(3R,5R,6S,10R,11S)-3-methyl-9-methylidene-8,14-dioxo-4,7,15-trioxatetracyclo[11.2.1.03,5.06,10]hexadec-13(16)-en-11-yl 2-methylprop-2-enoate

• ChemBase ID: 127236
• Molecular Formular: C19H20O7
• Molecular Mass: 360.3579
• Monoisotopic Mass: 360.12090298
• SMILES: O=C1C2=CC(O1)C[C@]1(C)[C@H](O1)[C@H]1[C@@H]([C@H](C2)OC(=O)C(=C)C)C(=C)C(=O)O1
• Canonical SMILES: O=C(C(=C)C)O[C@H]1CC2=CC(OC2=O)C[C@@]2([C@@H]([C@H]3[C@@H]1C(=C)C(=O)O3)O2)C
• InChI: InChI=1S/C19H20O7/c1-8(2)16(20)24-12-6-10-5-11(23-18(10)22)7-19(4)15(26-19)14-13(12)9(3)17(21)25-14/h5,11-15H,1,3,6-7H2,2,4H3/t11?,12-,13+,14-,15+,19+/m0/s1
• InChIKey: WIQOUTANBFOBPB-YNBQAGBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5R,6S,10R,11S)-3-methyl-9-methylidene-8,14-dioxo-4,7,15-trioxatetracyclo[11.2.1.0^3,^5.0^6,^1^0]hexadec-13(16)-en-11-yl 2-methylprop-2-enoate
• IUPAC Traditional name: elephantopin
• Synonyms: Elephantopin

Database IDs

• CAS Number: 13017-11-3
• PubChem SID: 162221557
• PubChem CID: 264743; 71308190
• CHEMBL: 400927
• Wikipedia Title: Elephantopin

CALCULATED PROPERTIES

• Acid pKa: 5.9017916
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1944757
• LogD (pH = 7.4): 0.91163456
• Log P: 2.338325
• Molar Refractivity: 87.9768 cm^3
• Polarizability: 35.182617 Å^3
• Polar Surface Area: 91.43 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true