(3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-2,5-dione

• ChemBase ID: 127651
• Molecular Formular: C15H18O4
• Molecular Mass: 262.30102
• Monoisotopic Mass: 262.12050906
• SMILES: O=C1O[C@@H]2C[C@H]([C@@H]3C=CC(=O)[C@@]3(C)[C@@H](O)[C@@H]2C1=C)C
• Canonical SMILES: C=C1C(=O)O[C@H]2[C@@H]1[C@H](O)[C@]1(C)C(=O)C=C[C@H]1[C@@H](C2)C
• InChI: InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1
• InChIKey: ZVLOPMNVFLSSAA-XEPQRQSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-2,5-dione
• IUPAC Traditional name: helenalin
• Synonyms: Helenalin

Database IDs

• CAS Number: 6754-13-8
• PubChem SID: 162221969
• PubChem CID: 23205
• CHEMBL: 338474
• Chemspider ID: 21713
• KEGG ID: C09473
• Unique Ingredient Identifier: 4GUY9L896T
• Wikipedia Title: Helenalin

CALCULATED PROPERTIES

• Acid pKa: 14.119732
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8469069
• LogD (pH = 7.4): 1.8469068
• Log P: 1.8469069
• Molar Refractivity: 69.6231 cm^3
• Polarizability: 27.170921 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true