(-)-allo-Protolichesterinic acid
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| Category | Enzyme inhibitors |
| Catalog number | BBF-05075 |
| CAS | 22800-27-7 |
| Molecular Weight | 324.45 |
| Molecular Formula | C19H32O4 |
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Description
(-)-allo-Protolichesterinic acid can inhibit 5-lipoxygenase in vitro.
Specification
| IUPAC Name | (2S,3S)-4-methylidene-5-oxo-2-tridecyloxolane-3-carboxylic acid |
| Canonical SMILES | CCCCCCCCCCCCCC1C(C(=C)C(=O)O1)C(=O)O |
| InChI | InChI=1S/C19H32O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-16-17(18(20)21)15(2)19(22)23-16/h16-17H,2-14H2,1H3,(H,20,21)/t16-,17-/m0/s1 |
| InChI Key | WZYZDHVPSZCEEP-IRXDYDNUSA-N |
Reference Reading
1. In vitro inhibition of 5-lipoxygenase by protolichesterinic acid from Cetraria islandica
K Ingolfsdottir, W Breu, S Huneck, G A Gudjonsdottir, B Müller-Jakic, H Wagner Phytomedicine. 1994 Dec;1(3):187-91. doi: 10.1016/S0944-7113(11)80063-2.
The aliphatic α-methylene-γ-lactone (+)-protolichesterinic acid (1), isolated from Cetraria islandica, has been shown to exhibit inhibitory effects on the enzyme 5-lipoxygenase in an in vitro assay in which porcine leucocytes are used as a source of the enzyme system. The isomeric compounds (+)-lichesterinic acid (2) and (-)-lichesterinic acid (4), prepared from (+)-protolichesterinic- and (-)-allo-protolichesterinic acids, respectively, exhibited anti-5-lipoxygenase activity of the same order of magnitude. (+)-Methyl lichesterinate (3) was, however, inactive. It was shown that despite its lipophilic nature, protolichesterinic acid is extractable into an aqueous medium, the concentration being dependent on the length of extraction.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
