A depsidone
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Unguinol

Item No. 24207

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,8-dihydroxy-1,9-dimethyl-6-[(1E)-1-methyl-1-propen-1-yl]-11H-dibenzo[b,e][1,4]dioxepin-11-one
CAS Number
36587-59-4
Molecular Formula
C19H18O5
Formula Weight
326.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
CC1=C2C(OC(C=C(O)C=C3C)=C3C(O2)=O)=C(/C(C)=C/C)C=C1O
InChi Code
InChI=1S/C19H18O5/c1-5-9(2)13-8-14(21)11(4)17-18(13)23-15-7-12(20)6-10(3)16(15)19(22)24-17/h5-8,20-21H,1-4H3/b9-5+
InChi Key
ZPPIKBUIYSSQEH-WEVVVXLNSA-N
Origin
Fungus/Aspergillus sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $267

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    5 mg

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    Product Description

    Unguinol is a depsidone originally isolated from A. unguis.1 It is an inhibitor of pyruvate phosphate dikinase (PPDK; IC50 = 42.3 µM).2 It inhibits the growth of plants utilizing C4, but not C3, carbon fixation. Unguinol also inhibits the growth of the bacteria S. aureus and V. harveyi (GI50s = 8.7 and 69.5 µM, respectively) and H460, MCF-7, and SF-268 cancer cells (GI50s = 28.2, 50.8, and 44.3 µM, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Stodola, F.H., Vesonder, R.F., Fennell, D.I., et al. New depsidone from Aspergillus unguis. Phytochemistry 11(6), 2107-2108 (1972).

    2. Motti, C.A., Bourne, D.G., Burnell, J.N., et al. Screening marine fungi for inhibitors of the C4 plant enzyme pyruvate phosphate dikinase: Unguinol as a potential novel herbicide candidate. Appl. Environ. Microbiol. 73(6), 1921-1927 (2007).