SCS-C001895

2,3-dimethoxycinnamic acid

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

Chemical Structure

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Download: SDF SMILES

Source Information

N/A

South China Sea · -4000m · 118°48′01″ E, 18°17′37″ N

DOI: 10.3390/md22040177 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

208.2 Da

Threshold ≤ 500

ALogP

1.80

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C11H12O4

Molecular Weight:

208.2100 Da

SMILES:

COc1cccc(/C=C/C(=O)O)c1OC

InChIKey:

                        QAXPUWGAGVERSJ-VOTSOKGWSA-N
                        
                    

InChI:

InChI=1S/C11H12O4/c1-14-9-5-3-4-8(11(9)15-2)6-7-10(12)13/h3-7H,1-2H3,(H,12,13)/b7-6+

Calculated Properties

ALogP:

1.802 lipophilicity

TPSA:

55.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.1818 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001895

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
Antifungal	inhibition_percent	Chromobacterium violaceum CV026	73.9 %	10.3390/md22040177 Marine Drugs
Antifungal	inhibition_percent	Chromobacterium violaceum CV026	65.9 %	10.3390/md22040177 Marine Drugs
Antifungal	inhibition_percent	Chromobacterium violaceum CV026	37.8 %	10.3390/md22040177 Marine Drugs
Antifungal	MIC	Chromobacterium violaceum CV026	> 500.0 μg/mL	10.3390/md22040177 Marine Drugs

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