Meleagrin
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Category | Antibiotics |
Catalog number | BBF-04191 |
CAS | 71751-77-4 |
Molecular Weight | 433.46 |
Molecular Formula | C23H23N5O4 |
Purity | >98% by HPLC |
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Description
Meleagrin is an alkaloid antibiotic isolated from a number of species of penicillium with antitumor, anti-proliferative and antibacterial activity. It inhibits the growth of S. aureus, E. coli and S. pneumoniae. Meleagrin is a class of FabI inhibitor, and a lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies.
Specification
Synonyms | 6-O-Methyloxaline; Meleagrine; (3E,7aR,12aS)-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-4-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione; [7aR-(3E,7aR*,12aS*)]-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazol-4-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione |
Shelf Life | 2 month in rt, long time |
Storage | Store at -20°C under inert atmosphere |
IUPAC Name | (1S,9R,14E)-11-hydroxy-14-(1H-imidazol-5-ylmethylidene)-2-methoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,8]hexadeca-3,5,7,10-tetraene-12,15-dione |
Canonical SMILES | CC(C)(C=C)C12C=C(C(=O)N3C1(NC(=O)C3=CC4=CN=CN4)N(C5=CC=CC=C25)OC)O |
InChI | InChI=1S/C23H23N5O4/c1-5-21(2,3)22-11-18(29)20(31)27-17(10-14-12-24-13-25-14)19(30)26-23(22,27)28(32-4)16-9-7-6-8-15(16)22/h5-13,29H,1H2,2-4H3,(H,24,25)(H,26,30)/b17-10+/t22-,23-/m0/s1 |
InChI Key | JTJJJLSLKZFEPJ-ZAYCRUKZSA-N |
Source | Penicillium sp. |
Properties
Appearance | Pale Yellow Solid |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; Neoplastics (Tumor) |
Melting Point | 250°C (dec.) |
Density | 1.5±0.1 g/cm3 |
Solubility | Slightly soluble in DMSO, Methanol |
Reference Reading
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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