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ONTOLOGY REPORT - ANNOTATIONS


Term:(R)-rosmarinic acid
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Accession:CHEBI:50371 term browser browse the term
Definition:A stereoisomer of rosmarinic acid having (R)-configuration.
Synonyms:exact_synonym: (2R)-3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
 related_synonym: (2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid;   Formula=C18H16O8;   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;   Rosmarinic acid;   SMILES=OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\\C=C\\c1ccc(O)c(O)c1
 xref: CAS:20283-92-5 "ChemIDplus";   CAS:20283-92-5 "KEGG COMPOUND";   HMDB:HMDB0003572;   KEGG:C01850;   KNApSAcK:C00002770
 xref_mesh: MESH:C041376
 xref: MetaCyc:CPD-6981;   PDBeChem:ROA;   PMID:22169194 "Europe PMC";   PMID:22306517 "Europe PMC";   PMID:22438661 "Europe PMC";   PMID:22439433 "Europe PMC";   PMID:22506394 "Europe PMC";   PMID:22706150 "Europe PMC";   PMID:22718679 "Europe PMC";   PMID:23016274 "Europe PMC";   PMID:23092164 "Europe PMC";   PMID:23116643 "Europe PMC";   Patent:WO2008032212;   Patent:WO2008072941;   Patent:WO2010074764;   Reaxys:2227587 "Reaxys";   Wikipedia:Rosmarinic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:71493;   is_enantiomer_of CHEBI:50372


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(R)-rosmarinic acid term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Acta2 actin alpha 2, smooth muscle JBrowse link 1 252,537,614 252,550,394 RGD:6480464
G Adam17 ADAM metallopeptidase domain 17 JBrowse link 6 43,400,525 43,448,280 RGD:6480464
G Aifm1 apoptosis inducing factor, mitochondria associated 1 JBrowse link X 135,304,063 135,343,062 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Ccn2 cellular communication network factor 2 JBrowse link 1 21,851,657 21,854,773 RGD:6480464
G Ccnd1 cyclin D1 JBrowse link 1 218,090,750 218,100,447 RGD:6480464
G Cd68 Cd68 molecule JBrowse link 10 56,268,726 56,270,605 RGD:6480464
G Col1a1 collagen type I alpha 1 chain JBrowse link 10 82,745,801 82,762,790 RGD:6480464
G Col3a1 collagen type III alpha 1 chain JBrowse link 9 52,023,295 52,059,221 RGD:6480464
G Crp C-reactive protein JBrowse link 13 91,080,448 91,081,358 RGD:6480464
G Cxcl3 chemokine (C-X-C motif) ligand 3 JBrowse link 14 18,820,168 18,839,659 RGD:6480464
G Des desmin JBrowse link 9 82,556,574 82,564,288 RGD:6480464
G Dnmt1 DNA methyltransferase 1 JBrowse link 8 21,922,515 21,968,495 RGD:6480464
G Fn1 fibronectin 1 JBrowse link 9 78,900,111 78,969,018 RGD:6480464
G Fos Fos proto-oncogene, AP-1 transcription factor subunit JBrowse link 6 109,300,433 109,303,299 RGD:6480464
G Gpt glutamic--pyruvic transaminase JBrowse link 7 117,759,083 117,761,932 RGD:6480464
G Hmgb1 high mobility group box 1 JBrowse link 12 7,082,529 7,090,246 RGD:6480464
G Il1b interleukin 1 beta JBrowse link 3 121,876,256 121,882,637 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Jun Jun proto-oncogene, AP-1 transcription factor subunit JBrowse link 5 114,011,184 114,014,277 RGD:6480464
G Kcnu1 potassium calcium-activated channel subfamily U member 1 JBrowse link 16 70,913,825 70,998,593 RGD:6480464
G Maoa monoamine oxidase A JBrowse link X 6,554,698 6,620,722 RGD:6480464
G Maob monoamine oxidase B JBrowse link X 6,430,694 6,533,520 RGD:6480464
G Map3k7 mitogen activated protein kinase kinase kinase 7 JBrowse link 5 47,183,142 47,244,424 RGD:6480464
G Mapk1 mitogen activated protein kinase 1 JBrowse link 11 88,203,863 88,273,301 RGD:6480464
G Mapk3 mitogen activated protein kinase 3 JBrowse link 1 198,192,773 198,198,975 RGD:6480464
G Mapk8 mitogen-activated protein kinase 8 JBrowse link 16 9,620,854 9,709,342 RGD:6480464
G Mapk9 mitogen-activated protein kinase 9 JBrowse link 10 35,333,859 35,374,364 RGD:6480464
G Mmp2 matrix metallopeptidase 2 JBrowse link 19 15,542,771 15,570,589 RGD:6480464
G Mmp9 matrix metallopeptidase 9 JBrowse link 3 161,413,410 161,421,473 RGD:6480464
G Mpo myeloperoxidase JBrowse link 10 75,087,892 75,098,260 RGD:6480464
G Myd88 MYD88, innate immune signal transduction adaptor JBrowse link 8 128,022,512 128,027,462 RGD:6480464
G Nos2 nitric oxide synthase 2 JBrowse link 10 66,188,290 66,221,621 RGD:6480464
G Nos3 nitric oxide synthase 3 JBrowse link 4 7,321,908 7,342,404 RGD:6480464
G Ogg1 8-oxoguanine DNA glycosylase JBrowse link 4 145,282,828 145,289,367 RGD:6480464
G Parg poly (ADP-ribose) glycohydrolase JBrowse link 16 8,350,168 8,457,999 RGD:6480464
G Pparg peroxisome proliferator-activated receptor gamma JBrowse link 4 147,274,055 147,399,383 RGD:6480464
G Procr protein C receptor JBrowse link 3 151,285,321 151,289,581 RGD:6480464
G Rela RELA proto-oncogene, NF-kB subunit JBrowse link 1 220,992,770 221,003,249 RGD:6480464
G Serpine1 serpin family E member 1 JBrowse link 12 22,641,104 22,651,482 RGD:6480464
G Tgfb1 transforming growth factor, beta 1 JBrowse link 1 82,480,875 82,497,196 RGD:6480464
G Tlr4 toll-like receptor 4 JBrowse link 5 82,587,424 82,601,056 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Vim vimentin JBrowse link 17 80,882,715 80,891,200 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19669
    role 19613
      chemical role 19128
        antioxidant 14048
          rosmarinic acid 44
            (R)-rosmarinic acid 44
Path 2
Term Annotations click to browse term
  CHEBI ontology 19669
    subatomic particle 19665
      composite particle 19665
        hadron 19665
          baryon 19665
            nucleon 19665
              atomic nucleus 19665
                atom 19665
                  main group element atom 19545
                    p-block element atom 19545
                      carbon group element atom 19428
                        carbon atom 19420
                          organic molecular entity 19420
                            organic group 18343
                              organic divalent group 18334
                                organodiyl group 18334
                                  carbonyl group 18222
                                    carbonyl compound 18222
                                      carboxylic acid 17923
                                        monocarboxylic acid 17256
                                          alpha,beta-unsaturated monocarboxylic acid 11261
                                            cinnamic acids 2352
                                              hydroxycinnamic acid 1231
                                                caffeic acid 527
                                                  trans-caffeic acid 217
                                                    rosmarinic acid 44
                                                      (R)-rosmarinic acid 44
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.