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MedKoo Cat#: 145458 | Name: RU-16117

Description:

WARNING: This product is for research use only, not for human or veterinary use.

RU-16117 is the 11 alpha-methoxy derivative of ethynyl estradiol and is an orally active weak estrogen potentially effective in the treatment of estrogen-deficiency in postmenopausal women. RU-16117 possesses the properties characteristic of a partial estrogen agonist/antagonist. RU 16117 inhibits basal gonadotropin secretion and decreases the LH response to LHRH.

Chemical Structure

RU-16117
RU-16117
CAS#61665-15-4

Theoretical Analysis

MedKoo Cat#: 145458

Name: RU-16117

CAS#: 61665-15-4

Chemical Formula: C21H26O3

Exact Mass: 326.1900

Molecular Weight: 326.44

Elemental Analysis: C, 77.27; H, 8.03; O, 14.70

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
RU-16117; RU16117; RU 16117;
IUPAC/Chemical Name
(8S,9S,11R,13S,14S,17R)-17-ethynyl-11-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
InChi Key
MTMZZIPTQITGCY-QHOCJJNXSA-N
InChi Code
1S/C21H26O3/c1-4-21(23)10-9-17-16-7-5-13-11-14(22)6-8-15(13)19(16)18(24-3)12-20(17,21)2/h1,6,8,11,16-19,22-23H,5,7,9-10,12H2,2-3H3/t16-,17-,18+,19+,20-,21-/m0/s1
SMILES Code
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)C[C@@H](OC)[C@]3([H])C4=CC=C(O)C=C4CC[C@@]23[H]
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 326.44 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.

