Menoxymycin B
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| Category | Antibiotics |
| Catalog number | BBF-01923 |
| CAS | 160523-76-2 |
| Molecular Weight | 489.51 |
| Molecular Formula | C25H31NO9 |
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Description
Menoxymycin B is an antibiotic produced by Str. sp. KB10. It has a cytotoxic effect. It inhibits KB and N18-RE-105 cells with IC50 of 0.22 μmol/L and 0.023 μmol/L. Dithiothreitol (DDT) can reduce A and B cytotoxicity effect.
Specification
| IUPAC Name | methyl 2-[(1R,3R,4R)-8-[(2R,4R,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate |
| Canonical SMILES | CC1C(C(CC(O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C(OC(C4O)CC(=O)OC)C)O)N(C)C)O |
| InChI | InChI=1S/C25H31NO9/c1-10-18-20(24(31)16(34-10)9-17(27)33-5)23(30)13-7-6-12(22(29)19(13)25(18)32)15-8-14(26(3)4)21(28)11(2)35-15/h6-7,10-11,14-16,21,24,28-29,31H,8-9H2,1-5H3/t10-,11-,14-,15-,16-,21-,24+/m1/s1 |
| InChI Key | YPUKEVIVDLXYHG-VUHJHAOPSA-N |
Properties
| Appearance | Yellow Powder |
| Boiling Point | 718.4±60.0°C at 760 mmHg |
| Melting Point | 93-97°C (dec.) |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Biomolecular-chemical screening: a novel screening approach for the discovery of biologically active secondary metabolites. III. New DNA-binding metabolites
C Maul, I Sattler, M Zerlin, C Hinze, C Koch, A Maier, S Grabley, R Thiericke J Antibiot (Tokyo). 1999 Dec;52(12):1124-34. doi: 10.7164/antibiotics.52.1124.
Based on the chemical screening technique, biomolecular-chemical screening has been developed which makes use of two-dimensional TLC analysis of microbial extracts and combines thin-layer chromatography (RP-18) with binding studies towards DNA. In the first dimension the metabolites of the crude microbial extract are separated, and in the second dimension binding properties towards DNA are analysed. An initial screening program with 500 microbial extracts prepared by solid-phase extraction with XAD-16 resin resulted in 17 samples which contained metabolites with significant DNA-binding behavior. Fermentation, isolation and structural characterization led to already known metabolites [phenazine-1,6-dicarboxylate (1), phencomycin (2), 11-carboxy-menoxymycin B (3), soyasaponine I (4), and (8S)-3-(2-hydroxypropyl)-cyclohexanone (5)], as well as to new secondary metabolites. Fermentation of the producing organisms of the new DNA-binding metabolites, ent-8,8adihydro-ramulosin (6). (2R,4R)-4-hydroxy-2-(1,3-pentadienyl)-piperidine (7), (5R)-dihydro-5-pentyl-4'-methyl-4'-hydroxy-2(3H)-furanone (8), and seco-4,23-hydroxyoleane-12-en-22-one-3-carboxylic acid (9), as well as isolation, structural characterization, and physico-chemical properties are reported.
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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 ╳
