2-hydroxy(2H4)propane-1,2,3-tricarboxylic acid

• ChemBase ID: 146059
• Molecular Formular: C6H8O7
• Molecular Mass: 192.12352
• Monoisotopic Mass: 192.0270026
• SMILES: C(C(=O)O)C(C(=O)O)(CC(=O)O)O
• Canonical SMILES: OC(=O)C(CC(=O)O)(CC(=O)O)O
• InChI: InChI=1S/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: KRKNYBCHXYNGOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy(^2H₄)propane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: 2-hydroxy(^2H₄)propane-1,2,3-tricarboxylic acid
• Synonyms: Citric acid-2,2,4,4-d4; 2-Hydroxy-1,2,3-propanetricarboxylic-d4 Acid; Chemfill-d4; Citretten-d4; 2-Hydroxypropan-d4-1,2,3-tricarboxylic Acid; Citro-d4; E 330-d4; 3-Carboxy-3-hydroxypentane-d4-1,5-dioic Acid; Aciletten-d4; Celenex 3P6-d4; Citric Acid-2,2,4,4-d4; 柠檬酸-2,2,4,4-d4

Database IDs

• CAS Number: 147664-83-3
• MDL Number: MFCD00209702
• PubChem SID: 24872074; 162240258
• PubChem CID: 16213286

CALCULATED PROPERTIES

• Acid pKa: 3.0479515
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.949584
• LogD (pH = 7.4): -9.468992
• Log P: -1.3226875
• Molar Refractivity: 35.6239 cm^3
• Polarizability: 14.4795475 Å^3
• Polar Surface Area: 132.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 143-149°C; 153-159 °C(lit.)
• Mass Shift: M+4

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 37/38-41
• Safety Statements: 26-36
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 196.07 by atom % calculation
• Linear Formula: HOC(CO2H)(CD2CO2H)2

DETAILS

Sigma Aldrich - 485438

Packaging
1 g in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - C521002

Widely distributed in plants and in animal tissues and fluids. Produced by mycological fermentation on an industrial scale using crude sugar solutions, such as molasses and strains of Aspergillus niger.

REFERENCES

• Gruber, C. M., et al.: J. Pharmacol. Exp. Ther., 94, 65 (1948)