Recalculate based on batch purity %
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: Raynaud JP, Azadian-Boulanger G, Bouton MM, Colin MC, Faure N, Fernand-Proulx L, Gautray JP, Husson JM, Jolivet A, Kelly P, et al. RU 16117, an orally active estriol-like weak estrogen. J Steroid Biochem. 1984 Apr;20(4B):981-93. doi: 10.1016/0022-4731(84)90008-6. PMID: 6427528. 2: Kelly PA, Asselin J, Caron MG, Labrie F, Raynaud JP. Potent inhibitory effect of a new antiestrogen (RU 16117) on the growth of 7,12-dimethylbenz[a]anthracene-induced rat mammary tumors. J Natl Cancer Inst. 1977 Mar;58(3):623-8. doi: 10.1093/jnci/58.3.623. PMID: 402479. 3: Moon RC, Steele VE, Kelloff GJ, Thomas CF, Detrisac CJ, Mehta RG, Lubet RA. Chemoprevention of MNU-induced mammary tumorigenesis by hormone response modifiers: toremifene, RU 16117, tamoxifen, aminoglutethimide and progesterone. Anticancer Res. 1994 May-Jun;14(3A):889-93. PMID: 8074489. 4: Kelly PA, Asselin J, Caron MG, Raynaud JP, Labrie F. High inhibitory activity of a new antiestrogen, RU 16117 (11alpha-methoxy ethinyl estradiol), on the development of dimethylbenz(a)anthracene-induced mammary tumors. Cancer Res. 1977 Jan;37(1):76-81. PMID: 187338. 5: Labrie F, Kelly PA, Asselin J, Raynaud JP. Potent inhibitory activity of a new antiestrogen, RU 16 117, on the development and growth of DMBA-induced rat mammary adenocarcinoma. Recent Results Cancer Res. 1976;(57):109-20. doi: 10.1007/978-3-642-81043-5_10. PMID: 827798. 6: Ferland L, Labrie F, Kelly PA, Raynaud JP. Inhibitory effects of RU 16117, a potent estrogen antagonist, on the estrous cycle in the rat. Biol Reprod. 1978 Feb;18(1):99-104. doi: 10.1095/biolreprod18.1.99. PMID: 342001. 7: Chamkasem A, Toniti W. Sequence to structure approach of estrogen receptor alpha and ligand interactions. Asian Pac J Cancer Prev. 2015;16(6):2161-6. doi: 10.7314/apjcp.2015.16.6.2161. PMID: 25824732. 8: Vittek J, Hernandez MR, Wenk EJ, Rappaport SC, Southren AL. Specific estrogen receptors in human gingiva. J Clin Endocrinol Metab. 1982 Mar;54(3):608-12. doi: 10.1210/jcem-54-3-608. PMID: 7035487. 9: Goldzieher JW. Selected aspects of the pharmacokinetics and metabolism of ethinyl estrogens and their clinical implications. Am J Obstet Gynecol. 1990 Jul;163(1 Pt 2):318-22. doi: 10.1016/0002-9378(90)90575-r. PMID: 2196804. 10: Martin PM, Sheridan PJ. Intracellular localization of steroid hormone receptors. A challenging problem. Autoradiographic and biochemical study. Ann Pathol. 1986;6(2):115-29. PMID: 3524590. 11: Cornilleau T, Simonsen M, Vang M, Taib-Maamar N, Dessolin J, Audrain H, Hermange P, Fouquet E. Last-Step Pd-Mediated [11C]CO Labeling of a Moxestrol-Conjugated o-Iodobenzyl Alcohol: From Model Experiments to in Vivo Positron Emission Tomography Studies. Bioconjug Chem. 2017 Nov 15;28(11):2887-2894. doi: 10.1021/acs.bioconjchem.7b00583. Epub 2017 Oct 27. PMID: 29077399. 12: Danel L, Souweine G, Monier JC, Saez S. Specific estrogen binding sites in human lymphoid cells and thymic cells. J Steroid Biochem. 1983 May;18(5):559-63. doi: 10.1016/0022-4731(83)90131-0. PMID: 6855231. 13: Purdy RH, Moore PH Jr, Williams MC, Goldzieher JW, Paul SM. Relative rates of 2- and 4-hydroxyestrogen synthesis are dependent on both substrate and tissue. FEBS Lett. 1982 Feb 8;138(1):40-4. doi: 10.1016/0014-5793(82)80390-6. PMID: 6279439. 14: Ivessa NE, Rehberg E, Kienzle B, Seif F, Hermann R, Hermann M, Schneider WJ, Gordon DA. Molecular cloning, expression, and hormonal regulation of the chicken microsomal triglyceride transfer protein. Gene. 2013 Jul 1;523(1):1-9. doi: 10.1016/j.gene.2013.03.102. Epub 2013 Mar 29. PMID: 23542778. 15: Ulibarri C, Yahr P. Poly-A+ mRNA and defeminization of sexual behavior and gonadotropin secretion in rats. Physiol Behav. 1987;39(6):767-74. doi: 10.1016/0031-9384(87)90264-2. PMID: 2885870. 16: Blankenstein MA, Blaauw G, Lamberts SW, Mulder E. Presence of progesterone receptors and absence of oestrogen receptors in human intracranial meningioma cytosols. Eur J Cancer Clin Oncol. 1983 Mar;19(3):365-70. doi: 10.1016/0277-5379(83)90134-7. PMID: 6683174. 17: Crews D, Wibbels T, Gutzke WH. Action of sex steroid hormones on temperature-induced sex determination in the snapping turtle (Chelydra serpentina). Gen Comp Endocrinol. 1989 Oct;76(1):159-66. doi: 10.1016/0016-6480(89)90042-7. PMID: 2599345. 18: Mörwald S, Yamazaki H, Bujo H, Kusunoki J, Kanaki T, Seimiya K, Morisaki N, Nimpf J, Schneider WJ, Saito Y. A novel mosaic protein containing LDL receptor elements is highly conserved in humans and chickens. Arterioscler Thromb Vasc Biol. 1997 May;17(5):996-1002. doi: 10.1161/01.atv.17.5.996. PMID: 9157966. 19: Cunha GR, Shannon JM, Vanderslice KD, Sekkingstad M, Robboy SJ. Autoradiographic analysis of nuclear estrogen binding sites during postnatal development of the genital tract of female mice. J Steroid Biochem. 1982 Sep;17(3):281-6. doi: 10.1016/0022-4731(82)90201-1. PMID: 7132346. 20: Mao C, Shapiro DJ. A histone deacetylase inhibitor potentiates estrogen receptor activation of a stably integrated vitellogenin promoter in HepG2 cells. Endocrinology. 2000 Jul;141(7):2361-9. doi: 10.1210/endo.141.7.7564. PMID: 10875235.