SCS-C004696
sydowiol C | aspergilol C
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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 carneus GXIMD00543
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus carneus
South China Sea
DOI:
10.3390/md22020063
· Marine Drugs
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1016/j.tetlet.2013.08.137
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
384.4 Da
Threshold ≤ 500
ALogP
4.72
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H20O7
Molecular Weight:
384.3840 Da
SMILES:
Cc1cc(O)c(Oc2c(O)cc(C)cc2Oc2cc(C)cc(O)c2O)c(O)c1
InChIKey:
QOPXRCMKGKMOSI-UHFFFAOYSA-N
InChI:
InChI=1S/C21H20O7/c1-10-5-14(23)20(15(24)6-10)28-21-16(25)7-12(3)9-18(21)27-17-8-11(2)4-13(22)19(17)26/h4-9,22-26H,1-3H3
Calculated Properties
ALogP:
4.724 lipophilicity
TPSA:
119.61 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004696
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.