16-Methylene-17α-hydroxyprogesterone acetate

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What is 16-Methylene-17α-hydroxyprogesterone acetate?[edit]

16-Methylene-17α-hydroxyprogesterone acetate
  • It is a progestin of the 17α-hydroxyprogesterone group<ref>Kirk, D. N.; Petrow, V.; Stansfield, M.; Williamson, D. M. (1960). "481. Modified steroid hormones. Part XIV. 17α-Acetoxy-16-methylenepregn-4-ene-3,20-dione". J. Chem. Soc.: 2385–2388. doi:10.1039/JR9600002385 [1]</ref><ref>Mannhardt, HJ; von Werder, F; Bork, KH; Ketz, H; Bruckner, K (1960). "Preparation of 16-methylene steroids of the corticoid and progesterone series". Tetrahedron Letters (16): 21–32. doi:10.1016/S0040-4039(01)99336-0 [2].</ref>.
  • IUPAC Name: [(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-16-methylidene-3-oxo-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-17-yl] acetate
  • InChI: InChI=1S/C24H32O4/c1-14-12-21-19-7-6-17-13-18(27)8-10-22(17,4)20(19)9-11-23(21,5)24(14,15(2)25)28-16(3)26/h13,19-21H,1,6-12H2,2-5H3/t19-,20+,21+,22+,23+,24+/m1/s1
  • InChI Key: XSNMCQGNVPSIQM-CKOZHMEPSA-N
  • Canonical SMILES: CC(=O)C1(C(=C)CC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)OC(=O)C
  • Isomeric SMILES: CC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)OC(=O)C
  • Molecular formula: C24H32O4
  • Molecular weight: 384.5 g·mol−1
  • PubChem CID: 151431
  • Synonyms:
  1. UNII-XYO20AWR0I
  2. XYO20AWR0I
  3. 6815-51-6
  4. 17ALPHA-ACETOXY-16-METHYLENE-PREGN-4-EN-3,20-DIONE
  5. 16-Methylene-17alpha-acetoxyprogesterone
  6. SCHEMBL571579
  7. DTXSID20987647
  8. ZINC4081867
  9. [(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-16-methylidene-3-oxo-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-17-yl] acetate
  10. 16-Methylidene-3,20-dioxopregn-4-en-17-yl acetate
  11. Pregn-4-ene-3,20-dione, 17-(acetyloxy)-16-methylene-

References[edit]

Progesterone receptor modulators
PR
Agonists
* Progesterone derivatives: 3β-Dihydroprogesterone
Mixed
(SPRMs )
Antagonists
mPR


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