A heterocyclic polyketide
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Kibdelone C

Item No. 21525

Technical Information
Formal Name
(10S,12S,13R)-4-chloro-6,7,10,11,12,13-hexahydro-5,10,12,13,15,16-hexahydroxy-8-methoxy-2-methyl-3-propyl-2H-[1]benzopyrano[2',3':6,7]naphth[2,1-g]isoquinoline-1,14-dione
CAS Number
934464-79-6
Synonyms
  • (+)-Kibdelone C
Molecular Formula
C29H28ClNO10
Formula Weight
Purity
≥95%
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C1N(C)C(CCC)=C(Cl)C2=C1C(O)=C(C3=C(O)C(C4=O)=C(C(OC)=C3CC5)OC6=C4[C@@H](O)[C@@H](O)C[C@@H]6O)C5=C2O
InChi Code
InChI=1S/C29H28ClNO10/c1-4-5-11-20(30)16-17(29(39)31(11)2)23(36)14-9(21(16)34)6-7-10-15(14)24(37)19-25(38)18-22(35)12(32)8-13(33)27(18)41-28(19)26(10)40-3/h12-13,22,32-37H,4-8H2,1-3H3/t12-,13-,22-/m0/s1
InChi Key
NEZGGHIIKFHZCZ-MZFXBISCSA-N
Origin
Bacterium/Kibdelosporangium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kibdelone C is a member of a family of natural heterocyclic polyketides first isolated from a soil actinomycete, Kibdelosporangium.1 Kibdelones have been described as having potent and selective cytotoxicity against a panel of human tumor cell lines, and kibdelone C has low nanomolar effectiveness in these assays.1,2 Kibdelone C disrupts the actin cytoskeleton without directly binding actin or affecting its polymerization in vitro.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ratnayake, R., Lacey, E., Tennant, S., et alKibdelones: Novel anticancer polyketides from a rare Australian actinomycete. Chemistry 13(5), 1610-1619 (2007).

    2. Rujirawanich, J., Kim, S., Ma, A.-J., et alSynthesis and biological evaluation of kibdelone C and its simplified derivatives. J. Am. Chem. Soc. 138(33), 10561-10570 (2016).