2-oxopropanoic acid

• ChemBase ID: 6
• Molecular Formular: C3H4O3
• Molecular Mass: 88.06206
• Monoisotopic Mass: 88.01604399
• SMILES: OC(=O)C(=O)C
• Canonical SMILES: OC(=O)C(=O)C
• InChI: InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
• InChIKey: LCTONWCANYUPML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxopropanoic acid
• IUPAC Traditional name: pyruvate; pyruvic acid
• Synonyms: 2-Oxopropanoic acid; α-ketopropionic acid; Pyr; 2-Oxopropanoate; 2-Oxopropanoic acid; 2-Oxopropionic acid; a-Ketopropionic acid; Acetylformic acid; BTS; Pyroracemic acid; Pyruvate; Pyruvic acid; Pyruvic acid; α-Ketopropionic acid; PYRUVIC ACID FREE ACID; Sodium α-ketopropionate; Sodium 2-oxopropanoate; α-Ketopropionic acid sodium salt; 2-Oxopropanoic acid sodium salt; PYRUVIC ACID SODIUM SALT; α-酮基丙酸; 2-氧代丙酸; 丙酮酸

Database IDs

• CAS Number: 127-17-3; 113-24-6
• EC Number: 204-024-4; 204-824-3
• MDL Number: MFCD00002585
• Beilstein Number: 506211
• Merck Index: 148021
• PubChem SID: 24898862; 24846765; 160963469; 24849813; 24901427; 24901426; 46505692
• PubChem CID: 1060
• CHEBI ID: 32816
• CHEMBL: 1162144
• Chemspider ID: 1031
• DrugBank ID: DB00119
• FEMA ID: 2970
• KEGG ID: C00022
• Unique Ingredient Identifier: 8558G7RUTR
• Wikipedia Title: Pyruvic_acid
• Council of Europe Number: 19; 19c
• Flavis Number: 8.019

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9301233
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4600048
• LogD (pH = 7.4): -3.4164543
• Log P: 0.06587395
• Molar Refractivity: 17.9897 cm^3
• Polarizability: 7.0247083 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.38
• LOG S: 0.18
• Solubility (Water): 1.34e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• Apperance: yellow liquid
• Melting Point: >300°C; 11.8°C; 11-12 °C(lit.); 11-12°C
• Boiling Point: 164-166°C; 165 °C(lit.); 165°C
• Flash Point: 179.6 °F; 180 °F; 82 °C; 82.2°C; 83°C(181°F)
• Density: 1.250 g/cm3; 1.267; 1.267 g/ml; 1.267 g/mL at 25 °C(lit.); 1.268 g/mL at 20 °C; 1.27 g/ml; 1.272 g/mL at 20 °C
• Refractive Index: 1.4295; n20/D 1.428(lit.); n20/D 1.429; n20/D 1.432
• Hydrophobicity(logP): -0.5
• pKa: 2.50
• Organoleptic: caramel; creamy; coffee; meaty; wine-like; vegetable; caramel; creamy; coffee; vegetable; meaty

Safety Information

• Storage Condition: 2-8°C; 2-8°C, Store Under Nitrogen, Protect from light
• Storage Warning: IRRITANT
• RTECS: UZ0829800
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II; III
• Australian Hazchem: 2X
• Risk Statements: 34; R:34; R:36/37/38
• Safety Statements: 26-36/37/39-45; S:20-25-26-37/39; S:26-27/28-36/37/39-46-64
• EU Classification: C3
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: false; 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H227
• GHS Precautionary statements: P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Storage Temperature: 2-8°C
• Regulation Compliance: FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥95%; ≥99%; ≥80%; ≥95.0% (T); ≥97%; ≥98.0% (T); 75-80%; 95%; 95+%; 98%
• Grade: Halal; Kosher; natural; NI; purum; REAGENT; TECHNICAL; technical
• Linear Formula: CH3COCOOH

DETAILS

MP Biomedicals - 02102785

Free Acid
Technical Grade
Purity: 75-80%
1 ml = approx. 1.27 g

MP Biomedicals - 02102926

Sodium Salt
Reagent Grade
Crystalline
Purity: 99+%

MP Biomedicals - 02102782

Free Acid
Purity: 95+%
Yellowish liquid at R.T.
1 ml = approx. 1.27 g

DrugBank - DB00119

• Drug Groups: approved; nutraceutical
• Description: An intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed)
• Indication: For nutritional supplementation, also for treating dietary shortage or imbalance
• Pharmacology: Pyruvic acid or pyruvate is a key intermediate in the glycolytic and pyruvate dehydrogenase pathways, which are involved in biological energy production. Pyruvate is widely found in living organisms. It is not an essential nutrient since it can be synthesized in the cells of the body. Certain fruits and vegetables are rich in pyruvate. For example, an average-size red apple contains approximately 450 milligrams. Dark beer and red wine are also rich sources of pyruvate. Recent research suggests that pyruvate in high concentrations may have a role in cardiovascular therapy, as an inotropic agent. Supplements of this dietary substance may also have bariatric and ergogenic applications.
• Toxicity: Those taking large doses of supplemental pyruvate—usually greater than 5 grams daily—have reported gastrointestinal symptoms, including abdominal discomfort and bloating, gas and diarrhea. One child receiving pyruvate intravenously for restrictive cardiomyopathy died.
• Affected Organisms: Humans and other mammals
• Biotransformation: In the liver, pyruvate is metabolized via several pathways.
• Absorption: Pyruvate is absorbed from the gastrointestinal tract from whence it is transported to the liver via the portal circulation.
• External Links: Wikipedia; PDRhealth

Sigma Aldrich - P1656

Physical form
liquid at room temperature

Sigma Aldrich - W297003

Biochem/physiol Actions
Taste at 5 ppm
General description
Natural Occurrence: Asparagus, beef, sake, Virginia tobacco, wheat bread.
Packaging
1 sample in glass bottle
10, 25 kg in comp drum
250 g in glass bottle
1, 5 kg in glass bottle
5 kg in poly drum

Sigma Aldrich - 107360

Packaging
25, 100 g in glass bottle

Sigma Aldrich - P76209

Packaging
100, 500 g in glass bottle
3 kg in glass bottle

Sigma Aldrich - W297070

Biochem/physiol Actions
Taste at 5 ppm
General description
Natural Occurrence: Asparagus, beef, sake, Virginia tobacco, wheat bread.
Packaging
1 kg in glass bottle
1 sample in glass bottle
25, 100 g in glass bottle