글루쿠론산

글루쿠론산
글루쿠론산 구조식 이미지
카스 번호:
6556-12-3
한글명:
글루쿠론산
동의어(한글):
글루쿠론산
상품명:
D-Glucuronic acid
동의어(영문):
GLUCURONIC ACID;glucuronate;D-glucuronate;(2S,3S,4S,5R)-2,3,4,5-Tetrahydroxy-6-oxohexanoic acid;D-GLCA;Glucosiduronic Acid;Glucuronic Aci;D-GlucuronicAci;D-Glucurono acid;Glycuronic acid
CBNumber:
CB9303344
분자식:
C6H10O7
포뮬러 무게:
194.14
MOL 파일:
6556-12-3.mol
MSDS 파일:
SDS

글루쿠론산 속성

녹는점
159-161 °C (lit.)
알파
[α]D20 +35.0~+39.0゜(c=6,H2O)
끓는 점
250.56°C (rough estimate)
밀도
1.4301 (rough estimate)
굴절률
36 ° (C=6, H2O)
저장 조건
-20°C
용해도
H2O: 가용성 100mg/mL, 투명하거나 약간 흐릿함
산도 계수 (pKa)
pKa 3.18(H2O t=20.0) (Uncertain)
물리적 상태
결정성 분말
색상
흰색에서 황백색까지
optical activity
+11.7 → +36.3
수용성
물에 용해됩니다.
Merck
14,4465
BRN
1727083
안정성
흡습성
InChIKey
LCUVNMXNGSEBHT-RJOKPDHXSA-N
CAS 데이터베이스
6556-12-3(CAS DataBase Reference)
EPA
D-Glucuronic acid (6556-12-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 37/39-26-36
WGK 독일 3
RTECS 번호 LZ8836600
TSCA Yes
HS 번호 2932 99 00
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
NFPA 704
1
0 0

글루쿠론산 C화학적 특성, 용도, 생산

개요

Glucuronic acid (from Ancient Greek γλυκ?? "sweet" + ο?ρον "urine") is a carboxylic acid. Its structure is similar to that of glucose. However, glucuronic acid's sixth carbon is oxidized to a carboxylic acid. Its formula is C6H10O7. The salts and esters of glucuronic acid are known as glucuronates; the anion C6H9O7-is the glucuronate ion.

화학적 성질

White Solid

용도

  1. D-Glucuronic acid is widely distributed in the plant and animal kingdoms. D-Glucuronic acid usually occurs in "paired" form as a glycosidic combination with phenols, alcohols. Such glucuronides form in the liver to detoxify poisonous hydroxyl-containing substances. The glucuronides present in normal urine are those of phenol, cresol, and indoxyl. After the ingestion of poisons such as morphine, chloral hydrate, camphor, or turpentine, glucuronides formed with the poison or its hydroxylated derivatives appear in the urine.
  2. Chiral D-Glucuronic acid is a basic building block of hyaluronic acid and chondroitin sulfate. It is a precursor to vitamin C, the chief detoxifying agent in plants and animals.
  3. D-Glucuronic Acid is a sugar acid formed by the oxidation of the C-6 carbon of GLUCOSE. In addition to being a key intermediate metabolite of the uronic acid pathway, glucuronic acid also plays a role in the detoxification of certain drugs and toxins by conjugating with them to form GLUCURONIDES.

정의

ChEBI: A D-glucopyranuronic acid in which the anomeric centre has alpha-configuration.

Biological Functions

Proteoglycans Glucuronic acid is common in carbohydrate chains of proteoglycans. It is part of mucous animal secretions (such as saliva), cell glycocalyx and intercellular matrix (for instance hyaluronan))
Glucuronidation of toxic substances
In the animal body, glucuronic acid is often linked to the xenobiotic metabolism of substances such as drugs, pollutants, bilirubin, androgens, estrogens, mineralocorticoids, glucocorticoids, fatty acid derivatives, retinoids, and bile acids. These linkages involve glycosidic bonds, and this linkage process is known as glucuronidation. Glucuronidation occurs mainly in the liver, although the enzyme responsible for its catalysis, UDP-glucuronyltransferase, has been found in all major body organs, e.g., intestine, kidneys, brain, adrenal gland, spleen, and thymus.
Use
Determination of urinary steroids and of steroid conjugates in blood. Contained in some commercially available brands of Kombucha as an antioxidant & organic acid In all plants and mammals - other than guinea pigs and primatesglucuronic acid is a precursor of ascorbic acid , also known as vitamin c.
ConformationUnlike its C5 epimer iduronic acid, which may occur in a number of conformations, glucuronic acid occurs in predominantly the 4C1 conformation.
Glucuronidases
Glucuronidases are those enzymes that hydrolyze the glycosidic bond between glucuronic acid and some other compound.

일반 설명

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Purification Methods

Crystallise the acid from EtOH or EtOAc, wash it with MeOH and dry it in vacuo to give the “ ” form. Heating converts it to the lactone (see below). The sodium salt monohydrate [207300-70-7] M 234.1 has m ~136-138o(dec) [] D 20 +21o (c 2, H2O after 2hours). [Sutter & Reichstein Helv Chim Acta 21 1210 1938, Beilstein 3 H 886, 3 IV 1997.]

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글루쿠론산 관련 검색:

글루크로노락톤 URIDINE-5'-DIPHOSPHO-GLUCURONIC ACID, TRISODIUM SALT 98-100%,URIDINE-5'-DIPHOSPHO-GLUCURONIC ACID, TRISODIUM SALT 98-100% D-Glucuronic acid sodium salt 2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER,2,3,4-TRI-O-ACETYL-BETA-D-GLUCURONIC ACID METHYL ESTER Chondroitin sulfate A sodium salt D-GLUCURONIC ACID SODIUM CELL*CULTURE TE STED,D-GLUCURONIC ACID SODIUM,D-GLUCURONIC ACID SODIUM CELL*CULTURE TE STED,D-GLUCURONIC ACID SODIUM alternating copoly(β-glucuronic acid-[1→3]-β-n-acetylglucosamine-[1→4]),alternating copoly(β-glucuronic acid-[1→3]-β-n-acetylglucosamine-[1→4]) D-(+)Glucuronic acid Uridine diphosphate glucuronic acid,Uridine diphosphate glucuronic acid 1,2,3,4-TETRA-O-ACETYL-A,BETA-D-GLUCURONIC ACID, METHYL ESTER,1,2,3,4-TETRA-O-ACETYL-A,BETA-D-GLUCURONIC ACID, METHYL ESTER 6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIC ACID,6-BROMO-2-NAPHTHYL-BETA-D-GLUCURONIC ACID ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER PHENOLPHTHALEIN GLUCURONIC ACID L-Glucurono-3,6-lactone 1,2,3,4-Tetra-O-acetyl-b-D-glucuronic Acid,1,2,3,4-Tetra-O-acetyl-b-D-glucuronic Acid D-Glucuronic Acid Phenylmethyl Ester,Glucuronic Acid Benzyl Ester,D-Glucuronic Acid Phenylmethyl Ester,Glucuronic Acid Benzyl Ester 1,2,3,4-Tetra-O-acetyl-a,b-D-glucuronic Acid, Methyl Ester (mixture of anomers),1,2,3,4-Tetra-O-acetyl-a,b-D-glucuronic Acid, Methyl Ester (mixture of anomers) Methyl 2,3,4-Tri-O-acetyl-b-D-glucuronic Acid Methyl Ester,Methyl 2,3,4-Tri-O-acetyl-b-D-glucuronic Acid Methyl Ester
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