SCS-C007700

(E)-3-(3-hydroxy-4-methoxyphenyl) acrylic acid

Pathway: Shikimates and Phenylpropanoids Superclass: Phenylpropanoids (C6-C3) Class: Cinnamic acids and derivatives

Chemical Structure

Structure of (E)-3-(3-hydroxy-4-methoxyphenyl) acrylic acid

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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

Fusarium oxysporum F0888 (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Nectriaceae Genus Fusarium Species Fusarium oxysporum

South China Sea · 670 m · 114.1896° E, 20.0859° N

DOI: 10.1002/cbdv.202400118 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

194.2 Da

Threshold ≤ 500

ALogP

1.50

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C10H10O4

Molecular Weight:

194.1860 Da

SMILES:

COc1ccc(/C=C/C(=O)O)cc1O

InChIKey:

                        QURCVMIEKCOAJU-HWKANZROSA-N
                        
                    

InChI:

InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

Calculated Properties

ALogP:

1.499 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.1000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007700

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Phenylpropanoids (C6-C3)

NPClassifier Class:

Cinnamic acids and derivatives

Glycoside:

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
Antibacterial	MIC	Staphylococcus aureus ATCC25923, Staphylococcus epidermidis ATCC12228, Escherichia coli ATCC25922, Pseudomonas aeruginosa ATCC27853, Vibrio harveyi ATCC BAA-1117, Vibrio alginolyticus ATCC33787, Vibrio parahaemolyticus ATCC17802, Candida albicans ATCC10231	> 100.0 μg/mL	10.1002/cbdv.202400118 Chemistry & Biodiversity
Anti-inflammatory	—	LPS-induced NO production	Anti–inflammatory activities of compounds 1–12 were tested. Unfortunately, all of isolated compounds were inactive.	10.1002/cbdv.202400118 Chemistry & Biodiversity

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