Rosmarinic-acid
General
Type : Natural, Hydroxycinnamic-ester
Chemical_Nomenclature : (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid
Canonical SMILES : 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)\/b6-3+\/t16-\/m1\/s1
InChIKey : DOUMFZQKYFQNTF-WUTVXBCWSA-N
Other name(s) : rosmarinic-acid || Rosemary acid || (R)-rosmarinic acid || Rosmarinicacid || CHEMBL324842 || CHEBI:50371 || SCHEMBL1650675 || SCHEMBL2028694 || CHEBI:92370
MW : 360.3
Formula : C18H16O8
CAS_number : 20283-92-5
PubChem : 5281792
UniChem : DOUMFZQKYFQNTF-WUTVXBCWSA-N
Target
Structures : No structure
Families : Hormone-sensitive_lipase_like
References (12)
| Title : Amelioration of oxidative stress and neuroinflammation in lipopolysaccharide-induced memory impairment using Rosmarinic acid in mice - Thingore_2021_Metab.Brain.Dis_36_299 |
| Author(s) : Thingore C , Kshirsagar V , Juvekar A |
| Ref : Metabolic Brain Disease , 36 :299 , 2021 |
| Abstract : |
| PubMedSearch : Thingore_2021_Metab.Brain.Dis_36_299 |
| PubMedID: 33068223 |
| Title : Protective effect of Zataria multiflora Boiss. and its main compound, rosmarinic acid, against malathion induced oxidative stress and apoptosis in HepG2 cells - Karami-Mohajeri_2021_J.Environ.Sci.Health.B__1 |
| Author(s) : Karami-Mohajeri S , Najafi A , Behnam B , Sadeghi Meymandi M , Kashitarash Ifahani Z , Jafari E , Heidari M , Mohamadi N , Sharififar F |
| Ref : J Environ Sci Health B , :1 , 2021 |
| Abstract : |
| PubMedSearch : Karami-Mohajeri_2021_J.Environ.Sci.Health.B__1 |
| PubMedID: 33560903 |
| Title : A novel feruloyl esterase with high rosmarinic acid hydrolysis activity from Bacillus pumilus W3 - Liang_2020_Int.J.Biol.Macromol_161_525 |
| Author(s) : Liang W , Xiong T , Wang X , Deng H , Bai Y , Fan TP , Zheng X , Cai Y |
| Ref : Int J Biol Macromol , 161 :525 , 2020 |
| Abstract : |
| PubMedSearch : Liang_2020_Int.J.Biol.Macromol_161_525 |
| PubMedID: 32531366 |
| Gene_locus related to this paper: 9baci-BpFae12 |
| Title : Serum Albumin Modulates the Bioactivity of Rosmarinic Acid - Brito_2018_J.Med.Food_21_801 |
| Author(s) : Brito E , Silva A , Fale PLV , Pacheco R , Serralheiro A , Haris PI , Ascensao L , Serralheiro ML |
| Ref : J Med Food , 21 :801 , 2018 |
| Abstract : |
| PubMedSearch : Brito_2018_J.Med.Food_21_801 |
| PubMedID: 29431576 |
| Title : Selective in vitro and in silico butyrylcholinesterase inhibitory activity of diterpenes and rosmarinic acid isolated from Perovskia atriplicifolia Benth. and Salvia glutinosa L - Senol_2017_Phytochemistry_133_33 |
| Author(s) : Senol FS , Slusarczyk S , Matkowski A , Perez-Garrido A , Giron-Rodriguez F , Ceron-Carrasco JP , den-Haan H , Pena-Garcia J , Perez-Sanchez H , Domaradzki K , Orhan IE |
| Ref : Phytochemistry , 133 :33 , 2017 |
| Abstract : |
| PubMedSearch : Senol_2017_Phytochemistry_133_33 |
| PubMedID: 27817931 |
