SCS-C008145
sclerin diacid
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenolic acids (C6-C1)
Class: Simple phenolic acids
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
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
252.3 Da
Threshold ≤ 500
ALogP
2.20
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H16O5
Molecular Weight:
252.2660 Da
SMILES:
Cc1c(C)c(O)c(C(=O)O)c(C(C)C(=O)O)c1C
InChIKey:
QPDMUSSZIQSMOH-UHFFFAOYSA-N
InChI:
InChI=1S/C13H16O5/c1-5-6(2)9(8(4)12(15)16)10(13(17)18)11(14)7(5)3/h8,14H,1-4H3,(H,15,16)(H,17,18)
Calculated Properties
ALogP:
2.204 lipophilicity
TPSA:
94.83 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008145
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenolic acids (C6-C1)
NPClassifier Class:
Simple phenolic acids
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 |
| Anti-inflammatory | inhibition of nitric oxide production | LPS-induced NO production | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24040128 Marine Drugs |