Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C27H31NO4 |
| Molecular Weight | 433.5393 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C=C\[C@@H]1[C@H]2C[C@@H](C)CC[C@@H]2C(C)=C[C@H]1C(=O)C3=C(O)C(=CNC3=O)C4=CC=C(O)C=C4
InChI
InChIKey=BYVVOONSAAQMKI-RFKCMYLBSA-N
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
| Molecular Formula | C27H31NO4 |
| Molecular Weight | 433.5393 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Approval Year
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 19:45:22 GMT 2025
by
admin
on
Tue Apr 01 19:45:22 GMT 2025
|
| Record UNII |
XG38FSS45W
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| Record Status |
Validated (UNII)
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| Record Version |
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-
Download
| Name | Type | Language | ||
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Common Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Systematic Name | English | ||
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Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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ILICICOLIN H
Created by
admin on Tue Apr 01 19:45:22 GMT 2025 , Edited by admin on Tue Apr 01 19:45:22 GMT 2025
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77772
Created by
admin on Tue Apr 01 19:45:22 GMT 2025 , Edited by admin on Tue Apr 01 19:45:22 GMT 2025
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12689-26-8
Created by
admin on Tue Apr 01 19:45:22 GMT 2025 , Edited by admin on Tue Apr 01 19:45:22 GMT 2025
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XG38FSS45W
Created by
admin on Tue Apr 01 19:45:22 GMT 2025 , Edited by admin on Tue Apr 01 19:45:22 GMT 2025
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54704283
Created by
admin on Tue Apr 01 19:45:22 GMT 2025 , Edited by admin on Tue Apr 01 19:45:22 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
ABSTRACT: Ilicicolin H is a polyketide nonribosomal peptide synthase (NRPS)natural product isolated from Gliocadium roseum, which exhibits potent and broad spectrum antifungal activity, with sub-.MU.g/mL MICs against Candida spp., Aspergillus f umigatus, and Cryptococcus spp. It showed a novel mode of action, potent inhibition (IC50 = 23 ng/mL) of the mitochondrial cytochrome bc1 reductase, and over 1000-fold selectivity relative to rat liver cytochrome bc1 reductase. Ilicicolin H exhibited in vivo efficacy in murine models of Candida albicans and Cryptococcus neoformans infections, but efficacy may have been limited by high plasma protein binding.
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