Nalanthalide
基本情報
- CAS
145603-76-5- 標準SMILES
C=C1CC[C@H]2[C@](C)(CCC=C(C)C)[C@@H](OC(C)=O)CC[C@]2(C)[C@@H]1Cc1c(OC)oc(C)c(C)c1=O- InChIKey
RVADBFKZGNOVDI-PELMAWFUSA-N- 分子式
- C30H44O5
- 平均分子量
- 484.7 g/mol
- 単同位体質量
- 484.3188745
概要
Nalanthalide is a pyranone diterpenoid isolated from Nalanthamala and Chaunopycnis alba and has been shown to be a blocker of the voltage-gated potassium channel Kv1.3. It has a role as a metabolite and a potassium channel blocker. It is a member of 4-pyranones, a ketene acetal, a diterpenoid, an ortho-fused bicyclic hydrocarbon, an acetate ester and an enol ether.
名称と識別子
- 優先名称
- Nalanthalide
- IUPAC
- [(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxopyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate
- 英語名
- nalanthalide
- 分子式
- C30H44O5
- 分子量
- 484.67
名称と別名
Nalanthalide145603-76-5(-)-Nalanthalide[(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxopyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetateCHEMBL516932(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxo-4H-pyran-3-yl)methyl]-1,4a-dimethyl-6-methylidene-1-(4-methylpent-3-en-1-yl)decahydronaphthalen-2-yl acetate[(1S,2S,4aR,5R,8aR)-5-[(2-methoxy-5,6-dimethyl-4-oxo-pyran-3-yl)methyl]-1,4a-dimethyl-6-methylene-1-(4-methylpent-3-enyl)decalin-2-yl] acetate3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-penten-1-yl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-one3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-pentenyl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-4H-pyran-4-oneorb2283215CHEBI:66610DTXSID801099690
名称をさらに表示
4H-Pyran-4-one, 3-[[(1R,4aR,5S,6S,8aR)-6-(acetyloxy)decahydro-5,8a-dimethyl-2-methylene-5-(4-methyl-3-penten-1-yl)-1-naphthalenyl]methyl]-2-methoxy-5,6-dimethyl-
物性
構造計算による物性
- XLogP
- 6.7
- 極性表面積
- 61.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 5
- 回転可能結合数
- 8
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 979
物理化学的性質
- 融点
- 144 · 144-146 °C
- 沸点
- 573.5 · 573.5±50.0 °C(Predicted)
- 比重(密度)
- 1.07 · 1.07±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble
- 外見
- A solid
化学と産業
応用分野
説明Nalanthalide is a diterpenoid pyrone fungal metabolite that has been found in Nalanthamala and has potassium channel inhibitory and antiviral activities. It inhibits binding of the potassium channel inhibitor charybdotoxin to Jurkat cell membranes (IC50 = 3 μM) and inhibits rubidium efflux from CHO cells expressing the voltage-gated potassium (Kv) channel Kv1.3 (IC50 = 3.9 μM). Nalanthalide depolarizes T cells in vitro with an EC50 value of 500 nM. It also inhibits HIV-1 integrase activity with IC50 values of 10 and 25 μM in coupled and strand transfer assays, respectively.
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…