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

• ChemBase ID: 153630
• Molecular Formular: C27H41NO8
• Molecular Mass: 507.61634
• Monoisotopic Mass: 507.28321728
• 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@@]4([C@@H]1[C@@H]3OC)O)OC)OCO2)OC(=O)C)OC)C
• Canonical SMILES: CO[C@H]1C[C@@]23OCO[C@@]43[C@@H](OC(=O)C)[C@H]3[C@@]5([C@@]6(C[C@H]1[C@H]([C@H]26)OC)O)C4N(CC)C[C@]3(C)CC[C@@H]5OC
• InChI: InChI=1S/C27H41NO8/c1-7-28-12-23(3)9-8-17(32-5)26-20(23)21(36-14(2)29)27(22(26)28)25(34-13-35-27)11-16(31-4)15-10-24(26,30)19(25)18(15)33-6/h15-22,30H,7-13H2,1-6H3/t15-,16+,17+,18+,19+,20-,21+,22?,23+,24+,25-,26-,27?/m1/s1
• InChIKey: DTTPWCNKTMQMTE-KJPFXSHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,4S,5R,6S,8R,12S,16R,19S,20R,21S)-14-ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-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-yl acetate
• IUPAC Traditional name: deltaline
• Synonyms: Eldeline; Deltaline

Database IDs

• MDL Number: MFCD00274547
• PubChem SID: 162247769
• PubChem CID: 5460428

CALCULATED PROPERTIES

• Acid pKa: 13.8412285
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -3.3772123
• LogD (pH = 7.4): -1.9943749
• Log P: -0.029631667
• Molar Refractivity: 126.4508 cm^3
• Polarizability: 51.833733 Å^3
• Polar Surface Area: 95.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Safety Statements: 22-36/37/39-45
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (TLC)
• Empirical Formula (Hill Notation): C27H41NO8

DETAILS

Sigma Aldrich - D7189

Biochem/physiol Actions
An antiarrhythmic; fast inward Na+ current blocker.
Caution
Light sensitvie.