SCS-C006721
1'-O-methyl-6-chloroaverantin (1'S-enantiomer)
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
· 1138 m
DOI:
10.3390/md24060214
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
420.8 Da
Threshold ≤ 500
ALogP
4.21
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H21ClO7
Molecular Weight:
420.8450 Da
SMILES:
CCCCC[C@H](OC)c1c(O)cc2c(c1O)C(=O)c1cc(O)c(Cl)c(O)c1C2=O
InChIKey:
SAJAUUNRZZXQLQ-ZDUSSCGKSA-N
InChI:
InChI=1S/C21H21ClO7/c1-3-4-5-6-13(29-2)16-11(23)7-9-14(20(16)27)18(25)10-8-12(24)17(22)21(28)15(10)19(9)26/h7-8,13,23-24,27-28H,3-6H2,1-2H3/t13-/m0/s1
Calculated Properties
ALogP:
4.206 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006721
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 |
|---|---|---|---|---|
| Antitumor | IC50 | human cancer cell lines | > 50.0 μM | 10.3390/md24060214 Marine Drugs |