Spirotryprostatin B
AlkaPlorer ID: AK069563
Synonym: None
IUPAC Name: (5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodec-3-ene-5,3'-1H-indole]-2,2',8-trione
Structure
SMILES: COC1=CC=C2C(=C1)NC(=O)[C@@]21C=C2C(=O)N3CCC[C@H]3C(=O)N2[C@H]1C=C(C)C
InChI: InChI=1S/C22H23N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-11,16,18H,4-5,8H2,1-3H3,(H,23,28)/t16-,18-,22-/m0/s1
InChIKey: UHQKDPCPFNXIDU-ZJBJCVSYSA-N
Reference
Bioactive Alkaloids from Endophytic <i>Aspergillus fumigatus</i>
PubChem CID: 24900164
LOTUS: LTS0183963
SuperNatural Ⅲ: SN0370709-01
NPASS: NPC174629
{NPAtlas: NPA018324
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus fumigatus | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| Aspergillus sydowii | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| None | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| None | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 393.44300000000015
TPSA？: 78.95
MolLogP？: 1.9506
Number of H-Donors: 1
Number of H-Acceptors: 4
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Artemia salina | Artemia salina | LC50 | 100.0 | ug.mL-1 | 10.1021/jf300146n |
| Homo sapiens | A549 | IC50 | 8290.0 | nM | 10.1021/np700737g |
| Homo sapiens | HL-60 | IC50 | 9710.0 | nM | 10.1021/np700737g |
| Homo sapiens | Jurkat | IC50 | 21100.0 | nM | 10.1016/j.bmc.2010.02.034 |
| Homo sapiens | K562 | IC50 | 41000.0 | nM | 10.1021/np800700e |
| Homo sapiens | KB | Activity | nan | None | 10.1021/np800700e |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/np800700e |
| Rattus norvegicus | PC-12 | Activity | nan | None | 10.1021/np800700e |
| Trypanosoma brucei brucei | Trypanosoma brucei brucei | IC50 | 5700.0 | nM | 10.1016/j.bmc.2010.02.034 |
| Trypanosoma brucei rhodesiense | Rhodesain | IC50 | 50000.0 | nM | 10.1016/j.bmc.2010.02.034 |
| None | Molecular identity unknown | IC50 | 14000.0 | nM | 10.1016/j.bmc.2010.04.079 |
| None | Unchecked | IC50 | 50000.0 | nM | 10.1016/j.bmc.2010.02.034 |
| None | Unchecked | Ratio IC50 | 3.7 | uM | 10.1016/j.bmc.2010.02.034 |