Synonym
Org-33628; Org33628; Org 33628
IUPAC/Chemical Name
(8S,11R,13S,14S,17S)-11-(4-acetylphenyl)-13-methyl-3'-methylene-1,4',5',6,7,8,11,12,13,14,15,16-dodecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-3(2H)-one
InChi Key
YNWTZVKFWBTFFE-ZHAKMVSLSA-N
InChi Code
InChI=1S/C30H34O3/c1-18-13-15-33-30(18)14-12-27-25-10-8-22-16-23(32)9-11-24(22)28(25)26(17-29(27,30)3)21-6-4-20(5-7-21)19(2)31/h4-7,16,25-27H,1,8-15,17H2,2-3H3/t25-,26+,27-,29-,30-/m0/s1
SMILES Code
C=C(CCO1)[C@@]21CC[C@@]3([H])[C@]4([H])CCC5=CC(CCC5=C4[C@@H](C6=CC=C(C(C)=O)C=C6)C[C@]23C)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
442.59
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Verbost PM, Hanssen RG, Korver GH, Mulders TM. ORG 33628 and ORG 31710 to control vaginal bleeding in progestin-only contraceptive regimens. Semin Reprod Med. 2005 Feb;23(1):101-11. Review. PubMed PMID: 15714394.
2: Kloosterboer HJ, Deckers GH, de Gooyer ME, Dijkema R, Orlemans EO, Schoonen WG. Pharmacological properties of a new selective antiprogestagen: Org 33628. Ann N Y Acad Sci. 1995 Jun 12;761:192-201. PubMed PMID: 7625721.
3: Kloosterboer HJ, Deckers GH, Schoonen WG, Hanssen RG, Rose UM, Verbost PM, Hsiu JG, Williams RF, Hodgen GD. Preclinical experience with two selective progesterone receptor modulators on breast and endometrium. Steroids. 2000 Oct-Nov;65(10-11):733-40. PubMed PMID: 11108884.
4: López-Fontana CM, Maselli ME, de Di Nasso FE, Telleria CM, Carón RW. Regulation of prolactin secretion during the estrus in rats: possible role of glucocorticoids. Reproduction. 2011 Sep;142(3):477-85. doi: 10.1530/REP-11-0100. PubMed PMID: 21697336.
5: Benagiano G, Bastianelli C, Farris M. Selective progesterone receptor modulators 2: use in reproductive medicine. Expert Opin Pharmacother. 2008 Oct;9(14):2473-85. doi: 10.1517/14656566.9.14.2473 . PubMed PMID: 18778185.
6: Benagiano G, Bastianelli C, Farris M. Selective progesterone receptor modulators 3: use in oncology, endocrinology and psychiatry. Expert Opin Pharmacother. 2008 Oct;9(14):2487-96. doi: 10.1517/14656566.9.14.2487 . Review. PubMed PMID: 18778186.
7: Benagiano G, Bastianelli C, Farris M. Selective progesterone receptor modulators 1: use during pregnancy. Expert Opin Pharmacother. 2008 Oct;9(14):2459-72. doi: 10.1517/14656566.9.14.2459 . Review. PubMed PMID: 18778184.
8: Chabbert-Buffet N, Meduri G, Bouchard P, Spitz IM. Selective progesterone receptor modulators and progesterone antagonists: mechanisms of action and clinical applications. Hum Reprod Update. 2005 May-Jun;11(3):293-307. Review. PubMed PMID: 15790602.
9: Dijkema R, Schoonen WG, Teuwen R, van der Struik E, de Ries RJ, van der Kar BA, Olijve W. Human progesterone receptor A and B isoforms in CHO cells. I. Stable transfection of receptor and receptor-responsive reporter genes: transcription modulation by (anti)progestagens. J Steroid Biochem Mol Biol. 1998 Feb;64(3-4):147-56. PubMed PMID: 9605409.
