SCS-C001684
4-chloro-1-hydroxy-3-methoxy-6-methyl-8-methoxycarbonyl-xanthen-9-one
Pathway: Polyketides
Superclass: Xanthones
Class: Methyl xanthones
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
Penicillium citrinum HL-5126
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
DOI:
10.1038/ja.2017.52
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.7 Da
Threshold ≤ 500
ALogP
3.41
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:
C17H13ClO6
Molecular Weight:
348.7000 Da
SMILES:
COC(=O)c1cc(C)cc2oc3c(Cl)c(OC)cc(O)c3c(=O)c12
InChIKey:
MYRRQAHCRTWRND-UHFFFAOYSA-N
InChI:
InChI=1S/C17H13ClO6/c1-7-4-8(17(21)23-3)12-10(5-7)24-16-13(15(12)20)9(19)6-11(22-2)14(16)18/h4-6,19H,1-3H3
Calculated Properties
ALogP:
3.409 lipophilicity
TPSA:
85.97 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1765 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001684
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Xanthones
NPClassifier Class:
Methyl xanthones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.