| Title : Ellagic acid and rosmarinic acid attenuate doxorubicin-induced testicular injury in rats - Georgy_2017_J.Biochem.Mol.Toxicol_31_ |
| Author(s) : Georgy GS , Maher OW |
| Ref : J Biochem Mol Toxicol , 31 : , 2017 |
| Abstract : |
| PubMedSearch : Georgy_2017_J.Biochem.Mol.Toxicol_31_ |
| PubMedID: 28586512 |
| Title : Prophylactic effects of ellagic acid and rosmarinic acid on doxorubicin-induced neurotoxicity in rats - Rizk_2017_J.Biochem.Mol.Toxicol_31_ |
| Author(s) : Rizk HA , Masoud MA , Maher OW |
| Ref : J Biochem Mol Toxicol , 31 : , 2017 |
| Abstract : |
| PubMedSearch : Rizk_2017_J.Biochem.Mol.Toxicol_31_ |
| PubMedID: 28815802 |
| Title : Cr (VI) induced oxidative stress and toxicity in cultured cerebellar granule neurons at different stages of development and protective effect of Rosmarinic acid - Dashti_2016_Environ.Toxicol_31_269 |
| Author(s) : Dashti A , Soodi M , Amani N |
| Ref : Environ Toxicol , 31 :269 , 2016 |
| Abstract : |
| PubMedSearch : Dashti_2016_Environ.Toxicol_31_269 |
| PubMedID: 25213303 |
| Title : Rosmarinic acid inhibits some metabolic enzymes including glutathione S-transferase, lactoperoxidase, acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase isoenzymes - Gulcin_2016_J.Enzyme.Inhib.Med.Chem__1 |
| Author(s) : Gulcin I , Scozzafava A , Supuran CT , Koksal Z , Turkan F , Cetinkaya S , Bingol Z , Huyut Z , Alwasel SH |
| Ref : J Enzyme Inhib Med Chem , :1 , 2016 |
| Abstract : |
| PubMedSearch : Gulcin_2016_J.Enzyme.Inhib.Med.Chem__1 |
| PubMedID: 26864149 |
| Title : Molecular docking and ex vivo and in vitro anticholinesterase activity studies of Salvia sp. and highlighted rosmarinic acid - Demirezer_2015_Turk.J.Med.Sci_45_1141 |
| Author(s) : Demirezer LO , Gurbuz P , Kelicen Ugur EP , Bodur M , Ozenver N , Uz A , Guvenalp Z |
| Ref : Turk J Med Sci , 45 :1141 , 2015 |
| Abstract : |
| PubMedSearch : Demirezer_2015_Turk.J.Med.Sci_45_1141 |
| PubMedID: 26738360 |
| Title : Rosmarinic acid prevents lipid peroxidation and increase in acetylcholinesterase activity in brain of streptozotocin-induced diabetic rats - Mushtaq_2014_Cell.Biochem.Funct_32_287 |
| Author(s) : Mushtaq N , Schmatz R , Pereira LB , Ahmad M , Stefanello N , Vieira JM , Abdalla F , Rodrigues MV , Baldissarelli J , Pelinson LP , Dalenogare DP , Reichert KP , Dutra EM , Mulinacci N , Innocenti M , Bellumori M , Morsch VM , Schetinger MR |
| Ref : Cell Biochemistry & Function , 32 :287 , 2014 |
| Abstract : |
| PubMedSearch : Mushtaq_2014_Cell.Biochem.Funct_32_287 |
| PubMedID: 24301255 |
| Title : Hydrolysis of rosmarinic acid from rosemary extract with esterases and Lactobacillus johnsonii in vitro and in a gastrointestinal model - Bel-Rhlid_2009_J.Agric.Food.Chem_57_7700 |
| Author(s) : Bel-Rhlid R , Crespy V , Page-Zoerkler N , Nagy K , Raab T , Hansen CE |
| Ref : Journal of Agricultural and Food Chemistry , 57 :7700 , 2009 |
| Abstract : |
| PubMedSearch : Bel-Rhlid_2009_J.Agric.Food.Chem_57_7700 |
| PubMedID: 19658402 |