N-(2-aminoethyl)-2-(4-{2-[4-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)phenyl]acetamido}phenyl)acetamide hydrate

• ChemBase ID: 133660
• Molecular Formular: C28H34N8O7
• Molecular Mass: 594.61896
• Monoisotopic Mass: 594.25504547
• SMILES: c1cc(ccc1CC(=O)Nc1ccc(cc1)CC(=O)NCCN)Nc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O.O
• Canonical SMILES: NCCNC(=O)Cc1ccc(cc1)NC(=O)Cc1ccc(cc1)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO.O
• InChI: InChI=1S/C28H32N8O6.H2O/c29-9-10-30-21(38)11-16-1-5-18(6-2-16)34-22(39)12-17-3-7-19(8-4-17)35-26-23-27(32-14-31-26)36(15-33-23)28-25(41)24(40)20(13-37)42-28;/h1-8,14-15,20,24-25,28,37,40-41H,9-13,29H2,(H,30,38)(H,34,39)(H,31,32,35);1H2/t20-,24-,25-,28-;/m1./s1
• InChIKey: KPSYUNGHYKDIMQ-LWOJYUBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-2-(4-{2-[4-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-yl}amino)phenyl]acetamido}phenyl)acetamide hydrate
• IUPAC Traditional name: N-(2-aminoethyl)-2-(4-{2-[4-({9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl}amino)phenyl]acetamido}phenyl)acetamide hydrate
• Synonyms: ADAC; N6-[4-[[[4-[[[(2-Aminoethyl)amino]carbonyl]methyl]-anilino]carbonyl]methyl]phenyl]adenosine hydrate; Adenosine amine congener hydrate

Database IDs

• CAS Number: 96760-69-9(anhydrous)
• MDL Number: MFCD11045962
• PubChem SID: 162227937; 24890507
• PubChem CID: 71308695

CALCULATED PROPERTIES

• Acid pKa: 12.439678
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -3.4480922
• LogD (pH = 7.4): -2.240856
• Log P: -0.49256402
• Molar Refractivity: 152.5426 cm^3
• Polarizability: 58.6043 Å^3
• Polar Surface Area: 209.77 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.1 M acetic acid: soluble12 mM; DMSO: soluble
• Apperance: white solid

Safety Information

• Storage Condition: protect from light
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: rat ... Adora1(29290)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - A111

Biochem/physiol Actions
Potent aqueous-soluble A1 adenosine receptor agonist.
Caution
Photosensitive