4-ethenyl-19-hydroxy-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.0?,¹?.0?,?.0¹?,¹?.0¹²,¹?]icosa-10(18),12(17),13,15-tetraene-5-carbonitrile
AlkaPlorer ID: AK158004
Synonym: None
IUPAC Name: (1R,4R,5R,6R,8S,19R)-4-ethenyl-19-hydroxy-4,9,9,20,20-pentamethyl-7-oxa-11-azahexacyclo[14.3.1.05,19.06,8.010,18.012,17]icosa-10(18),12,14,16-tetraene-5-carbonitrile
Structure
SMILES: C=C[C@@]1(C)CC[C@@H]2C(C)(C)C3=C4C5=C(NC4=CC=C3)C(C)(C)[C@@H]3O[C@@H]3[C@@]1(C#N)[C@]52O
InChI: InChI=1S/C26H30N2O2/c1-7-24(6)12-11-16-22(2,3)14-9-8-10-15-17(14)18-19(28-15)23(4,5)20-21(30-20)25(24,13-27)26(16,18)29/h7-10,16,20-21,28-29H,1,11-12H2,2-6H3/t16-,20-,21+,24+,25-,26-/m1/s1
InChIKey: AIZZJVVOSLWDHD-ZWCWJZTQSA-N
Reference
Antimicrobial Ambiguines from the Cyanobacterium <i>Fischerella</i> sp. Collected in Israel
PubChem CID: 44419569
LOTUS: LTS0088278
NPASS: NPC477135
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Fischerella sp. | Fischerella | Hapalosiphonaceae | Nostocales | Cyanophyceae | Cyanobacteriota | None | Bacteria |
Properties Information
Molecule Weight: 402.5380000000002
TPSA？: 72.34
MolLogP？: 4.817580000000006
Number of H-Donors: 2
Number of H-Acceptors: 3
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus anthracis | Bacillus anthracis | MIC | 128000.0 | nM | 10.1021/np800751j |
| Bacillus subtilis | Bacillus subtilis | MIC | 0.312 | ug.mL-1 | 10.1021/np060495r |
| Candida albicans | Candida albicans | MIC | 0.39 | ug.mL-1 | 10.1021/np060495r |
| Candida albicans | Candida albicans | MIC | 1700.0 | nM | 10.1021/np800751j |
| Chlorocebus sabaeus | Vero | IC50 | 128000.0 | nM | 10.1021/np800751j |
| Escherichia coli | Escherichia coli | MIC | 2.5 | ug.mL-1 | 10.1021/np060495r |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 13100.0 | nM | 10.1021/np800751j |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | MIC | 59700.0 | nM | 10.1021/np800751j |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 0.312 | ug.mL-1 | 10.1021/np060495r |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 8900.0 | nM | 10.1021/np800751j |
| None | NON-PROTEIN TARGET | MIC | 0.078 | ug.mL-1 | 10.1021/np060495r |