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  3. 2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6-dimethoxy-5-phenylphenol

SCS-C001617

2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6-dimethoxy-5-phenylphenol

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

Structure of 2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-3,6-dimethoxy-5-phenylphenol
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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
390.5 Da
Threshold ≤ 500
ALogP
5.96
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C25H26O4
Molecular Weight:
390.5000 Da
SMILES:
COc1cc(-c2ccccc2)c(OC)c(O)c1-c1ccc(O)c(CC=C(C)C)c1
InChIKey:
DIKBTXNOKQJEIK-UHFFFAOYSA-N
InChI:
InChI=1S/C25H26O4/c1-16(2)10-11-18-14-19(12-13-21(18)26)23-22(28-3)15-20(25(29-4)24(23)27)17-8-6-5-7-9-17/h5-10,12-15,26-27H,11H2,1-4H3
Calculated Properties
ALogP:
5.958 lipophilicity
TPSA:
58.92 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
3 (3 aromatic)
Chiral Centers:
0
Fsp³:
0.2000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001617
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 12.74 ± 1.66 μM 10.1016/j.bioorg.2023.106357 Bioorganic Chemistry
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Structure enlarged