(1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25S)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0?,??.0?,?.0??,??.0??,??.0??,??]hexacosan-22-yl 3,4-dimethoxybenzoate

• ChemBase ID: 105187
• Molecular Formular: C36H51NO11
• Molecular Mass: 673.79024
• Monoisotopic Mass: 673.34621146
• SMILES: O=C(O[C@H]1CC[C@@]2([C@@]34O[C@@]1(O)[C@H]2CC[C@H]3[C@@]1(O)[C@](O)([C@H]2[C@](O)([C@@H](O)C1)[C@@](O)(C)[C@H]1N(C[C@@H](C)CC1)C2)C4)C)c1ccc(OC)c(OC)c1
• Canonical SMILES: COc1ccc(cc1OC)C(=O)O[C@H]1CC[C@]2([C@H]3[C@]1(O)O[C@@]12C[C@@]2([C@@]([C@@H]1CC3)(O)C[C@@H]([C@]1([C@H]2CN2C[C@@H](C)CC[C@H]2[C@@]1(C)O)O)O)O)C
• InChI: InChI=1S/C36H51NO11/c1-19-6-11-26-31(3,40)35(43)25(17-37(26)16-19)33(42)18-34-24(32(33,41)15-27(35)38)10-9-23-30(34,2)13-12-28(36(23,44)48-34)47-29(39)20-7-8-21(45-4)22(14-20)46-5/h7-8,14,19,23-28,38,40-44H,6,9-13,15-18H2,1-5H3/t19-,23-,24-,25-,26-,27-,28-,30-,31+,32+,33+,34-,35-,36-/m0/s1
• InChIKey: FVECELJHCSPHKY-JLSHOZRYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25S)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0?,??.0?,?.0??,??.0??,??.0??,??]hexacosan-22-yl 3,4-dimethoxybenzoate; (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25S)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0^2,^1^1.0^4,^9.0^1^5,^2^5.0^1^8,^2^3.0^1^9,^2^5]hexacosan-22-yl 3,4-dimethoxybenzoate
• IUPAC Traditional name: (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25S)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0?,??.0?,?.0??,??.0??,??.0??,??]hexacosan-22-yl 3,4-dimethoxybenzoate; (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25S)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0^2,^1^1.0^4,^9.0^1^5,^2^5.0^1^8,^2^3.0^1^9,^2^5]hexacosan-22-yl 3,4-dimethoxybenzoate
• Synonyms: 4,9-Epoxycevane-3, 4, 12, 14, 16, 17, 20-Heptol-3-(3, 4-Dimethoxybenzoate); 3-Veratroylveracevine; VERATRIDINE; (3β,4β,16β)-4,12,14,16,17,20-Hexahydroxy-4,9-epoxycevan-3yl 3,4-dimethoxybenzoate

Database IDs

• CAS Number: 71-62-5
• EC Number: 200-758-4
• PubChem SID: 162092090
• PubChem CID: 6914694
• CHEMBL: 451227
• Chemspider ID: 5290571
• IUPHAR ligand ID: 2626
• Wikipedia Title: Veratridine

CALCULATED PROPERTIES

• Acid pKa: 10.876727
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -2.2446074
• LogD (pH = 7.4): -0.5609655
• Log P: 0.82686615
• Molar Refractivity: 170.5108 cm^3
• Polarizability: 68.63466 Å^3
• Polar Surface Area: 178.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 160 - 180°C; 180°C

Safety Information

• Storage Condition: -20°C
• RTECS: YX5600000

Product Information

• Purity: 98%

DETAILS

MP Biomedicals - 02159007

Free Base
Purity: 98%
Activates sodium ion channels. It also prevents inactivation of sodium channels. Results in larger negative activation potentials.

REFERENCES

• Leibowitz, M.D., et al., J. Gen. Physiol. , 87 : 25, (1986).
• Sutro, J. B., ibid. , 87 : 1, (1986).
• Rando, T.A., et al., J. Pharmacol. Exp. Ther. , 29 : 467, (1986).
• Rando, T.A., J. Gen. Physiol. , 93 : 43, (1989).