(5aS,7S)-7-[1-(6-amino-3H-purin-3-yl)propan-2-yl]-3-methyl-1H,5aH,6H,7H,8H,9H-pyrano[4,3-b]chromen-1-one hydrate

• ChemBase ID: 154030
• Molecular Formular: C21H25N5O4
• Molecular Mass: 411.4543
• Monoisotopic Mass: 411.19065431
• SMILES: Cc1cc2c(c(=O)o1)C=C1CC[C@@H](C[C@@H]1O2)C(C)Cn1cnc(c2ncnc12)N.O
• Canonical SMILES: CC([C@H]1CCC2=Cc3c(O[C@H]2C1)cc(oc3=O)C)Cn1cnc(c2c1ncn2)N.O
• InChI: InChI=1S/C21H23N5O3.H2O/c1-11(8-26-10-25-19(22)18-20(26)24-9-23-18)13-3-4-14-6-15-17(29-16(14)7-13)5-12(2)28-21(15)27;/h5-6,9-11,13,16H,3-4,7-8,22H2,1-2H3;1H2/t11?,13-,16-;/m0./s1
• InChIKey: WIRCSRUVUSUQDQ-HTIJIITDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5aS,7S)-7-[1-(6-amino-3H-purin-3-yl)propan-2-yl]-3-methyl-1H,5aH,6H,7H,8H,9H-pyrano[4,3-b]chromen-1-one hydrate
• IUPAC Traditional name: (5aS,7S)-7-[1-(6-aminopurin-3-yl)propan-2-yl]-3-methyl-5aH,6H,7H,8H,9H-pyrano[4,3-b]chromen-1-one hydrate
• Synonyms: (5aS,7S)-7-[2-(6-Amino-3H-purin-3-yl)-1-methylethyl]-5a,6,8,9-tetrahydro-3-methyl-1H,7H-pyrano[4,3-b]benzopyran-1-one monohydrate; CP2 monohydrate; Aminopurinyl pyranobenzopyranone monohydrate; (5aS,7S)-7-[2-(6-Amino-3H-purin-3-yl)-1-methylethyl]-5a,6,8,9-tetrahydro-3-methyl-1H,7H-pyrano[4,3-b]benzopyran-1-one 一水合物; CP2 一水合物; Aminopurinyl pyranobenzopyranone 一水合物

Database IDs

• CAS Number: 603113-07-1(anhydrous)
• MDL Number: MFCD11045285
• PubChem SID: 162248169
• PubChem CID: 71311779

CALCULATED PROPERTIES

• Acid pKa: 17.218628
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.8557428
• LogD (pH = 7.4): 1.8568903
• Log P: 1.856905
• Molar Refractivity: 111.5554 cm^3
• Polarizability: 41.27949 Å^3
• Polar Surface Area: 105.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H23N5O3 · H2O

DETAILS

Sigma Aldrich - C7493

Biochem/physiol Actions
Aminopurinyl pyranobenzopyranone monohydrate is an inhibitor of Aβ oligomer-induced cytotoxicity. It is a new Alzheimer′s research tool and potential therapeutic agent. Aminopurinyl pyranobenzopyranone monohydrate acts by inhibiting growth of Aβ oligomers and/or by preventing their toxic conformation or interaction with cellular substrates.