Deacetylravidomycin M
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00789 |
| CAS | |
| Molecular Weight | 509.55 |
| Molecular Formula | C28H31NO8 |
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Description
Deacetylravidomycin M is an interleukin-4 signaling inhibitor produced by Streptomyces sp. WK-6326. It has little antibacterial activity, but it can inhibit the expression of CD23 induced by interleukin-4 in U937 cells, and has no cytotoxicity.
Specification
| IUPAC Name | 4-[(2S,3R,4S,5R,6S)-4-(dimethylamino)-3,5-dihydroxy-6-methyloxan-2-yl]-1-hydroxy-10,12-dimethoxy-8-methylnaphtho[1,2-c]isochromen-6-one |
| Canonical SMILES | CC1C(C(C(C(O1)C2=C3C(=C(C=C2)O)C(=CC4=C3OC(=O)C5=C4C(=CC(=C5)C)OC)OC)O)N(C)C)O |
| InChI | InChI=1S/C28H31NO8/c1-12-9-16-20(18(10-12)34-5)15-11-19(35-6)22-17(30)8-7-14(21(22)26(15)37-28(16)33)27-25(32)23(29(3)4)24(31)13(2)36-27/h7-11,13,23-25,27,30-32H,1-6H3/t13-,23-,24-,25+,27-/m0/s1 |
| InChI Key | XMWCTNFIDFLZBU-YIGMCNEPSA-N |
Properties
| Appearance | Light Yellow Powder |
Reference Reading
1. Deacetylravidomycin M, a new inhibitor of IL-4 signal transduction, produced by Streptomyces sp. WK-6326. I. Taxonomy, fermentation, isolation and biological activities
M Arai, H Tomoda, A Matsumoto, Y Takahashi, B H Woodruff, N Ishiguro, S Kobayashi, S Omura J Antibiot (Tokyo). 2001 Jul;54(7):554-61. doi: 10.7164/antibiotics.54.554.
Streptomyces sp. WK-6326, a soil isolate, was found to produce an inhibitor of interleukin (IL)-4 signal transduction. Two structurally related compounds, a novel one designated deacetylravidomycin M and the known deacetylravidomycin, were isolated from the culture broth by solvent extraction, silica gel column chromatography and HPLC. Deacetylravidomycin M inhibited IL-4-induced CD23 expression in U937 cells without any cytotoxic effect, whereas deacetylravidomycin showed no inhibitory activity.
2. Deacetylravidomycin M, a new inhibitor of IL-4 signal transduction, produced by Streptomyces sp. WK-6326. II. Structure elucidation
M Arai, H Tomoda, N Tabata, N Ishiguro, S Kobayashi, S Omura J Antibiot (Tokyo). 2001 Jul;54(7):562-6. doi: 10.7164/antibiotics.54.562.
The structure of deacetylravidomycin M, an inhibitor of interleukin-4 signal transduction, was elucidated to be 6H-benzo[d]naphtho[1,2-b]pyran-6-one, 4-[3,6-dideoxy-3-(dimethylamino)-alpha-altropyranosyl]-1-hydroxy-10,12-dimethoxy-8-methyl- by spectroscopic studies including NMR measurements.
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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 ╳
