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Substance Name: Methysticin
RN: 495-85-2
UNII: M832AIJ6HX
InChIKey: GTEXBOVBADJOQH-FWEMWIAWSA-N

Note

  • A neuroprotective constituent of kava extract.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C15-H14-O5

Molecular Weight

  • 274.271
 
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Names and Synonyms

Name of Substance

  • Methysticin

Synonyms

  • (R)-5,6-Dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)-2H-pyran-2-one
  • (R-(E))-6-(2-(1,3-Benzodioxol-5-yl)ethenyl)-5,6-dihydro-4-methoxy-2H-pyran-2-one
  • 4-Methoxy-6-(beta-(3',4'-methylenedioxyphenyl)vinyl)-5,6-dihydro-alpha-pyrone
  • 5-19-10-00456 (Beilstein Handbook Reference)
  • 5-Hydroxy-3-methoxy-7-(3,4-(methylenedioxy)phenyl)-2,6-heptadienoic acid gamma-lactone
  • BRN 0091701
  • CCRIS 9370
  • Kavahin
  • Kavatin
  • Methysticin
  • NSC 112158
  • UNII-M832AIJ6HX

Systematic Names

  • 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)-, (R)-
  • 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)-, (R)- (VAN) (8CI)
  • 2H-Pyran-2-one, 6-(2-(1,3-benzodioxol-5-yl)ethenyl)-5,6-dihydro-4-methoxy-, (R-(E))- (9CI)

Registry Numbers

CAS Registry Number

  • 495-85-2

FDA UNII

  • M832AIJ6HX

System Generated Number

  • 0000495852

Structure Descriptors

InChI

1S/C15H14O5/c1-17-12-7-11(20-15(16)8-12)4-2-10-3-5-13-14(6-10)19-9-18-13/h2-6,8,11H,7,9H2,1H3/b4-2+/t11-/m0/s1

InChIKey

GTEXBOVBADJOQH-FWEMWIAWSA-N

Smiles

O1COc2c1ccc(\C=C\[C@@H]1OC(=O)C=C(C1)OC)c2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 530mg/kg (530mg/kg) BEHAVIORAL: ANTICONVULSANT Archives Internationales de Pharmacodynamie et de Therapie. Vol. 177, Pg. 261, 1969.
mouse LD50 intravenous 49mg/kg (49mg/kg) BEHAVIORAL: ANTICONVULSANT Archives Internationales de Pharmacodynamie et de Therapie. Vol. 177, Pg. 261, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 137 deg C   EXP
log P (octanol-water) 1.720 (none)   EST
Atmospheric OH Rate Constant 1.93E-10 cm3/molecule-sec 25 EST

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