SCS-C000402
emodin
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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 sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1038/ja.2012.110
· The Journal of Antibiotics
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.3390/md17070398
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
270.2 Da
Threshold ≤ 500
ALogP
1.89
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:
C15H10O5
Molecular Weight:
270.2400 Da
SMILES:
Cc1cc(O)c2c(c1)C(=O)c1cc(O)cc(O)c1C2=O
InChIKey:
RHMXXJGYXNZAPX-UHFFFAOYSA-N
InChI:
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
Calculated Properties
ALogP:
1.887 lipophilicity
TPSA:
94.83 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.0667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000402
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 larvae settlement | 6.1 μg/mL | 10.1038/ja.2012.110 The Journal of Antibiotics |
| Antitumor | inhibition | human gastric cancer cells | 5.19 μM | 10.3390/md17070398 Marine Drugs |
| Antibacterial | inhibition | Staphylococcus aureus | 3.75 μg/mL | 10.3390/md17070398 Marine Drugs |
| Antibacterial | inhibition zone | Staphylococcus aureus | 12.0 mm | 10.3390/md17070398 Marine Drugs |