brusatol

For research use only. Not for therapeutic Use.

  • CAT Number: M066293
  • CAS Number: 14907-98-3
  • Molecular Formula: C26H32O11
  • Molecular Weight: 520.531
  • Purity: ≥95%
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Brusatol(CAS 14907-98-3) is a natural terpenoid that is capable of inducing a variety of biological effects. 


Catalog Number M066293
CAS Number 14907-98-3
Synonyms

Yatansin;

Molecular Formula C26H32O11
Purity ≥95%
Storage Store at RT
IUPAC Name methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
InChI InChI=1S/C26H32O11/c1-10(2)6-15(28)37-18-20-25-9-35-26(20,23(33)34-5)21(31)17(30)19(25)24(4)8-13(27)16(29)11(3)12(24)7-14(25)36-22(18)32/h6,12,14,17-21,29-31H,7-9H2,1-5H3/t12-,14+,17+,18+,19+,20+,21-,24-,25+,26-/m0/s1
InChIKey ZZZYHIMVKOHVIH-VILODJCFSA-N
SMILES CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C)(OC5)C(=O)OC)O)O)C)O
Reference

1: Ren D, Villeneuve NF, Jiang T, Wu T, Lau A, Toppin HA, Zhang DD. Brusatol enhances the efficacy of chemotherapy by inhibiting the Nrf2-mediated defense mechanism. Proc Natl Acad Sci U S A. 2011 Jan 25;108(4):1433-8. doi: 10.1073/pnas.1014275108. Epub 2011 Jan 4. PubMed PMID: 21205897; PubMed Central PMCID: PMC3029730.<br />
2: Willingham W Jr, Stafford EA, Reynolds SH, Chaney SG, Lee KH, Okano M, Hall IH. Mechanism of eukaryotic protein synthesis inhibition by brusatol. Biochim Biophys Acta. 1981 Jul 27;654(2):169-74. PubMed PMID: 7284376.<br />
3: Hall IH, Lee KH, Eigebaly SA, Imakura Y, Sumida Y, Wu RY. Antitumor agents. XXXIV: Mechanism of action of bruceoside A and brusatol on nucleic acid metabolism of P-388 lymphocytic leukemia cells. J Pharm Sci. 1979 Jul;68(7):883-7. PubMed PMID: 458610.<br />
4: Eigebaly SA, Hall IH, Lee KH, Sumida Y, Imakura Y, Wu RY. Antitumor agents. XXXV: Effects of brusatol, bruceoside A, and bruceantin on P-388 lymphocytic leukemia cell respiration. J Pharm Sci. 1979 Jul;68(7):887-90. PubMed PMID: 222889.

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