An esterase inhibitor
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Valilactone

Item No. 13690

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-formyl-L-valine, (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]hexyl ester
CAS Number
113276-96-3
Synonyms
  • (-)-Valilactone
Molecular Formula
C22H39NO5
Formula Weight
397.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/mlEthanol: 10 mg/ml
SMILES
CCCCC[C@H](OC([C@@H](NC([H])=O)C(C)C)=O)C[C@H]1[C@H](CCCCCC)C(O1)=O
InChi Code
InChI=1S/C22H39NO5/c1-5-7-9-11-13-18-19(28-21(18)25)14-17(12-10-8-6-2)27-22(26)20(16(3)4)23-15-24/h15-20H,5-14H2,1-4H3,(H,23,24)/t17-,18-,19-,20-/m0/s1
InChi Key
WWGVIIVMPMBQFV-MUGJNUQGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Valilactone is an esterase inhibitor produced by a cultured strain of soil actinomycetes.1 It is reported to inhibit hog liver esterase and hog pancreas lipase with IC50 values of 29 and 0.14 ng/ml, respectively.1 Valilactone can also inhibit fatty acid synthase with an IC50 value of 0.30 µM and demonstrates selective toxicity towards MDA-MB-231 breast cancer cells with an IC50 value of 10.5 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitahara, M., Asano, M., Naganawa, H., et al. Valilactone, an inhibitor of esterase, produced by actinomycetes. J. Antibiot. (Tokyo) 40(11), 1647-1650 (1987).

    2. Richardson, R.D., Ma, G., Oyola, Y., et al. Synthesis of novel β-lactone inhibitors of fatty acid synthase. J. Med. Chem. 51(17), 5285-5296 (2008).