MedKoo Cat#: 462668 | Name: Turkesterone

Description:

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

Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group. It is an analogue of the insect steroid hormone 20-hydroxyecdysone.

Chemical Structure

Turkesterone
Turkesterone
CAS#41451-87-0

Theoretical Analysis

MedKoo Cat#: 462668

Name: Turkesterone

CAS#: 41451-87-0

Chemical Formula: C27H44O8

Exact Mass: 496.3036

Molecular Weight: 496.64

Elemental Analysis: C, 65.30; H, 8.93; O, 25.77

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
Turkesterone;
IUPAC/Chemical Name
(2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one
InChi Key
WSBAGDDNVWTLOM-XHZKDPLLSA-N
InChi Code
InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,21+,22+,24-,25+,26+,27+/m0/s1
SMILES Code
CC(O)(CC[C@H]([C@](O)([C@H]1CC[C@]2(C3=CC([C@@H]4C[C@H]([C@H](C[C@@]4([C@H]3[C@@H](C[C@]12C)O)C)O)O)=O)O)C)O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 496.64 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: Guibout L, Mamadalieva N, Balducci C, Girault JP, Lafont R. The minor ecdysteroids from Ajuga turkestanica. Phytochem Anal. 2015 Sep- Oct;26(5):293-300. doi: 10.1002/pca.2563. Epub 2015 May 8. PMID: 25953625. 2: Dinan L, Bourne P, Whiting P, Tsitsekli A, Saatov Z, Dhadialla TS, Hormann RE, Lafont R, Coll J. Synthesis and biological activities of turkesterone 11alpha-acyl derivatives. J Insect Sci. 2003;3:6. doi: 10.1093/jis/3.1.6. Epub 2003 Feb 24. PMID: 15841223; PMCID: PMC524646. 3: Syrov VN, Kurmukov AG, Sakhibov AD. Vliianie turkesterona i nerobola na aktivnost' beloksinteziruiushcheĭ sistemy pecheni mysheĭ [Effect of turkesterone and nerobol on the activity of the protein synthesizing system of mouse liver]. Vopr Med Khim. 1978 Jul-Aug;24(4):456-60. Russian. PMID: 685188. 4: Tashmukhamedova MA, Almatov KT, Syrov VN, Sultanov MB, Abidov AA. Sravnitel'noe izuchenie deĭstviia ékdisterona, turkesterona i nerobola na funktsii mitokhondriĭ pecheni krys pri éksperimental'nom diabete [Comparative study of the effect of ecdysterone, turkesterone and nerobol on the function of rat liver mitochondria in experimental diabetes]. Vopr Med Khim. 1986 Sep- Oct;32(5):24-8. Russian. PMID: 3776112. 5: Syrov VN, Kurmukov AG. Ob anabolicheskikh svostvakh fitoekdizona turkesterona i tetraatsetata turkesterona v opytakh na samtsakh krys [The anabolic properties of turkesterone phytoecdysone and turkesterone tetraacetate in experiments on male rats]. Probl Endokrinol (Mosk). 1976 May-Jun;22(3):107-12. Russian. PMID: 935080. 6: Syrov VN, Iuldasheva NKh, Égamova FR, Ismailova GI, Abdullaev ND, Khushbaktova ZA. [Estimation of the hypoglycemic effect of phytoecdysteroids]. Eksp Klin Farmakol. 2012;75(5):28-31. Russian. PMID: 22834126. 7: dos Santos TC, Delle Monache F, Leitão SG. Ecdysteroids from two Brazilian Vitex species. Fitoterapia. 2001 Mar;72(3):215-20. doi: 10.1016/s0367-326x(00)00304-x. PMID: 11295296. 8: Syrov VN, Islamova ZhI, Égamova FR, Iuldasheva NKh, Khushbaktova ZA. [Stress- protective properties of phytoecdysteroids]. Eksp Klin Farmakol. 2014;77(7):35-8. Russian. PMID: 25322653. 9: Kubo I, Asaka Y, Stout MJ, Nakatsu T. Structure of a novel phytoecdysteroid, vitexirone, and efficient isolation of phytoecdysteroids fromVitex fisherii. J Chem Ecol. 1990 Aug;16(8):2581-8. doi: 10.1007/BF01017480. PMID: 24264222. 