SCS-C004633
2,11-dihydroxy-1-methoxycarbonyl-9-carboxylxanthone
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
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
DOI:
10.1080/14786419.2013.843177
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
330.2 Da
Threshold ≤ 500
ALogP
1.84
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H10O8
Molecular Weight:
330.2480 Da
SMILES:
COC(=O)c1c(O)ccc2oc3cc(C(=O)O)cc(O)c3c(=O)c12
InChIKey:
SEEWMSOVGSUOJV-UHFFFAOYSA-N
InChI:
InChI=1S/C16H10O8/c1-23-16(22)12-7(17)2-3-9-13(12)14(19)11-8(18)4-6(15(20)21)5-10(11)24-9/h2-5,17-18H,1H3,(H,20,21)
Calculated Properties
ALogP:
1.842 lipophilicity
TPSA:
134.27 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.0625 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004633
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.