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Substance Name: Gestrinone [USAN:INN:BAN]
RN: 16320-04-0
UNII: 1421533RCM
InChIKey: BJJXHLWLUDYTGC-ANULTFPQSA-N

Note

  • A non-estrogenic contraceptive which is a weak progestin with strong anti-progesterone properties. It is effective if used once a week orally or can also be used in intravaginal devices.

Molecular Formula

  • C21-H24-O2

Molecular Weight

  • 308.4186
 

Classification Codes

  • Contraceptive Agents
  • Contraceptive Agents, Female
  • Contraceptives, Oral
  • Hormone
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Progestin
  • Progestins
  • Reproductive Control Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Gestrinone
  • Gestrinone [USAN:INN:BAN]

MeSH Heading

  • Gestrinone

Synonyms

  • 13-beta-Ethyl-17-alpha-ethinyl-17-hydroxy-gona-4,9,11-triene-3-one
  • 13-Ethyl-17-alpha-ethinyl-17-hydroxygon-4,9,11-trien-3-one
  • 13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregna-4,9,11-trien-20-yn-3-one
  • A 46 745
  • A 46745
  • BRN 5610726
  • Dimetriose
  • Dimetrose
  • Ethylnorgestrienone
  • Gestrigone
  • Gestrinona
  • Gestrinona [INN-Spanish]
  • Gestrinone
  • Gestrinonum
  • Gestrinonum [INN-Latin]
  • Nemestran
  • R 2323
  • R-2323
  • RU 2323
  • Tridomose
  • UNII-1421533RCM

Systematic Names

  • 18,19-Dinor-17-alpha-pregna-4,9,11-trien-20-yn-3-one, 13-ethyl-17-hydroxy-
  • 18,19-Dinorpregna-4,9,11-trien-20-yn-3-one, 13-ethyl-17-hydroxy-, (17-alpha)- (9CI)
  • Pregna-4,9,11-trien-20-yn-3-one, 13-ethyl-17-hydroxy-18,19-dinor-, (17alpha)-

Registry Numbers

CAS Registry Number

  • 16320-04-0

FDA UNII

  • 1421533RCM

Other Registry Number

  • 40542-65-2

System Generated Number

  • 0016320040

Structure Descriptors

InChI

1S/C21H24O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,9,11,13,18-19,23H,3,5-8,10,12H2,1H3/t18-,19+,20+,21+/m1/s1

InChIKey

BJJXHLWLUDYTGC-ANULTFPQSA-N

Smiles

CC[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@]2(C#C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

GASTROINTESTINAL: OTHER CHANGES
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 701, 1988.
rat LDLo intraperitoneal 1gm/kg (1000mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 701, 1988.
rat LDLo oral 1gm/kg (1000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 16, Pg. 701, 1988.