2-Chloroadenosine

HCID 8974CAS 103090-47-7

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Basic information

Standard SMILES: Nc1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
InChIKey: BIXYYZIIJIXVFW-UUOKFMHZSA-N
Molecular formula: C10H12ClN5O4
Average molar mass: 301.69 g/mol
Monoisotopic mass: 301.05778154

Overview

(2R,3R,4S,5R)-2-(6-amino-2-chloro-9-purinyl)-5-(hydroxymethyl)oxolane-3,4-diol is a purine nucleoside.

Names & identifiers

Preferred name: 2-Chloroadenosine
IUPAC: (2R,3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
English name: 5-chloroformycin A
Molecular formula: C10H12ClN5O4
Molecular weight: 301.68638

Names & synonyms

2-Chloroadenosine146-77-0ADENOSINE, 2-CHLORO-2-Chloroadenosinehemihydrate2 Chloroadenosine7W7ZUG45G8DTXSID301017134(2R,3R,4S,5R)-2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diolNSC-36896RefChem:470363DTXCID301475316205-678-3

Show more names

6-Amino-2-chloropurine ribosideCADO5-Chloroformycin AMFCD000057342-Chloro Adenosine(2R,3R,4S,5R)-2-(6-amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diolEINECS 205-678-32-CADO

Database identifiers

CAS: 103090-47-7、146-77-0
PubChem CID: 8974
DTXSID: DTXSID301017134
ChEMBL: CHEMBL285819
ChEBI: CHEBI:125640
UNII: 7W7ZUG45G8
EC Number: 205-678-3
Nikkaji: J86.653I

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 140 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 8
Rotatable bonds: 2
Heavy atoms: 20
Formal charge: 0
Complexity: 367

Experimental & physicochemical properties

Solubility>45.3 [ug/mL] (The mean of the results at pH 7.4)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302+H312+H332 (20%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.