L-Lactic Acid (HCID 107689)

개요

(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.

이름 및 식별자

우선 이름: L-Lactic Acid
IUPAC: (2S)-2-hydroxypropanoic acid
현지명: L-(+)-젖 산
영어명: L(+)-Lactic acid
분자식: C3H6O3
분자량: 90.08

이름 및 동의어

L-Lactic acid79-33-4L-(+)-Lactic acid(S)-Lactic acid(S)-2-Hydroxypropanoic acid(2S)-2-hydroxypropanoic acidSarcolactic acid(S)-2-Hydroxypropionic acid(+)-Lactic acidParalactic acid(S)-(+)-Lactic acidLactic acid, L-

이름 더 보기

L-(+)-젖산L-(+)-젖산2-HYDROXYPROPIONIC ACIDLACTIC ACIph90EspiritinHiPure 90PURAC(R) 50

TisulacPropanoic acid, 2-hydroxy-, (2S)-Sarcolacticum acidumL-(+)-alpha-Hydroxypropionic acidF9S9FFU82NCHEBI:422DTXSID6034689Lactisan Winter

데이터베이스 식별자

CAS: 79-33-4
PubChem CID: 107689
DTXSID: DTXSID6034689
ChEMBL: CHEMBL330546
ChEBI: CHEBI:422
UNII: F9S9FFU82N
EC Number: 201-196-2
Nikkaji: J9.134K

물성

구조 계산 물성

XLogP: -0.7
극성 표면적: 57.5 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 3
회전 가능 결합 수: 1
무거운 원자 수: 6
형식 전하: 0
복잡도: 59.1

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesCorrosion

FragrancesFragrance Ingredient (L-Lactic acid (2-hydroxy propionic acid)) -> IFRA transparency List

Melting Point16.8 °C

Physical Description · 3건

Liquid

Solid; [Merck Index] Hygroscopic solid; [Sigma-Aldrich MSDS]

Liquid

물리화학적 성질

녹는점: 52 · 52-54°C
끓는 점: 125 °C · 125 °C
밀도: 1.206 g/mL · 1.206 g/mL at 25 °C
증기압: 0.038 Pa · 0.038Pa at 25℃
FEMA: 2611 · 2611 | LACTIC ACID
굴절률: 20 · n20/D 1.427
인화점: 230 °F · >230 °F
저장 조건: 2 · 2-8°C
용해도: 2 O: · H2O: 10 mg/mL, 투명, 무색
물리적 상태: 분말/고체
산도 계수 (pKa): 25 °, · pK at 25°, 3.79
색상: 하얀색
냄새: 무취의 산성
수소이온지수(pH): 2.8 · 2.8 (20°C, 10g/L in H2O)
냄새 유형: 냄새 없는
수용성: 녹는
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℃
NIST: -2 · (s)-2-Hydroxypropanoic acid(79-33-4)
EPA: L-Lactic acid (79-33-4)

화학적 성질

Crystalline Solid

안전 및 규제

GHS 분류

GHS Classification · 6건

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]

유해성 정보

Regulatory Information · 4건

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

Other Safety InformationEvaluation - Lactic acid isomers

Hazards Summary · 1건

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]

EPA Safer ChemicalChemical: L-Lactic acid

Hazard Classes and Categories · 5건

Skin Corr. 1C (36.1%)

Skin irritation - category 2

Skin corrosion/irritation - Category 1

Skin Corr. 1C

독성 정보

Health Effects · 1건

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).

Adverse EffectsDermatotoxin - Skin burns.

Toxicity Summary · 1건

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 · 2건

Not listed by IARC.

No indication of carcinogenicity to humans (not listed by IARC).

Toxicity DataLC50 (rat) > 7,940 mg/m3/4hr

안전 데이터

wgk: 1
tsca: TSCA listed
rtecs: OD2800000
ridadr: 3261
독성: LD50 intraperitoneal in mouse: 3194mg/kg
HS 번호: 29181100
risk_code: 38-41-34-36/37/38-36-35
hazard_code: Xi,C
safety_code: 26-39-45-36/37/39-36
포장분류: III
위험 등급: 8
기존화학 물질: KE-21803
F 고인화성물질: 3-10
Hazard Classifications: Eye Dam. 1Skin Corr. 1C
스토리지 클래스: 8A - Combustible corrosive hazardous materials

화학 및 산업

약리 정보

Tissue LocationsAll Tissues

Cellular LocationsCytoplasm

Metabolite PathwaysFructose-1,6-diphosphatase deficiency

용도 및 제조

Uses · 3건

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.

U.S. Production2023: 1,000,000 - <2,500,000 lb

Consumer UsesProcessing aids not otherwise specified

Industry UsesCleaning agent

Household ProductsInformation on 84 consumer products that contain Propanoic acid, 2-hydroxy-, (2S)- in the following categories is provided:

Use Classification · 3건

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

응용 분야 · 3건

용도청주양조의 속양주모에 방부 작용, 풍미 증강 등의 목적으로 이용된다. 합성주, 과실주, 과즙, 샤벳, 야채절임, 소스 등의 산미료, 방부등의 목적으로서 0.0 5~0.3%첨가된다.

용도Occurs 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

일반 설명L-(+)-Lactic acid is the only naturally occurring lactic acid in humans and mammals. Commercially, few bacteria like Lactobacillus casei, L. delbrueckii, Streptococcus lactis produces L-Lactic acid by fermentation process. Lactic acid activates hydroxycarboxylic acid receptor, G-protein coupled receptor 81 (GPR81).