3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d96e32f3-007d-4899-9cdc-eedf53fdce18
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name	3-(3,4-dihydroxyphenyl)-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
SMILES (Canonical)	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
InChI	InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)
InChI Key	DOUMFZQKYFQNTF-UHFFFAOYSA-N
Popularity	587 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₆O₈
Molecular Weight	360.30 g/mol
Exact Mass	360.08451746 g/mol
Topological Polar Surface Area (TPSA)	145.00 Å²
XlogP	2.40

Synonyms

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Spectrum_001930

SpecPlus_000702

Spectrum3_001995

(R)-(+)-Rosmarinic Acid

KBioSS_002472

DivK1c_006798

KBio1_001742

KBio2_002465

KBio2_005033

KBio2_007601

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	223.9 nM	Potency	via Super-PRED
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	631 nM	Potency	via Super-PRED
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25.1 nM	Potency	via Super-PRED
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	891.3 nM 223.9 nM	Potency Potency	via Super-PRED via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.33%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL3194	P02766	Transthyretin	92.66%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	92.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.95%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.66%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.08%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.53%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.43%	91.71%
CHEMBL1255126	O15151	Protein Mdm4	81.75%	90.20%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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