20-Hydroxyaflavinine
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| Category | Mycotoxins |
| Catalog number | BBF-04463 |
| CAS | 116865-08-8 |
| Molecular Weight | 421.62 |
| Molecular Formula | C28H39NO2 |
| Purity | 96.5% |
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Description
20-Hydroxyaflavinine is produced by the strain of Aspergillus flavus, and is isolated from the crude extract of the ascomycete fungus. It is a tremorgenic mycotoxin with insecticidal and antifeedant effects.
Specification
| Synonyms | 1H-Benzo[d]naphthalene-1,5-diol, 2,3,4,4a,5,6,7,7a,10,11-decahydro-8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-(1-methylethyl)-, (1S,4R,4aS,5R,7R,7aS,11aS)-; 20β-Hydroxyaflavinine |
| Storage | Store at -20°C |
| IUPAC Name | (1S,4R,4aS,5R,7R,7aS,11aS)-8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-propan-2-yl-1,2,3,4,5,6,7,7a,10,11-decahydrobenzo[d]naphthalene-1,5-diol |
| Canonical SMILES | CC1CCC(C23C1(C(CC(C2C(=C(CC3)C(C)C)C4=CNC5=CC=CC=C54)C)O)C)O |
| InChI | InChI=1S/C28H39NO2/c1-16(2)19-12-13-28-23(30)11-10-18(4)27(28,5)24(31)14-17(3)26(28)25(19)21-15-29-22-9-7-6-8-20(21)22/h6-9,15-18,23-24,26,29-31H,10-14H2,1-5H3/t17-,18-,23+,24-,26+,27-,28+/m1/s1 |
| InChI Key | GVGMWTZTHQRHRE-GSJQUQQQSA-N |
Properties
| Appearance | Powder |
| Antibiotic Activity Spectrum | Parasites |
| Boiling Point | 596.0±50.0°C (Predicted) |
| Melting Point | 174-176°C (dec.) |
| Density | 1.15±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Methanol |
Reference Reading
1. Two new imidazolone-containing alkaloids and further metabolites from the ascomycete fungus Tricladium sp
Xianwei Zou, Shuchun Liu, Zhihui Zheng, Hua Zhang, Xulin Chen, Xingzhong Liu, Erwei Li Chem Biodivers. 2011 Oct;8(10):1914-20. doi: 10.1002/cbdv.201000372.
Tricladins A and B (1 and 2, resp.), new imidazolone-containing alkaloids, together with five known metabolites, bacillamides A, B (3 and 4, resp.), 20-hydroxyaflavinine (5), N-(2-phenylethyl)acetamide (6), and N(b)-acetyltryptamine (7), have been isolated from the crude extract of the ascomycete fungus Tricladium sp. The structures of 1 and 2 were elucidated primarily by NMR and MS methods. Compound 2 showed marginal cytotoxicity against MDA-MB-231 human breast cancer cells, whereas the known metabolite 4 displayed an inhibitory effect on HIV-1 replication in C8166 cells.
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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 ╳
