Galactaric acid (HCID 3037582)

개요

Galactaric acid is a hexaric acid resulting from formal oxidative ring cleavage of galactose. It has a role as a human metabolite. It is a conjugate acid of a galactarate(1-) and a galactaric acid anion.

이름 및 식별자

우선 이름: Galactaric acid
IUPAC: (2S,3R,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acid
현지명: 점액산
영어명: Mucic acid
분자식: C6H10O8
분자량: 210.14

이름 및 동의어

mucic acidgalactaric acid526-99-8Saccharolactic acidGalactosaccharic acid(2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acidSchleimsaureDTXSID7048740MUCILIANCE(2S,3R,4S,5R)-2,3,4,5-tetrahydroxyhexanedioic acidTetrahydroxyadipic acidE149J5OTIF

이름 더 보기

점액산갈락타릭애씨드meso-galactaric acidD-Mucic acidL-Galactaric acidTETRAHYDROXYHEXANEDIOIC ACIDMucicMucus acid

NSC-81272R,3S,4R,5S-tetrahydroxy-hexanedioic acidDTXCID0028666CHEBI:308522,3,4,5-Tetrahydroxyhexanedioic acidstrontium galactarate mono-hydrateRefChem:633474GlyTouCan:G56286UC

데이터베이스 식별자

CAS: 526-99-8
PubChem CID: 3037582
DTXSID: DTXSID7048740
ChEMBL: CHEMBL1232958
ChEBI: CHEBI:30852
UNII: E149J5OTIF
EC Number: 208-404-0
Nikkaji: J6.665F

물성

구조 계산 물성

XLogP: -2.5
극성 표면적: 156 Å²
수소 결합 공여자 수: 6
수소 결합 수용자 수: 8
회전 가능 결합 수: 5
무거운 원자 수: 14
형식 전하: 0
복잡도: 202

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Organic Acids

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]

Color/Form · 2건

CRYSTALLINE POWDER

PRISMS FROM WATER

Solubility · 4건

ACICULAR CRYSTALS; SOL IN WATER /AMMONIUM SALT/

SOL IN 300 PARTS COLD WATER, 60 PARTS BOILING WATER; SOL IN ALKALIES; PRACTICALLY INSOL IN ALCOHOL, ETHER

INSOL IN PYRIMIDINE

3.3 mg/mL at 14 °C

Melting Point220 - 225 °C

Physical Description · 2건

Solid; [Merck Index] Faintly beige powder; [MSDSonline]

Solid

물리화학적 성질

녹는점: 220 · 220-225 °C (dec.)(lit.)
끓는 점: 269.65 °C · 269.65°C (rough estimate)
밀도: 1.5274 · 1.5274 (rough estimate)
굴절률: 1.58 · 1.5800 (estimate)
저장 조건: Store at RT.
용해도: 3.3 g/l · 3.3g/l 용해성
물리적 상태: 고체
산도 계수 (pKa): 2.99 · 2.99±0.35(Predicted)
색상: 흰색에서 황백색까지
수용성: 물에 용해됩니다.
Merck: 14 · 14,4331
BRN: 1728117 · 1728117
화장품 원료 기능: 킬레이팅
InChI: InChI=1/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4-
InChIKey: DSLZVSRJTYRBFB-DUHBMQHGNA-N
SMILES: [C@@H](O)([C@@H](O)C(=O)O)[C@@H](O)[C@H](O)C(=O)O |&1:0,2,7,9,r|
EPA: Galactaric acid (526-99-8)

화학적 성질

white to light beige fine crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Chemical: Galactaric acid

Galactaric acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazards SummaryOral LD50 (mouse) = 8 gm/kg; [RTECS] May cause irritation; [MSDSonline]

EPA Safer ChemicalChemical: Galactaric acid

Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)

안전 데이터

wgk: 2
tsca: TSCA listed
rtecs: LW5180000
HS 번호: 29181990
risk_code: 22-40
hazard_code: Xi,Xn
safety_code: 22-24/25-36/37
기존화학 물질: KE-17405
스토리지 클래스: 11 - Combustible Solids
유해 물질 데이터: 526-99-8(Hazardous Substances Data)

화학 및 산업

약리 정보

Cellular LocationsCytoplasm

용도 및 제조

Uses · 5건

Used as a substitute for tartaric acid, a sequestrant for metal ions (calcium, iron), a retardant of concrete hardening, and a chemical intermediate; Not produced commercially in the US; [HSDB] Proposed as a replacement for potassium bitartrate in baking powder and to make granular effervescing salts; [Merck Index]

Cement Producing [Category: Industry]

SUBSTITUTE FOR TARTARIC ACID; SEQUESTERANT FOR METAL IONS (CALCIUM, IRON)

RETARDS HARDENING OF CONCRETE; INTERMEDIATE FOR SYNTHESIS OF HETEROCYCLIC COMPD (PYRROLES)

RESEARCH CHEMICAL

U.S. Exports · 2건

(1977) No Data

(1979) No Data

U.S. Imports · 2건

(1977) No Data

(1979) No Data

U.S. Production · 2건

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of Manufacturing · 2건

PROBABLY BY DEGRADATION OF LACTOSE WITH NITRICACID

PREPD BY OXIDN OF LACTOSE & OF GALACTOSE: KENT, TOLLENS, ANN 227, 221 (1885); MAURER, DREFAHL, BER 75B, 1489 (1942). MFR FROM WOOD SAWDUST: ACREE, BRITISH PATENT 160,777 (1921). REVIEW: BA LEWIS ET AL...IN WHISTLER, WOLFROM, METHODS IN CARBOHYDRATE CHEMISTRY VOL II (ACADEMIC PRESS, NY, 1963) PP 38-46.

Use Classification · 2건

EPA Safer Chemical Functional Use Classes -> Processing Aids and Additives

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

응용 분야 · 2건

개요Mucic acid,C6H10O8 or HOOC-(CHOH)4-COOH, (also known as galactaric or meso - galactaric acid) is an aldaric acid obtained by nitric acid oxidation of galactose or galactose - containing compounds like lactose, dulcite, quercite, and most varieties of gum. It forms a crystalline powder, which melts at 230°C. It is insoluble in alcohol, and nearly insoluble in cold water. Due to the symmetry in the molecule, it is optically inactive even though it has chiral carbon atoms (i.e., it is a meso compound). When heated with pyridine to 140°C, it is converted into allommic acid. When digested with fuming hydrochloric acid for some time it is converted into a furfural dicarboxylic acid while on heating with barium sulfide it is transformed into athiophene carboxylic acid. The ammonium salt yields on dry distillation carbon dioxide, ammonia, pyrrol and other substances. The acid when fused with caustic alkalis yields oxalic acid. With potassium bisulfate mucic acid forms 3-hydroxy-2-pyrone by dehydration and decarboxylation.

용도Mucic acid can be used to replace tartaric acid in self-rising flour or fizzies.