Structure Database (LMSD)
Common Name
Rottlerin
Systematic Name
Synonyms
3D model of Rottlerin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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).
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
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
38
Rings
4
Aromatic Rings
3
Rotatable Bonds
6
Van der Waals Molecular Volume
481.42
Topological Polar Surface Area
146.59
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
8
logP
5.68
Molar Refractivity
142.81
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Updated at
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