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Saxitoxin

HCID 56947150
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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
35523-89-8
표준 SMILES
NC(=O)OC[C@@H]1N=C(N)N2CCC(O)(O)[C@@]23NC(N)=N[C@@H]13
InChIKey
RPQXVSUAYFXFJA-HGRQIUPRSA-N
분자식
C10H17N7O4
평균 분자량
299.291 g/mol
단동위원소 질량
299.13420202

이름 및 식별자

우선 이름
Saxitoxin
IUPAC
[(3aS,4R,10aS)-10,10-Dihydroxy-2,6-diiminooctahydro-1H,8H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
영어명
SAXITOXIN
분자식
C10H17N7O4
분자량
299.29

이름 및 동의어

C13757SAXITOXINMussel poisonGonyaulax toxinSAXITOXIN DIACETATE SALTgonyaulaxcatenellapoisonsaxidomusgiganteuspoisonmytiluscalifornianuspoisonSaxitoxin in acetic acid (determination in mussel)hyl)-3a,4,8,9-tetrahydro-,(3as-(3a-alpha,4-alpha,10ar*))

데이터베이스 식별자

CAS
35523-89-8、73603-72-2
PubChem CID
56947150
DTXSID
DTXSID3074313
ChEMBL
CHEMBL501134
ChEBI
CHEBI:34970
UNII
Q0638E899B
EC Number
632-220-3
Nikkaji
J365.643H

물성

물리화학적 성질

끓는 점
440.62 °C · 440.62°C (rough estimate)
밀도
1.301 · 1.3010 (rough estimate)
굴절률
1.64 · 1.6400 (estimate)
저장 조건
20 °C · −20°C
산도 계수 (pKa)
13.32 · 13.32±0.50(Predicted)
EPA
Saxitoxin (35523-89-8)

화학적 성질

Crystalline solid; soluble in water and me thanol; forms dihydrochloride with HCl.

안전 및 규제

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

안전 데이터

wgk
3
ridadr
UN 3462 6.1/PG 1
독성
During seasons when dinoflagellates “bloom,” filter-feeding shellfish become contaminated with accumulated toxin and are toxic when eaten. STX blocks nerve membrane sodium channels in nanomolar concentrations when applied externally. STX competes with tetrodotoxin (TTX) for binding to sodium channels. The mechanism of action on nerves is the same as that of TTX, although recovery from STX block occurs slightly faster than that after TTX block. The i.p. LD50 in mice is 10 μg/kg. Symptoms in humans within 30 min of ingestion include tingling and burning in face, lips, tongue, and eventually the whole body, parathesia followed by numbness, ataxia, general motor incoordination, confusion, and headache. Death due to respiratory paralysis occurs within 12 h. Treatment is restricted to symptoms. There is no antidote, and emesis is advisable. Artificial respiration is given if neces_x0002_sary. Prostigmine methylsulfate (1 mL of 1:2000 solution, i.v.) is helpful.
risk_code
26/27/28
hazard_code
T+
safety_code
36/37/39-45

화학 및 산업

응용 분야 · 2건

개요First recognized in 1957 by Shantz et al. in the butter clam Saxidomus giganteus, saxitoxin is a naturally occurring toxin that is synthesized by various marine dinoflagellates and cyanobacteria. It is used in neurochemical and molecular biology research, but regulatory concerns have focused on its weaponization and potent toxicological effects on animals and humans. Saxitoxin causes paralytic shellfish poisoning (PSP) in humans and other animals; whales having ingested organisms contaminated with the toxin have died just hours after exposure. In humans, PSP can occur as a result of consuming shellfish or other seafood in which saxitoxin has accumulated. While effects have been documented worldwide, the sources of contaminated seafood have been identified as primarily the west and east coasts of the United States. To date, more than 30 different saxitoxin analogs have been identified. These include pure saxitoxin (STX), neosaxitoxin (neoSTX), the gonyautoxins (GTX), and decarbamoylsaxitoxin (dc-STX); of these, STX, 6NeoSTX, GTX1, and dc-STX seem to be the most toxic. The term saxitoxin typically refers to this collection of compounds produced naturally by cyanobacteria. Saxitoxin is far more potent than the classic puffer fish toxin tetrodotoxin, and is one of only two naturally occurring Schedule 1 chemical warfare agents (the other is ricin). In 1970, President Nixon ordered stocks of the toxin destroyed in compliance with U.N. agreements on biological weapons; however, the Central Intelligence Agency revealed in 1975 that there was a remaining supply, which was distributed to research facilities by the National Institutes of Health in order to study neurological diseases.

용도Saxitoxin is an alkaloid of nonplant origin.It is the neurotoxic constituent of dinoflagel lates (Gonyaulax catenella and G. excavata)the so-called “red tide” found along the U.S.coast. Shellfish, clams, and scallops consumethis and become extremely poisonous forhuman consumption.

추가 설명

정의ChEBI: An alkaloid isolated from the marine dinoflagellates and cyanobacteria that causes paralytic shellfish poisoning.

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