Structure Database (LMSD)
Common Name
beta-Tocopherol skeleton
Systematic Name
Synonyms
LM ID
LMPR02020059
Status
Curated
3D model of beta-Tocopherol skeleton
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
(±)-β-Tocopherol is a lipid-soluble form of vitamin E with antioxidant activity.1 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals with an EC50 value of 68.2 μM.2 (±)-β-Tocopherol (100 μM) inhibits LPS-induced COX-2 gene expression in mouse RAW 264.7 macrophage cells.3 Unlike (±)-α-tocopherol , (±)-β-tocopherol does not inhibit smooth muscle cell proliferation, decrease PKC activity, increase phosphoprotein phosphatase 2A (PP2A) activity, or modify expression of the α-tropomyosin gene.1 [Matreya, LLC. Catalog No. 1071]
This information has been provided by Cayman Chemical
References
2. Chen, C.-R., Chao, L.-H., Pan, M.-H., et al. Tocopherols and triterpenoids from Sida acuta. J. Chin. Chem. Soc. 54(1), 41-45 (2007).
3. Brigelius-Flohé, R., and Traber, M.G. Vitamin E: Function and metabolism. FASEB J. 13(10), 1145-1155 (1999).
String Representations
InChiKey (Click to copy)
WGVKWNUPNGFDFJ-DQCZWYHMSA-N
InChi (Click to copy)
InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-24(6)26(29)19-23(5)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
SMILES (Click to copy)
C1=C(C)C2O[C@@](CCC[C@]([H])(C)CCC[C@]([H])(C)CCCC(C)C)(C)CCC=2C(C)=C1O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
30
Rings
2
Aromatic Rings
1
Rotatable Bonds
12
Van der Waals Molecular Volume
467.00
Topological Polar Surface Area
31.53
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
8.82
Molar Refractivity
130.17
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Updated at
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