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Substance Name: Veratridine
RN: 71-62-5
UNII: M4BNP1KR7W
InChIKey: FVECELJHCSPHKY-YFUMOZOISA-N

Note

  • A benzoate-cevane found in VERATRUM and Schoenocaulon. It activates SODIUM CHANNELS to stay open longer than normal.

Molecular Formula

  • C36-H51-N-O11

Molecular Weight

  • 673.795
 

Classification Code

  • Natural Product
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Names and Synonyms

Name of Substance

  • Veratridine

MeSH Heading

  • Veratridine

Synonyms

  • 3-Veratroylveracevine
  • 4,9-Epoxycevane-3,4,12,14,16,17,20-heptol 3-(3,4-dimethoxybenzoate)
  • 5-21-13-00709 (Beilstein Handbook Reference)
  • BRN 0078875
  • Cevane-3-beta,4-alpha,12,14,16-beta,17,20-heptol, 4,9-epoxy-, 3-(3,4-dimethoxybenzoate)
  • EINECS 200-758-4
  • HSDB 4078
  • NSC 7524
  • UNII-M4BNP1KR7W
  • Veratridine
  • Veratrine
  • Veratrine (amorphous)
  • Veratrine (amorphous) (VAN)

Systematic Names

  • 4,9-Epoxycevane-3beta,4alpha,12,14,16beta,17,20-heptol 3-veratrate
  • Cevane-3,4,12,14,16,17,20-heptol, 4,9-epoxy-, 3-(3,4-dimethoxybenzoate), (3beta,4alpha,16beta)-
  • Veratridine

Registry Numbers

CAS Registry Number

  • 71-62-5

FDA UNII

  • M4BNP1KR7W

System Generated Number

  • 0000071625

Structure Descriptors

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-YFUMOZOISA-N

Smiles

C1[C@@]23[C@H]([C@@]4(C[C@H](O)[C@@]5([C@H]([C@@]14O)C[N@@]1C[C@@H](C)CC[C@@H]1[C@@]5(C)O)O)O)CC[C@H]1[C@@]2(CC[C@@H]([C@@]1(O3)O)OC(c1cc(c(OC)cc1)OC)=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 19mg/kg (19mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Pharmacology and Experimental Therapeutics. Vol. 120, Pg. 412, 1957.
mouse LD50 intraperitoneal 1350ug/kg (1.35mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 76, Pg. 847, 1951.
mouse LD50 subcutaneous 6300ug/kg (6.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 89, 1955.
rat LD50 intraperitoneal 3500ug/kg (3.5mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 78, Pg. 238, 1943.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 180 deg C   EXP
pKa Dissociation Constant 9.54 (none)   EXP
log P (octanol-water) 3.760 (none)   EST
Atmospheric OH Rate Constant 1.60E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.