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Substance Name: Ryania [ISO]
RN: 15662-33-6
UNII: 37H6ATE4SA
InChIKey: JJSYXNQGLHBRRK-YSOSZROBSA-N

Note

  • A methylpyrrole-carboxylate from RYANIA that disrupts the RYANODINE RECEPTOR CALCIUM RELEASE CHANNEL to modify CALCIUM release from SARCOPLASMIC RETICULUM resulting in alteration of MUSCLE CONTRACTION. It was previously used in INSECTICIDES. It is used experimentally in conjunction with THAPSIGARGIN and other inhibitors of CALCIUM ATPASE uptake of calcium into SARCOPLASMIC RETICULUM.

Molecular Formula

  • C25-H35-N-O9

Molecular Weight

  • 493.5495
 

Classification Codes

  • Agricultural Chemical
  • Human Data
  • Insecticide
  • Natural Product
  • Out-Dated Pesticide
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Names and Synonyms

Results Name

  • Ryania [ISO]

Name of Substance

  • Ryania
  • Ryania [ISO]
  • Ryanodine

MeSH Heading

  • Ryanodine

Synonyms

  • Bonide ryatox
  • EINECS 239-732-2
  • Ground ryania specisa(vahl) stemwood (alkoloid ryanodine)
  • NSC 114572
  • Ryanexel
  • Ryania
  • Ryania powder
  • Ryania speciosa
  • Ryanicide
  • Ryanodine
  • UNII-37H6ATE4SA

Systematic Names

  • 1H-Pyrrole-2-carboxylic acid, (3S,4R,4aR,6S,6aS,7S,8R,8aS,8bR,9S,9aS)-dodecahydro-4,6,7,8a,8b,9a-hexahydroxy-3,6a,9-trimethyl-7-(1-methylethyl)-6,9-methanobenzo(1,2)pentaleno(1,6-bc)furan-8-yl ester
  • 6-(1alpha,5Abeta,8abeta,9-pentahydroxy-7beta-isopropyl-2beta,5beta,8beta-trimethylperhydro-8balpha,9-epoxy-5,8-ethanocyclopenta(1,2-b)indenyl) pyrrole-2-carboxylate
  • Ryania
  • Ryanodol, 3-(1H-pyrrole-2-carboxylate)

Superlist Names

  • Ryania speciosa, powdered stems of
  • Ryanodine

Registry Numbers

CAS Registry Number

  • 15662-33-6

FDA UNII

  • 37H6ATE4SA

Other Registry Numbers

  • 1361-01-9
  • 1580-06-9
  • 15800-60-9
  • 25800-57-1
  • 8047-13-0

System Generated Number

  • 0015662336

Structure Descriptors

InChI

1S/C25H35NO9/c1-12(2)22(31)17(34-16(28)14-7-6-10-26-14)23(32)18(4)11-21(30)19(22,5)25(23,33)24(35-21)15(27)13(3)8-9-20(18,24)29/h6-7,10,12-13,15,17,26-27,29-33H,8-9,11H2,1-5H3/t13-,15+,17+,18-,19-,20-,21-,22+,23+,24+,25+/m0/s1

InChIKey

JJSYXNQGLHBRRK-YSOSZROBSA-N

Smiles

CC(C)[C@@]1(O)[C@@H](OC(=O)c2ccc[nH]2)[C@@]3(O)[C@@]4(C)C[C@]5(O)O[C@@]6([C@H](O)[C@@H](C)CC[C@]46O)[C@@]3(O)[C@]15C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 1780ug/kg (1.78mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
cat LDLo intraperitoneal 65ug/kg (0.065mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: REGIDITY
Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
chicken LD50 oral > 3gm/kg (3000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 407, 1948.
chicken LDLo intravenous 100ug/kg (0.1mg/kg) BEHAVIORAL: REGIDITY Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
dog LD50 intravenous 75ug/kg (0.075mg/kg)   EHP, Environmental Health Perspectives. Vol. 14, Pg. 109, 1976.
dog LD50 oral 150mg/kg (150mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 407, 1948.
dog LDLo intraperitoneal 100ug/kg (0.1mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: REGIDITY
Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
guinea pig LD50 oral 2500mg/kg (2500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 407, 1948.
guinea pig LDLo intraperitoneal 100ug/kg (0.1mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: REGIDITY
Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
human LDLo oral 143mg/kg (143mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 522, 1969.
mammal (species unspecified) LDLo intraperitoneal 300ug/kg (0.3mg/kg) BEHAVIORAL: REGIDITY Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
monkey LD50 oral > 400mg/kg (400mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 407, 1948.
mouse LD50 intraperitoneal 100ug/kg (0.1mg/kg)   Biochemical and Biophysical Research Communications. Vol. 128, Pg. 449, 1985.
mouse LD50 oral 650mg/kg (650mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 407, 1948.
pigeon LD50 oral 2310ug/kg (2.31mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 13300ug/kg (13.3mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
rabbit LD50 oral 650mg/kg (650mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 450, 1973.
rabbit LD50 skin > 4gm/kg (4000mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 5, 1978.
rabbit LDLo intravenous 20ug/kg (0.02mg/kg) BEHAVIORAL: REGIDITY

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Pharmacology and Experimental Therapeutics. Vol. 123, Pg. 296, 1958.
rat LD50 intraperitoneal 320ug/kg (0.32mg/kg)   EHP, Environmental Health Perspectives. Vol. 14, Pg. 109, 1976.
rat LD50 oral 750mg/kg (750mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.750 (none)   EST
Atmospheric OH Rate Constant 1.80E-10 cm3/molecule-sec 25 EST

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