Caffeic Acid

Representations & DB's id
ChEBI:	CHEBI:16433
ChEMBL:	CHEMBL145
PubChem:	689043
IUPAC:	(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
Standard InChI:	InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
Standard InChI Key:	QAIPRVGONGVQAS-DUXPYHPUSA-N
SMILES:	OC(=O)/C=C/c1ccc(c(c1)O)O

Molecular propeties
AlogP:	1.2
Hydrogen bonds acceptors:	3
Hydrogen bonds donors:	3
Rotatable bonds:	2
Number of rings:	1
Molecular Weight:	180.04
Topological polar surface area:	77.8
Number of aromatic rings:	1
Fsp3:	0
Number of carbons:	9

Plant sources

Part of plant	Plant name	Ref.
Plant	Polygonum aviculare
Plant	Brassica juncea
Plant	Punica granatum
Plant	Inula helenium
Plant	Panax ginseng
Plant	Hypericum perforatum
Plant	Urtica dioica
Plant	Linum usitatissimum
Plant	Arctium lappa
Plant	Papaver somniferum
Plant	Citrus unshiu
Flos	Tussilago farfara
Plant	Digitalis purpurea
Plant	Calendula officinalis
Plant	Taraxacum officinale
Plant	Taraxacum officinale
Plant	Orthosiphon stamineus
Plant	Conium maculatum
Plant	Rheum palmatum
Plant	Oryza sativa
Plant	Matricaria matricarioides
Plant	Thymus vulgaris
Plant	Thymus vulgaris
Plant	Achillea millefolium
Plant	Valeriana officinalis
Plant	Chelidonium majus
Plant	Crocus sativus

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
Others	10 %	Tyrosinase	P14679
IC50	1000000 nM	Epidermal growth factor receptor erbB1	P00533
IC50	25000 nM	Arachidonate 5-lipoxygenase	P09917
Ki	8710 nM	Carbonic anhydrase XIV	Q9ULX7
Ki	9060 nM	Carbonic anhydrase XII	O43570
Ki	7870 nM	Carbonic anhydrase IX	Q16790
Ki	6420 nM	Carbonic anhydrase VII	P43166
Ki	7330 nM	Carbonic anhydrase VI	P23280
Ki	9080 nM	Carbonic anhydrase VB	Q9Y2D0
Ki	6490 nM	Carbonic anhydrase VA	P35218
Ki	10100 nM	Carbonic anhydrase IV	P22748
Ki	10000 nM	Carbonic anhydrase III	P07451
Ki	1610 nM	Carbonic anhydrase II	P00918
Ki	2380 nM	Carbonic anhydrase I	P00915
IC50	3060 nM	Protein-tyrosine phosphatase 1B	P18031
Potency	2818.4 nM	Prelamin-A/C	P02545
Potency	141.3 nM	Nuclear factor NF-kappa-B p105 subunit	P19838
Potency	10000 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	22387.2 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	562.3 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	25118.9 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	14125.4 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	15848.9 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	35481.3 nM	DNA-(apurinic or apyrimidinic site) lyase	P27695
Potency	6309.6 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	44668.4 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	794.3 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	12589.3 nM	Thyroid hormone receptor beta-1	P10828
Potency	15848.9 nM	Microtubule-associated protein tau	P10636
Potency	44668.4 nM	Microtubule-associated protein tau	P10636
Potency	10000 nM	Microtubule-associated protein tau	P10636
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	84921.4 nM	Peripheral myelin protein 22	Q01453
Potency	39810.7 nM	Lysosomal alpha-glucosidase	P10253
Potency	141.3 nM	Nuclear factor NF-kappa-B p105 subunit	P19838
Potency	8912.5 nM	MAP kinase ERK2	P28482
Potency	14125.4 nM	MAP kinase ERK2	P28482
Potency	39810.7 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	39810.7 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	39810.7 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	50118.7 nM	Alpha-galactosidase A	P06280
Potency	1995.3 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	7943.3 nM	Lysosomal alpha-glucosidase	P10253
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
Potency	15848.9 nM	DNA polymerase beta	P06746
Potency	25118.9 nM	Cytochrome P450 3A4	P08684
Potency	56234.1 nM	Lysine-specific demethylase 4A	O75164
Potency	3162.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	11220.2 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	10621.3 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	31622.8 nM	Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8
Others	4 %	Hydroxycarboxylic acid receptor 2	Q8TDS4
IC50	100000 nM	Dual specificity protein phosphatase 3	P51452
IC50	100000 nM	Protein-tyrosine phosphatase LC-PTP	P35236
IC50	32000 nM	Aldose reductase	P15121
IC50	90000 nM	Aldo-keto reductase family 1 member B10	O60218
Others	20 %	Estrogen receptor alpha	P03372
Others	24.73 %	Estrogen receptor alpha	P03372
Others	19 %	Aldo-keto reductase family 1 member C2	P52895
Others	36 %	Aldo-keto-reductase family 1 member C3	P42330
Others	0 %	Aldo-keto reductase family 1 member C4	P17516
Others	6 %	Aldo-keto reductase family 1 member C1	Q04828
Potency	17782.8 nM	Glutaminase kidney isoform, mitochondrial	O94925
IC50	32800 nM	Beta amyloid A4 protein	P05067
IC50	21.22 nM	Matrix metalloproteinase 9	P14780
IC50	24.26 nM	Matrix metalloproteinase-2	P08253
IC50	238.91 nM	Matrix metalloproteinase-1	P03956
IC50	10 nM	Matrix metalloproteinase 9	P14780
IC50	100000 nM	Acetylcholinesterase	P22303
EC50	97000 nM	Transthyretin	P02766
Others	0 %	DNA-3-methyladenine glycosylase	P29372
Others	104 %	Arachidonate 5-lipoxygenase	P09917
IC50	10000 nM	Arachidonate 5-lipoxygenase	P09917
IC50	8500 nM	Arachidonate 5-lipoxygenase	P09917
Ki	9060 nM	Carbonic anhydrase XII	O43570
Ki	8710 nM	Carbonic anhydrase XIV	Q9ULX7

Caffeic Acid

Representations & DB's id

Molecular propeties

Plant sources

In vitro data