Fumitremorgin B
AlkaPlorer ID: AK133564
Synonym: None
IUPAC Name: (1R,2S,12S,15S)-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-1,2-diol
Structure
SMILES: COC1=CC=C2C3=C([C@H](C=C(C)C)N4C[C@@H]5CCCN5C[C@@]4(O)[C@H]3O)N(CC=C(C)C)C2=C1
InChI: InChI=1S/C27H37N3O3/c1-17(2)10-12-29-22-14-20(33-5)8-9-21(22)24-25(29)23(13-18(3)4)30-15-19-7-6-11-28(19)16-27(30,32)26(24)31/h8-10,13-14,19,23,26,31-32H,6-7,11-12,15-16H2,1-5H3/t19-,23-,26-,27+/m0/s1
InChIKey: WKDABLWSPHOACG-DKNHICIASA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus fumigatus | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 451.6110000000002
TPSA？: 61.1
MolLogP？: 4.139000000000004
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Alternaria alternata | Alternaria alternata | MIC | 6.25 | ug.mL-1 | 10.1021/jf300146n |
| Alternaria solani | Alternaria solani | MIC | 6.25 | ug.mL-1 | 10.1021/jf300146n |
| Artemia salina | Artemia salina | LC50 | 13.6 | ug.mL-1 | 10.1021/jf300146n |
| Botrytis cinerea | Botrytis cinerea | MIC | 6.25 | ug.mL-1 | 10.1021/jf300146n |
| Colletotrichum gloeosporioides | Colletotrichum gloeosporioides | MIC | 12.5 | ug.mL-1 | 10.1021/jf300146n |
| Fusarium graminearum | Fusarium graminearum | MIC | 12.5 | ug.mL-1 | 10.1021/jf300146n |
| Fusarium oxysporum f. sp. niveum | Fusarium oxysporum f. sp. niveum | MIC | 25.0 | ug.mL-1 | 10.1021/jf300146n |
| Fusarium oxysporum f. sp. vasinfectum | Fusarium oxysporum f. sp. vasinfectum | MIC | 50.0 | ug.mL-1 | 10.1021/jf300146n |
| Fusarium solani | Fusarium solani | MIC | 100.0 | ug.mL-1 | 10.1021/jf300146n |
| Homo sapiens | Jurkat | IC50 | 104000.0 | nM | 10.1016/j.bmc.2010.02.034 |
| Mus musculus | Mus musculus | Activity | 5.0 | mg kg-1 | 10.1016/j.bmc.2010.02.034 |
| Mus musculus | Mus musculus | Activity | 70.0 | % | 10.1016/j.bmc.2010.02.034 |
| Mythimna separata | Mythimna separata | AFI | 50.0 | % | 10.1021/jf300146n |
| Trypanosoma brucei brucei | Trypanosoma brucei brucei | IC50 | 19500.0 | nM | 10.1016/j.bmc.2010.02.034 |
| Trypanosoma brucei rhodesiense | Rhodesain | IC50 | 8500.0 | nM | 10.1016/j.bmc.2010.02.034 |
| None | ADMET | Activity | 3.3 | uM | 10.1016/j.bmc.2010.02.034 |
| None | Unchecked | IC50 | 50000.0 | nM | 10.1016/j.bmc.2010.02.034 |
| None | Unchecked | Ratio IC50 | 5.3 | uM | 10.1016/j.bmc.2010.02.034 |