(1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one

• ChemBase ID: 153610
• Molecular Formular: C27H43NO3
• Molecular Mass: 429.63522
• Monoisotopic Mass: 429.32429424
• SMILES: C[C@H]1CC[C@H]2[C@@]([C@@H]3CC[C@@H]4[C@H]([C@@H]3CN2C1)C[C@H]1[C@H]4CC(=O)[C@@H]2[C@@]1(CC[C@@H](C2)O)C)(C)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@H](C1)C(=O)C[C@@H]1[C@@H]2C[C@@H]2[C@H]1CC[C@@H]1[C@H]2CN2C[C@@H](C)CC[C@H]2[C@@]1(C)O)C
• InChI: InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23+,25-,26+,27-/m0/s1
• InChIKey: IQDIERHFZVCNRZ-LRCDAWNTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.0^2,^1^1.0^4,^9.0^1^5,^2^4.0^1^8,^2^3]pentacosan-17-one
• IUPAC Traditional name: imperialine
• Synonyms: Raddeamine; Sipeimine; Imperialine

Database IDs

• MDL Number: MFCD00171661
• PubChem SID: 162247749
• PubChem CID: 442977

CALCULATED PROPERTIES

• Acid pKa: 14.159264
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.224424
• LogD (pH = 7.4): 0.79780567
• Log P: 3.22053
• Molar Refractivity: 122.4585 cm^3
• Polarizability: 48.92162 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• RTECS: FL5830000
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C27H45NO3

DETAILS

Sigma Aldrich - I7779

Biochem/physiol Actions
A short-acting, selective M2 muscarinic receptor antagonist.
Warning
Protect from light.