(2S)-2-hydroxypropanoic acid

• ChemBase ID: 103370
• Molecular Formular: C3H6O3
• Molecular Mass: 90.07794
• Monoisotopic Mass: 90.03169405
• SMILES: C[C@H](O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](O)C
• InChI: InChI=1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
• InChIKey: JVTAAEKCZFNVCJ-REOHCLBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxypropanoic acid
• IUPAC Traditional name: (α)-lactate
• Synonyms: L-(+)-Lactic acid; (S)-2-hydroxypropanoic acid; (S)-(+)-Lactic acid; L-(+)-Lactic acid solution; (2S)-2-Hydroxy-propanoic Acid; (+)-Lactic Acid; (S)-Lactic Acid; Espiritin; HiPure 90; Paralactic Acid; Tisulac; L-Lactic Acid, 90%; (2S)-2-hydroxypropanoic acid; 2-Hydroxypropionic acid; Lactic acid, ACS; Lactic acid, 1.0N Standardized Solution; (S)-2-Hydroxypropionic acid; Sarcolactic acid; L-(+)-LACTIC ACID; (S)-2-Hydroxypropanoic Acid; L-(+)-LACTIC ACID FREE ACID; (S)-2-羟基丙酸; 肌乳酸; L-(+)-乳酸; (S)-(+)-乳酸; L-(+)-乳酸 溶液; 乳酸, ACS; 乳酸, 1.0N标准溶液

Database IDs

• CAS Number: 50-21-5; 79-33-4
• EC Number: 201-196-2; 200-018-0
• MDL Number: MFCD00063986; MFCD00064266; MFCD00004520
• Beilstein Number: 1720251; 1209341
• Merck Index: 145337; 145336
• PubChem SID: 24851901; 162091299; 24856738; 24896436; 24870591; 24885974; 24896289
• PubChem CID: 107689

CALCULATED PROPERTIES

• Acid pKa: 3.7849424
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1885695
• LogD (pH = 7.4): -3.7410624
• Log P: -0.4718295
• Molar Refractivity: 18.8398 cm^3
• Polarizability: 7.546188 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble10 mg/mL, clear, colorless; Methanol; Water
• Apperance: Colourless Oil; Liquid
• Melting Point: 18°C; 52 - 54°C; 54 °C
• Boiling Point: > 100 °C at 1000 hPa; 122°C/15mm
• Flash Point: >110°C(230°F); 110 °C; 113 °C; 230 °F; 235.4 °F
• Density: 1.206 g/mL at 25 °C; 1.209; 1190 - 1250 kg/m3 at 20 °C
• Refractive Index: 1.4270; n20/D 1.427
• Optical Rotation: [α]20/D -13.5°, c = 2.5 in 1.5 M NaOH; -13 (c=2.5 in 1N NaOH)
• Hydrophobicity(logP): -0.734

Safety Information

• Storage Condition: 0°C, Desiccate; Hygroscopic, Refrigerator, Under Inert Atmosphere
• RTECS: OD2800000; OD3100000
• European Hazard Symbols: Corrosive (C); Irritant (Xi)
• UN Number: 3261; 3265
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: II
• Australian Hazchem: 2X
• Risk Statements: 35; 36; 38-41; R:34
• Safety Statements: 23-26-37/39-60; 26-36/37/39-45; 26-37/39; 26-39; S:26-36/37/39-45
• EU Classification: C10; C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153; 154
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H315-H318; H318; H318-H315; H318-H315-H303
• GHS Precautionary statements: P280B-P305+P351+P338-P310; P280-P305 + P351 + P338; P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P302+P352-P321-P310-P362; P280-P305+P351+P338-P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: >98%; ≥85%; ≥98%; ≥98% (titration); ≥99.0% (T); 80%; 85.0-90.0% aq. soln.; 95%; ca 85-90% aq. soln.
• Concentration: in H2O
• Grade: analytical standard; TECHNICAL
• Packaging: ampule of 100 mg
• Suitability: suitable as substrate for LDH test
• Ignition Residue: ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter; ≤1.0% water
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.0005%; Ca: ≤100 mg/kg; Cu: ≤0.0005%; Fe: ≤0.0005%; Fe: ≤10 mg/kg; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.005%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤100 mg/kg
• Linear Formula: CH3CH(OH)CO2H
• Empirical Formula (Hill Notation): C3H6O3

DETAILS

MP Biomedicals - 02151529

Purity: 80%
Technical Grade

MP Biomedicals - 02190228

Crystalline
Purity: >98%
We believe this to be the highest purity _L-(+)-lactic acid commercially available anywhere.

Sigma Aldrich - L6402

Biochem/physiol Actions
L-(+)-Lactic acid is used as a substrate for lactic acid dehydrogenase and lactate oxidase.

Sigma Aldrich - 199257

Other Notes
Contains varying amounts of intermolecular esterification products
Most salts of L-(+)-lactic acid are levorotatory, hence the negative rotation in NaOH solution.
Packaging
1 kg in poly bottle
250 g in poly bottle
5 g in glass bottle

Sigma Aldrich - L1750

Biochem/physiol Actions
L-(+)-Lactic acid is used as a substrate for lactic acid dehydrogenase and lactate oxidase.

Sigma Aldrich - 69771

Other Notes
In studies on rat kidney l-2-hydroxyacid oxidase1
Preparation Note
from D-glucose fermentation by Rhizopus oryzae.

Sigma Aldrich - 27715

Biochem/physiol Actions
Use as a substrate for the lactic acid dehydrogenase enzymes.
Packaging
1 L in poly bottle

Toronto Research Chemicals - L113500

Occurs in small quantities in the blood and muscle fluid of man and animals. The lactic acid concentration increases in muscle and blood after vigorous activity. L-(+)-Lactic acid is also present in liver, kidney, thymus gland, human amniotic fluid, and o

REFERENCES

• Borsook, et al.: J. Biol. Chem., 102, 449 (1933)
• Brin, M., et al.: Ann. N.Y. Acad. Sci., 119, 851 (1965)