Molecule

Caffeic Acid Phenethyl Amide

AlkaPlorer ID: AK319658

Synonym: None

IUPAC Name: (E)-3-(3,4-dihydroxyphenyl)-N-(2-phenylethyl)prop-2-enamide

Structure

SMILES: OC(/C=C/C1=CC=C(O)C(O)=C1)=NCCC1=CC=CC=C1

InChI: InChI=1S/C17H17NO3/c19-15-8-6-14(12-16(15)20)7-9-17(21)18-11-10-13-4-2-1-3-5-13/h1-9,12,19-20H,10-11H2,(H,18,21)/b9-7+

InChIKey: QOWABIXYAFJMQE-VQHVLOKHSA-N

Reference

The Constituents from the Stems of <i>Annona cherimola</i>

PubChem CID: 11391937

LOTUS: LTS0202366

NPASS: NPC283468

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Bursera kerberi	Bursera	Burseraceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lupinus cosentinii	Lupinus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stellaria media	Stellaria	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alstonia angustiloba	Alstonia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Renealmia alpinia	Renealmia	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces parvisporogenes	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Phlomis crinita	Phlomis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper brachystachyum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Morella pensylvanica	Morella	Myricaceae	Fagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Juniperus scopulorum	Juniperus	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Curcuma aeruginosa	Curcuma	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Senecio congestus	Senecio	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rhododendron mucronulatum	Rhododendron	Ericaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Creosphaeria sassafras	Creosphaeria	Xylariaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Costasiella ocellifera	Costasiella	Costasiellidae	None	Gastropoda	Mollusca	Metazoa	Eukaryota
Clerodendrum trichotomum	Clerodendrum	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pellacalyx axillaris	Pellacalyx	Rhizophoraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Crotalaria stolzii	Crotalaria	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Eucalyptus albens	Eucalyptus	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sarcophyton flexuosum	Sarcophyton	Alcyoniidae	Malacalcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Tephroseris kirilowii	Tephroseris	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aspergillus microcysticus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Sideritis dasygnaphala	Sideritis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Euonymus fortunei	Euonymus	Celastraceae	Celastrales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Botrychium ternatum	Botrychium	Ophioglossaceae	Ophioglossales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Coffea liberica	Coffea	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Boschniakia rossica	Boschniakia	Orobanchaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Beesia calthifolia	Beesia	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Micromonospora echinospora	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria
Euploca racemosa	Euploca	Heliotropiaceae	Boraginales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Clinacanthus nutans	Clinacanthus	Acanthaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces melanogenes	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Melampodium leucanthum	Melampodium	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Annona cherimola	Annona	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Emericellopsis minima	Emericellopsis	None	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 283.327

TPSA？: 73.05

MolLogP？: 3.310200000000002

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	HUVEC	EC50	2000.0	nM	10.1016/j.bmc.2010.05.080
Homo sapiens	LNCaP	Activity	nan	None	10.1016/j.bmc.2013.08.057
Homo sapiens	LNCaP	IC50	100000.0	nM	10.1016/j.bmc.2013.08.057
Homo sapiens	Matrix metalloproteinase-1	IC50	3301.33	nM	10.1016/j.bmcl.2013.01.027
Homo sapiens	Matrix metalloproteinase-2	IC50	8.2	nM	10.1016/j.bmcl.2013.01.027
Homo sapiens	Matrix metalloproteinase 9	IC50	7.28	nM	10.1016/j.bmcl.2013.01.027
Homo sapiens	MMP-1/MMP-2	Ratio IC50	403.0	None	10.1016/j.bmcl.2013.01.027
Homo sapiens	Tyrosinase	Inhibition	nan	%	10.1016/j.bmcl.2006.01.022
None	Radical scavenging activity	IC50	13800.0	nM	10.1016/j.bmc.2013.08.057
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.0c00350
None	Unchecked	GI	nan	None	10.1021/acs.jnatprod.0c00350
None	Unchecked	IC50	850.0	nM	10.1016/s0960-894x(00)00630-2
None	Unchecked	IC50	nan	None	10.1016/j.bmcl.2019.02.032
None	Unchecked	Inhibition	nan	%	10.1016/j.ejmech.2019.02.006
None	Unchecked	Ratio IC50	453.0	None	10.1016/j.bmcl.2013.01.027