A fungal metabolite
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GKK1032B

Item No. 28855

Technical Information
Formal Name
(3aR,9aR,9bS,10R,12S,13aR,13bR,13cR,16R,16aS,17aS)-rel-(+)-16-ethenyl-3a,9b,10,11,12,13,13a,13b,13c,16,16a,17a-dodecahydro-10,12,13a,14,16-pentamethyl-5,8-ethenofluoreno[9',1':2,3,4]oxacyclododecino[6,7-c]pyrrole-1,3,17(2H,4H,9aH)-trione
CAS Number
358375-11-8
Molecular Formula
C32H39NO4
Formula Weight
Purity
≥70%
A solid
Dichloromethane: solubleDMSO: solubleEthanol: soluble
SMILES
C[C@@H]1C[C@H](C)[C@]2([H])[C@@]([C@@](C(C)=C[C@@](C=C)(C)[C@]3([H])C4=O)([H])[C@]3([H])[C@]2([H])OC5=CC=C(C[C@@]6([H])[C@@]4([H])C(NC6=O)=O)C=C5)(C)C1
InChi Code
InChI=1S/C32H39NO4/c1-7-31(5)15-18(4)24-23-26(31)27(34)22-21(29(35)33-30(22)36)13-19-8-10-20(11-9-19)37-28(23)25-17(3)12-16(2)14-32(24,25)6/h7-11,15-17,21-26,28H,1,12-14H2,2-6H3,(H,33,35,36)/t16-,17+,21+,22-,23+,24-,25+,26+,28+,31+,32+/m1/s1
InChi Key
GAPPHVJLWSRLAC-ZABYPXOYSA-N
Origin
Fungus/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    GKK1032B is a fungal metabolite originally isolated from Penicillium sp. GKK1032 that has antiproliferative and antibacterial activities.1,2 GKK1032B inhibits the growth of HeLa S3 cervical and MCF-7 breast cancer cells (IC50s = 17.7 and 14.71 μM, respectively) and Vero cells (IC50 = 29.55 μM). It also inhibits the growth of B. subtilis (MIC = 20.8 μg/ml) and M. tuberculosis (MIC = 48.35 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X.-W., Ear, A., and Nay, B. Hirsutellones and beyond: Figuring out the biological and synthetic logics toward chemical complexity in fungal PKS-NRPS compounds. Nat. Prod. Rep. 30(6), 765-782 (2013).

    2. Rukachaisirikul, V., Satpradit, S., Klaiklay, S., et alPolyketide anthraquinone, diphenyl ether, and xanthone derivatives from the soil fungus Penicillium sp. PSU-RSPG99. Tetrahedron 70(34), 5148-5152 (2014).