2-アミノアデノシン

2-Aminoadenosine

HCID 72200CAS 2096-10-8

部分構造検索類似構造を探す

基本情報

標準SMILES: Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
InChIKey: ZDTFMPXQUSBYRL-UUOKFMHZSA-N
分子式: C10H14N6O4
平均分子量: 282.26 g/mol
単同位体質量: 282.10765295

名称と識別子

優先名称: 2-Aminoadenosine
IUPAC: (2R,3R,4S,5R)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
現地名: 2-アミノアデノシン
英語名: 2-Aminoadenosine
分子式: C10H14N6O4
分子量: 282.26

名称と別名

2-Aminoadenosine2096-10-8Adenosine, 2-amino-2,6-Diaminonebularine2,6-Diaminopurinosine2,6-Diaminopurine ribosideCCF94TM2UR2,6-Diaminopurine ribonucleoside9-beta-Ribosyl-2,6-diaminopurineDTXSID001346570NSC-7363(2R,3R,4S,5R)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

名称をさらに表示

2-アミノアデノシン2,6-ジアミノ-9-(β-D-リボフラノシル)プリン2,6-ジアミノプリンリボシド(2R,3R,4S,5R)-2-(2,6-ジアミノ-9H-プリン-9-イル)-5-(ヒドロキシメチル)オキソラン-3,4-ジオール1β-(2,6-ジアミノ-9H-プリン-9-イル)-1-デオキシ-β-D-リボフラノース9-(β-D-リボフラノシル)-9H-プリン-2,6-ジアミン2-NH2-rA2-NH2-AAminoadenosine(2R,3R,4S,5R)-2-(2,6-Diamino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol0/8/962-NH2-ArNSC 73632-NH?-rA

9H-Purine, 2,6-diamino-9-beta-D-ribofuranosyl-RefChem:85359DTXCID601775236606-677-42-Amine adenosine2-Amino AdenosineMFCD00053556(2R,3R,4S,5R)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

データベース識別子

CAS: 2096-10-8
PubChem CID: 72200
DTXSID: DTXSID001346570
ChEMBL: CHEMBL255442
ChEBI: CHEBI:1014
UNII: CCF94TM2UR
EC Number: 606-677-4
Nikkaji: J616.886H

物性

構造計算による物性

XLogP: -1.4
極性表面積: 166 Å²
水素結合供与体数: 5
水素結合受容体数: 9
回転可能結合数: 2
重原子数: 20
形式電荷: 0
複雑度: 363

物理化学的性質

融点: 241 · 241-243°C (dec.)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: 水性酸（マイルド、加熱、超音波処理）、DMSO（マイルド、超音波処理）、エタノール
外見: 粉
沸点: 798.5 · 798.5±70.0 °C(Predicted)
比重(密度): 2.25 · 2.25±0.1 g/cm3(Predicted)
酸解離定数(Pka): 13.1 · 13.10±0.70(Predicted)
色: ホワイトからオフホワイト
InChI: InChI=1S/C10H14N6O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H4,11,12,14,15)/t3-,5-,6-,9-/m1/s1
InChIKey: ZDTFMPXQUSBYRL-UUOKFMHZSA-N
SMILES: OC[C@H]1O[C@@H](N2C3C(=C(N=C(N)N=3)N)N=C2)[C@H](O)[C@@H]1O
CAS データベース: 2096 · 2096-10-8(CAS DataBase Reference)

化学的性質

化学的特性White Powder

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (50%)

安全データ

hs_code: 29389090
safety_code: 24/25

化学と産業

応用分野

説明2-Aminoadenosine is a known analogue of adenosine that engages in three hydrogen bonds of the W-C type, adding considerable stability to the double helix.

使用2-Aminoadenosine is a nucleoside analog as inhibitor or substrate of adenosine kinase from M. tuberculosis. It is also used to synthesize 2′-O-methyl and 3′-O-methyl Guanosine.