Phyto4Health

Rosmarinic Acid

Representations & DB's id

ChEBI: CHEBI:50371
ChEMBL: CHEMBL324842
PubChem: 5281792
IUPAC: (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid
Standard 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)/b6-3+/t16-/m1/s1
Standard InChI Key: DOUMFZQKYFQNTF-WUTVXBCWSA-N
SMILES: O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O

Molecular propeties

AlogP: 1.76
Hydrogen bonds acceptors: 7
Hydrogen bonds donors: 5
Rotatable bonds: 6
Number of rings: 2
Molecular Weight: 360.08
Topological polar surface area: 145
Number of aromatic rings: 2
Fsp3: 0.111
Number of carbons: 18

Plant sources

Part of plant Plant name Ref.
PlantMelissa officinalis
PlantMelissa officinalis
PlantRosmarinus officinalis
PlantThymus vulgaris
PlantThymus vulgaris
PlantFoeniculum vulgare
PlantSalvia officinalis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency25118.9 nMUbiquitin carboxyl-terminal hydrolase 2O75604
Potency44668.4 nMThyroid hormone receptor beta-1P10828
Potency3548.1 nMATP-dependent DNA helicase Q1P46063
Potency14125.4 nMLysine-specific demethylase 4D-likeB2RXH2
Potency631 nMDNA-(apurinic or apyrimidinic site) lyaseP27695
Potency223.9 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency25118.9 nMThyroid hormone receptor beta-1P10828
Potency12589.3 nMMicrotubule-associated protein tauP10636
Potency1000 nMPyruvate kinase isozymes M1/M2P14618
Potency17782.8 nMMicrotubule-associated protein tauP10636
IC502025.72 nMInduced myeloid leukemia cell differentiation protein Mcl-1Q07820
Potency1000 nMPyruvate kinase isozymes M1/M2P14618
Potency22387.2 nMBloom syndrome proteinP54132
Potency223.9 nMDNA polymerase betaP06746
Potency2511.9 nMLysosomal alpha-glucosidaseP10253
Potency10000 nMBeta-glucocerebrosidaseP04062
Potency3548.1 nMBromodomain adjacent to zinc finger domain protein 2BQ9UIF8
Potency29081 nMATPase family AAA domain-containing protein 5Q96QE3
IC505600 nMMatrix metalloproteinase-1P03956
Others68.6 %Matrix metalloproteinase-1P03956
IC5016200 nMProto-oncogene c-JUNP05412
EC508600 nMTransthyretinP02766
EC5068100 nMBeta amyloid A4 proteinP05067
IC5071900 nMBeta amyloid A4 proteinP05067
EC5057200 nMBeta amyloid A4 proteinP05067
IC501300 nMTyrosine-protein kinase FYNP06241
IC503600 nMTyrosine-protein kinase FYNP06241
IC5017000 nMTyrosine-protein kinase FYNP06241
IC5036000 nMTyrosine-protein kinase FYNP06241
IC5074000 nMTyrosine-protein kinase FYNP06241
IC5063000 nMTyrosine-protein kinase FYNP06241
Ki7500 nMTyrosine-protein kinase FYNP06241
Ki10200 nMTyrosine-protein kinase FYNP06241