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3-Indolyl-beta-D-glucuronide

HCID 2733785
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
35804-66-1
표준 SMILES
O=C(O)[C@H]1O[C@@H](Oc2c[nH]c3ccccc23)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
KUYNOZVWCFXSNE-BYNIDDHOSA-N
분자식
C14H15NO7
평균 분자량
309.27 g/mol
단동위원소 질량
309.08485182

개요

Inodxyl glucuronide is a glucosiduronic acid.

이름 및 식별자

우선 이름
3-Indolyl-beta-D-glucuronide
IUPAC
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid
영어명
3-Indoxyl-beta-D-glucuronic acid cyclohexylammonium salt
분자식
C14H15NO7
분자량
309.27

이름 및 동의어

Indoxyl glucuronide35804-66-1Indoxyl-beta-D-glucuronide3-Indolyl-beta-D-glucuronideDTXSID20957188RefChem:911436DTXCID8013851323-Indoxyl-beta-D-glucuronic acid cyclohexylammonium salt3-Indolyl-|A-D-glucuronide(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acidbeta-D-Glucopyranosiduronic acid, 1H-indol-3-ylIndoxyl-beta-d-glucuronide cyclohexylammonium salt
이름 더 보기
IBDGY-beta-D-GlcUA.CHXY-β-D-GlcA · CHXY(TM)-BETA-D-GLCA CHX3-Indolyl-β-D-glucuronideMonocyclohexylammoniumsaltIBDG CYCLOHEXYLAMMONIUM SALTIndoxyl-beta-D-glucuronicacid3-Indoxyl-beta-D-glucuronicacid
Inodxyl glucuronideIndoxyl-Glucuronide3-Indolyl--D-glucuronide1H-Indol-3-yl beta-D-glucopyranosiduronic acidSCHEMBL155476INDOXYL-BETA-GLUCURONIDEorb2567234orb3141428

데이터베이스 식별자

CAS
35804-66-1
PubChem CID
2733785
DTXSID
DTXSID20957188
ChEMBL
CHEMBL2074589
ChEBI
CHEBI:145223
Nikkaji
J486.490E

물성

구조 계산 물성

XLogP
0.1
극성 표면적
132 Ų
수소 결합 공여자 수
5
수소 결합 수용자 수
7
회전 가능 결합 수
3
무거운 원자 수
22
형식 전하
0
복잡도
420

실험 및 물리화학적 성질

Physical DescriptionSolid

물리화학적 성질

끓는 점
669 · 669.0±55.0 °C(Predicted)
밀도
1.693 · 1.693±0.06 g/cm3(Predicted)
저장 조건
20 °C · −20°C
산도 계수 (pKa)
2.82 · 2.82±0.70(Predicted)
물리적 상태
powder
InChI
1S/C14H15NO7/c16-9-10(17)12(13(19)20)22-14(11(9)18)21-8-5-15-7-4-2-1-3-6(7)8/h1-5,9-12,14-18H,(H,19,20)
InChIKey
KUYNOZVWCFXSNE-UHFFFAOYSA-N
SMILES
OC1C(OC(C(O)C1O)C(O)=O)Oc2c[nH]c3ccccc23

화학적 성질

White or off-white powder

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary · 1건

Uremic toxins such as indoxyl-beta-D-glucuronide are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869).

Signs and Symptoms · 1건

As a uremic toxin, this compound can cause uremic syndrome. Uremic syndrome may affect any part of the body and can cause nausea, vomiting, loss of appetite, and weight loss. It can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. Abnormal bleeding, such as bleeding spontaneously or profusely from a very minor injury can also occur. Heart problems, such as an irregular heartbeat, inflammation in the sac that surrounds the heart (pericarditis), and increased pressure on the heart can be seen in patients with uremic syndrome. Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

화학 및 산업

약리 정보

Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
Tissue LocationsKidney

용도 및 제조

UsesNaturally produced by the body (endogenous).

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안전 데이터

wgk
3
HS 번호
29349990
risk_code
36/37/38
hazard_code
Xi
safety_code
24/25-36-26
스토리지 클래스
11 - Combustible Solids