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MedKoo Cat#: 584416 | Name: Anordiol

Description:

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

Anordiol, the dihydroxylated metabolite of anordrin, is an antiestrogen with estrogenic activity that is known to inhibit fertility.

Chemical Structure

Anordiol
Anordiol
CAS#1045-29-0

Theoretical Analysis

MedKoo Cat#: 584416

Name: Anordiol

CAS#: 1045-29-0

Chemical Formula: C22H30O2

Exact Mass: 326.2246

Molecular Weight: 326.48

Elemental Analysis: C, 80.94; H, 9.26; O, 9.80

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
Anordiol; AF 45; AF45; AF-45; H 241; H241; H-241
IUPAC/Chemical Name
Dicyclopenta(a,f)naphthalene-1,7-diol, 1,7-diethynylhexadecahydro-8a,10a-dimethyl-, (1R-(1alpha,3abeta,3balpha,5abeta,7alpha,8aalpha,8bbeta,10aalpha))-
InChi Key
HUUUMTTWAPMBMU-ZBJWQKIUSA-N
InChi Code
InChI=1S/C22H30O2/c1-5-21(23)13-15-7-8-16-17(19(15,3)14-21)9-11-20(4)18(16)10-12-22(20,24)6-2/h1-2,15-18,23-24H,7-14H2,3-4H3/t15-,16+,17-,18-,19-,20-,21+,22-/m0/s1
SMILES Code
O[C@@]1(C#C)CC[C@]2([H])[C@]1(C)CC[C@]3([H])[C@]4(C)[C@@](C[C@](O)(C#C)C4)([H])CC[C@@]23[H]
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 326.48 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: Ma B, Xiang Y, Mu SM, Li T, Yu HM, Li XJ. Effects of acetazolamide and anordiol on osmotic water permeability in AQP1-cRNA injected Xenopus oocyte. Acta Pharmacol Sin. 2004 Jan;25(1):90-7. PubMed PMID: 14704128. 2: Dao B, Vanage G, Li XJ, Bardin CW, Koide SS. Comparative effectiveness of three antiprogestins alone and in combination with anordiol in terminating pregnancy in the rat. Contraception. 1997 Jan;55(1):35-40. PubMed PMID: 9013059. 3: Li XJ, Yu H, Koide SS. Effect of mifepristone and antiestrogens on uterine PGF2 alpha and PGE2 concentrations in ovariectomized and pregnant rats. Prostaglandins. 1997 Mar;53(3):187-97. PubMed PMID: 9206800. 4: Wang WC, Chang CC, Bardin CW. Anordiol is more potent than anordrin for terminating pregnancy when administered with RU 486. Contraception. 1993 Jun;47(6):609-16. PubMed PMID: 8334895. 5: Juneja SC, Williams RS. Effect of anordrin on the development of mouse preimplantation embryos in vitro. J Assist Reprod Genet. 1996 Apr;13(4):356-62. PubMed PMID: 8777353. 6: Kaplan-Kraicer R, Bardin CW, Shalgi R. Anordiol and RU486 synergize to produce preimplantation pregnancy loss by increasing embryo transport (rat). Contraception. 1995 Feb;51(2):141-6. PubMed PMID: 7750292. 7: Kaplan-Kraicer R, Shinnar N, Bardin CW, Shalgi R. Anordiol produces pregnancy loss in the rat--via the embryo or via the uterus? Contraception. 2000 May;61(5):341-6. PubMed PMID: 10906506. 8: Chatterton RT Jr, Berman C, Walters NN. Anti-uterotrophic and folliculostatic activities of anordiol (2 alpha,17 alpha-diethynyl-A-nor-5 alpha-androstane-2 beta,17 beta-diol). Contraception. 1989 Mar;39(3):291-7. PubMed PMID: 2714089. 9: Peters AJ, Wentz AC, Kazer RR, Jeyendran RS, Chatterton RT Jr. Estrogenic and antiestrogenic activities of anordiol: a comparison of uterine and vaginal responses with those of clomiphene citrate. Contraception. 1995 Sep;52(3):195-202. PubMed PMID: 7587192. 10: Vanage GR, Dao B, Li XJ, Bardin CW, Koide SS. Effects of anordiol, an antiestrogen, on the reproductive organs of the male rat. Arch Androl. 1997 Jan-Feb;38(1):13-21. PubMed PMID: 9017118. 11: Lu YC, Chatterton RT Jr. Effect of anordiol on ovarian hormone secretion, ovulation, and uterine and vaginal responses in the immature rat. Adv Contracept. 1994 Jun;10(2):157-66. PubMed PMID: 7942263. 12: Li XJ, Yu HM, Koide SS. Regulation of water channel gene (AQP-CHIP) expression by estradiol and anordiol in rat uterus. Yao Xue Xue Bao. 1997 Aug;32(8):586-92. PubMed PMID: 11596307. 13: Vincze I, Monder C. Developing a radioimmunoassay for anordrin: the synthesis of propionyl and hemisuccinyl esters of anordiol. Contraception. 1993 May;47(5):507-14. PubMed PMID: 8513678. 14: Lu YC, Chatterton RT Jr. Effects of the antiestrogen anordiol on ovulation and endometrial histology in the rat. Adv Contracept. 1993 Sep;9(3):257-68. PubMed PMID: 8237581. 15: Lynn DE, Chatterton RT Jr, Wentz AC. Inhibition of estrogen biosynthesis in the rat ovary by anordrin. Adv Contracept. 1991 Mar;7(1):11-9. PubMed PMID: 1908174. 16: Yu HM, Li XJ, Koide SS. Regulation of a uterine 250 kDa protein by estradiol and antiestrogens. Endocr Res. 1996 Feb;22(1):29-41. PubMed PMID: 8690005. 17: Dao B, Vanage G, Marshall A, Bardin CW, Koide SS. Anti-implantation activity of antiestrogens and mifepristone. Contraception. 1996 Oct;54(4):253-8. PubMed PMID: 8922879. 18: Chang CC, Wang WC, Bardin CW. Postcoital use of anordrin and RU 486 for prevention of implantation in the rat. Contraception. 1993 Apr;47(4):413-9. PubMed PMID: 8508670. 19: Chatterton RT Jr, Kowalski W, Lu YC, Peters AJ. Pharmacokinetics and pharmacodynamics of anordrin (2 alpha, 17 alpha-diethynyl-A-nor-5 alpha-androstane-2 beta, 17 beta-diol diproprionate). Steroids. 1994 Mar;59(3):217-23. PubMed PMID: 8048155. 20: Wang HZ, Lu SH, Shen WX, Sun ZD, Zhou W, Wu YF, Zhou MR. Effect of A-nor steroids and oestradiol on progesterone production by human luteal cells. J Reprod Fertil. 1988 Jul;83(2):647-53. PubMed PMID: 3411556.