(2S,3R)-3-(6-amino-9H-purin-9-yl)nonan-2-ol hydrochloride

• ChemBase ID: 131776
• Molecular Formular: C14H24ClN5O
• Molecular Mass: 313.82626
• Monoisotopic Mass: 313.16693809
• SMILES: CCCCCC[C@H]([C@H](C)O)n1cnc2c1ncnc2N.Cl
• Canonical SMILES: CCCCCC[C@@H](n1cnc2c1ncnc2N)[C@@H](O)C.Cl
• InChI: InChI=1S/C14H23N5O.ClH/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19;/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17);1H/t10-,11+;/m0./s1
• InChIKey: VVDXNJRUNJMYOZ-VZXYPILPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-(6-amino-9H-purin-9-yl)nonan-2-ol hydrochloride
• IUPAC Traditional name: (2S,3R)-3-(6-aminopurin-9-yl)nonan-2-ol hydrochloride
• Synonyms: erythro-9-Amino-β-hexyl--α-methyl-9H-purine-9-ethanol hydrochloride; erythro-9-(2-Hydroxy-3-nonyl)-adenine hydrochloride; EHNA hydrochloride

Database IDs

• CAS Number: 58337-38-5
• MDL Number: MFCD00151066
• PubChem SID: 162226053; 24277713
• PubChem CID: 24197375

CALCULATED PROPERTIES

• Acid pKa: 14.809135
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.9902669
• LogD (pH = 7.4): 2.1343157
• Log P: 2.1365085
• Molar Refractivity: 79.5539 cm^3
• Polarizability: 30.452444 Å^3
• Polar Surface Area: 89.85 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >10 mg/mL

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - E114

Biochem/physiol Actions
Adenosine deaminase inhibitor.

Sigma Aldrich - H9530

Biochem/physiol Actions
Adenosine deaminase inhibitor.
Used to study the regulation of O2 requirement by myocardium, the AMP degradation pathway, and the role of flagellar and cytoplasmic dyneins.
Quality
::FMContains 1-2 moles of HCl per mole