(2Z,6R)-2-methyl-6-[(2S,7R,10S,11S,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-1(17)-en-14-yl]hept-2-enoic acid

• ChemBase ID: 304143
• Molecular Formular: C30H46O3
• Molecular Mass: 454.68444
• Monoisotopic Mass: 454.34469533
• SMILES: C1C(=O)C([C@H]2[C@](C1)(C1=CC[C@]3([C@@]([C@@H]1CC2)(C)CC[C@@H]3[C@H](C)CC/C=C(/C)\C(=O)O)C)C)(C)C
• Canonical SMILES: C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC=C1[C@H]2CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)CC/C=C(\C(=O)O)/C
• InChI: InChI=1S/C30H46O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10,14,19,21,23-24H,8-9,11-13,15-18H2,1-7H3,(H,32,33)/b20-10-/t19-,21-,23-,24+,28-,29-,30+/m1/s1
• InChIKey: HGNBFRRLBCNAAD-QEYHSZEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,6R)-2-methyl-6-[(2S,7R,10S,11S,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-1(17)-en-14-yl]hept-2-enoic acid
• IUPAC Traditional name: (2Z,6R)-2-methyl-6-[(2S,7R,10S,11S,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-1(17)-en-14-yl]hept-2-enoic acid
• Synonyms: Coccinic acid

Database IDs

• CAS Number: 107783-45-9

CALCULATED PROPERTIES

• Acid pKa: 4.8122926
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.737389
• LogD (pH = 7.4): 4.963744
• Log P: 7.505551
• Molar Refractivity: 135.7062 cm^3
• Polarizability: 53.17636 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder