LIPID MAPS

Structure Database (LMSD)

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Common Name

Rottlerin

Systematic Name

Synonyms

LM ID

LMPK12120428

Formula

C₃₀H₂₈O₈

Exact Mass

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516.178421

Status

Curated

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Classification

Biological Context

Rottlerin was originally identified as an inhibitor of PKCδ (IC50 = 3 μM), but can also inhibit CAM kinase III and a wide range of protein kinases, including PRAK and MAPKAP-K2 (IC50s = 1.9 and 5 μM, respectively).^1,2 It can act as a direct mitochondrial uncoupler, and stimulates autophagy by targeting a signaling cascade upstream of mTORC1.3 Rottlerin has also been shown to have neuroprotective effects in an MPTP animal model of Parkinson’s disease.⁴

This information has been provided by Cayman Chemical

References

1. Zhang, D., Anantharam, V., Kanthasamy, A., et al. Neuroprotective effect of protein kinase Cδ inhibitor rottlerin in cell culture and animal models of Parkinson’s disease. J. Pharmacol. Exp. Ther. 322(3), 913-922 (2007).

2. McGovern, S.L., and Shoichet, B.K. Kinase inhibitors: Not just for kinases anymore. J. Med. Chem. 46(8), 1478-1483 (2003).

3. Balgi, A.D., Fonseca, B.D., Donohue, E., et al. Screen for chemical modulators of autophagy reveals novel therapeutic inhibitors of mTORC1 signaling. PLoS One 4(9), e7124 (2009).

4. Davies, S.P., Reddy, H., Caivano, M., et al. Specificity and mechanism of action of some commonly used protein kinase inhibitors. Biochem. J. 351(1), 95-105 (2000).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Viridiplantae (#33090)

Flavonoid imported from http://metabolomics.jp/

String Representations

InChiKey (Click to copy)

DEZFNHCVIZBHBI-ZHACJKMWSA-N

InChi (Click to copy)

InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+

SMILES (Click to copy)

C1C=CC(/C=C/C(=O)C2C3OC(C)(C)C=CC=3C(O)=C(CC3C(O)=C(C)C(O)=C(C(=O)C)C=3O)C=2O)=CC=1