Aspirochlorine
AlkaPlorer ID: AK092827
Synonym: '(3S,5aR,10bS)-9-chloro-8-hydroxy-11-methoxy-3,4-dihydro-5H,10bH-5a,3-(epiminomethano)1benzofuro2,3-f1,2,4dithiazepine-5,12-dione', 'Aspirochlorine', '(1R,9S,12S)-6-Chloro-5-hydroxy-15-methoxy-2-oxa-10,11-dithia-13,15-diazatetracyclo10.2.2.0(1,9).0(3,8)hexadeca-3,5,7-triene-14,16-dione', '(+)-Aspirochlorine'
IUPAC Name: (1R,9S,12S)-6-chloro-5-hydroxy-15-methoxy-2-oxa-10,11-dithia-13,15-diazatetracyclo[10.2.2.01,9.03,8]hexadeca-3,5,7-triene-14,16-dione
Structure
SMILES: CON1C(=O)[C@H]2N=C(O)[C@]13OC1=CC(O)=C(Cl)C=C1[C@@H]3SS2
InChI: InChI=1S/C12H9ClN2O5S2/c1-19-15-10(17)9-14-11(18)12(15)8(21-22-9)4-2-5(13)6(16)3-7(4)20-12/h2-3,8-9,16H,1H3,(H,14,18)/t8-,9-,12-/m0/s1
InChIKey: XMFSSFONDVHNFO-AUTRQRHGSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus flavus | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 360.8
TPSA？: 91.59
MolLogP？: 2.256599999999999
Number of H-Donors: 2
Number of H-Acceptors: 7
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | IC50 | 28.0 | nM | 10.1021/np050141k |
| Homo sapiens | CCRF-CEM | IC50 | 580.0 | nM | 10.1021/np050141k |
| None | ADMET | Ratio IC50 | 20.0 | None | 10.1021/np050141k |