Erabulenol B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00864 |
| CAS | |
| Molecular Weight | 550.55 |
| Molecular Formula | C30H30O10 |
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Description
Erabulenol B is a cholesteryl ester transfer protein (CETP) inhibitor produced by Penicillum sp. FO-5637.
Specification
| IUPAC Name | 2-[(3-acetyl-2,6-dihydroxy-5-methylphenyl)methyl]-4,6,7a-trihydroxy-5-methoxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-3,7-dione |
| Canonical SMILES | CC1C(C2(C(=C3C(=C(C(=O)C4=C3C(=C(C(=C4O)OC)O)C2=O)CC5=C(C(=CC(=C5O)C(=O)C)C)O)C)O1)O)(C)C |
| InChI | InChI=1S/C30H30O10/c1-10-8-15(12(3)31)22(33)16(21(10)32)9-14-11(2)17-18-19(23(14)34)24(35)26(39-7)25(36)20(18)27(37)30(38)28(17)40-13(4)29(30,5)6/h8,13,32-33,35-36,38H,9H2,1-7H3 |
| InChI Key | RRMVDSDCIMVCIP-UHFFFAOYSA-N |
Properties
| Appearance | Orange Powder |
Reference Reading
1. 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.
2. 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.
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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 ╳
