A fungal metabolite with anticancer and anthelmintic activities
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Clonostachydiol

Item No. 29066

Technical Information
Formal Name
(3E,5R,6S,9E,11S,14S)-5,11-dihydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione
CAS Number
2205018-06-8
Molecular Formula
C14H20O6
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(/C=C/[C@@H](O)[C@H](C)O1)O[C@@H](C)CC[C@H](O)/C=C/C1=O
InChi Code
InChI=1S/C14H20O6/c1-9-3-4-11(15)5-7-14(18)20-10(2)12(16)6-8-13(17)19-9/h5-12,15-16H,3-4H2,1-2H3/b7-5+,8-6+/t9-,10-,11-,12+/m0/s1
InChi Key
SSVNIYICRYPPEB-AATSMRKUSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Clonostachydiol is a fungal metabolite originally isolated from Clonostachys cylindrospora that has anticancer and anthelmintic activities.1,2 It is cytotoxic to P388 (IC50 = 25 µM), as well as L1210, HT-29, and A549 cancer cells (IC50s = 4.5, 4.2, and 5.7 µg/ml, respectively). Clonostachydiol (2.5 mg/kg, s.c.) reduces fecal worm burden by 80 to 90% in lambs infected with the nematode H. contortus.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grabley, S., Hammann, P., Thiericke, R., et alSecondary metabolites by chemical screening. 21. Clonostachydiol, a novel anthelmintic macrodiolide from the fungus Clonostachys cylindrospora (strain FH-A 6607). J. Antibiot. (Tokyo) 46(2), 343-345 (1993).

    2. Lang, G., Mitova, M.I., Ellis, G., et alBioactivity profiling using HPLC/microtiter-plate analysis: Application to a New Zealand marine alga-derived fungus, Gliocladium sp. J. Nat. Prod. 69(4), 621-624 (2006).