Lanproston

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MedKoo CAT#: 598374

CAS#: 105674-77-9

Description: Lanproston is a bioactive chemical.


Price and Availability

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Pricing updated 2020-08-10. Prices are subject to change without notice.

Lanproston is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 598374
Name: Lanproston
CAS#: 105674-77-9
Chemical Formula: C24H31ClO7
Exact Mass: 466.1758
Molecular Weight: 466.95
Elemental Analysis: C, 61.73; H, 6.69; Cl, 7.59; O, 23.98


Synonym: Lanproston;

IUPAC/Chemical Name: (Z)-7-((1R,2R,3R,5S)-2-((E)-2-(2-((3-chlorophenoxy)methyl)-1,3-dioxolan-2-yl)vinyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid

InChi Key: RWTBSBMVEFAIJX-BOCWSOLPSA-N

InChi Code: InChI=1S/C24H31ClO7/c25-17-6-5-7-18(14-17)30-16-24(31-12-13-32-24)11-10-20-19(21(26)15-22(20)27)8-3-1-2-4-9-23(28)29/h1,3,5-7,10-11,14,19-22,26-27H,2,4,8-9,12-13,15-16H2,(H,28,29)/b3-1-,11-10+/t19-,20-,21+,22-/m1/s1

SMILES Code: O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/C2(COC3=CC=CC(Cl)=C3)OCCO2)[C@H](O)C[C@@H]1O


Technical Data

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:
>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


References

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2: Cawley AT, Blakey K, Waller CC, McLeod MD, Boyd S, Heather A, McGrath KC, Handelsman DJ, Willis AC. Detection and metabolic investigations of a novel designer steroid: 3-chloro-17α-methyl-5α-androstan-17β-ol. Drug Test Anal. 2016 Jul;8(7):621-32. doi: 10.1002/dta.1832. Epub 2015 Jun 23. PubMed PMID: 27443417.

3: Ewing L, Brown B. Formation and secretion of 5alpha-androstan-17beta-ol-3-one, 5alpha-androstan-3alpha,17beta-diol and 5alpha-androstan-3beta,17beta-diol by the perfused rabbit testis epididymis. Endocrinology. 1975 Feb;96(2):479-85. PubMed PMID: 1112261.

4: Ahmad MS, Zafar S, Bibi M, Bano S, Atia-Tul-Wahab, Atta-Ur-Rahman, Iqbal Choudhary M. Biotransformation of androgenic steroid mesterolone with Cunninghamella blakesleeana and Macrophomina phaseolina. Steroids. 2014 Apr;82:53-9. doi: 10.1016/j.steroids.2014.01.001. Epub 2014 Jan 22. PubMed PMID: 24462640.

5: Kiousi P, Angelis YS, Fragkaki AG, Abushareeda W, Alsayrafi M, Georgakopoulos C, Lyris E. Markers of mesterolone abuse in sulfate fraction for doping control in human urine. J Mass Spectrom. 2015 Dec;50(12):1409-19. doi: 10.1002/jms.3715. PubMed PMID: 26634976.

6: Smith C, Wahab AT, Khan MS, Ahmad MS, Farran D, Iqbal Choudhary M, Baydoun E. Microbial transformation of oxandrolone with Macrophomina phaseolina and Cunninghamella blakesleeana. Steroids. 2015 Oct;102:39-45. doi: 10.1016/j.steroids.2015.06.008. Epub 2015 Jun 18. PubMed PMID: 26095204.

7: Andrade LC, de Almeida MJ, Paixão JA, Carvalho JF, Sá E Melo ML. 3β,5α,6β-Trihy-droxy-androstan-17-one. Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1056-7. doi: 10.1107/S1600536811011706. Epub 2011 Apr 7. PubMed PMID: 21754383; PubMed Central PMCID: PMC3089281.

8: Sunde A, Rosness PA, Eik-Nes KB. Metabolism of 5 alpha-androstane-3 beta,17 beta-diol to 17 beta-hydroxy-5 alpha-androstan-3-one and 5 alpha-androstan-3 alpha,17 beta-diol in the rat. Biochim Biophys Acta. 1979 Aug 30;574(2):240-7. PubMed PMID: 39615.

