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  3. 4-[4-(3,4-dihydroxyphenyl)-3-hydroxy-2,5-dimethoxyphenyl]benzene-1,2-diol

SCS-C001619

4-[4-(3,4-dihydroxyphenyl)-3-hydroxy-2,5-dimethoxyphenyl]benzene-1,2-diol

Pathway: Shikimates and Phenylpropanoids Superclass: Terphenyls Class: p-Terphenyls
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Chemical Structure

Structure of 4-[4-(3,4-dihydroxyphenyl)-3-hydroxy-2,5-dimethoxyphenyl]benzene-1,2-diol
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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.
Download: SDF SMILES

Source Information

Aspergillus sp. SCSIO 41315 (coral-derived fungus)
Original source name: Aspergillus sp. SCSIO41315
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA
Weizhou Island
DOI: 10.1016/j.bioorg.2023.106357  · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
370.4 Da
Threshold ≤ 500
ALogP
3.57
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C20H18O7
Molecular Weight:
370.4000 Da
SMILES:
COc1cc(-c2ccc(O)c(O)c2)c(OC)c(O)c1-c1ccc(O)c(O)c1
InChIKey:
VXSPWGWNHZICJF-UHFFFAOYSA-N
InChI:
InChI=1S/C20H18O7/c1-26-17-9-12(10-3-5-13(21)15(23)7-10)20(27-2)19(25)18(17)11-4-6-14(22)16(24)8-11/h3-9,21-25H,1-2H3
Calculated Properties
ALogP:
3.566 lipophilicity
TPSA:
119.61 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
3 (3 aromatic)
Chiral Centers:
0
Fsp³:
0.1000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001619
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Terphenyls
NPClassifier Class:
p-Terphenyls
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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
Antiviral IC50 H1N1 influenza virus 1.98 ± 1.3 μM 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry
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Structure enlarged