(3aR,4S,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (3R)-3,4-dihydroxy-2-methylidenebutanoate

• ChemBase ID: 126642
• Molecular Formular: C20H26O7
• Molecular Mass: 378.41624
• Monoisotopic Mass: 378.16785317
• SMILES: O=C1O[C@@H]2C=C(CCC=C(C[C@H](OC(=O)C(=C)[C@@H](O)CO)[C@H]2C1=C)C)CO
• Canonical SMILES: OCC1=C[C@H]2OC(=O)C(=C)[C@@H]2[C@H](CC(=CCC1)C)OC(=O)C(=C)[C@H](CO)O
• InChI: InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/t15-,16-,17+,18+/m0/s1
• InChIKey: ZTDFZLVUIVPZDU-WNRNVDISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (3R)-3,4-dihydroxy-2-methylidenebutanoate
• IUPAC Traditional name: cnicin
• Synonyms: Cnicin

Database IDs

• CAS Number: 24394-09-0
• PubChem SID: 162220972
• PubChem CID: 5281435
• CHEMBL: 1257707
• Chemspider ID: 4444781
• Wikipedia Title: Cnicin

CALCULATED PROPERTIES

• Acid pKa: 6.184394
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.0244019
• LogD (pH = 7.4): -0.089375764
• Log P: 1.1054299
• Molar Refractivity: 99.1853 cm^3
• Polarizability: 38.591473 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Safety Statements: R