Ilicicolin H
AlkaPlorer ID: AK028433
Synonym: '', 'Ilicicolin H'
IUPAC Name: 3-[(1R,2S,4aS,7S,8aR)-4,7-dimethyl-1-[(E)-prop-1-enyl]-1,2,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonyl]-4-hydroxy-5-(4-hydroxyphenyl)-1H-pyridin-2-one
Structure
SMILES: C/C=C/[C@@H]1[C@H]2C[C@@H](C)CC[C@@H]2C(C)=C[C@H]1C(=O)C1=C(O)N=CC(C2=CC=C(O)C=C2)=C1O
InChI: InChI=1S/C27H31NO4/c1-4-5-20-21-12-15(2)6-11-19(21)16(3)13-22(20)25(30)24-26(31)23(14-28-27(24)32)17-7-9-18(29)10-8-17/h4-5,7-10,13-15,19-22,29H,6,11-12H2,1-3H3,(H2,28,31,32)/b5-4+/t15-,19+,20+,21-,22+/m0/s1
InChIKey: BYVVOONSAAQMKI-RFKCMYLBSA-N
Reference
Structure of ilicocolin H, an antifungal antibiotic
PubChem CID: 54704283
LOTUS: LTS0067169
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Calonectria pyrochroa | Calonectria | Nectriaceae | Hypocreales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 433.5480000000001
TPSA？: 90.65
MolLogP？: 5.868900000000007
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aspergillus flavus | Aspergillus flavus | Activity | nan | None | 10.1021/ml300173e |
| Aspergillus fumigatus | Aspergillus fumigatus | MIC | 0.08 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/ml300173e |
| Candida albicans | Candida albicans | ED90 | 0.01 | mg kg-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | ED90 | 15.45 | mg kg-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | ED90 | 22.3 | mg/kg/day | 10.1021/ml300173e |
| Candida albicans | Candida albicans | Inhibition | 100.0 | % | 10.1021/ml300173e |
| Candida albicans | Candida albicans | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | MIC | 0.02 | ug.mL-1 | 10.1016/j.bmcl.2013.03.023 |
| Candida albicans | Candida albicans | MIC | 0.025 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | MIC | 0.04 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | MIC | 1.0 | ug.mL-1 | 10.1016/j.bmcl.2013.03.023 |
| Candida albicans | Candida albicans | MIC | 1.0 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | MIC | 50.0 | ug.mL-1 | 10.1021/ml300173e |
| Candida albicans | Candida albicans | Ratio | 25.0 | None | 10.1016/j.bmcl.2013.03.023 |
| Candida albicans | Candida albicans | Ratio | 250.0 | None | 10.1021/ml300173e |
| Candida parapsilosis | Candida parapsilosis | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Candida tropicalis | Candida tropicalis | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Clavispora lusitaniae | Clavispora lusitaniae | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | nan | None | 10.1021/ml300173e |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 0.1 | ug.mL-1 | 10.1021/ml300173e |
| Meyerozyma guilliermondii | Meyerozyma guilliermondii | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Mus musculus | Mus musculus | CL | 16.0 | mL.min-1.kg-1 | 10.1021/ml300173e |
| Mus musculus | Mus musculus | F | 72.0 | % | 10.1021/ml300173e |
| Mus musculus | Mus musculus | T1/2 | 2.5 | hr | 10.1021/ml300173e |
| Nakaseomyces glabratus | Nakaseomyces glabratus | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Pichia kudriavzevii | Pichia kudriavzevii | MIC | 0.01 | ug.mL-1 | 10.1021/ml300173e |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Inhibition | 100.0 | % | 10.1021/ml300173e |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 0.012 | ug.mL-1 | 10.1021/ml300173e |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | MIC | 50.0 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 0.0005 | ug.mL-1 | 10.1016/j.bmcl.2013.03.023 |
| None | Unchecked | IC50 | 0.008 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 0.02 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 0.07 | ug.mL-1 | 10.1016/j.bmcl.2013.03.023 |
| None | Unchecked | IC50 | 0.08 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 0.5 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 1.0 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 1.5 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 1.85 | nM | 10.1021/ml300173e |
| None | Unchecked | IC50 | 2.0 | ug.mL-1 | 10.1016/j.bmcl.2013.03.023 |
| None | Unchecked | IC50 | 2.31 | nM | 10.1021/ml300173e |
| None | Unchecked | IC50 | 3.0 | nM | 10.1021/ml300173e |
| None | Unchecked | IC50 | 10.0 | ug.mL-1 | 10.1021/ml300173e |
| None | Unchecked | IC50 | 200.0 | nM | 10.1021/ml300173e |
| None | Unchecked | Inhibition | nan | % | 10.1021/ml300173e |
| None | Unchecked | Ratio IC50 | 70.0 | None | 10.1021/ml300173e |
| None | Unchecked | Ratio IC50 | 140.0 | None | 10.1016/j.bmcl.2013.03.023 |
| None | Unchecked | Ratio IC50 | 1000.0 | None | 10.1016/j.bmcl.2013.03.023 |