SCS-C000057

(E)-1-(2,4,5-trihydroxyphenyl)but-2-en-1-one

Pathway: Shikimates and Phenylpropanoids

Chemical Structure

Structure of (E)-1-(2,4,5-trihydroxyphenyl)but-2-en-1-one

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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

N/A

South China Sea

DOI: 10.3390/md8041094 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

194.2 Da

Threshold ≤ 500

ALogP

1.56

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:

C/C=C/C(=O)c1cc(O)c(O)cc1O

InChIKey:

                        WGAQSWGFRHAYOJ-NSCUHMNNSA-N
                        
                    

InChI:

InChI=1S/C10H10O4/c1-2-3-7(11)6-4-9(13)10(14)5-8(6)12/h2-5,12-14H,1H3/b3-2+

Calculated Properties

ALogP:

1.562 lipophilicity

TPSA:

77.76 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-C000057

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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
Antitumor	IC50	KB, KBv200, MCF-7, MCF-7/adr, A549, LO2	IC50 (μmol/L): all >50	10.3390/md8041094 Marine Drugs

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