2'-O-メチルアデノシン
2'-O-Methyladenosine
基本情報
- CAS
2140-79-6- 標準SMILES
CO[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1n1cnc2c(N)ncnc21- InChIKey
FPUGCISOLXNPPC-IOSLPCCCSA-N- 分子式
- C11H15N5O4
- 平均分子量
- 281.27 g/mol
- 単同位体質量
- 281.11240398
概要
Cordysinin B is a member of the class of adenosines that is adenosine in which the hydroxy group at position 2' is replaced by a methoxy group. It has been isolated from the mycelia of Cordyceps sinensis. It has a role as a fungal metabolite. It is a member of adenosines and an ether. It is functionally related to an adenosine.
名称と識別子
- 優先名称
- 2'-O-Methyladenosine
- IUPAC
- (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
- 現地名
- 2'-O-メチルアデノシン
- 英語名
- 2'-O-Methyladenosine
- 分子式
- C11H15N5O4
- 分子量
- 281.27
名称と別名
2'-O-Methyladenosine2140-79-6Adenosine, 2'-O-methyl-(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol02YX82IHZ5DTXSID501756715-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-olRefChem:908450DTXCID2098162(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxytetrahydrofuran-3-ol2'-O-Methyl adenosinecordysinin B
名称をさらに表示
2'-O-メチルアデノシンコルジシニンB(2R,3R,4R,5R)-5-(6-アミノ-9H-プリン-9-イル)-2-(ヒドロキシメチル)-4-メトキシオキソラン-3-オール2′-O-メチルアデノシンAMI2'-OMe-AOMe-rA2’-0MeA2'-OMe A2'-OMe-rA2'-OMe-Ar2'-O-Me-dA
MFCD00056002CHEMBL732372'-O-Me-A2'-O-METHYL-ADENOSINECHEBI:69426PDSP1_001054AKOS016003815HY-W011552
物性
構造計算による物性
- XLogP
- -0.5
- 極性表面積
- 129 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 8
- 回転可能結合数
- 3
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 349
実験および物理化学的性質
Collision Cross Section158.37 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
物理化学的性質
- 融点
- 200 · 200-202 C
- 沸点
- 623.8 · 623.8±65.0 °C(Predicted)
- 比重(密度)
- 1.84 · 1.84±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- 溶解性
- DMSO（微量）、メタノール（微量、加熱、超音波処理）、水（微量）
- 外見
- 粉
- 酸解離定数(Pka)
- 13.13 · 13.13±0.70(Predicted)
- 色
- ホワイトからオフホワイト
- 水溶解度
- 水に溶ける。
- InChI
- InChI=1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
- InChIKey
- FPUGCISOLXNPPC-YGHVBYMHSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](OC)[C@@H]1O
- CAS データベース
- 2140 · 2140-79-6(CAS DataBase Reference)
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。
安全データ
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25
化学と産業
応用分野
説明2'-O-Methyladenosine (Cordysinin B) is a member of the class of adenosines that is adenosine in which the hydroxy group at position 2' is replaced by a methoxy group. It has been isolated from the mycelia of Cordyceps sinensis. It has a role as a fungal metabolite. It is a member of adenosines and an ether. It derives from an adenosine. analogue with antiviral properties, starting material for 2'-O'-methyl nucleotides. Potential metabolite of 2'-O-Me-cAMP.
使用2'-O-Methyladenosine is an analog of adenosine used to prepare nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase.
一般的な説明The 2'-O-Methyladenosine (Am) was showed to be the first nucleotide adjacent to the N7-methylguanosine (m7G) cap and it can be further modified at the N6 position by methylation to generate N6,2’-O-dimethyladenosine (m6Am) (92% chance of being modified), where the structure of m7G5'ppp5'm6AmpNp comprises 20–30% of all the structures[1]. The 2'-O-methyladenosine (Am) modification displaying the lowest level in tumor tissues[2].
上流・下流製品情報
上流原料
下流製品
補足説明
関連反応
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化合物ノート
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