(1'S,2'R,3S,4'R,5'R,7'R,8'R,11'R)-4',5',7',11'-tetrahydroxy-2',7'-dimethyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.01,5]dodecane]-2,10'-dione

• ChemBase ID: 125868
• Molecular Formular: C15H20O8
• Molecular Mass: 328.3145
• Monoisotopic Mass: 328.1158176
• SMILES: O=C1OC[C@@]21[C@@]1(O)[C@H](O)C[C@H]([C@@]31C[C@@H](OC(=O)[C@@H]3O)[C@@]2(O)C)C
• Canonical SMILES: O=C1O[C@@H]2C[C@@]3([C@H]1O)[C@H](C)C[C@H]([C@@]3([C@@]1([C@@]2(C)O)COC1=O)O)O
• InChI: InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8?,9+,12+,13+,14+,15-/m1/s1
• InChIKey: GEVWHIDSUOMVRI-QHRGTXDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2'R,3S,4'R,5'R,7'R,8'R,11'R)-4',5',7',11'-tetrahydroxy-2',7'-dimethyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0^1,^5]dodecane]-2,10'-dione
• IUPAC Traditional name: (1'S,2'R,3S,4'R,5'R,7'R,8'R,11'R)-4',5',7',11'-tetrahydroxy-2',7'-dimethyl-9'-oxaspiro[oxetane-3,6'-tricyclo[6.3.1.0^1,^5]dodecane]-2,10'-dione
• Synonyms: Anisatin

Database IDs

• CAS Number: 5230-87-5
• PubChem SID: 162220213
• PubChem CID: 12306850; 115121
• CHEMBL: 517697
• Chemspider ID: 103015
• KEGG ID: C09294
• MeSH Name: Anisatin
• Wikipedia Title: Anisatin

CALCULATED PROPERTIES

• Acid pKa: 12.01499
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0579765
• LogD (pH = 7.4): -2.057987
• Log P: -2.0579765
• Molar Refractivity: 71.9123 cm^3
• Polarizability: 29.74347 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -1.894
• pKa: 12.005
• pKb: 1.992