContaminantDB: Fluorocitric acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 22:12:48 UTC

Update Date

2016-11-09 01:18:02 UTC

Accession Number

CHEM025195

Identification

Common Name

Fluorocitric acid

Class

Small Molecule

Description

Found in cattle bones, soybean leaves, other plants and foodstuffs (as the (2R,3R)-isomer). Important metabolite of toxic fluoroacetate.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Fluorocitrate	Generator
1-Fluoro-2-hydroxy-1,2,3-propanetricarboxylic acid, 9ci	HMDB
2-Fluoro-L-erythro-citrate	HMDB
3-C-Carboxy-2,4-dideoxy-2-fluoro-pentaric acid	HMDB
3-C-Carboxy-2,4-dideoxy-2-fluoropentaric acid	HMDB
Erythrofluorocitrate	HMDB
Sodium fluorocitrate	HMDB
Fluorocitrate sodium	HMDB
Fluorocitrate, (erythro-DL)-isomer	HMDB
Fluorocitrate mono-sodium salt	HMDB
Fluorocitrate, (erythro-D)-isomer	HMDB
Fluorocitrate, (threo-L)-isomer	HMDB
Fluorocitrate sodium salt, (erythro-DL)-isomer	HMDB
1-Fluoro-2-hydroxypropane-1,2,3-tricarboxylate	Generator

Chemical Formula

C₆H₇FO₇

Average Molecular Mass

210.114 g/mol

Monoisotopic Mass

210.018 g/mol

CAS Registry Number

357-89-1

IUPAC Name

1-fluoro-2-hydroxypropane-1,2,3-tricarboxylic acid

Traditional Name

fluorocitric acid

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 Key

DGXLYHAWEBCTRU-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic 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 Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	23.6 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-1.1	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	35.27 m³·mol⁻¹	ChemAxon
Polarizability	15.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00lf-9800000000-57d1f75cf01ffa9f1364	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-005i-9215600000-cbb4c8600c91a4f12215	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01ox-0930000000-8dd283e58323f3e0deb8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9400000000-4562c8ed29f22f4fd4ee	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dm-9800000000-36224546ad2106f0d9f5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01c0-2910000000-d49983b9a8fe73d1ff9b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pvj-5900000000-452804f3e26be43f433f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9100000000-0a352c6b3bf97e5eab44	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03fu-3960000000-de7dbaa60e389d6c8f8c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fr-9000000000-2e2680b7625a2690b80f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-54e39eff0c20fd15d332	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2920000000-ea12af425c057dc0f7af	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uds-3900000000-07eb83792b1789cb5dd3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-85009ef8ae66a5ed6e68	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0031255

FooDB ID

FDB003288

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Fluorocitric acid

Chemspider ID

96829

ChEBI ID

Not Available

PubChem Compound ID

107647

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

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.

Fluorocitric acid (CHEM025195)

Structure for CHEM025195: Fluorocitric acid