SCS-C004997
6-O-methyl-7-chloroaverythrin
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
DOI:
10.1021/np3002699
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
402.8 Da
Threshold ≤ 500
ALogP
4.44
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H19ClO6
Molecular Weight:
402.8300 Da
SMILES:
CCCC/C=C/c1c(O)cc2c(c1O)C(=O)c1c(cc(OC)c(Cl)c1O)C2=O
InChIKey:
BQGOKZYOQBVDFY-VOTSOKGWSA-N
InChI:
InChI=1S/C21H19ClO6/c1-3-4-5-6-7-10-13(23)8-11-15(19(10)25)20(26)16-12(18(11)24)9-14(28-2)17(22)21(16)27/h6-9,23,25,27H,3-5H2,1-2H3/b7-6+
Calculated Properties
ALogP:
4.444 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2381 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004997
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
No bioactivity data available for this compound.