기본 정보
- CAS
19545-26-7- 표준 SMILES
COC[C@H]1OC(=O)c2coc3c2[C@@]1(C)C1=C(C3=O)[C@@H]2CCC(=O)[C@@]2(C)C[C@H]1OC(C)=O- InChIKey
QDLHCMPXEPAAMD-QAIWCSMKSA-N- 분자식
- C23H24O8
- 평균 분자량
- 428.4 g/mol
- 단동위원소 질량
- 428.14711773
개요
Wortmannin is a delta-lactone, an organic heteropentacyclic compound, a cyclic ketone and an acetate ester. It has a role as a radiosensitizing agent, an anticoronaviral agent, a geroprotector, an antineoplastic agent, an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor, a Penicillium metabolite and an autophagy inhibitor.
이름 및 식별자
- 우선 이름
- Wortmannin
- IUPAC
- [(1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-2(10),12(19),14-trien-3-yl] acetate
- 영어명
- WORTMANNIN
- 분자식
- C23H24O8
- 분자량
- 428.43
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
19545-26-7- PubChem CID
- 312145
- DTXSID
DTXSID8040642- ChEMBL
CHEMBL428496- ChEBI
CHEBI:52289- UNII
- XVA4O219QW
- EC Number
- 606-337-5
- Nikkaji
- J13.549F
물성
구조 계산 물성
- XLogP
- 1.2
- 극성 표면적
- 109 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 31
- 형식 전하
- 0
- 복잡도
- 921
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 234 · 234-240 °C
- 끓는 점
- 463.31 °C · 463.31°C (rough estimate)
- 밀도
- 1.2454 · 1.2454 (rough estimate)
- 굴절률
- 1.448 · 1.4480 (estimate)
- 인화점
- 2 ℃ · 2℃
- 저장 조건
- -20 °C · -20°C
- 용해도
- DMSO: 용해될 수 있다
- 물리적 상태
- 가루
- 색상
- 회백색
- 생물학적 소스
- Penicillium funiculosum
- Merck
- 14 · 14,10053
- BRN
- 67676 · 67676
- 안정성
- 1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. 에탄올에서 증발된 건조된 부분 표본은 몇 달 동안 -20°에서 보관될 수 있습니다. 그러나 솔루션은 안정적이지 않으므로 영업일 기준 1일 이내에 사용해야 합니다. 메모
- InChIKey
- QDLHCMPXEPAAMD-QAIWCSMKSA-N
- SMILES
- [o]1c2c3c(c1)C(=O)O[C@@H]([C@@]3(C4=C([C@H]5[C@](C[C@H]4OC(=O)C)(C(=O)CC5)C)C2=O)C)COC
화학적 성질
White to pale yellow powder
안전 및 규제
GHS 분류
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
안전 데이터
- wgk
- 3
- rtecs
- CB9641000
- ridadr
- UN 3462 6.1/PG 1
- HS 번호
- 29322090
- risk_code
- 26/27/28-36/37/38-36-20/21/22-11
- hazard_code
- T+,T,Xi,Xn,F
- safety_code
- 28-36/37-45-37/39-26-16
- 포장분류
- I
- 위험 등급
- 6.1
- F 고인화성물질
- 3-8-10
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 1 OralAcute Tox. 2 Dermal
- 스토리지 클래스
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.
Compounds which inhibit or antagonize the biosynthesis or action of insulin.
Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells.
Agents that inhibit PROTEIN KINASES.
응용 분야
용도Wortmannin is a steroidal metabolite belonging to the viridin group, isolated from Penicillium wortmannii in 1957. The structure was finally solved in 1968. Wortmannin exhibits broad spectrum antifungal activity, together with antitumour and antiinflammatory activity. Wortmannin is a potent inhibitor of phosphoinositide 3-kinase and myosin light chain kinase. Wortmannin also activates neutrophil and formyl-Met-Leu-Phe-mediated phospholipase D, inhibits autophagy, potentiates LPS-induced NO production and induces Alzheimer-like hyperphosphorylation in tau in vivo.
상·하류 제품 정보
상류 원료
공급사100 곳
관련 반응
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