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Substance Name: Meproscillarin [INN:BAN]
RN: 33396-37-1
UNII: WYR1723LO7
InChIKey: RKWPZPDLTYBKCL-RVZGXXANSA-N

Note

  • Semi-synthetic derivative of proscillaridin of Scilla (Liliaceae).

Classification Codes

  • Drug / Therapeutic Agent
  • Reproductive Effect

Molecular Formula

  • C31-H44-O8

Molecular Weight

  • 544.6806
 
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Names and Synonyms

Name of Substance

  • Meproscillarin
  • Meproscillarin [INN:BAN]
  • Proscillaridin-4-methyl ether

Synonyms

  • 14-Hydroxy-3-beta-((4-O-methyl-alpha-L-rhamnopyranosyl)oxy)-14-beta-bufa-4,20,22-trienlid
  • 3beta-((6-Deoxy-4-O-methyl-alpha-L-mannopyranosyl)oxy)-14-hydroxybufa-4,20,22-trienolide
  • 4-O-Methyl-proscillaridin
  • Clift
  • EINECS 251-493-6
  • Knoll 570
  • Ky 18
  • KY-18
  • Meproscilarina
  • Meproscilarina [INN-Spanish]
  • Meproscilarina [Spanish]
  • Meproscillarin
  • Meproscillarine
  • Meproscillarine [INN-French]
  • Meproscillarinum
  • Meproscillarinum [INN-Latin]
  • Proscillaridin-4'-methyl ether
  • Rambufaside
  • UNII-WYR1723LO7

Systematic Names

  • 14-beta-Bufa-4,20,22-trienolide, 3-beta-((6-deoxy-4-O-methyl-alpha-L-mannopyranosyl)oxy)-14-hydroxy-
  • 3beta-((6-Deoxy-4-O-methyl-alpha-L-mannopyranosyl)oxy)-14-hydroxybufa-4,20,22-trienolide
  • Meproscillarin

Registry Numbers

CAS Registry Number

  • 33396-37-1

FDA UNII

  • WYR1723LO7

System Generated Number

  • 0033396371

Structure Descriptors

InChI

1S/C31H44O8/c1-17-27(36-4)25(33)26(34)28(38-17)39-20-9-12-29(2)19(15-20)6-7-23-22(29)10-13-30(3)21(11-14-31(23,30)35)18-5-8-24(32)37-16-18/h5,8,15-17,20-23,25-28,33-35H,6-7,9-14H2,1-4H3/t17-,20-,21+,22-,23+,25-,26+,27-,28-,29-,30+,31-/m0/s1

InChIKey

RKWPZPDLTYBKCL-RVZGXXANSA-N

Smiles

CO[C@H]1[C@H](C)O[C@@H](O[C@H]2CC[C@]3(C)[C@H]4CC[C@]5(C)[C@H](CC[C@]5(O)[C@@H]4CCC3=C2)C6=COC(=O)C=C6)[C@H](O)[C@@H]1O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 137ug/kg (0.137mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 495, 1978.
guinea pig LDLo intravenous 678ug/kg (0.678mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 495, 1978.
mouse LD50 intravenous 2800ug/kg (2.8mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 506, 1978.
mouse LD50 oral 12500ug/kg (12.5mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 506, 1978.
rat LD50 intravenous 5800ug/kg (5.8mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 506, 1978.
rat LD50 oral 79mg/kg (79mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 506, 1978.