Erabulenol A
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00863 |
| CAS | 20887-73-4 |
| Molecular Weight | 356.37 |
| Molecular Formula | C20H20O6 |
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Description
Erabulenol A is a cholesteryl ester transfer protein (CETP) inhibitor produced by Penicillum sp. FO-5637.
Specification
| Synonyms | Deoxyherqueinone; Atrovenetin monomethyl ether |
| IUPAC Name | (9R)-4,6,7-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-3-one |
| Canonical SMILES | CC1C(C2=C(C3=C4C(=C2O1)C(=CC(=O)C4=C(C(=C3O)OC)O)C)O)(C)C |
| InChI | InChI=1S/C20H20O6/c1-7-6-9(21)11-12-10(7)18-14(20(3,4)8(2)26-18)15(22)13(12)17(24)19(25-5)16(11)23/h6,8,22-24H,1-5H3/t8-/m1/s1 |
| InChI Key | KMPAOJFBQSXEAI-MRVPVSSYSA-N |
Properties
| Appearance | Orange Powder |
Reference Reading
1. Erabulenols, inhibitors of cholesteryl ester transfer protein produced by Penicillium sp. FO-5637. II. Structure elucidation of erabulenols A and B
N Tabata, H Tomoda, S Omura J Antibiot (Tokyo). 1998 Jul;51(7):624-8. doi: 10.7164/antibiotics.51.624.
Structures of erabulenols A and B, novel fungal inhibitors of cholesteryl ester transfer protein were elucidated by spectroscopic studies including various NMR measurements. Erabulenols consist of a phenalenone skeleton and a 1,2,2-trimethyltetrahydrofuran moiety in common. Erabulenol B possesses an additional 2,6-dihydroxy-5-methyl-3-methylketonyl benzyl moiety. The absolute stereochemistry at the C-2' position of erabulenol A was deduced as S by comparison of the optical rotation with that of other related compounds.
2. Erabulenols, inhibitors of cholesteryl ester transfer protein produced by Penicillium sp. FO-5637. I.Production, isolation and biological properties
H Tomoda, N Tabata, R Masuma, S Y Si, S Omura J Antibiot (Tokyo). 1998 Jul;51(7):618-23. doi: 10.7164/antibiotics.51.618.
Penicillium sp. FO-5637, a soil isolate, was found to produce a series of inhibitors of cholesteryl ester transfer protein (CETP). Novel active compounds, designated erabulenols A and B, were isolated from the fermentation broth of the producing strain by solvent extraction, ODS column chromatography and HPLC. Erabulenols A and B inhibit human CETP activity with IC50 values of 47.7 and 58.2 microM in an in vitro assay system containing 200 microM BSA, respectively.
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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 ╳
