(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 102392
• Molecular Formular: C10H13N5O3
• Molecular Mass: 251.24192
• Monoisotopic Mass: 251.1018393
• SMILES: n1c2c(ncnc2n(c1)[C@@H]1O[C@@H]([C@@H](O)C1)CO)N
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H13N5O3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7/h3-7,16-17H,1-2H2,(H2,11,12,13)/t5-,6+,7+/m0/s1
• InChIKey: OLXZPDWKRNYJJZ-RRKCRQDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: 2-deoxyadenosine
• Synonyms: Deoxyadenosine; 9-(2-Deoxy-β-D-ribofuranosyl)adenine; Adenine deoxyriboside; 2′-Deoxyadenosine monohydrate; (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol; ADENINE DESOXYRIBOSIDE; Adenine Deoxyribonucleoside; Adenine Deoxyribose; Adenylriboside; 2'-Deoxyadenosine; 2'-DEOXYADENOSINE MONOHYDRATE; 2′-Deoxyadenosine 一水合物

Database IDs

• CAS Number: 16373-93-6; 958-09-8
• EC Number: 213-488-7
• MDL Number: MFCD00005754; MFCD00149364
• Beilstein Number: 91015
• PubChem SID: 24894112; 24894129; 162088429
• PubChem CID: 636; 13730
• CHEBI ID: 17256
• CHEMBL: 416340
• Chemspider ID: 13135
• MeSH Name: 2'-deoxyadenosine
• Unique Ingredient Identifier: P582C98ULC
• Wikipedia Title: Deoxyadenosine

CALCULATED PROPERTIES

• Acid pKa: 13.886734
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.3084757
• LogD (pH = 7.4): -1.1920376
• Log P: -1.1903259
• Molar Refractivity: 61.6849 cm^3
• Polarizability: 23.860369 Å^3
• Polar Surface Area: 119.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: powder
• Melting Point: 187-189 °C
• Optical Rotation: [α]20/D -25±1°, c = 0.5% in H2O

Safety Information

• Storage Condition: 0°C
• RTECS: AU7358600
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); ≥99%; 97%; 98%; 98-100%
• Suitability: suitable for cell culture
• Empirical Formula (Hill Notation): C10H13N5O3 · H2O

DETAILS

MP Biomedicals - 02101481

White crystalline powder
Purity: 98-100%
Hydrate

MP Biomedicals - 05212441

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D7400

包装
1, 5, 25 g in poly bottle
250, 500 mg in poly bottle
Application
2′-Deoxyadenosine (2′-dAdo), a deoxyribonucleoside, may be used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2′-dAdo is used in comparison studies of the functions of adenosine analogues on various biological processes.

Sigma Aldrich - 30920

Application
Hydrolysis product of DNA