(1R,2R,5S,7R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1,5,7-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-9-en-8-one

• ChemBase ID: 304634
• Molecular Formular: C28H44O4
• Molecular Mass: 444.64656
• Monoisotopic Mass: 444.32395989
• SMILES: C1[C@@H](C[C@]2([C@](C1)([C@@]1(C(=CC2=O)[C@H]2[C@](CC1)([C@H](CC2)[C@H](C)/C=C/[C@@H](C(C)C)C)C)O)C)O)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@@](C1)(O)C(=O)C=C1[C@]2(O)CC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C
• InChI: InChI=1S/C28H44O4/c1-17(2)18(3)7-8-19(4)21-9-10-22-23-15-24(30)28(32)16-20(29)11-12-26(28,6)27(23,31)14-13-25(21,22)5/h7-8,15,17-22,29,31-32H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,22-,25+,26+,27+,28-/m0/s1
• InChIKey: GUERPVMWCQXYEU-IHEPTZRRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S,7R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1,5,7-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-8-one
• IUPAC Traditional name: (1R,2R,5S,7R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1,5,7-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-9-en-8-one
• Synonyms: 3,5,9-Trihydroxyergosta-7,22-dien-6-one

Database IDs

• CAS Number: 88191-14-4

CALCULATED PROPERTIES

• Acid pKa: 12.477972
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.6508694
• LogD (pH = 7.4): 4.650866
• Log P: 4.65087
• Molar Refractivity: 129.6562 cm^3
• Polarizability: 50.831276 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder