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

HCID 100154
ノート反応
基本情報概要名称と識別子物性化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
222030-63-9
標準SMILES
COc1ccc(C[C@H](O)c2cc(OC)c(OC)c(OC)c2)cc1O
InChIKey
LGZKGOGODCLQHG-ZDUSSCGKSA-N
分子式
C18H22O6
平均分子量
334.4 g/mol
単同位体質量
334.14163842

概要

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.

名称と識別子

優先名称
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
英語名
[2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenoxy]phosphonic acid
分子式
C18H21O8P
分子量
396.33

名称と別名

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-phenolFosbretabulinCA 4DPFosbretabulin [free base]CoMbretastatin A4 disodiuM phosphate(CA4P)
名称をさらに表示
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)

データベース識別子

CAS
222030-63-9

物性

構造計算による物性

XLogP
2.6
極性表面積
77.4 Ų
水素結合供与体数
2
水素結合受容体数
6
回転可能結合数
7
重原子数
24
形式電荷
0
複雑度
351

実験および物理化学的性質

SpringerMaterials PropertiesChemical shift

物理化学的性質

沸点
611.8 · 611.8±65.0 °C(Predicted)
比重(密度)
1.342 · 1.342±0.06 g/cm3(Predicted)
酸解離定数(Pka)
1.17 · 1.17±0.50(Predicted)

化学と産業

薬理情報

Mechanism of Action · 1 件

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.

上流・下流製品情報

下流製品

フォスブレタブリントロメタミン

サプライヤー12 社

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

関連反応

1 件
反応記録を作成
HRID 1822676 の反応式
HRID 1822676反応物としてuspto-grants-2006_05

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性化学と産業関連反応化合物ノート
PubChem CID
100154
Nikkaji
J1.464.743K
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]