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Octahydroindolizine-1,2,8-triol

HCID 5363
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
OC1CN2CCCC(O)C2C1O
InChIKey
FXUAIOOAOAVCGD-UHFFFAOYSA-N
분자식
C8H15NO3
평균 분자량
173.21 g/mol

개요

octahydroindolizine-1,2,8-triol has been reported in Oxytropis, Astragalus oxyphysus, and Swainsona galegifolia with data available.

이름 및 식별자

우선 이름
Octahydroindolizine-1,2,8-triol
IUPAC
1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol

이름 및 동의어

octahydroindolizine-1,2,8-triol1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triolRefChem:366780Locoweed toxinOctahydro-1,2,8-indolizinetriol hydrochloride8,8a-DiepiswainsonineNSC652469orb3054152orb3179982SCHEMBL2267754(-)-(1S,2R,8R,8aR)-1,2,8-Trihydroxyoctahydroindolizine Hydrochloride1,2,8-trihydroxyoctahydroindolizine
이름 더 보기
TN2344LS-13488DB-055672(1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol(1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-Octahydroindolizine- 1,2,8-triol

데이터베이스 식별자

PubChem CID
5363
Nikkaji
J2.116.288D

물성

구조 계산 물성

XLogP
-1.3
극성 표면적
63.9 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
4
회전 가능 결합 수
0
무거운 원자 수
12
형식 전하
0
복잡도
176

안전 및 규제

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

독성 정보

Health Effects · 1건

Swainsonine causes a variety of neurological disorders, including locoism and "slobbers syndrome" in livestock. In man it causes a lysosomal storage disease, biochemically and morphologically similar to mannosidosis. It is also an appetite suppressant. (L1248, A3092, A3093)

Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1건

Swainsonine inhibits the activity of glycoside hydrolases, especially N-linked glycosylation. Inhibition of Golgi mannosidase II and other alpha-mannosidases causes the accumulation of atypical hybrid glycoproteins and oligosaccarides because the proper processing cannot occur. This also results in intracellular vacuolization. (L1248, A3092, A3093)

Signs and Symptoms · 1건

Symptoms of locoism include staggering gait, depression, muscular incoordination, staring, nervousness, hyperexcitability, loss of appetite, and reproductive alterations such as abortion and birth defects. The major symptom of "slobbers syndrome" is profuse salivation. Other symptoms include diarrhea, lacrimation, stiff joints, frequent urination, tremors, spontaneous abortion, labored breathing, loss of appetite, bloat, and possibly death. Swainsonine also causes vacuolation of most tissues. (L1819, A3092, A3093)

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

화학 및 산업

용도 및 제조

UsesSwainsonine is a plant toxin found in locoweed (families Fabaceae, Oxytropis, Astragalus and Swainsona) and some fungi (Metarhizium anisopliae, Rizoctonia leguminicola). (L1248, A3092)

관련 반응

1건
반응 기록 만들기
HRID 1937438 반응식
HRID 1937438반응물로uspto-grants-2002_05

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