Grundinformationen
- Standard-SMILES
C[C@H](O)C(=O)O- InChIKey
JVTAAEKCZFNVCJ-REOHCLBHSA-N- Summenformel
- C3H6O3
- Durchschnittliche Molmasse
- 90,08 g/mol
- Monoisotopische Masse
- 90,03169405
Überblick
(S)-lactic acid is an optically active form of lactic acid having (S)-configuration. It has a role as an Escherichia coli metabolite and a human metabolite. It is a (2S)-2-hydroxy monocarboxylic acid and a 2-hydroxypropanoic acid. It is a conjugate acid of a (S)-lactate. It is an enantiomer of a (R)-lactic acid.
Namen und Bezeichner
- Bevorzugter Name
- L-Lactic Acid
- IUPAC
- (2S)-2-hydroxypropanoic acid
- Lokaler Name
- l-(+)-Milchsaeure
- Englischer Name
- L(+)-Lactic acid
- Summenformel
- C3H6O3
- Molmasse
- 90.08
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
79-33-4- PubChem CID
- 107689
- DTXSID
DTXSID6034689- ChEMBL
CHEMBL330546- ChEBI
CHEBI:422- UNII
- F9S9FFU82N
- EC Number
- 201-196-2
- Nikkaji
- J9.134K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,7
- Polarare Oberfläche (TPSA)
- 57,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 6
- Formalladung
- 0
- Komplexität
- 59,1
Experimentelle und physikochemische Eigenschaften
Physical Description
Liquid
Solid; [Merck Index] Hygroscopic solid; [Sigma-Aldrich MSDS]
Liquid
Physikochemische Eigenschaften
- Schmelzpunkt
- 52 · 52-54°C
- Siedepunkt
- 125 °C · 125 °C
- Dichte
- 1.206 g/mL · 1.206 g/mL at 25 °C
- Dampfdruck
- 0.038 Pa · 0.038Pa at 25℃
- FEMA
- 2611 · 2611 | LACTIC ACID
- Brechungsindex
- 20 · n20/D 1.427
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: 10 mg/mL, clear, colorless
- Aggregatzustand
- Powder/Solid
- pka
- 25 °, · pK at 25°, 3.79
- Farbe
- White
- Geruch (Odor)
- odorless acidic
- PH
- 2.8 · 2.8 (20°C, 10g/L in H2O)
- Geruchsart
- odorless
- Wasserlöslichkeit
- SOLUBLE
- Merck
- 14 · 14,5337
- JECFA Number
- 930 · 930
- BRN
- 1720251 · 1720251
- InChI
- 1S/C3H6O3/c1-2(4)3(5)6/h2,4H,1H3,(H,5,6)/t2-/m0/s1
- InChIKey
- JVTAAEKCZFNVCJ-REOHCLBHSA-N
- SMILES
- C[C@H](O)C(O)=O
- LogP
- -0.54 at · -0.54 at 20℃
- CAS Datenbank
- 79 · 79-33-4(CAS DataBase Reference)
- NIST chemische Informationen
- -2 · (s)-2-Hydroxypropanoic acid(79-33-4)
- EPA chemische Informationen
- L-Lactic acid (79-33-4)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1219) of reports.
Danger
H314 (36.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Gefahrenhinweise
Regulatory Information
Chemical: Propanoic acid, 2-hydroxy-, (S)-
Propanoic acid, 2-hydroxy-, (2S)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-hydroxy-, (2S)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 03-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14252
(S)-2-Hydroxypropanoic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Corrosive to rabbit skin, mildly irritating to guinea pig skin, and not irritating to pig skin; Not sensitizing in a study of guinea pigs; A 13-week oral study of rats produced a NOAEL of 500 mg/kg/day (highest tested dose); Studies on reproductive and developmental toxicity not considered necessary because lactic acid is a product of human intermediary metabolism; [EPA ChAMP: Interim Hazard Characterization] An irritant that may cause serious eye injury; [Sigma-Aldrich MSDS]
Hazard Classes and Categories
Skin Corr. 1C (36.1%)
Skin irritation - category 2
Skin corrosion/irritation - Category 1
Skin corrosion/irritation - Category 1
Skin Corr. 1C
Toxikologische Informationen
Health Effects
Chronically high levels of Lactic acid are associated with at least a dozen inborn errors of metabolism including: 2-Methyl-3-hydroxybutyryl CoA dehydrogenase deficiency, Biotinidase deficiency, Fructose-1,6-diphosphatase deficiency, Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke Disease, Glycogenosis, Type IB, Glycogenosis, Type IC, Glycogenosis, Type VI. Hers disease, Lactic Acidemia, Leigh Syndrome, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Pyruvate Decarboxylase E1 Component Deficiency, Pyruvate dehydrogenase complex deficiency, Pyruvate dehydrogenase deficiency, Short Chain Acyl CoA Dehydrogenase Deficiency (SCAD Deficiency).
Toxicity Summary
Accumulation of L-lactic acid in the body has been shown to be toxic. At times of lactic acidosis, when excess intracellular lactate is released into the blood, maintenance of electroneutrality of the blood requires that a cation be released into the blood, as well. This can reduce blood pH. Lactate may exert a strong action over GABAergic networks in the developing brain, making them more inhibitory than it was previously assumed, acting either through better support of metabolites, or alterations in base intracellular pH levels, or both. (Wikipedia)
Carcinogen Classification
Not listed by IARC.
No indication of carcinogenicity to humans (not listed by IARC).
Sicherheitsdaten
- F
- 3-10
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- 3261
- hs_code
- 29181100
- RTECS-Nr.
- OD2800000
- risk_code
- 38-41-34-36/37/38-36-35
- Toxizität
- LD50 intraperitoneal in mouse: 3194mg/kg
- hazard_code
- Xi,C
- safety_code
- 26-39-45-36/37/39-36
- hazard_class
- 8
- packing_group
- III
- Speicherklasse
- 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1C
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
Occurs naturally in mammals--concentration increases in serum and muscle following exercise; [Merck Index] Used in the agricultural, chemical, leather processing, pharmaceuticals, and cosmetics industries; Used as an electroplating agent, food/feed additive, pH regulator, cleaning/washing agent, disinfectant, and tanning agent; [IUCLID] Used to flavor animal feeds; [ExPub: EFSA - FEEDAP] Used as a solvent and intermediate in chemical production, as a pH regulator in fabric finishing, and in paints, coatings, soaps, and cleaning products; [EPA ChAMP: Hazard Characterization] Used to make large scale and fine chemicals, pulp-paper-paper products, food products, and plastic products, in mining, health services, agriculture-forestry-fishing, and building and construction work; [ExPub: ECHA REACH Registrations] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
Electroplating [Category: Plate]
This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Use Classification
EPA Safer Chemical Functional Use Classes -> Antimicrobial Actives;Chelating Agents;Preservatives and Antioxidants;Processing Aids and Additives
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
Fragrance Ingredients
General Manufacturing Information
Wholesale and Retail Trade
Propanoic acid, 2-hydroxy-, (2S)-: ACTIVE
Anwendungen
VerwendenOccurs 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
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Ergänzende Hinweise
DefinitionChEBI: An optically active form of lactic acid having (S)-configuration.
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