Tryptoquivaline
AlkaPlorer ID: AK020841
Synonym: None
IUPAC Name: [(1S)-1-[3-[(3'R,3aS,4S)-3-hydroxy-2,2-dimethyl-1,2'-dioxospiro[3aH-imidazo[1,2-a]indole-4,5'-oxolane]-3'-yl]-4-oxoquinazolin-2-yl]-2-methylpropyl] acetate
Structure
SMILES: CC(=O)O[C@H](C1=NC2=CC=CC=C2C(=O)N1[C@@H]1C[C@]2(OC1=O)C1=CC=CC=C1N1C(=O)C(C)(C)N(O)[C@H]12)C(C)C
InChI: InChI=1S/C29H30N4O7/c1-15(2)22(39-16(3)34)23-30-19-12-8-6-10-17(19)24(35)31(23)21-14-29(40-25(21)36)18-11-7-9-13-20(18)32-26(29)33(38)28(4,5)27(32)37/h6-13,15,21-22,26,38H,14H2,1-5H3/t21-,22+,26+,29+/m1/s1
InChIKey: CYNVLFGDEQQUPE-LDWWEUSWSA-N
Reference
Tryptoquivaline and tryptoquivalone, two tremorgenic metabolites of Aspergillus clavatus
PubChem CID: 108075
CAS: 55387-45-6
LOTUS: LTS0086859
SuperNatural Ⅲ: SN0059040-07
NPASS: NPC15384
{NPAtlas: NPA015403
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus clavatus | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| Cladosporium sp. | Cladosporium | Cladosporiaceae | Cladosporiales | Dothideomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 546.5800000000003
TPSA？: 131.27
MolLogP？: 3.1963000000000017
Number of H-Donors: 1
Number of H-Acceptors: 10
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Homo sapiens | A549 | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Homo sapiens | HeLa | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Homo sapiens | K562 | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Homo sapiens | SGC-7901 | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Influenza A virus | Influenza A virus | IC50 | 89000.0 | nM | 10.1021/np400200k |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |
| Streptococcus agalactiae | Streptococcus agalactiae | Activity | nan | None | 10.1021/acs.jnatprod.9b00845 |