(1E)-prop-1-ene-1,2,3-tricarboxylic acid

• ChemBase ID: 119400
• Molecular Formular: C6H6O6
• Molecular Mass: 174.10824
• Monoisotopic Mass: 174.01643791
• SMILES: C(=C\C(=O)O)(/C(=O)O)\CC(=O)O
• Canonical SMILES: OC(=O)C/C(=C\C(=O)O)/C(=O)O
• InChI: InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+
• InChIKey: GTZCVFVGUGFEME-HNQUOIGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E)-prop-1-ene-1,2,3-tricarboxylic acid
• IUPAC Traditional name: trans-aconitic acid
• Synonyms: 1,2,3-Propenetricarboxylic acid; trans-Propene-1,2,3-tricarboxylic acid; trans-Aconitic acid; (E)-prop-1-ene-1,2,3-tricarboxylic acid; prop-1-ene-1,2,3-tricarboxylic acid; 反-乌头酸; 反式-1,2,3-丙烯三羧酸; 反式乌头酸

Database IDs

• CAS Number: 4023-65-8
• EC Number: 223-688-6
• MDL Number: MFCD00002721
• Beilstein Number: 1725830
• Merck Index: 14117
• PubChem SID: 162107569; 24844896
• PubChem CID: 444212

CALCULATED PROPERTIES

• Acid pKa: 3.1452162
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.658395
• LogD (pH = 7.4): -10.189918
• Log P: -0.5210369
• Molar Refractivity: 35.2305 cm^3
• Polarizability: 13.480758 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 189 - 191°C; 190 °C (dec.)(lit.); ca 190°C dec.
• Hydrophobicity(logP): -0.848

Safety Information

• RTECS: UD2380000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); 95%; 98%
• Grade: purum
• Linear Formula: HO2CCH2C(CO2H)=CHCO2H
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - 01600

Biochem/physiol Actions
Antimicrobial agent that blocks the transformation of Leishmania donovani amastigotes to prostigotes.