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로리딘에이

Roridin A

HCID 9915017
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
14729-29-4
표준 SMILES
CC1=C[C@H]2O[C@@H]3C[C@H]4OC(=O)/C=C\C=C\[C@H]([C@@H](C)O)OCC[C@@H](C)[C@H](O)C(=O)OC[C@@]2(CC1)[C@]4(C)[C@]31CO1
InChIKey
NSFWWJIQIKBZMJ-PAGWOCKZSA-N
분자식
C29H40O9
평균 분자량
532.6 g/mol

개요

roridin A has been reported in Paramyrothecium roridum, Albifimbria verrucaria, and other organisms with data available.

이름 및 식별자

우선 이름
Roridin A
IUPAC
(1R,3R,8R,12S,13R,17R,18E,20Z,24R,25S,26S)-12-hydroxy-17-[(1R)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione
현지명
로리딘에이
영어명
RORIDIN A
분자식
C29H40O9
분자량
532.62

이름 및 동의어

Roridin ARoridine ARoridan AU28899D1U2Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-, (7'R(R))-14729-29-4NSC-200737Verrucarin A, 7'-deoxo-7'-((1R)-1-hydroxyethyl)-, (7'R)-(1R,3R,8R,12S,13R,17R,18E,20Z,24R,25S,26S)-12-hydroxy-17-[(1R)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dioneDTXSID00891839(1R,3R,8R,12S,13R,17R,18E,20Z,24R,25S,26S)-12-hydroxy-17-((1R)-1-hydroxyethyl)-5,13,25-trimethylspiro(2,10,16,23-tetraoxatetracyclo(22.2.1.03,8.08,25)heptacosa-4,18,20-triene-26,2'-oxirane)-11,22-dioneRefChem:179826
이름 더 보기
로리딘에이roridanaAi3-29708roridinea(7’r(r))-verrucarinRoridin A, Roridin Croridin a from myrothecium sp.roridin A from myrothecium sp cryst
DTXCID00103126012'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro(oxirane-2,26'-tetracyclo(22.2.1.03,8.08,25)heptacosane)-4',18',20'-triene-11',22'-dione238-783-8Antibiotic 379XVerrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-NSC200737EINECS 238-783-8NSC 200737

물성

구조 계산 물성

XLogP
2.2
극성 표면적
124 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
9
회전 가능 결합 수
1
무거운 원자 수
38
형식 전하
0
복잡도
1,040

물리화학적 성질

녹는점
198 · 198-204 °C
끓는 점
752.4 · 752.4±60.0 °C(Predicted)
밀도
1.29 · 1.29±0.1 g/cm3(Predicted)
저장 조건
20 °C · −20°C
용해도
10 mg/mL, · 클로로포름: 10mg/mL, 투명, 무색
물리적 상태
가루
산도 계수 (pKa)
12.83 · 12.83±0.70(Predicted)
InChIKey
NSFWWJIQIKBZMJ-WZZABFCFNA-N
SMILES
[C@@]12(OC1)C1O[C@@H]3C=C(C)CC[C@]43COC(=O)[C@@H](O)[C@H](C)CCOC(C(O)C)C=CC=CC(=O)O[C@H](C1)C24C |c:31,t:29,&1:0,5,11,16,18,34,r|
EPA
7 · Verrucarin A, 7'-deoxo-7'-[(1R)-1-hydroxyethyl]-, (7'R)- (14729-29-4)

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 2 (100%)

독성 정보

Treatment · 1건

There are no known antidotes to trichothecene mycotoxins. Treatments are directed at supporting hemopoietic abnormalities, gastrointestinal damage, and skin damage. Administer charcoal as a slurry in case of acute oral exposure. In case of inhalation: Move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of eye exposure, Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. In case of dermal exposure, Remove contaminated clothing and wash exposed area thoroughly with soap and water. (A704)

Health Effects · 1건

Trichothecenes have multiorgan effects including anoerxia and weight loss, growth retardation, nervous disorders, cardiovascular alterations, immunodepression, hemostatic derangements, skin toxicity, decreased reproductive capacity, bone marrow damage, and alimentary toxic aleukia. (L1948, L1949, A2964)

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

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Trichothecenes are lipophilic and thus easily absorbed through the skin, gut, and pulmonary mucosa. They are metabolized mainly by cytochrome P-450 and trichothecene-specific carboxylesterase activity in the liver, although other tissues such as the kidney, spleen, and intestine also show some metabolic activity. Trichothecenes are metabolically transformed to less toxic metabolites by such reactions as hydrolysis, hydroxylation, de-epoxidation, and glucuronidation. Metabolites are excreted in the urine and feces. (L1910, L1949)

용도 및 제조

Uses · 1건

Trichothecenes are a very large family of chemically related mycotoxins produced by various species of Fusarium, Myrothecium, Trichoderma, Trichothecium, Cephalosporium, Verticimonosporium, and Stachybotrys. They are produced on many different grains like wheat, oats or maize by various Fusarium species such as F. graminearum, F. sporotrichioides, F. poae and F. equiseti. Some molds that produce trichothecene mycotoxins, such as Stachybotrys chartarum, can grow in damp indoor environments and may contribute to health problems among building occupants. (L1948)

공급사

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공개 문의

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관련 반응

3건
반응 기록 만들기
HRID 975270 반응식
HRID 975270반응물로uspto-grants-1997_03
HRID 1780539 반응식
HRID 1780539반응물로uspto-grants-1997_05
HRID 1792736 반응식
HRID 1792736반응물로uspto-grants-2006_07

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
14729-29-4
PubChem CID
9915017
ChEMBL
CHEMBL334648
UNII
U28899D1U2
EC Number
238-783-8

Unlike many other mycotoxins, trichothecenes do not require metabolic activation to exert their biological activity, instead directly reacting with cellular components. Trichothecenes are cytotoxic to most eukaryotic cells due to their powerful ability to inhibit protein synthesis. They do this by freely moving across the plasma membrane and binding specifically to ribosomes with high-affinity. Specifically, they interfere with the active site of peptidyl transferase at the 3'-end of large 28S ribosomal RNA and inhibit the initiation, elongation or termination step of protein synthesis, as well as cause polyribosomal disaggregation. Protein synthesis is an essential function in all tissues, but tissues where cells are actively and rapidly growing and dividing are very susceptible to the toxins. Additionally, binding to ribosomes is thought to activate proteins in downstream signalling events related to immune response and apoptosis, such as mitogen-activated protein kinases. This is known as ribotoxic stress response. Trichothecenes may also induce some alterations in membrane structure, leading to increased lipid peroxidation and inhibition of electron transport activity in the mitochondria. They can further induce apoptosis through generation of reactive oxygen species. Further secondary effects of trichothecenes include inhibition of RNA and DNA synthesis, and also inhibition of mitosis. (L1948, L1949, A2962, A2963, A2964, A2980)

Signs and Symptoms · 1건

After direct dermal application or oral ingestion, the trichothecene mycotoxins can cause rapid irritation to the skin or intestinal mucosa, including skin irritation, burning and itching, rash or blisters, and bleeding. Eye contact can cause tearing, eye pain, conjunctivitis, burning sensations about the eyes, and blurred vision for up to 1 week. Symptoms also include nausea, vomiting, fatigue, dyspnea, and acute vascular effects leading to hypotension and shock. (L1948, L1949)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: 1.0 mg/kg (Intravenous, Mouse) (L1949)

안전 데이터

wgk
3
rtecs
VL0355000
ridadr
UN 3462 6.1/PG 1
risk_code
28
hazard_code
T+
safety_code
28-36/37-45
포장분류
I
위험 등급
6.1(a)