A fungal metabolite
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Product Categories

Product Type

Biochemicals
Natural Products
Microbial Metabolites

Research Area

Epicoccamide

Item No. 24176

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dihydro-5-hydroxy-4-[16-(β-D-mannopyranosyloxy)-2-methyl-1-oxohexadecyl]-1,2-dimethyl-3H-pyrrol-3-one
CAS Number
606139-26-8
Molecular Formula
C29H51NO9
Formula Weight
557.7
Purity
≥85%
Formulation (Request formulation change)
A residue
Solubility(Learn about Variance in Solubility)
Methanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
O[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OCCCCCCCCCCCCCCC(C)C(C2=C(O)N(C)C(C)C2=O)=O
InChi Code
InChI=1S/C29H51NO9/c1-19(23(32)22-24(33)20(2)30(3)28(22)37)16-14-12-10-8-6-4-5-7-9-11-13-15-17-38-29-27(36)26(35)25(34)21(18-31)39-29/h19-21,25-27,29,31,34-37H,4-18H2,1-3H3/t19?,20?,21-,25-,26+,27+,29-/m1/s1
InChi Key
NHTZEZZBJRROIH-XIECNSLGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $219

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    5 mg

    $1,040

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    Product Description

    Epicoccamide is a marine fungal metabolite originally isolated from E. purpurascens.1 It is comprised of three subunits including a glycosidic subunit, a fatty acid, and a tetramic acid. Epicoccamide has no activity against various bacteria, fungi, and nematodes and is not cytotoxic.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wright, A.D., Osterhage, C., and König, G.M. Epicoccamide, a novel secondary metabolite from a jellyfish-derived culture of Epicoccum purpurascens. Org. Biomol. Chem. 1(3), 507-510 (2003).

    2. Wangun, H.V., Dahse, H.-M., and Hertweck, C. Epicoccamides B-D, glycosylated tetramic acid derivatives from an Epicoccum sp. associated with the tree fungus Pholiota squarrosa. J. Nat. Prod. 70(11), 1800-1803 (2007).