(1R,11S,14S,17S)-12-ethylidene-10-formyl-14-methyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraen-14-ium chloride

• ChemBase ID: 155593
• Molecular Formular: C20H23ClN2O
• Molecular Mass: 342.86242
• Monoisotopic Mass: 342.14989105
• SMILES: C/C=C/1\C[N@@+]2(CC[C@@]34[C@@H]2C[C@H]1C(=C3Nc1c4cccc1)C=O)C.[Cl-]
• Canonical SMILES: C/C=C/1\C[N@+]2(C)CC[C@@]34[C@@H]2C[C@H]1C(=C3Nc1c4cccc1)C=O.[Cl-]
• InChI: InChI=1S/C20H22N2O.ClH/c1-3-13-11-22(2)9-8-20-16-6-4-5-7-17(16)21-19(20)15(12-23)14(13)10-18(20)22;/h3-7,12,14,18H,8-11H2,1-2H3;1H/t14-,18-,20+,22-;/m0./s1
• InChIKey: CSLYOMBKQNZAED-GETRNFJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,11S,14S,17S)-12-ethylidene-10-formyl-14-methyl-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2(7),3,5,9-tetraen-14-ium chloride
• IUPAC Traditional name: (1R,11S,14S,17S)-12-ethylidene-10-formyl-14-methyl-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2(7),3,5,9-tetraen-14-ium chloride
• Synonyms: Vincanine chlormethylate; Fluorocurarine chloride

Database IDs

• CAS Number: 22273-09-2
• PubChem SID: 162249731
• PubChem CID: 71312162

CALCULATED PROPERTIES

• Acid pKa: 15.398076
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.7695248
• LogD (pH = 7.4): -2.7695248
• Log P: -2.7695248
• Molar Refractivity: 106.8268 cm^3
• Polarizability: 35.391945 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• 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)
• Biological Source: from Vinca erecta
• Empirical Formula (Hill Notation): C20H23ClN2O

DETAILS

Sigma Aldrich - F6301

Biochem/physiol Actions
Short-acting selective sympathetic ganglioblocker with weak antagonist activity on the nicotinic receptor at the neuromuscular junction; hypotensive.
Warning
Protect from light.