Synonym
AI3-52642; AI3 52642; AI352642; Estradiol undecylate
IUPAC/Chemical Name
Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 17-undecanoate
InChi Key
TXHUMRBWIWWBGW-GVGNIZHQSA-N
InChi Code
InChI=1S/C29H44O3/c1-3-4-5-6-7-8-9-10-11-28(31)32-27-17-16-26-25-14-12-21-20-22(30)13-15-23(21)24(25)18-19-29(26,27)2/h13,15,20,24-27,30H,3-12,14,16-19H2,1-2H3/t24-,25-,26+,27+,29+/m1/s1
SMILES Code
C[C@@]12[C@@H](OC(CCCCCCCCCC)=O)CC[C@@]1([H])[C@]3([H])CCC4=C(C=CC(O)=C4)[C@@]3([H])CC2
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
>3 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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
440.67
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: Schürmeyer T, Graff J, Senge T, Nieschlag E. Effect of oestrogen or cyproterone acetate treatment on adrenocortical function in prostate carcinoma patients. Acta Endocrinol (Copenh). 1986 Mar;111(3):360-7. PubMed PMID: 2421511.
2: Bukhari AR, Guessab A, Nicol ML. Hormone mediated changes in monoamine stores and regulation of enzymes of biosynthesis and metabolism in the rat adrenal gland. Influence of progesterone, estradiol, ACTH and testosterone administration. Steroids. 1981 Jul;38(1):1-10. PubMed PMID: 6270850.
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4: Jacobi GH, Altwein JE, Kurth KH, Basting R, Hohenfellner R. Treatment of advanced prostatic cancer with parenteral cyproterone acetate: a phase III randomised trial. Br J Urol. 1980 Jun;52(3):208-15. PubMed PMID: 7000222.
5: Grizard G, Boucher D, Thieblot L. Circadian variations of ovarian ascorbic acid depletion in response to luteinising hormone in the rat. Int J Chronobiol. 1978;5(4):533-44. PubMed PMID: 700903.
6: Kuhl H, Auerhammer W, Taubert HD. Oligomeric oestradiol esters: a new class of long-acting oestrogens. Acta Endocrinol (Copenh). 1976 Oct;83(2):439-48. PubMed PMID: 989671.
7: Leyendecker G, Geppert G, Nocke W, Ufer J. [Estradiol-17beta, estrone, LH and FSH in serum after administration of estradiol-17beta, estradiolbenzoate, estradiol-valeriate and estradiol-undecylate in the female (author's transl)]. Geburtshilfe Frauenheilkd. 1975 May;35(5):370-4. German. PubMed PMID: 1150068.
8: Duverger-Nedellec A. [Effects of injections of a prolonged-action estradiol (di-undecylate of estradiol) on gestation in normal rats]. C R Acad Sci Hebd Seances Acad Sci D. 1967 Apr 17;264(16):2039-42. French. PubMed PMID: 4963612.
9: MOLLARD P. [Clinical action of estradiol undecylate in the treatment of prostatic cancer]. Lyon Med. 1963 Mar 31;209:759-65. French. PubMed PMID: 13935867.
10: GOUYGOU C, GUERITEE N, PYE A. [A fat-soluble, delayed estrogen : the estradiol undecylate]. Therapie. 1956;11(5):909-17. French. PubMed PMID: 13391788.
11: WIED GL. [Estradiol valerate and estradiol undecylate, two new estrogens with prolonged action; comparison with estradiol benzoate]. Geburtshilfe Frauenheilkd. 1954 Jan;14(1):45-52. Undetermined Language. PubMed PMID: 13142295.
