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[2-메톡시-5-[(Z)-2-(3,4,5-트리메톡시페닐)에테닐]페녹시]포스폰산

5-[(2S)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol

HCID 100154
노트반응
기본 정보개요이름 및 식별자물성화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
222030-63-9
표준 SMILES
COc1ccc(C[C@H](O)c2cc(OC)c(OC)c(OC)c2)cc1O
InChIKey
LGZKGOGODCLQHG-ZDUSSCGKSA-N
분자식
C18H22O6
평균 분자량
334.4 g/mol
단동위원소 질량
334.14163842

개요

CA4P has been shown in the laboratory to shut down the blood supply to tumours. It is one of the first vascular targeting drugs to be tested in patients. This drug was originally isolated from the African Bush Willow. The first studies in patients with this drug were aimed at finding out whether it can be safely given to patients, what side effects it produces and whether it can actually shut down the blood supply to human tumours.

이름 및 식별자

우선 이름
5-[(2S)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol
IUPAC
5-[(2S)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol
현지명
[2-메톡시-5-[(Z)-2-(3,4,5-트리메톡시페닐)에테닐]페녹시]포스폰산
영어명
[2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy]phosphonic acid
분자식
C18H21O8P
분자량
396.33

이름 및 동의어

CA4P5-[(2S)-2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenolSCHEMBL29356562LGZKGOGODCLQHG-ZDUSSCGKSA-NAKOS015967221DB05284Q27095579(R,S)-5-[2-Hydroxy-2-(3,4,5-trimethoxy-phenyl)-ethyl]-2-methoxy-phenol[2-메톡시-5-[(Z)-2-(3,4,5-트리메톡시페닐)에테닐]페녹시]포스폰산FosbretabulinCA 4DPFosbretabulin [free base]
이름 더 보기
CoMbretastatin A4 disodiuM phosphate(CA4P)combretastatin A-4 phosphate, Fosbretabulin(Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)phenyl dihydrogen phosphate2-Methoxy-5-[2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl dihydrogen phosphate[2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy]phosphonic acidPhenol, 2-methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]-, 1-(dihydrogen phosphate)

데이터베이스 식별자

CAS
222030-63-9
PubChem CID
100154
Nikkaji
J1.464.743K

물성

구조 계산 물성

XLogP
2.6
극성 표면적
77.4 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
6
회전 가능 결합 수
7
무거운 원자 수
24
형식 전하
0
복잡도
351

실험 및 물리화학적 성질

SpringerMaterials PropertiesChemical shift

물리화학적 성질

끓는 점
611.8 · 611.8±65.0 °C(Predicted)
밀도
1.342 · 1.342±0.06 g/cm3(Predicted)
산도 계수 (pKa)
1.17 · 1.17±0.50(Predicted)

화학 및 산업

약리 정보

Mechanism of Action · 1건

CA4P binds tubulin with a higher efficacy than colchicines, and was therefore initially investigated as an anti-mitotic agent. However, it was later observed to also induce vascular shutdown and necrosis in tumours. Clinical trials have revealed its positive effects, either as a single agent or in combination with chemotherapy, in patients with ovarian, lung or anaplastic thyroid cancer. Biochemical analyses revealed that CA4P rapidly diminished the tyrosine phosphorylation of VE-cadherin and beta-catenin, thereby blocking the endothelial signalling pathway that is necessary for maintaining a functional endothelial cell structure and survival.

상·하류 제품 정보

하류 제품

Zybrestat

공급사12 곳

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
Wuhan NCE Biomedical Co.,Ltd.4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
BOC Sciences16314854226; +8616314854226 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海书亚医药科技有限公司400-685-9117 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 15955137747 · [email protected]
上海莫奇生物科技有限公司13341702378 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
佛山合硕医药科技有限公司15363639686 · [email protected]
CD Chemical Group Limited+86-13651442114 · [email protected]

관련 반응

1건
반응 기록 만들기
HRID 1822676 반응식
HRID 1822676반응물로uspto-grants-2006_05

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