Obscurolide A1
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04126 |
| CAS | 144397-99-9 |
| Molecular Weight | 291.30 |
| Molecular Formula | C15H17NO5 |
| Purity | ≥98% |
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Description
Obscurolide A1 is a weak phosphodiesterase inhibitor isolated from Streptomyces viridochromogenes.
Specification
| Synonyms | 4-[[2-[(E)-3-hydroxybut-1-enyl]-5-oxooxolan-3-yl]amino]benzoic acid |
| Storage | Store at -20°C |
| IUPAC Name | 4-[[2-[(E)-3-hydroxybut-1-enyl]-5-oxooxolan-3-yl]amino]benzoic acid |
| Canonical SMILES | CC(C=CC1C(CC(=O)O1)NC2=CC=C(C=C2)C(=O)O)O |
| InChI | InChI=1S/C15H17NO5/c1-9(17)2-7-13-12(8-14(18)21-13)16-11-5-3-10(4-6-11)15(19)20/h2-7,9,12-13,16-17H,8H2,1H3,(H,19,20)/b7-2+ |
| InChI Key | IZSWILLJDXDGDJ-FARCUNLSSA-N |
Properties
| Appearance | Off-white to Pale Yellow Powder |
| Boiling Point | 575.6°C at 760 mmHg |
| Density | 1.427 g/cm3 |
Reference Reading
1. Metabolic products of microorganisms. 261. Obscurolides, a novel class of phosphodiesterase inhibitors from streptomyces. I. Production, isolation, structural elucidation and biological activity of obscurolides A1 to A4
W Keller-Schierlein, H Hoff, M Ritzau, H Zähner, A Zeeck, H Drautz, J E Schultz, S Philipps, H P Fiedler J Antibiot (Tokyo) . 1992 Jul;45(7):1096-107. doi: 10.7164/antibiotics.45.1096.
A novel class of butyrolactones, named obscurolides, was isolated from the culture filtrate of Streptomyces viridochromogenes by chemical screening methods. The structural elucidation of the obscurolides A1 to A4 (1 approximately 4) is described. The carboxy group of the 4-aminobenzoic acid moiety of obscurolide A1 (1) is reduced in the other compounds. The isolated natural products have been proved to be diastereomeric mixtures by a partial racemization at C-7 which belongs to an allylic alcohol system. The obscurolides showed a weak inhibitory activity against calcium/calmodulin-dependent and independent phosphodiesterases from bovine.
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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 ╳
