A fungal metabolite
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Chaetoviridin A

Item No. 31174

Technical Information
Formal Name
(6aS)-5-chloro-9-[(2R,3R)-3-hydroxy-2-methyl-1-oxobutyl]-6a-methyl-3-[(1E,3S)-3-methyl-1-penten-1-yl]-6H-furo[2,3-h]-2-benzopyran-6,8(6aH)-dione
CAS Number
128252-98-2
Molecular Formula
C23H25ClO6
Formula Weight
Purity
≥95%
A solid
Acetone: solubleChloroform: solubleDMSO: solubleMethanol: soluble
SMILES
O=C1O[C@]2(C)C(C(Cl)=C3C=C(/C=C/[C@@H](C)CC)OC=C3C2=C1C([C@H](C)[C@H](O)C)=O)=O
InChi Code
InChI=1S/C23H25ClO6/c1-6-11(2)7-8-14-9-15-16(10-29-14)18-17(20(26)12(3)13(4)25)22(28)30-23(18,5)21(27)19(15)24/h7-13,25H,6H2,1-5H3/b8-7+/t11-,12+,13+,23-/m0/s1
InChi Key
HWSQVPGTQUYLEQ-LYUOGRNPSA-N
Origin
Fungus/Chaetomium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chaetoviridin A is a fungal metabolite that has been found in Chaetomium.1 Plant pathogenic, antitumor, and cholesteryl ester transfer protein (CETP) inhibitory activity attributed to chaetoviridin A was determined prior to its structural reassignment by total synthesis, NMR, and circular dichroism analysis.1,2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Makrerougras, M., Coffinier, R., Oger, S., et alTotal synthesis and structural revision of chaetoviridins A. Org. Lett. 19(15), 4146-4149 (2017).

    2. Park, J.-H., Choi, G.J., Jang, K.S., et alAntifungal activity against plant pathogenic fungi of chaetoviridins isolated from Chaetomium globosum. FEMS Microbiol. Lett. 252(2), 309-313 (2005).

    3. Yasukawa, K., Takahashi, M., Natori, S., et alAzaphilones inhibit tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mice. Oncology 51(1), 108-112 (1994).

    4. Tomoda, H., Matsushima, C., Tabata, N., et alStructure-specific inhibition of cholesteryl ester transfer protein by azaphilones. J. Antibiot. (Tokyo) 52(2), 160-170 (1999).