Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Norgestrel [USAN:USP:INN:BAN:JAN]
RN: 6533-00-2
UNII: 3J8Q1747Z2
InChIKey: WWYNJERNGUHSAO-XUDSTZEESA-N

Note

  • A synthetic progestational agent with actions similar to those of PROGESTERONE. This racemic or (+-)-form has about half the potency of the levo form (LEVONORGESTREL). Norgestrel is used as a contraceptive, ovulation inhibitor, and for the control of menstrual disorders and endometriosis.

Molecular Formula

  • C21-H28-O2

Molecular Weight

  • 312.4502
 

Classification Codes

  • Contraceptive Agents
  • Contraceptive Agents, Female
  • Contraceptives, Oral
  • Contraceptives, Oral, Synthetic
  • Drug / Therapeutic Agent
  • Hormone
  • Human Data
  • Progestin
  • Reproductive Control Agents
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Norgestrel
  • Norgestrel [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Norgestrel

Synonyms

  • (+-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
  • CCRIS 9033
  • dl-13-beta-Ethyl-17-alpha-ethynyl-17-beta-hydroxygon-4-en-3-one
  • dl-13-beta-Ethyl-17-alpha-ethynyl-19-nortestosterone
  • EINECS 229-433-5
  • FH 122-A
  • Follistrel
  • HSDB 3595
  • LD norgestrel
  • LD norgestrel [French]
  • Methylnorethindrone
  • Monovar
  • Neogest
  • Norgestrel
  • Norgestrelum
  • Norgestrelum [INN-Latin]
  • Ovrette
  • Postinor
  • SH 70850
  • SH 850
  • UNII-3J8Q1747Z2
  • Wy 3707
  • Wy-3707

Systematic Names

  • 18,19-Dinor-17-alpha-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (+-)-
  • 18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17alpha)-(+-)-
  • Norgestrel

Superlist Names

  • Norgestrel
  • Norgestrel [Progestins]

Mixture Names

  • Lo/Ovral
  • Ovral

Registry Numbers

CAS Registry Number

  • 6533-00-2

FDA UNII

  • 3J8Q1747Z2

System Generated Number

  • 0006533002

Structure Descriptors

InChI

1S/C21H28O2/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/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1

InChIKey

WWYNJERNGUHSAO-XUDSTZEESA-N

Smiles

CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 7300mg/kg (7300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: OTHER CHANGES
Yakkyoku. Pharmacy. Vol. 29, Pg. 1479, 1978.
mouse LD50 oral 5010mg/kg (5010mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
mouse LD50 subcutaneous > 9gm/kg (9000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: OTHER CHANGES
Yakkyoku. Pharmacy. Vol. 29, Pg. 1479, 1978.
rat LD50 intraperitoneal 11200mg/kg (11200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: OTHER CHANGES
Yakkyoku. Pharmacy. Vol. 29, Pg. 1479, 1978.
rat LD50 oral 5010mg/kg (5010mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LIVER: OTHER CHANGES
Yakkyoku. Pharmacy. Vol. 29, Pg. 1479, 1978.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 206 deg C   EXP
log P (octanol-water) 3.480 (none)   EST
Water Solubility 1.73 mg/L   EXP
Vapor Pressure 1.00E-09 mm Hg 25 EST
Henry's Law Constant 7.70E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.14E-10 cm3/molecule-sec 25 EST

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