1-METHYL-3-(3',4'-DIHYDROXYPHENYL)-PROPYL CAFFEATE


Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	JUZFAKSVZZEOIL-RMKNXTFCSA-N
Smiles	CC(CCc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2
InChI	InChI=1S/C19H20O6/c1-12(2-3-13-4-7-15(20)17(22)10-13)25-19(24)9-6-14-5-8-16(21)18(23)11-14/h4-12,20-23H,2-3H2,1H3/b9-6+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C19H20O6
Molecular Weight	344.36
AlogP	3.92
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	7.0
Polar Surface Area	107.22
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	25.0

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Abstract : The crude methanolic extract of Zuccagnia punctata was active toward the fungal pathogens of soybean Phomopsis longicolla and Colletotrichum truncatum. Assay guided fractionation led to the isolation of two chalcones, one flavanone and a new caffeoyl ester derivative as the compounds responsible for the antifungal activity. Another new caffeoyl ester derivative was isolated from the antifungal chloroform extract but proved to be inactive against the soybean infecting fungi up to 50 microg/mL

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Reference

Journal : J Agric Food Chem

Title : Antifungal chalcones and new caffeic acid esters from Zuccagnia punctata acting against soybean infecting fungi.

PubMed ID : 15161186

DOI : 10.1021/jf035213x

Year : 2004

Volume : 52

Issue : 11

First Page : 3297

Last Page : 3300

Authors : Svetaz L, Tapia A, López SN, Furlán RL, Petenatti E, Pioli R, Schmeda-Hirschmann G, Zacchino SA.

Assay Description	Organism	Bioactivity
Antifungal activity against Fusarium equiseti (CE181) after 48 to 72 hr	Fusarium equiseti	50.0 ug.mL-1
Antifungal activity against Diaporthe longicolla CE117 after 48 to 72 hr	Diaporthe longicolla	50.0 ug.mL-1
Antifungal activity against Fusarium graminearum isolate CE169 after 48 to 72 hr	Fusarium graminearum	50.0 ug.mL-1
Antifungal activity against Fusarium graminearum isolate CE171 after 48 to 72 hr	Fusarium graminearum	50.0 ug.mL-1
Antifungal activity against Fusarium graminearum isolate CE135 after 48 to 72 hr	Fusarium graminearum	50.0 ug.mL-1
Antifungal activity against Fusarium graminearum isolate CE170 after 48 to 72 hr	Fusarium graminearum	50.0 ug.mL-1
Antifungal activity against Macrophomina phaseolina isolate CE173 after 48 to 72 hr	Macrophomina phaseolina	50.0 ug.mL-1
Antifungal activity against Colletotrichum truncatum CE175 after 48 to 72 hr	Colletotrichum truncatum	50.0 ug.mL-1
Antifungal activity against Alternaria alternata (CE172) after 48 to 72 hr	Alternaria alternata	50.0 ug.mL-1

Cross References

Resources	Reference
ChEMBL	CHEMBL2269339
PubChem	11450770

CONTENTS

Structure
Chemical and Physical Properties