(3S,3aR,4S,9R,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-2-oxo-2H,3H,3aH,4H,5H,9H,9aH,9bH-azuleno[4,5-b]furan-4-yl acetate

• ChemBase ID: 157601
• Molecular Formular: C17H22O5
• Molecular Mass: 306.35358
• Monoisotopic Mass: 306.1467238
• SMILES: C[C@H]1[C@@H]2[C@H](CC(=C3C=C[C@@]([C@@H]3[C@H]2OC1=O)(C)O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1CC(=C2[C@@H]([C@@H]3[C@@H]1[C@H](C)C(=O)O3)[C@](C=C2)(C)O)C
• InChI: InChI=1S/C17H22O5/c1-8-7-12(21-10(3)18)13-9(2)16(19)22-15(13)14-11(8)5-6-17(14,4)20/h5-6,9,12-15,20H,7H2,1-4H3/t9-,12-,13+,14-,15-,17+/m0/s1
• InChIKey: SYTRJRUSWMMZLV-VQGWEXQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,3aR,4S,9R,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-2-oxo-2H,3H,3aH,4H,5H,9H,9aH,9bH-azuleno[4,5-b]furan-4-yl acetate
• IUPAC Traditional name: matricin
• Synonyms: (3S,3aR,4S,9R,9aS,9bS)-4-(Acetyloxy)-3a,4,5,9,9a,9b-hexahydro-9-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one; Proazulene; Matricin

Database IDs

• CAS Number: 29041-35-8
• EC Number: 249-384-3
• MDL Number: MFCD08460273
• PubChem SID: 162251738
• PubChem CID: 92265

CALCULATED PROPERTIES

• Acid pKa: 14.235043
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.718
• LogD (pH = 7.4): 0.71799994
• Log P: 0.718
• Molar Refractivity: 80.5415 cm^3
• Polarizability: 31.560604 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C17H22O5