SCS-C000393
sclerotiorin
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
Chemical Structure
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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
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium sclerotiorum
South China Sea
DOI:
10.1007/s10600-019-02739-y
· Chemistry of Natural Compounds
Penicillium sp.
(soft coral-derived fungus)
Original source name: algal endophytic fungus
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
Drug-likeness (Lipinski Ro5)
Molecular Weight
390.9 Da
Threshold ≤ 500
ALogP
4.30
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:
C21H23ClO5
Molecular Weight:
390.9000 Da
SMILES:
CC[C@H](C)/C=C(C)/C=C/C1=CC2=C(Cl)C(=O)[C@](C)(OC(C)=O)C(=O)C2=CO1
InChIKey:
SWJLTKXURNHVHE-UPWXJBBJSA-N
InChI:
InChI=1S/C21H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-26-15)19(24)21(5,27-14(4)23)20(25)18(16)22/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
Calculated Properties
ALogP:
4.300 lipophilicity
TPSA:
69.67 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000393
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 |
|---|---|---|---|---|
| Antifouling | EC50 | Balanus amphitrite | 5.6 μg/mL | 10.1007/s10600-019-02739-y Chemistry of Natural Compounds |
| Antibacterial | MIC | Bacillus subtilis, Bacillus cereus, Sarcina lutea | 0.16 μM | 10.1007/s10600-019-02739-y Chemistry of Natural Compounds |