SCS-C002425
1-O-methyl 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
Aspergillus clavatonanicus
(sponge-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus clavatonanicus
South China Sea
DOI:
10.1021/acs.jnatprod.5c01575
· Journal of Natural Products
Aspergillus sp. EGF15-0-3
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
Acta Scientiarum Naturalium Universitatis Sunyatseni, 2022, 61(4):70-78.
Drug-likeness (Lipinski Ro5)
Molecular Weight
284.3 Da
Threshold ≤ 500
ALogP
2.19
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H12O5
Molecular Weight:
284.2600 Da
SMILES:
COc1cc(C)cc2c1C(=O)c1c(O)cc(O)cc1C2=O
InChIKey:
IKIAXVIGUJMLHC-UHFFFAOYSA-N
InChI:
InChI=1S/C16H12O5/c1-7-3-9-14(12(4-7)21-2)16(20)13-10(15(9)19)5-8(17)6-11(13)18/h3-6,17-18H,1-2H3
Calculated Properties
ALogP:
2.190 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002425
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 |
|---|---|---|---|---|
| Antitumor | inhibition_percent | Gefitinib-resistant cell line H1975/GR | 45.68 % | — |
| Antifibrotic / Organ protection | inhibition | FN, α-SMA | 10.0 μM | 10.1021/acs.jnatprod.5c01575 Journal of Natural Products |