2-Aminoadenosine

HCID 72200CAS 2096-10-8

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Grundinformationen

Standard-SMILES: Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
InChIKey: ZDTFMPXQUSBYRL-UUOKFMHZSA-N
Summenformel: C10H14N6O4
Durchschnittliche Molmasse: 282,26 g/mol
Monoisotopische Masse: 282,10765295

Namen und Bezeichner

Bevorzugter Name: 2-Aminoadenosine
IUPAC: (2R,3R,4S,5R)-2-(2,6-diaminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Englischer Name: 2-Aminoadenosine
Summenformel: C10H14N6O4
Molmasse: 282.26

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,4
Polarare Oberfläche (TPSA): 166 Å²
H-Brücken-Donoren: 5
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 2
Schwere Atome: 20
Formalladung: 0
Komplexität: 363

Physikochemische Eigenschaften

Schmelzpunkt: 241 · 241-243°C (dec.)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Aqueous Acid (Slightly, Heated, Sonicated), DMSO (Slightly, Sonicated), Ethanol
Aggregatzustand: Powder
Siedepunkt: 798.5 · 798.5±70.0 °C(Predicted)
Dichte: 2.25 · 2.25±0.1 g/cm3(Predicted)
pka: 13.1 · 13.10±0.70(Predicted)
Farbe: White to Off-White
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 Datenbank: 2096 · 2096-10-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

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

Sicherheitsdaten

hs_code: 29389090
safety_code: 24/25

Chemie und Industrie

Anwendungen

Beschreibung2-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.

Verwenden2-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.