SCS-C006141
(3R,4S)-(-)-4-hydroxymellein
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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 ochraceopetaliformis
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus ochraceopetaliformis
Offshore Hainan Island
· 18.216° N, 109.495° E
DOI:
10.3390/md20050295
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
194.2 Da
Threshold ≤ 500
ALogP
0.98
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H10O4
Molecular Weight:
194.1860 Da
SMILES:
C[C@H]1OC(=O)c2c(O)cccc2[C@@H]1O
InChIKey:
STSOHAOGZMLWFR-MLUIRONXSA-N
InChI:
InChI=1S/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1
Calculated Properties
ALogP:
0.985 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006141
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition | nitric oxide (NO) production | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md20050295 Marine Drugs |
| Anti-inflammatory | inhibition | IL-6; TNF-α | compounds 2, 5, and 6 inhibited the levels of IL-6, TNF-α, and MCP-1 upregulated by LPS administration in culture medium. | 10.3390/md20050295 Marine Drugs |