SCS-C000382
sclerketide D
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 2-pyrone derivatives
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
310.4 Da
Threshold ≤ 500
ALogP
2.30
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H26O5
Molecular Weight:
310.4000 Da
SMILES:
C/C(=C\C(C)C(C)O)CCC(O)Cc1cc(O)c(C)c(=O)o1
InChIKey:
RIQJTEDKQNLJJQ-JXMROGBWSA-N
InChI:
InChI=1S/C17H26O5/c1-10(7-11(2)13(4)18)5-6-14(19)8-15-9-16(20)12(3)17(21)22-15/h7,9,11,13-14,18-20H,5-6,8H2,1-4H3/b10-7+
Calculated Properties
ALogP:
2.301 lipophilicity
TPSA:
90.90 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
1
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.5882 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000382
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
2-pyrone derivatives
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 | 5.5 μM | 10.1016/j.bioorg.2019.102973 Bioorganic Chemistry |