SCS-C006861
aspergillipeptide J
Pathway: Amino acids and Peptides
Superclass: Small peptides
Class: Tripeptides
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp. SCSIO 41501
(coral-derived fungus)
Original source name: Aspergillus sp. SCSIO 41501 (Trichocomaceae), isolated from Melitodes squamata Nutting (Melithaidae)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Offshore Hainan Island
· ~18°11'N, 109°25'E
DOI:
10.1016/j.phytochem.2021.112967
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
560.7 Da
Threshold ≤ 500
ALogP
1.82
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C29H44N4O7
Molecular Weight:
560.6920 Da
SMILES:
CC(=O)NC(Cc1ccc(O)c(CC=C(C)C)c1)C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)C(C)C)C(C)C
InChIKey:
JIMSUSSOVXJUQG-ZZNPAXOISA-N
InChI:
InChI=1S/C29H44N4O7/c1-15(2)9-11-21-13-20(10-12-23(21)35)14-22(31-19(8)34)27(37)30-18(7)26(36)32-24(16(3)4)28(38)33-25(17(5)6)29(39)40/h9-10,12-13,16-18,22,24-25,35H,11,14H2,1-8H3,(H,30,37)(H,31,34)(H,32,36)(H,33,38)(H,39,40)/t18-,22?,24-,25+/m0/s1
Calculated Properties
ALogP:
1.819 lipophilicity
TPSA:
173.93 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
6
Rotatable Bonds:
14
Ring Count:
1
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5517 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006861
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Small peptides
NPClassifier Class:
Tripeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antifungal | disc diffusion assay | Curvularia australiensis; Fusarium oxysporum | linear peptides 4–7 didn’t show obvious antifungal activity. | 10.1016/j.phytochem.2021.112967 Phytochemistry |