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ChemicalBook > Product Catalogue >API >Hormones and the Endocrine System >Contraceptives >Gestrinone

Gestrinone

Gestrinone Structure
  • ₹0
  • Product name: Gestrinone
  • CAS: 16320-04-0
  • MF: C21H24O2
  • MW: 308.41
  • EINECS:685-143-2
  • MDL Number:MFCD00865561
  • Synonyms:(8s,13s,14s,17r)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one;13-ETHYL-17ALPHA-HYDROXY-18,19-DINORPREGNA-4,9,11-TRIEN-20-YN-3-ONE;D-GESTRINONE;GESTRINONE;9,11-trien-20-yn-3-one,13-ethyl-17-hydroxy-19-dinorpregna-(17-alpha)-1 ;ethylnorgestrienone ;gestrigone ;r-2323
Manufacturer Product number Product description Packaging Price Updated Buy

Properties

Melting point :150-152°C
alpha :D20 +84.6° (c = 0.41 in methanol)
Boiling point :388.8°C (rough estimate)
Density :1.1040 (rough estimate)
refractive index :1.4900 (estimate)
storage temp. :-20°C Freezer
solubility :DMF:20.0(Max Conc. mg/mL);64.85(Max Conc. mM)
DMSO:35.0(Max Conc. mg/mL);113.48(Max Conc. mM)
Ethanol:20.0(Max Conc. mg/mL);64.85(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:5):0.25(Max Conc. mg/mL);81.06(Max Conc. mM)
Water:1.0(Max Conc. mg/mL);3.24(Max Conc. mM) form :A crystalline solid
pka :12.76±0.40(Predicted)
color :Off-white to light yellow
Merck :14,4415
Stability :Hygroscopic
InChI :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 :C1C2C(CC[C@]3([H])C=2C=C[C@@]2(CC)[C@@]3([H])CC[C@]2(C#C)O)=CC(=O)C1
CAS DataBase Reference :16320-04-0(CAS DataBase Reference)

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H360 May damage fertility or the unborn child Reproductive toxicity Category 1A, 1B Danger GHS hazard pictograms
H362 May cause harm to breast-fed children Reproductive toxicity, effects on or via lactation Additional category P201, P260, P263, P264, P270,P308+P313
Precautionary statements:
P201 Obtain special instructions before use.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P263 Avoid contact during pregnancy/while nursing.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P308+P313 IF exposed or concerned: Get medical advice/attention.

Description

Gestrinone is a synthetic steroid occasionally used to treat endometriosis. The common disease endometriosis is characterized by the presence of endometrial tissue outside the uterus which affects approximately 10% of premenopausal women. It acts centrally on the hypothalamic-pituitary system to suppress release of lutenizing hormone (LH) and follicle-stimulating hormone (FSH), thus reducing estrogen synthesis. It also binds to androgen (AR), progesterone (PR), and estrogen (ER) receptors in the human endometrial tissue but not to steroid hormone binding globulin or corticord-binding globulin. Gestrinone binds to AR and PR with EC50 values of approximately 20 and 30 nM, respectively. These values reflect approximately 5-6 fold lower affinity than testosterone and progesterone, the natural AR and PR ligands, for these receptors.

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