Pluraflavin E
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| Category | Antibiotics |
| Catalog number | BBF-02037 |
| CAS | |
| Molecular Weight | 711.71 |
| Molecular Formula | C36H41NO14 |
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Description
Pluraflavin E is an antitumor antibiotic produced by Saccharothrix sp. DSM 12931. It has good anti-proliferation activity on tumor cells.
Specification
| IUPAC Name | 2-(2,3-dihydroxybutan-2-yl)-10-[(2S,4R,5R,6R)-5-[(4R,5R,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]-11-hydroxy-4,7,12-trioxonaphtho[2,3-h]chromene-5-carboxylic acid |
| Canonical SMILES | CC1C(C(CC(O1)OC2C(OC(CC2N(C)C)C3=C(C4=C(C=C3)C(=O)C5=CC(=C6C(=O)C=C(OC6=C5C4=O)C(C)(C(C)O)O)C(=O)O)O)C)O)O |
| InChI | InChI=1S/C36H41NO14/c1-13-29(41)22(40)12-25(49-13)51-33-14(2)48-23(10-20(33)37(5)6)16-7-8-17-27(31(16)43)32(44)28-18(30(17)42)9-19(35(45)46)26-21(39)11-24(50-34(26)28)36(4,47)15(3)38/h7-9,11,13-15,20,22-23,25,29,33,38,40-41,43,47H,10,12H2,1-6H3,(H,45,46)/t13-,14-,15?,20-,22-,23+,25?,29+,33+,36?/m1/s1 |
| InChI Key | ZYXXEVMMVYWSDB-DDAMSVKFSA-N |
Properties
| Appearance | Dark Orange Solid |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 947.6±65.0°C at 760 mmHg |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. Pluraflavins, potent antitumor antibiotics from Saccharothrix sp. DSM 12931
L Vértesy, F P Barbone, E Cashmen, H Decker, K Ehrlich, B Jordan, M Knauf, D Schummer, M P Segeth, J Wink, G Seibert J Antibiot (Tokyo). 2001 Sep;54(9):718-29. doi: 10.7164/antibiotics.54.718.
The new pluramycin-type antibiotics pluraflavin A, C43H54N2O14, pluraflavin B, C43H56N2O15, and pluraflavin E, C36H41NO14 were isolated from cultures of the Saccharothrix species DSM 12931. The structures of the novel compounds were elucidated with the aid of 2D NMR and mass spectrometric investigations. The characteristic structural element of pluraflavins A and B is an additional 4-epi-vancosamine unit at position 13 of the anthraquinone-gamma-pyrone ring system. Pluraflavin E has a carboxyl group in this position. Pluraflavin A has a reactive dimethyl epoxide side chain at position 2 of the anthraquinone-gamma-pyrone aglycon, which may explain the high activity of the antibiotic. The outstanding biological characteristic of pluraflavin A is its powerful, organ-dependent cytostatic action: the IC50 in the colon carcinoma proliferation assay is in the subnanomolar range.
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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 ╳
