SCS-C008142
6,6'-diacetyl-1,1'-dihydroxy-3,3'-dimethoxydibenzyl ether
Pathway: Polyketides
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 sclerotiorum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
South China Sea
DOI:
10.3390/md24040128
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
374.4 Da
Threshold ≤ 500
ALogP
3.24
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H22O7
Molecular Weight:
374.3890 Da
SMILES:
COc1ccc(C(C)=O)c(O)c1COCc1c(OC)ccc(C(C)=O)c1O
InChIKey:
VSPCSKODRRCMFN-UHFFFAOYSA-N
InChI:
InChI=1S/C20H22O7/c1-11(21)13-5-7-17(25-3)15(19(13)23)9-27-10-16-18(26-4)8-6-14(12(2)22)20(16)24/h5-8,23-24H,9-10H2,1-4H3
Calculated Properties
ALogP:
3.237 lipophilicity
TPSA:
102.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
8
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008142
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | inhibition of apoptosis | Aβ25-35-induced apoptosis | Compounds 1, 5, 6, 8, 15, and 16 weakly protected primary cortical neurons from Aβ25-35-induced apoptosis. | 10.3390/md24040128 Marine Drugs |