3-[(1S,4R,5R,8S,9S,12R,13R)-12-(3-hydroxyprop-1-en-2-yl)-4,8-dimethyl-5-[(2R,5E)-6-methyl-7-oxohept-5-en-2-yl]tetracyclo[7.5.0.01,13.04,8]tetradecan-13-yl]propanoic acid

• ChemBase ID: 304554
• Molecular Formular: C30H46O4
• Molecular Mass: 470.68384
• Monoisotopic Mass: 470.33960995
• SMILES: [C@]12([C@@H](CC[C@@H]3[C@]1(CC[C@]1([C@]3(CC[C@@H]1[C@H](C)CC/C=C(/C=O)\C)C)C)C2)C(=C)CO)CCC(=O)O
• Canonical SMILES: OCC(=C)[C@@H]1CC[C@@H]2[C@]3([C@]1(CCC(=O)O)C3)CC[C@]1([C@@]2(C)CC[C@@H]1[C@@H](CC/C=C(/C=O)\C)C)C
• InChI: InChI=1S/C30H46O4/c1-20(17-31)7-6-8-21(2)23-11-13-28(5)25-10-9-24(22(3)18-32)29(14-12-26(33)34)19-30(25,29)16-15-27(23,28)4/h7,17,21,23-25,32H,3,6,8-16,18-19H2,1-2,4-5H3,(H,33,34)/b20-7+/t21-,23-,24+,25+,27-,28+,29-,30+/m1/s1
• InChIKey: IOFXIXOKOAYADV-ICQJXUMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S,4R,5R,8S,9S,12R,13R)-12-(3-hydroxyprop-1-en-2-yl)-4,8-dimethyl-5-[(2R,5E)-6-methyl-7-oxohept-5-en-2-yl]tetracyclo[7.5.0.0^1,^1^3.0^4,^8]tetradecan-13-yl]propanoic acid
• IUPAC Traditional name: 3-[(1S,4R,5R,8S,9S,12R,13R)-12-(3-hydroxyprop-1-en-2-yl)-4,8-dimethyl-5-[(2R,5E)-6-methyl-7-oxohept-5-en-2-yl]tetracyclo[7.5.0.0^1,^1^3.0^4,^8]tetradecan-13-yl]propanoic acid
• Synonyms: Coronalolic acid

Database IDs

• CAS Number: 268214-52-4

CALCULATED PROPERTIES

• Acid pKa: 4.7565794
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.6563463
• LogD (pH = 7.4): 2.8798115
• Log P: 5.4711385
• Molar Refractivity: 136.4552 cm^3
• Polarizability: 53.7862 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder