(1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,6,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9,16-triol

• ChemBase ID: 153629
• Molecular Formular: C25H41NO7
• Molecular Mass: 467.59554
• Monoisotopic Mass: 467.28830266
• SMILES: CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@](C13)([C@]1(C[C@@H]([C@H]2C[C@@H]4[C@@H]1[C@H]2OC)OC)O)O)OC)O)COC
• Canonical SMILES: COC[C@]12CC[C@@H]([C@@]34[C@@H]2[C@H](OC)[C@](C3N(C1)CC)(O)[C@@]1([C@@H]2[C@H]4C[C@@H]([C@@H]2OC)[C@H](C1)OC)O)O
• InChI: InChI=1S/C25H41NO7/c1-6-26-11-22(12-30-2)8-7-16(27)24-14-9-13-15(31-3)10-23(28,17(14)18(13)32-4)25(29,21(24)26)20(33-5)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21?,22+,23-,24+,25-/m1/s1
• InChIKey: JVBLTQQBEQQLEV-YAEAOFIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,6,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^2,^5.0^1,^1^0.0^3,^8.0^1^3,^1^7]nonadecane-8,9,16-triol
• IUPAC Traditional name: (1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-4,6,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^2,^5.0^1,^1^0.0^3,^8.0^1^3,^1^7]nonadecane-8,9,16-triol
• Synonyms: Acomonine; Delsoline

Database IDs

• CAS Number: 509-18-2
• MDL Number: MFCD00274545
• PubChem SID: 162247768
• PubChem CID: 441727

CALCULATED PROPERTIES

• Acid pKa: 12.212063
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -4.8122773
• LogD (pH = 7.4): -3.5040522
• Log P: -1.4350101
• Molar Refractivity: 120.315 cm^3
• Polarizability: 48.628563 Å^3
• Polar Surface Area: 100.85 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• RTECS: AR5569490
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (TLC)
• Empirical Formula (Hill Notation): C25H41NO7

DETAILS

Sigma Aldrich - D7064

Biochem/physiol Actions
Nicotinic receptor antagonist, ganglion blocker; exhibits weak affinity at brain α-bungarotoxin-sensitive nicotinic acetylcholine receptors.
Caution
Protect from light.