9: Ewing LL. Some factors affecting testosterone, dihydrotestosterone, 5 alpha-androstan-3 alpha,17 beta-diol and 5 alpha-androstan-3 beta,17 beta-diol secretion by invitro perfused rabbit testes. Curr Top Mol Endocrinol. 1975;2:145-64. PubMed PMID: 18320.

10: Fragkaki AG, Angelis YS, Kiousi P, Georgakopoulos CG, Lyris E. Comparison of sulfo-conjugated and gluco-conjugated urinary metabolites for detection of methenolone misuse in doping control by LC-HRMS, GC-MS and GC-HRMS. J Mass Spectrom. 2015 May;50(5):740-8. doi: 10.1002/jms.3583. PubMed PMID: 26259657.

11: Purvis K, Calandra R, Haug E, Hansson V. 5alpha-reduced androgens and testicular function in the immature rat: effects of 5alpha-androstan-17beta-ol-3one (DHT) propionate and 5alpha-androstan-3alpha,17beta-diol. Mol Cell Endocrinol. 1977 May;7(3):203-19. PubMed PMID: 873044.

12: Gómez C, Pozo OJ, Marcos J, Segura J, Ventura R. Alternative long-term markers for the detection of methyltestosterone misuse. Steroids. 2013 Jan;78(1):44-52. doi: 10.1016/j.steroids.2012.10.008. Epub 2012 Nov 2. PubMed PMID: 23127819.

13: Shi R, Zhang CS, Wei K. 16α-Bromo-17β-hydr-oxy-5α-androstan-3β-yl acetate. Acta Crystallogr Sect E Struct Rep Online. 2010 Mar 6;66(Pt 4):o750. doi: 10.1107/S1600536810007555. PubMed PMID: 21580595; PubMed Central PMCID: PMC2983941.

14: Catsoulacos P, Politis D, Boutis L, Papageorgiou A. New compounds: antitumor activity of 3beta-hydroxy-13alpha-amino-13,17-seco-5alpha-androstan-17-oic-13,17-lactam 4-[p-[bis(2-chloroethyl)amino]phenyl]butyrate. J Pharm Sci. 1978 Sep;67(9):1342-3. PubMed PMID: 690853.

15: Chen C, Li X, Singh SM, Labrie F. Activity of 17beta-(N-alkyl/arylformamido) and 17beta-[(N-alkyl/aryl) alkyl/arylamido]-4-methyl-4-aza-5alpha-androstan-3-ones as 5alpha-reductase inhibitors in the hamster flank organ and ear. J Invest Dermatol. 1998 Aug;111(2):273-8. PubMed PMID: 9699729.

16: Pohle HD. [On the tolerance of the liver for 1-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one (mesterolone)]. Arzneimittelforschung. 1966 Apr;16(4):473-4. German. PubMed PMID: 6014253.

17: Kao LW, Crosswell MJ, Weisz J. Steroid metabolism by the lung: conversion of dihydrotestosterone to 5 alpha-androstan-3 alpha, 17 beta-diol by rat lung tissue in vitro. Endocrinology. 1979 Mar;104(3):664-6. PubMed PMID: 436725.

18: Krause W, Jakobs U. Determination of 17 beta-hydroxy-1 alpha-methyl-17 alpha-propyl-5-alpha-androstan-3-one in plasma by gas chromatography-mass spectrometry with single-ion detection. J Pharm Sci. 1984 Apr;73(4):563-4. PubMed PMID: 6726647.

19: ANSFIELD FJ, OLSON KB, RASCH O. The use of androstan-3, 11, dione-17beta-hydroxy, 17-methyl (compound NSC 19605) in the treatment of advanced breast cancer. Cancer. 1962 Mar-Apr;15:330-3. PubMed PMID: 13861731.

20: Thamotharan S, Parthasarathi V, Gupta R, Jindal DP, Linden A. Two azasteroidal [3,2-c]pyrazole derivatives: 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-yl acetate and 2'-(p-fluorophenyl)-4-azapyrazolo[4',3':2,3]-5alpha-androstan-17beta-ol. Acta Crystallogr C. 2003 Dec;59(Pt 12):o724-6. Epub 2003 Nov 30. PubMed PMID: 14671383.