ambiguine C isonitrile
AlkaPlorer ID: AK003714
Synonym: None
IUPAC Name: (2R,3S,4R,7R)-4-ethenyl-3-isocyano-4,8,8-trimethyl-15-(2-methylbut-3-en-2-yl)-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),9(16),10,12-tetraen-2-ol
Structure
SMILES: C[C@@]1(CC[C@H]2[C@]([C@H]1[N+]#[C-])(C3=C(NC4=CC=CC(=C43)C2(C)C)C(C)(C)C=C)O)C=C
InChI: InChI=1S/C26H32N2O/c1-9-23(3,4)21-20-19-16(12-11-13-17(19)28-21)24(5,6)18-14-15-25(7,10-2)22(27-8)26(18,20)29/h9-13,18,22,28-29H,1-2,14-15H2,3-7H3/t18-,22+,25+,26-/m1/s1
InChIKey: FDEFKOBGABILIC-XQHQYKGYSA-N
Reference
PubChem CID: 21610114
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Fischerella ambigua | Fischerella | Hapalosiphonaceae | Nostocales | Cyanophyceae | Cyanobacteriota | Bacillati | Bacteria |
Properties Information
Molecule Weight: 388.55500000000023
TPSA？: 40.379999999999995
MolLogP？: 6.000490000000007
Number of H-Donors: 2
Number of H-Acceptors: 1
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus anthracis | Bacillus anthracis | MIC | 16100.0 | nM | 10.1021/np800751j |
| Candida albicans | Candida albicans | MIC | 1000.0 | nM | 10.1021/np800751j |
| Chlorocebus sabaeus | Vero | IC50 | 78300.0 | nM | 10.1021/np800751j |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 7000.0 | nM | 10.1016/j.ejmech.2017.06.005 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 7000.0 | nM | 10.1021/np800751j |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 59600.0 | nM | 10.1021/np800751j |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 7400.0 | nM | 10.1021/np800751j |