Wortmannin

HCID 312145

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

wortmannin19545-26-7WartmanninAntibiotic SL-2052SL-2052XVA4O219QWNSC221019DTXSID8040642NSC-627609CHEBI:52289NSC627609(1S,6bR,9aS,11R,11bR)-11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione
이름 더 보기
CS-731KY 1242KY 12420WortmamminWortmannin,98%WORTMANNINTOXINKY-12420antibioticsl-2052
[(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(1S,6bR,9aS,11R,11bR)-9a,11b-dimethyl-1-[(methyloxy)methyl]-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetateMS54MS-54((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(1S,6bR,9aS,11R,11bR)-11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo(4,3,2-de)indeno(4,5-h)-2-benzopyran-3,6,9-trione(1S,6bR,9aS,11R,11bR)-9a,11b-dimethyl-1-((methyloxy)methyl)-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo(4,3,2-de)indeno(4,5-h)isochromen-11-yl acetateRefChem:389363

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

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

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

화학적 성질

White to pale yellow powder

안전 및 규제

GHS 분류

GHS Classification · 4건

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

Hazard Classes and CategoriesAcute Tox. 2 (100%)

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

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 5건

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 · 1건

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.

공급사100 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

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