基本情報
- CAS
129298-91-5- 標準SMILES
CO[C@@H]1[C@H](OC(=O)NC(=O)CCl)CC[C@]2(CO2)[C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C- InChIKey
MSHZHSPISPJWHW-PVDLLORBSA-N- 分子式
- C19H28ClNO6
- 平均分子量
- 401.9 g/mol
- 単同位体質量
- 401.1605153
概要
O-(chloroacetylcarbamoyl)fumagillol is a carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative. It has a role as an antineoplastic agent, an angiogenesis inhibitor, an EC 1.5.1.3 (dihydrofolate reductase) inhibitor, a methionine aminopeptidase 2 inhibitor and a retinoic acid receptor alpha antagonist. It is a spiro-epoxide, a carbamate ester, a sesquiterpenoid, an organochlorine compound and a semisynthetic derivative. It is functionally related to a fumagillol.
名称と識別子
- 優先名称
- Lodamin
- IUPAC
- [(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-(2-chloroacetyl)carbamate
- 現地名
- TNP-470
- 英語名
- AGM-1470
- 分子式
- C19H28ClNO6
- 分子量
- 401.88
名称と別名
Tnp-470129298-91-5O-(chloroacetylcarbamoyl)fumagillolO-ChloroacetylcarbamoylfumagillolNSC642492DRG-0148LODAMINDTXSID0041141NSC-642492X47GR46481CHEBI:90748DTXCID00819891
名称をさらに表示
クロロアセチルカルバミン酸[(3R)-4β-[(2R,3R)-2-メチル-3-(3-メチル-2-ブテニル)オキシラニル]-5α-メトキシ-1-オキサスピロ[2.5]オクタン-6α-イル]クロロアセチルカルバミド酸(3R)-4β-[(2R,3R)-2-メチル-3-(3-メチル-2-ブテニル)オキシラニル]-5α-メトキシ-1-オキサスピロ[2.5]オクタン-6α-イル(3R,4S,5S,6R)-5-メトキシ-4-[(2R,3R)-2-メチル-3-(3-メチルブタ-2-エン-1-イル)オキシラン-2-イル]-1-オキサスピロ[2.5]オクタン-6-イル N-(2-クロロアセチル)カルバマート(3R)-4β-[(2R)-2-メチル-3β-(3-メチル-2-ブテニル)オキシラン-2α-イル]-5α-メトキシ-6α-(クロロアセチルカルバモイルオキシ)-1-オキサスピロ[2.5]オクタンO-(クロロアセチルカルバモイル)フマギロールAGM-1470TNP470,TNP 470Fumagillin Impurity 1O-Chloracetyl-carbamoyl fumagillol6-O-chloroacetylcarbamoylfumagillolTNP-470 - CAS 129298-91-5 - CalbiochemO-(chloroacetyl-carbaMoyl) fuMagillol,TNP-470
(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl (chloroacetyl)carbamate[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-(2-chloroacetyl)carbamate((3R,4S,5S,6R)-5-methoxy-4-((2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl)-1-oxaspiro(2.5)octan-6-yl) N-(2-chloroacetyl)carbamate(3R,4S,5S,6R)-5-methoxy-4-((2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro(2.5)octan-6-yl (chloroacetyl)carbamateRefChem:898528mPEG-PLA-TNP-470TNP470AGM1470
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 89.7 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 6
- 回転可能結合数
- 7
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 636
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
物理化学的性質
- 融点
- 90 · 90-93°C
- 比旋光度
- 24 · D24 -46.6° (c = 0.44 in CHCl3)
- 比重(密度)
- 1.26 · 1.26±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 15 mg/mL · DMSO：>15mg/mL
- 外見
- 白色から淡黄色の固体
- 酸解離定数(Pka)
- 7.19 · 7.19±0.46(Predicted)
- 色
- 白色から淡黄色のろう状
- 安定性
- 吸湿性
- InChIKey
- MSHZHSPISPJWHW-PVDLLORBSA-N
- SMILES
- ClCC(=O)NC(=O)O[C@H]1[C@H]([C@@H]([C@]3(OC3)CC1)[C@]2(O[C@@H]2CC=C(C)C)C)OC
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (97.4%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesSkin Irrit. 2 (97.4%)
安全データ
- wgk
- 2
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
Agents and endogenous substances that antagonize or inhibit the development of new blood vessels.
応用分野
説明TNP-470 is a synthetic analog of fumagillin that inhibits angiogenesis. It irreversibly inactivates methionine aminopeptidase-2 (MetAP2; IC50 = 2 μM), blocking endothelial cell proliferation in vitro and angiogenesis in vivo. It is without effect on MetAP1. TNP-470 has therapeutic potential in cancer and microsporidiosis.
使用TNP-470 is a synthetic analog of fumagillin that inhibits angiogenesis. It irreversibly inactivates methionine aminopeptidase-2 (MetAP2; IC50 = 2 μM), blocking endothelial cell proliferation in vitro and angiogenesis in vivo. It is without effect on MetAP1. TNP-470 has therapeutic potential in cancer and microsporidiosis.
一般的な説明TNP-470 is a synthetic analogue of fumagillin. It is a natural product of Aspergillus fumigatus. TNP-470 serves as an angiogenesis inhibitor.
サプライヤー28 社
艾吉析科技（上海）有限公司17717235263 · [email protected]
Aladdin Scientific[email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司
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