SCS-C000380
sclerketide B
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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 sclerotiorum CHNSCLM-0013
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium sclerotiorum
South China Sea
DOI:
10.1016/j.bioorg.2019.102973
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
404.9 Da
Threshold ≤ 500
ALogP
4.69
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H25ClO5
Molecular Weight:
404.9000 Da
SMILES:
CCC(=O)O[C@]1(C)C(=O)C2=COC(/C=C/C(C)=C/[C@@H](C)CC)=CC2=C(Cl)C1=O
InChIKey:
SIDPHILSGJLHOQ-UDBHBCNGSA-N
InChI:
InChI=1S/C22H25ClO5/c1-6-13(3)10-14(4)8-9-15-11-16-17(12-27-15)20(25)22(5,21(26)19(16)23)28-18(24)7-2/h8-13H,6-7H2,1-5H3/b9-8+,14-10+/t13-,22+/m0/s1
Calculated Properties
ALogP:
4.690 lipophilicity
TPSA:
69.67 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.4091 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000380
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
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 |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NO production | 3.4 μM | 10.1016/j.bioorg.2019.102973 Bioorganic Chemistry |