Deoxyadenosine

HCID 13730CAS 16373-93-6

기본 정보

표준 SMILES: Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1
InChIKey: OLXZPDWKRNYJJZ-RRKCRQDMSA-N
분자식: C10H13N5O3
평균 분자량: 251.24 g/mol
단동위원소 질량: 251.10183928

개요

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.

이름 및 식별자

우선 이름: Deoxyadenosine
IUPAC: (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: -0.5
극성 표면적: 119 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 7
회전 가능 결합 수: 2
무거운 원자 수: 18
형식 전하: 0
복잡도: 307

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives

SpringerMaterials PropertiesAngular frequency

LogP · 2건

-0.55

-0.68

Melting Point189 °C

Physical Description · 2건

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

Solid

Collision Cross Section · 6건

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]+

안전 및 규제

GHS 분류

GHS Classification · 6건

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

유해성 정보

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 · 2건

Skin Irrit. 2 (75%)

Acute Tox. 3 (100%)

독성 정보

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

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

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

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)