CAS 134404-52-7 Seocalcitol (HCID 5288149)

概要

Seocalcitol is a vitamin D3 analogue with potential antineoplastic activity. Seocalcitol binds to and activates the vitamin D receptor, a cytoplasmic polypeptide expressed in normal vitamin D responsive tissues, but also overexpressed in certain cancers including hepatocellular carcinoma and pancreatic cancer. Mediated through vitamin D receptor, this agent induces cancer cell differentiation, inhibits cancer cell growth and induces apoptosis. In addition, seocalcitol may also induce growth arrest and apoptosis independent of vitamin D receptor activation through mechanisms that are not fully elucidated.

名称と識別子

優先名称: Seocalcitol
IUPAC: trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,3E,5E)-7-ethyl-7-hydroxynona-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
現地名: EB-1089
英語名: Seocalcitol
分子式: C30H46O3
分子量: 454.68

名称と別名

Seocalcitol134404-52-7EB-1089CB-1089DTXSID601025740Q0OZ0D9223(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R,3E,5E)-7-ethyl-7-hydroxynona-3,5-dien-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol(5Z,7E,22E,24E)-(1S,3R)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,25-triol1(S),3(R)-Dihydroxy-20(R)-(5'-ethyl-5'-hydroxyhepta-1'(E),3'(E)-dien-1'-yl)-9,10-secopregna-5(Z),7(E),10(19)-trieneseocalcitolum(1R,3S,5Z)-5-((2E)-2-((1R,3aS,7aR)-1-((2R,3E,5E)-7-ethyl-7-hydroxynona-3,5-dien-2-yl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene)ethylidene)-4-methylidenecyclohexane-1,3-diolRefChem:884890

名称をさらに表示

(1S,3R,5Z,7E,20R)-20-[(1E,3E)-5-エチル-5-ヒドロキシ-1,3-ヘプタジエニル]-9,10-セコプレグナ-5,7,10(19)-トリエン-1,3-ジオールセオカルシトール(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5E)-7-エチル-7-ヒドロキシノナ-3,5-ジエン-2-イル]-7a-メチル-オクタヒドロ-1H-インデン-4-イリデン]エチリデン}-4-メチリデンシクロヘキサン-1,3-ジオールTheocalcitriol(1R,3S,Z)-5-((E)-2-((1R,3aS,7aR)-1-((R,3E,5E)-7-Ethyl-7-hydroxynona-3,5-dien-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol(1R,3S,5Z)-5-((2E)-((1R,3aS,7aR)-1-((1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-1,3-cyclohexanediol(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]-octahydro-7α-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol1,3-Cyclohexanediol, 5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1R,3S,5Z)-EB 1089,(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-Ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]-octahydro-7α-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol

DTXCID501510003(1R-(1alpha(1R*,2E,4E),3abeta,4E(1R*,3S*,5Z),7aalpha))-5-((1-(6-Ethyl-6-hydroxy-1-methyl-2,4-octadienyl)octahydro-7a-methyl-4H-inden-4-ylidene)ethylidene)-4-methylene-1,3-cyclohexanediolUNII-Q0OZ0D9223EB1089EB 1089MFCD00871599AKOS024457918MS-28286

データベース識別子

CAS: 134404-52-7
PubChem CID: 5288149
DTXSID: DTXSID601025740
ChEMBL: CHEMBL1908376
UNII: Q0OZ0D9223
EC Number: 110-826-4
Nikkaji: J532.199I

物性

構造計算による物性

XLogP: 5.8
極性表面積: 60.7 Å²
水素結合供与体数: 3
水素結合受容体数: 3
回転可能結合数: 7
重原子数: 33
形式電荷: 0
複雑度: 812

実験および物理化学的性質

LipidsLipids -> Sterol Lipids [ST] -> Secosteroids [ST03] -> Vitamin D3 and derivatives [ST0302]

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点: 123 · 123-125°
沸点: 608.5 · 608.5±55.0 °C(Predicted)
比重(密度): 1.06 · 1.06±0.1 g/cm3(Predicted)
貯蔵温度: -20 °C · Store at -20°C
溶解性: Soluble in DMSO
外見: solid
酸解離定数(Pka): 14.29 · 14.29±0.29(Predicted)
色: White
InChIKey: LVLLALCJVJNGQQ-QMWUBLQMSA-N
SMILES: C[C@@]12[C@](CC[C@]2([H])[C@@H](/C=C/C=C/C(CC)(O)CC)C)([H])/C(CCC1)=C/C=C3C[C@@H](O)C[C@H](O)C/3=C

安全と法規制

GHS分類

GHS Classification · 3 件

H413 (100%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAquatic Chronic 4 (100%)

安全データ

wgk: WGK 3
Hazard Classifications: Aquatic Chronic 4
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Substances that inhibit or prevent the proliferation of NEOPLASMS.

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.

応用分野 · 2 件

説明EB 1089 is a synthetic vitamin D analog that is 50-200 times more potent than calcitriol at inhibiting cell proliferation and differentiation, yet displays reduced calcemic activity compared to that of calcitriol. It has been shown to promote tumor regression in vitro by inducing apoptosis.

使用EB 1089 is an analogue of Calcitriol (C144500), which is a biologically active form of Vitamin D3 (1). It can be used in androgen receptor-targeted therapy research for breast cancer (2). EB 1089 exhibits anti-cancer properties.

サプライヤー76 社

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

上海策嵘生物科技有限公司[email protected]

Henan Rane Chemical Co., Ltd.+86-18738066252 · [email protected]

湖北研科时代科技有限公司15780669880 · [email protected]

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]

化合物ノート

読み込み中…

EB-1089

基本情報

概要