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Substance Name: Cucurbitacin D
RN: 3877-86-9
UNII: 5I62H4ORC7
InChIKey: SRPHMISUTWFFKJ-QJNWWGCFSA-N

Note

  • Toxic constituent in edible gourd.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C30-H44-O7

Molecular Weight

  • 516.671
 
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Names and Synonyms

Name of Substance

  • Cucurbitacin D

Synonyms

  • 308606
  • 521776
  • Cucurbitacin D
  • Cucurbitacine (D)
  • Elatericin A
  • Elatericine A
  • NSC 308606
  • NSC 521776
  • UNII-5I62H4ORC7

Systematic Names

  • 19-Nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione, 9-methyl-2-beta,16-alpha,20,25-tetrahydroxy-
  • 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)- (9CI)

Registry Numbers

CAS Registry Number

  • 3877-86-9

FDA UNII

  • 5I62H4ORC7

System Generated Number

  • 0003877869

Structure Descriptors

InChI

1S/C30H44O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1

InChIKey

SRPHMISUTWFFKJ-QJNWWGCFSA-N

Smiles

C1([C@H](C[C@H]2[C@@]3(C(C[C@@]4([C@H]([C@@H](C[C@@]4([C@@H]3CC=C2C1(C)C)C)O)[C@@](C(\C=C\C(C)(C)O)=O)(C)O)C)=O)C)O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 900ug/kg (0.9mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
dog LD50 intravenous 1000ug/kg (1mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
mouse LD50 intraperitoneal 1750ug/kg (1.75mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
mouse LD50 intravenous 960ug/kg (0.96mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
mouse LD50 oral 5mg/kg (5mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chimica Therapeutica. Vol. 4, Pg. 459, 1969.
mouse LD50 subcutaneous 4600ug/kg (4.6mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
rat LD50 intraperitoneal 1300ug/kg (1.3mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
rat LD50 oral 8200ug/kg (8.2mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.
rat LD50 subcutaneous 3400ug/kg (3.4mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 315, 1961.