Turkesterone

Turkesterone is a phytoecdysteroid found in numerous plant species, including Ajuga turkestanica,[1] various Vitex species,[2][3][4] Triticum aestivum,[5] and Rhaponticum acaule.[6] Laboratory studies in rodents have not identified anabolic effects.[7][8][9]

Turkesterone
Identifiers
  • (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]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC27H44O8
Molar mass496.641 g·mol−1
3D model (JSmol)
  • C[C@]12C[C@H]([C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)O
  • 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
  • Key:WSBAGDDNVWTLOM-XHZKDPLLSA-N

See also

References
  1. Guibout L, Mamadalieva N, Balducci C, Girault JP, Lafont R (2015). "The minor ecdysteroids from Ajuga turkestanica" (PDF). Phytochemical Analysis. 26 (5): 293–300. doi:10.1002/pca.2563. PMID 25953625.
  2. dos Santos TC, Delle Monache F, Leitão SG (March 2001). "Ecdysteroids from two Brazilian Vitex species". Fitoterapia. 72 (3): 215–220. doi:10.1016/s0367-326x(00)00304-x. PMID 11295296.
  3. Suksamrarn A, Kumpun S, Yingyongnarongkul BE (November 2002). "Ecdysteroids of Vitex scabra stem bark". Journal of Natural Products. 65 (11): 1690–1692. doi:10.1021/np020199o. PMID 12444704.
  4. Bunu MI, Ndinteh DT, Macdonald JR, Langat MK, Isyaka SM, Sadgrove NJ, et al. (August 2021). "Ecdysteroids from the Stem Bark of Vitex doniana Sweet (Lamiaceae; ex. Verbenaceae): A Geographically Variable African Medicinal Species". Antibiotics. 10 (8): 937. doi:10.3390/antibiotics10080937. PMC 8388959. PMID 34438987.
  5. Janeczko A, Oklestkova J, Tarkowská D, Drygaś B (March 2021). "Naturally Occurring Ecdysteroids in Triticum aestivum L. and Evaluation of Fenarimol as a Potential Inhibitor of Their Biosynthesis in Plants". International Journal of Molecular Sciences. 22 (6): 2855. doi:10.3390/ijms22062855. PMC 7999220. PMID 33799719.
  6. Zughdani M, Yusufoğlu HS, Ekiz G, Linden A, Çalış İ (December 2020). "Ecdysteroids from the underground parts of Rhaponticum acaule (L.) DC" (PDF). Phytochemistry. 180: 112530. doi:10.1016/j.phytochem.2020.112530. PMID 33049649. S2CID 222353903.
  7. Syrov VN (1984). "[Mechanism of the anabolic action of phytoecdisteroids in mammals]". Nauchnye Doklady Vysshei Shkoly. Biologicheskie Nauki (11): 16–20. PMID 6525371.
  8. Lawrence MM, Zwetsloot KA, Arthur ST, Sherman CA, Huot JR, Badmaev V, et al. (January 2021). "Phytoecdysteroids Do Not Have Anabolic Effects in Skeletal Muscle in Sedentary Aging Mice". International Journal of Environmental Research and Public Health. 18 (2): 370. doi:10.3390/ijerph18020370. PMC 7825148. PMID 33418916.
  9. Martins JP, Silva LC, Nunes MS, Rübensam G, Oliveira JR, Silva RB, Campos MM (April 2021). "Combined Effects of Exercise and Phytoanabolic Extracts in Castrated Male and Female Mice". Nutrients. 13 (4): 1177. doi:10.3390/nu13041177. PMC 8066446. PMID 33918334.


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