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

• ChemBase ID: 88867
• Molecular Formular: C6H6O6
• Molecular Mass: 174.10824
• Monoisotopic Mass: 174.01643791
• SMILES: O=C(/C=C(/CC(=O)O)\C(=O)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)
• InChIKey: GTZCVFVGUGFEME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1Z)-prop-1-ene-1,2,3-tricarboxylic acid; prop-1-ene-1,2,3-tricarboxylic acid
• IUPAC Traditional name: cis-aconitic acid; aconitic acid
• Synonyms: cis-Aconitic acid; cis-Propene-1,2,3-tricarboxylic acid; Achilleic acid; Equisetic acid; Citridinic acid; Pyrocitric acid; Aconitic acid; trans-ACONITIC ACID; Cis-ACONITIC ACID; Trans-ACONITIC ACID, REAG; cis-Aconitic acid; (1Z)-Prop-1-ene-1,2,3-tricarboxylic acid; (1Z)-Propene-1,2,3-tricarboxylic acid; trans-Propene-1,2,3-tricarboxylic acid; trans-Aconitic acid; 顺式-1,2,3-丙烯三羧酸; 顺式乌头酸; 顺-乌头酸; 反式-1,2,3-丙烯三羧酸; 反式乌头酸

Database IDs

• CAS Number: 499-12-7; 4023-65-8; 585-84-2
• EC Number: 223-688-6; 207-877-0; 209-561-1
• MDL Number: MFCD00063184; MFCD00002721
• Beilstein Number: 1725829; 1725830
• PubChem SID: 24847505; 24900798; 24890769; 24844895; 162075765
• PubChem CID: 309; 643757
• CHEBI ID: 22211
• Chemspider ID: 303
• FEMA ID: 2010
• MeSH Name: Aconitate
• Unique Ingredient Identifier: 93371T1BXP
• Wikipedia Title: Aconitic_acid
• Council of Europe Number: 33

CALCULATED PROPERTIES

• Acid pKa: 2.1060917
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -5.732517
• LogD (pH = 7.4): -9.204549
• 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

• Apperance: Colorless crystals
• Melting Point: 115-120°C; 115-122°C; 122 °C(lit.); 190 °C (dec.)(lit.); 190 °C (decomp) (trans isomer), 122 °C (cis isomer)
• pKa: 2.80, 4.46 (trans isomer)
• Organoleptic: cashew; musty; vegetable; meaty

Safety Information

• Storage Warning: Irritant/Carcinogenic/Hygroscopic/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38; 40; R:36/37/38
• Safety Statements: 26-37; 36/37; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H351
• GHS Precautionary statements: P280G-P305+P351+P338; P281
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C
• Regulation Compliance: FCC

Product Information

• Purity: ≥90% (T); ≥98%; 85%; 96%; 98%; tech. 90%
• Grade: technical
• Impurities: <1% 1,4-dioxane; <1% dichloromethane
• Linear Formula: HO2CCH2C(CO2H)=CHCO2H

DETAILS

MP Biomedicals - 05208431

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05212438

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05208432

MP Biomedicals Rare Chemical collection

Sigma Aldrich - W201006

Biochem/physiol Actions
Antimicrobial agent that blocks the transformation of Leishmania donovani amastigotes to prostigotes.
Taste at 25 ppm
Packaging
Packaged in glass bottles

Sigma Aldrich - A3412

Caution
长期储存可能形成反式异构体
包装
1, 5, 10 g in poly bottle

Sigma Aldrich - 122750

Biochem/physiol Actions
Antimicrobial agent that blocks the transformation of Leishmania donovani amastigotes to prostigotes.
Packaging
25, 100 g in poly bottle