10: Syrov VN, Nasyrova SS, Khushbaktova ZA. Rezul'taty eksperimental'nogo izucheniia fitoékdisteroidov v kachestve stimuliatorov eritropoéza u laboratornykh zhivotnykh [The results of experimental study of phytoecdysteroids as erythropoiesis stimulators in laboratory animals]. Eksp Klin Farmakol. 1997 May-Jun;60(3):41-4. Russian. PMID: 9324397. 11: Suksamrarn A, Kumpun S, Yingyongnarongkul BE. Ecdysteroids of Vitex scabra stem bark. J Nat Prod. 2002 Nov;65(11):1690-2. doi: 10.1021/np020199o. PMID: 12444704. 12: Guo DA, Lou ZC, Gao CY, Qiao L, Peng JR. [Phytoecdysteroids of Rhaponticum uniflorum root]. Yao Xue Xue Bao. 1991;26(6):442-6. Chinese. PMID: 1789111. 13: Budesínský M, Vokác K, Harmatha J, Cvacka J. Additional minor ecdysteroid components of Leuzea carthamoides. Steroids. 2008 May;73(5):502-14. doi: 10.1016/j.steroids.2007.12.021. Epub 2007 Dec 28. Erratum in: Steroids. 2009 Nov;74(12):1003-4. PMID: 18243263. 14: Bourne PC, Whiting P, Dhadialla TS, Hormann RE, Girault JP, Harmatha J, Lafont R, Dinan L. Ecdysteroid 7,9(11)-dien-6-ones as potential photoaffinity labels for ecdysteroid binding proteins. J Insect Sci. 2002;2:11. doi: 10.1093/jis/2.1.11. PMID: 15455045; PMCID: PMC355911. 15: Tashmukhamedova MA, Almatov KT, Khushbaktova ZA, Syrov VN. Vliianie fitoékdisteroidov i steranobolov na aktivnost' i stabil'nost' membranno- sviazannykh fermentov mitokhondriĭ pecheni pri éksperimental'nom gepatite [Effect of phytoecdysteroids and steranobols on the activity and stability of membrane-bound enzymes of liver mitochondria in experimental hepatitis]. Vopr Med Khim. 1986 Jan-Feb;32(1):81-4. Russian. PMID: 3953017. 16: Tashmukhamedova MA, Almatov KT, Syrov VN, Sultanov MB, Abidov AA. Vliianie fitoékdisteroidov i steranabolov na dykhanie i okislitel'noe fosforilirovanie mitokhondriĭ pecheni krys pri alloksanovom diabete [Effect of phytoecdisteroids and anabolic steroids on liver mitochondrial respiration and oxidative phosphorylation in alloxan diabetic rats]. Nauchnye Doki Vyss Shkoly Biol Nauki. 1985;(9):37-9. Russian. PMID: 4063413. 17: Aytaç S, Dursun S. The effect on employees of violence climate in the workplace. Work. 2012;41 Suppl 1:3026-31. doi: 10.3233/WOR-2012-0559-3026. PMID: 22317180. 18: Eresen Yazıcıoğlu C, Karatosun V, Kızıldağ S, Ozsoylu D, Kavukçu S. ACVR1 gene mutations in four Turkish patients diagnosed as fibrodysplasia ossificans progressiva. Gene. 2013 Feb 25;515(2):444-6. doi: 10.1016/j.gene.2012.12.005. Epub 2012 Dec 20. PMID: 23260810. 19: Syrov VN, Khushbaktova ZA, Nabiev AN. Eksperimental'noe izuchenie gepatoprotektornykh svoĭstv fitoékdisteroidov i nerobola pri porazhenii pecheni chetyrekhkhloristym uglerodom [An experimental study of the hepatoprotective properties of phytoecdysteroids and nerobol in carbon tetrachloride-induced liver lesion]. Eksp Klin Farmakol. 1992 May-Jun;55(3):61-5. Russian. PMID: 1458171. 20: Syrov VN, Tashmukhamedova MA, Khushbaktova ZA, Mirtalipov DT, Mamatkhanov AU. Vliianie fitoékdisteroidov i nerobola na pokazateli uglevodnogo i lipidnogo obmenov i fosfolipidnyĭ spektr membran mitokhondriĭ pecheni krys pri éksperimental'nom sakharnom diabete [Effect of phytoecdysteroids and nerobol on parameters of carbohydrate and lipid metabolism and phospholipid spectrum of liver mitochondrial membrane in experimental diabetes mellitus of rats]. Ukr Biokhim Zh (1978). 1992 Jul-Aug;64(4):61-7. Russian. PMID: 1448876.