SCS-C006214
4-hydroxyphenethyl 3-hydroxybenzoate
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylethanoids (C6-C2)
Class: Phenylethanoids
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
Neopestalotiopsis sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Neopestalotiopsis
Species
Neopestalotiopsis sp.
South China Sea
DOI:
10.3390/md23040148
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
258.3 Da
Threshold ≤ 500
ALogP
2.50
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:
C15H14O4
Molecular Weight:
258.2730 Da
SMILES:
O=C(OCCc1ccc(O)cc1)c1cccc(O)c1
InChIKey:
PDWXVCDAJSBIRB-UHFFFAOYSA-N
InChI:
InChI=1S/C15H14O4/c16-13-6-4-11(5-7-13)8-9-19-15(18)12-2-1-3-14(17)10-12/h1-7,10,16-17H,8-9H2
Calculated Properties
ALogP:
2.497 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006214
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylethanoids (C6-C2)
NPClassifier Class:
Phenylethanoids
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 |
|---|---|---|---|---|
| Antifibrotic / Organ protection | inhibition of α-SMA expression and ECM production | TGF-β1-induced renal fibrosis | All tested compounds (1, 5–8, and 11–12) at 10 μM showed obvious anti-fibrotic activity by inhibiting TGF-β1-induced α-SMA expression and extracellular matrix production (collagen I and fibronectin). | 10.3390/md23040148 Marine Drugs |