Deoxyadenosine

HCID 13730CAS 16373-93-6

基本情報

標準SMILES: Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1
InChIKey: OLXZPDWKRNYJJZ-RRKCRQDMSA-N
分子式: C10H13N5O3
平均分子量: 251.24 g/mol
単同位体質量: 251.10183928

概要

2'-deoxyadenosine is a purine 2'-deoxyribonucleoside having adenine as the nucleobase. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside.

名称と識別子

優先名称: Deoxyadenosine
IUPAC: (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

名称と別名

2'-deoxyadenosinedeoxyadenosine958-09-82-DeoxyadenosineDesoxyadenosineAdenyldeoxyribosideADENOSINE, 2'-DEOXY-Adenine deoxyribose(2R,3S,5R)-5-(6-Aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-olCHEBI:17256Adenine deoxy nucleosideP582C98ULC

名称をさらに表示

DTXSID10883624(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol9H-Purin-6-amine, 9-(2-deoxy-beta-D-ribofuranosyl)-9-(2-Deoxy-beta-D-erythro-pentofuranosyl)adenine9H-Purin-6-amine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-9-(2-deoxy-beta-D-ribofuranosyl)-9H-purin-6-amineNSC-83258

データベース識別子

CAS: 16373-93-6、40627-14-3、958-09-8
PubChem CID: 13730
DTXSID: DTXSID10883624
ChEMBL: CHEMBL449329
ChEBI: CHEBI:17256
UNII: P582C98ULC
EC Number: 213-488-7、683-408-7
Nikkaji: J80.042B

物性

構造計算による物性

XLogP: -0.5
極性表面積: 119 Å²
水素結合供与体数: 3
水素結合受容体数: 7
回転可能結合数: 2
重原子数: 18
形式電荷: 0
複雑度: 307

実験および物理化学的性質

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

SpringerMaterials PropertiesAngular frequency

LogP · 2 件

-0.55

-0.68

Melting Point189 °C

Physical Description · 2 件

White odorless crystals; [La-Mar-Ka MSDS]

Solid

Collision Cross Section · 6 件

152.3 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

154.6 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

160.57 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

151.59 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

155.3 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

158.2 Å² [M+H]+

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.

Warning

危険有害性情報

Regulatory InformationAdenosine, 2'-deoxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (rat) > 800 mg/kg; [RTECS]

Hazard Classes and Categories · 2 件

Skin Irrit. 2 (75%)

Acute Tox. 3 (100%)

毒性情報

Health EffectsChronically high levels of deoxyadenosine are associated Adenosine Deaminase Deficiency.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

Tissue LocationsAll Tissues

Cellular LocationsCytoplasm

Metabolite PathwaysAdenine phosphoribosyltransferase deficiency (APRT)