SCS-C001148
3a,9a-deoxy-3a hydroxy-1-dehydroxyarthrinone
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
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
Arthrinium sp. SCSIO 41421
(sponge-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Apiosporaceae
Genus
Arthrinium
Species
NA
Beibu Gulf
DOI:
10.3390/md20080475
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
266.2 Da
Threshold ≤ 500
ALogP
0.01
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H14O6
Molecular Weight:
266.2500 Da
SMILES:
COc1cc(O)c2c(c1)[C@@H](O)C1(O)COC[C@H]1C2=O
InChIKey:
OZRJQAUMVPSUQF-ITCHVEPBSA-N
InChI:
InChI=1S/C13H14O6/c1-18-6-2-7-10(9(14)3-6)11(15)8-4-19-5-13(8,17)12(7)16/h2-3,8,12,14,16-17H,4-5H2,1H3/t8-,12+,13?/m0/s1
Calculated Properties
ALogP:
0.008 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.4615 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001148
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
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 |
|---|---|---|---|---|
| Enzyme inhibition | inhibition | AChE | 50.0 μg/mL | 10.3390/md20080475 Marine Drugs |