(1S,2S,4S,5'R,6R,7S,8R,9S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidin]-18-en-16-ol

• ChemBase ID: 118932
• Molecular Formular: C27H43NO2
• Molecular Mass: 413.63582
• Monoisotopic Mass: 413.32937962
• SMILES: [C@@]12([C@H]([C@H]3C([C@@]4(C(=CC3)C[C@H](CC4)O)C)CC2)C[C@H]2[C@@H]1[C@@H]([C@@]1(O2)NC[C@@H](CC1)C)C)C
• Canonical SMILES: C[C@@H]1CC[C@@]2(NC1)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@](C1CC2)(C)CC[C@@H](C3)O)C
• InChI: InChI=1S/C27H43NO2/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28-29H,6-15H2,1-4H3/t16-,17+,19+,20-,21?,22+,23+,24+,25+,26+,27-/m1/s1
• InChIKey: KWVISVAMQJWJSZ-VKLHOEOTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5'R,6R,7S,8R,9S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosane-6,2'-piperidin]-18-en-16-ol
• IUPAC Traditional name: (1S,2S,4S,5'R,6R,7S,8R,9S,13R,16S)-5',7,9,13-tetramethyl-5-oxaspiro[pentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosane-6,2'-piperidin]-18-en-16-ol
• Synonyms: (2'R,4S,5'R,6aR,8aS,8bR,9S,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,4,5,6,6a,6b,7,8,8a,8b,9,11a,12,12a,12b-hexadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-ol

Database IDs

• PubChem SID: 162107758
• PubChem CID: 12442877

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4317597
• LogD (pH = 7.4): 2.4982748
• Log P: 4.6098776
• Molar Refractivity: 121.9468 cm^3
• Polarizability: 48.692955 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

InterBioScreen - BB_NC-0037

Racemic