SCS-C006428
chevalone I
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Triketide meroterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus hiratsukae SCSIO 7S2001
(SCSIO 7S2001)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus hiratsukae
South China Sea
DOI:
10.3390/md20010071
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
472.6 Da
Threshold ≤ 500
ALogP
4.81
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H40O6
Molecular Weight:
472.6220 Da
SMILES:
CC(=O)O[C@H]1C[C@@H](O)[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC[C@]2(C)Oc4cc(C)oc(=O)c4C[C@@H]32)C1(C)C
InChIKey:
QRJWXCJSXSKLSI-YSROZDOKSA-N
InChI:
InChI=1S/C28H40O6/c1-15-12-18-17(24(31)32-15)13-21-26(5)10-8-19-25(3,4)23(33-16(2)29)14-22(30)28(19,7)20(26)9-11-27(21,6)34-18/h12,19-23,30H,8-11,13-14H2,1-7H3/t19-,20-,21-,22+,23-,26+,27-,28-/m0/s1
Calculated Properties
ALogP:
4.813 lipophilicity
TPSA:
85.97 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
5
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.7857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006428
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Triketide meroterpenoids
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 |
|---|---|---|---|---|
| Antibacterial | MIC | methicillin-resistant Staphylococcus aureus | 6.25 μg/mL | 10.3390/md20010071 Marine Drugs |
| Antitumor | IC50 | SF-268, MCF-7, HepG-2, A549 cell lines | 65.64–107.31 μM | 10.3390/md20010071 Marine Drugs |