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Huagongshe 오픈 프로젝트:[email protected]AI 접속: llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.7.9
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4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione

HCID 53427299
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기본 정보

CAS
186692-73-9
표준 SMILES
CC(=Cc1csc(C)n1)C1CC=CCCCC(C)C(O)C(C)C(=O)C(C)(C)C(O)CC(=O)O1
InChIKey
BEFZAMRWPCMWFJ-UHFFFAOYSA-N
분자식
C26H39NO5S
평균 분자량
477.667 g/mol
단동위원소 질량
477.25489435

이름 및 식별자

우선 이름
4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione
IUPAC
4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dione
영어명
Epothilone C
분자식
C26H39NO5S
분자량
477.66

이름 및 동의어

Epo Cepothilone CEpothilone C USP/EP/BPOxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,4,8-dihydroxy-5,5,7,9-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-dioneOxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5, 7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-(4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9-tetramethyl-16-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]oxacyclohexadec-13-ene-2,6-dioneOxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)-Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)- USP/EP/BP

데이터베이스 식별자

CAS
186692-73-9
PubChem CID
53427299
DTXSID
DTXSID30699502

물성

물리화학적 성질

끓는 점
657.7 · 657.7±55.0 °C(Predicted)
밀도
1.097 · 1.097
산도 계수 (pKa)
13.47 · 13.47±0.70(Predicted)
InChIKey
BEFZAMRWPCMWFJ-QJKGZULSSA-N
SMILES
O1[C@H](/C(/C)=C/C2=CSC(C)=N2)CC=CCCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC1=O |c:13|

화학 및 산업

응용 분야 · 2건

개요Epothilone C: a tubulin inhibitorEpothilones are 16-membered bacterial macrolides isolated from the bacterium Sorangium cellulosum by Hfle et al., who reported that epothilone A and B had antifungal and cytotoxic activity in 1993. After that, it was reported that epothilones could promote the microtubule polymerization with characteristics and a dynamic mechanism similar to paclitaxel and be bound to tubulin on the paclitaxel microtubule binding site. Other epothilone analogues, such as epothilone C, D, E, and F, have been discovered. Epothilone C is a cytotoxic antitumour natural product. It is produced by the combined action of one nonribosomal peptide synthetase (NRPS) and nine polyketide synthase (PKS) modules in a multienzyme system[1-2].

용도Epothilone C is a related compound of Epothilones, which are a novel class of antineoplastic agents with antitubulin activity. In addition, Epothilones utilize a similar mechanism of action to that of taxanes and are less susceptible to multidrug resistance caused by P-glycoprotein. Studies showed that Epothilones exhibit antitumor activity against human cancer cells that are taxane-resistant.

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