(1R,2R,5R,6R,8S,11S,12R)-6-hydroxy-6,12-dimethyl-14-oxapentacyclo[10.3.3.15,8.01,11.02,8]nonadecan-13-one

• ChemBase ID: 305040
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: C1C[C@@]2([C@@H]3[C@@](C1)([C@H]1[C@]4(CC3)C[C@]([C@@H](CC1)C4)(O)C)COC2=O)C
• Canonical SMILES: O=C1OC[C@]23[C@@H]([C@@]1(C)CCC2)CC[C@]12[C@H]3CC[C@@H](C1)[C@](C2)(C)O
• InChI: InChI=1S/C20H30O3/c1-17-7-3-8-20(12-23-16(17)21)14(17)6-9-19-10-13(4-5-15(19)20)18(2,22)11-19/h13-15,22H,3-12H2,1-2H3/t13?,14-,15-,17-,18-,19+,20+/m1/s1
• InChIKey: KLMZPLYXGZZBCX-CGCXXATPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5R,6R,8S,11S,12R)-6-hydroxy-6,12-dimethyl-14-oxapentacyclo[10.3.3.1^5,^8.0^1,^1^1.0^2,^8]nonadecan-13-one
• IUPAC Traditional name: (1R,2R,5R,6R,8S,11S,12R)-6-hydroxy-6,12-dimethyl-14-oxapentacyclo[10.3.3.1^5,^8.0^1,^1^1.0^2,^8]nonadecan-13-one
• Synonyms: Antriptolactone; 16-Hydroxy-19,20-kauranolide; Tripterifordin

Database IDs

• CAS Number: 139122-81-9

CALCULATED PROPERTIES

• Acid pKa: 19.845156
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2239692
• LogD (pH = 7.4): 3.2239692
• Log P: 3.2239692
• Molar Refractivity: 87.5507 cm^3
• Polarizability: 35.307037 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder