An inhibitor of diacylglycerol kinase and diacylglycerol acyltransferase
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Cochlioquinone A

Item No. 19440

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4aR,6aR,12S,12aS,12bR)-9-[(1S,2R,3S)-2-(acetyloxy)-1,3-dimethylpentyl]-1,2,3,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-3-(1-hydroxy-1-methylethyl-6a,12b-dimethyl-pyrano[3,2-a]xanthene-8,11-dione
CAS Number
32450-25-2
Molecular Formula
C30H44O8
Formula Weight
532.7
Purity
≥99%
Formulation (Request formulation change)
A yellow lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@]12[C@@](O[C@@H](C(C)(O)C)CC2)([H])CC[C@@]([C@]1([H])[C@@H]3O)(C)OC4=C3C(C=C([C@H](C)[C@H](OC(C)=O)[C@@H](C)CC)C4=O)=O
InChi Code
InChI=1S/C30H44O8/c1-9-15(2)25(36-17(4)31)16(3)18-14-19(32)22-24(34)27-29(7)12-10-20(28(5,6)35)37-21(29)11-13-30(27,8)38-26(22)23(18)33/h14-16,20-21,24-25,27,34-35H,9-13H2,1-8H3/t15-,16-,20+,21+,24+,25+,27+,29-,30+/m0/s1
InChi Key
UWSYUCZPPVXEKW-MHUJPXPPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $314

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    2.5 mg

    $1,176

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    Product Description

    Cochlioquinone A, a bioactive compound isolated from D. sacchari and Bipolaris sp., is an inhibitor of diacylglycerol kinase (DGK; Ki = 3.1 µM) and diacylglycerol acyltransferase (DGAT; IC50 = 5.6 µM).1,2,3 It has been shown to reduce the concentration of phosphatidic acid in T cell lymphoma with an IC50 value of 3 µM.1 It is also reported to compete with macrophage inflammatory protein-1α for binding to human CCR5 chemokine receptors with an IC50 value of 11 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Machida, T., Higashi, K., and Ogawara, H. Cochlioquinone A, an inhibitor of diacylglycerol kinase. J. Antibiot. (Tokyo) 48(10), 1076-1080 (1995).

    2. Lee, H.B., Lim, C.H., Kwon, H.J., et al. Inhibitory activity of diacylglycerol acyltransferase by cochlioquinones A and A1. J. Antibiot. (Tokyo) 56(11), 967-969 (2003).

    3. Yoganathan, K., Yang, L.K., Rossant, C., et al. Cochlioquinones and epi-cochlioquinones: Antagonists of the human chemokine receptor CCR5 from Bipolaris brizae and Stachybotrys chartarum. J. Antibiot. (Tokyo) 57(1), 59-63 (2004).