(1S,2R,5S,7S,10S,11S,14S,15R,16S,20R,22S,24R)-7-amino-10,14,16,20-tetramethyl-23-oxa-18-azahexacyclo[12.11.0.02,11.05,10.015,24.017,22]pentacosan-22-ol

• ChemBase ID: 129572
• Molecular Formular: C27H46N2O2
• Molecular Mass: 430.66634
• Monoisotopic Mass: 430.35592872
• SMILES: N[C@H]1CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3C[C@@H]3[C@@H]2[C@H](C)C2[C@@](C[C@@H](C)CN2)(O)O3)C1
• Canonical SMILES: N[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1C[C@@H]1[C@@H]2[C@H](C)C2[C@](O1)(O)C[C@H](CN2)C)C)C
• InChI: InChI=1S/C27H46N2O2/c1-15-13-27(30)24(29-14-15)16(2)23-22(31-27)12-21-19-6-5-17-11-18(28)7-9-25(17,3)20(19)8-10-26(21,23)4/h15-24,29-30H,5-14,28H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22-,23+,24?,25+,26+,27+/m1/s1
• InChIKey: ZPTJKUUQUDRHTL-DJMCLREXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,7S,10S,11S,14S,15R,16S,20R,22S,24R)-7-amino-10,14,16,20-tetramethyl-23-oxa-18-azahexacyclo[12.11.0.0^2,^1^1.0^5,^1^0.0^1^5,^2^4.0^1^7,^2^2]pentacosan-22-ol
• IUPAC Traditional name: solanocapsine
• Synonyms: (2S,4aS,4bS,6aS,6bR,7S,7aR,10R,11aS,12aR,13aS,13bR,15aS)-; 2-Aminodocosahydro-4a,6a,7,10-tetramethylnaphth[2,1:4',5']indeno; [1',2':5,6]pyrano[3,2-b]pyridin-11a(1H)-ol;3β-Amino-22,26-epimino-16α,23-epoxy-5α,22αH,25βH-cholestan-23β-ol;(3β,5α,16α,22α,23β,25β)-3-Amino-16,23-epoxy-16,28-secosolanidan-23-ol; Solanocapsine

Database IDs

• CAS Number: 639-86-1
• PubChem SID: 162223862
• PubChem CID: 57053678
• Wikipedia Title: Solanocapsine

CALCULATED PROPERTIES

• Acid pKa: 11.5929985
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2543051
• LogD (pH = 7.4): -0.8785878
• Log P: 3.6540325
• Molar Refractivity: 124.0606 cm^3
• Polarizability: 50.456524 Å^3
• Polar Surface Area: 67.51 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: long flat colorless prisms (ethanol-H₂O)
• Melting Point: 222 ^oC, 216-217^oC