9-(oxolan-2-yl)-9H-purin-6-amine

• ChemBase ID: 105675
• Molecular Formular: C9H11N5O
• Molecular Mass: 205.21654
• Monoisotopic Mass: 205.09636
• SMILES: Nc1ncnc2c1ncn2C1CCCO1
• Canonical SMILES: Nc1ncnc2c1ncn2C1CCCO1
• InChI: InChI=1S/C9H11N5O/c10-8-7-9(12-4-11-8)14(5-13-7)6-2-1-3-15-6/h4-6H,1-3H2,(H2,10,11,12)
• InChIKey: UKHMZCMKHPHFOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-(oxolan-2-yl)-9H-purin-6-amine
• IUPAC Traditional name: 9-(oxolan-2-yl)purin-6-amine
• Synonyms: dADP; Deoxyadenosine diphosphate; 9-(Tetrahydro-2-furanyl)-9H-purin-6-amine; SQ 22,536; 9-THF-Ade; SQ 22,536

Database IDs

• CAS Number: 17318-31-9; 2793-06-8
• MDL Number: MFCD00210216
• PubChem SID: 162092895; 24278057
• PubChem CID: 5270; 620
• MeSH Name: Deoxyadenosine+diphosphate
• Wikipedia Title: Deoxyadenosine_diphosphate

CALCULATED PROPERTIES

• Acid pKa: 18.540174
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.030362658
• LogD (pH = 7.4): 0.14694782
• Log P: 0.1486619
• Molar Refractivity: 54.9285 cm^3
• Polarizability: 20.695528 Å^3
• Polar Surface Area: 78.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADCY1(107), ADCY2(108), ADCY3(109), ADCY4(196883), ADCY5(111), ADCY6(112), ADCY7(113), ADCY8(114), ADCY9(115)rat ... Adora1(29290), Adora2a(25369)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

MP Biomedicals - 02193717

An adenylate cyclase inhibitor.

Sigma Aldrich - S153

Biochem/physiol Actions
SQ 22,536 is a cell-permeable adenylyl cyclase inhibitor. IC50 = 20 μM in detergent-dispersed rat brain preparation.