(1S,2R,3R,4S,5R,6S,8R,12S,16S,19S,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-ol

• ChemBase ID: 153628
• Molecular Formular: C26H41NO7
• Molecular Mass: 479.60624
• Monoisotopic Mass: 479.28830266
• SMILES: CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@]2(C13)[C@]1(C[C@@H]([C@H]3C[C@@H]4[C@@H]1[C@@H]3OC)OC)OCO2)O)OC)COC
• Canonical SMILES: COC[C@]12CC[C@@H]([C@@]34[C@@H]2[C@H](O)[C@@]2(C3N(C1)CC)OCO[C@@]12[C@@H]2[C@H]4C[C@@H]([C@H]2OC)[C@H](C1)OC)OC
• InChI: InChI=1S/C26H41NO7/c1-6-27-11-23(12-29-2)8-7-17(31-4)25-15-9-14-16(30-3)10-24(18(15)19(14)32-5)26(22(25)27,34-13-33-24)21(28)20(23)25/h14-22,28H,6-13H2,1-5H3/t14-,15-,16+,17+,18-,19+,20-,21+,22?,23+,24-,25+,26?/m1/s1
• InChIKey: XTLROSDJDZHIIK-PAMIOFLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4S,5R,6S,8R,12S,16S,19S,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.1^2,^5.0^1,^1^3.0^3,^8.0^8,^1^2.0^1^6,^2^0]docosan-21-ol
• IUPAC Traditional name: (1S,2R,3R,4S,5R,6S,8R,12S,16S,19S,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.1^2,^5.0^1,^1^3.0^3,^8.0^8,^1^2.0^1^6,^2^0]docosan-21-ol
• Synonyms: Delcorine

Database IDs

• MDL Number: MFCD00274492
• PubChem SID: 162247767
• PubChem CID: 71311706

CALCULATED PROPERTIES

• Acid pKa: 13.59206
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -3.5967185
• LogD (pH = 7.4): -2.3159277
• Log P: -0.21018112
• Molar Refractivity: 122.6579 cm^3
• Polarizability: 49.884697 Å^3
• Polar Surface Area: 78.85 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• UN Number: 1544
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1544 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (TLC)
• Empirical Formula (Hill Notation): C26H41NO7

DETAILS

Sigma Aldrich - D6939

Biochem/physiol Actions
Antiarrhythmic and hypotensive; ganglion blocker; exhibits weak affinity at brain α-bungarotoxin-sensitive nicotinic acetylcholine receptors.
Caution
Light sensitive.