SCS-C002069
4-hydroxyphenethyl 2-4-hydroxyphenylacetate
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
Aspergillus flavus BB1
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavus
South China Sea
DOI:
10.1016/j.bioorg.2021.105269
· Bioorganic Chemistry
Penicillium griseofulvum Y19-07
(mangrove)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium griseofulvum
South China Sea
DOI:
10.1080/10286020903219923
· Journal of Asian Natural Products Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
272.3 Da
Threshold ≤ 500
ALogP
2.43
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:
C16H16O4
Molecular Weight:
272.3000 Da
SMILES:
O=C(Cc1ccc(O)cc1)OCCc1ccc(O)cc1
InChIKey:
NOVMMJPPPKMRRL-UHFFFAOYSA-N
InChI:
InChI=1S/C16H16O4/c17-14-5-1-12(2-6-14)9-10-20-16(19)11-13-3-7-15(18)8-4-13/h1-8,17-18H,9-11H2
Calculated Properties
ALogP:
2.426 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002069
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 |
|---|---|---|---|---|
| Antitumor | — | PC-3 cells | 64.5 μM | 10.1080/10286020903219923 Journal of Asian Natural Products Research |