Turkesterone

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

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]

  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. Bibcode:2015PChAn..26..293G. doi:10.1002/pca.2563. PMID 25953625. S2CID 10373609.
  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. Bibcode:2020PChem.180k2530Z. doi:10.1016/j.phytochem.2020.112530. PMID 33049649. S2CID 222353903.