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ONTOLOGY REPORT - ANNOTATIONS


Term:cinnamic acid
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Accession:CHEBI:27386 term browser browse the term
Definition:A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.
Synonyms:exact_synonym: 3-phenylprop-2-enoic acid
 related_synonym: 3-phenyl-2-propenoic acid;   3-phenylacrylic acid;   3-phenylpropenoic acid;   Formula=C9H8O2;   InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11);   InChIKey=WBYWAXJHAXSJNI-UHFFFAOYSA-N;   PhCH=CHCO2H;   SMILES=[H]C(=Cc1ccccc1)C(O)=O;   Zimtsaeure;   benzenepropenoic acid;   benzylideneacetic acid;   beta-phenylacrylic acid;   phenylacrylic acid
 alt_id: CHEBI:23250;   CHEBI:3710
 xref: Beilstein:507757 "Beilstein";   CAS:621-82-9 "ChemIDplus";   CAS:621-82-9 "KEGG COMPOUND";   CAS:621-82-9 "NIST Chemistry WebBook";   Gmelin:328659 "Gmelin";   HMDB:HMDB0000567;   KEGG:C10438
 xref_mesh: MESH:C029010
 xref: PMID:19238838 "Europe PMC";   PMID:24636064 "Europe PMC";   PMID:24868863 "Europe PMC";   PMID:7628877 "Europe PMC";   Reaxys:507757 "Reaxys";   Wikipedia:Cinnamic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:23248


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cinnamic acid term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Bax BCL2 associated X, apoptosis regulator JBrowse link 1 101,451,801 101,457,207 RGD:6480464
G Bcl2 BCL2, apoptosis regulator JBrowse link 13 26,605,426 26,769,374 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Cat catalase JBrowse link 3 93,379,872 93,412,058 RGD:6480464
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 JBrowse link 1 266,422,127 266,429,947 RGD:6480464
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 JBrowse link 1 147,713,879 147,814,410 RGD:6480464
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 JBrowse link 1 147,236,480 147,307,988 RGD:6480464
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 JBrowse link 7 123,599,264 123,608,436 RGD:6480464
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 JBrowse link 1 213,511,892 213,522,195 RGD:6480464
G Dnm1l dynamin 1-like JBrowse link 11 88,830,968 88,882,271 RGD:6480464
G Fis1 fission, mitochondrial 1 JBrowse link 12 22,750,485 22,765,324 RGD:6480464
G Hcar2 hydroxycarboxylic acid receptor 2 JBrowse link 12 38,160,464 38,161,546 RGD:6480464
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase JBrowse link 2 27,480,224 27,500,654 RGD:6480464
G Hsd3b2 hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 2 JBrowse link 2 200,712,895 200,722,429 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Mfn2 mitofusin 2 JBrowse link 5 164,684,244 164,715,414 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 Nos3 nitric oxide synthase 3 JBrowse link 4 7,321,908 7,342,404 RGD:6480464
G Nppa natriuretic peptide A JBrowse link 5 164,808,407 164,809,716 RGD:6480464
G Opa1 OPA1, mitochondrial dynamin like GTPase JBrowse link 11 74,717,600 74,793,902 RGD:6480464
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 JBrowse link 2 31,742,326 31,826,882 RGD:6480464
G Pparg peroxisome proliferator-activated receptor gamma JBrowse link 4 147,274,055 147,399,383 RGD:6480464
G Slc22a7 solute carrier family 22 member 7 JBrowse link 9 16,925,321 16,931,119 RGD:6480464
G Slc2a4 solute carrier family 2 member 4 JBrowse link 10 56,552,921 56,558,562 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tyr tyrosinase JBrowse link 1 151,012,598 151,106,802 RGD:6480464
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 JBrowse link 9 95,285,592 95,302,822 RGD:6480464
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 JBrowse link 9 95,221,474 95,302,822 RGD:6480464
4-methoxycinnamic acid term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Cat catalase JBrowse link 3 93,379,872 93,412,058 RGD:6480464
G Gsr glutathione-disulfide reductase JBrowse link 16 62,197,617 62,239,987 RGD:6480464
Ethyl cinnamate term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Esr1 estrogen receptor 1 JBrowse link 1 41,192,029 41,594,799 RGD:6480464
G Esr2 estrogen receptor 2 JBrowse link 6 99,163,953 99,214,711 RGD:6480464
trans-cinnamic acid term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Bax BCL2 associated X, apoptosis regulator JBrowse link 1 101,451,801 101,457,207 RGD:6480464
G Bcl2 BCL2, apoptosis regulator JBrowse link 13 26,605,426 26,769,374 RGD:6480464
G Casp3 caspase 3 JBrowse link 16 48,845,011 48,863,249 RGD:6480464
G Cat catalase JBrowse link 3 93,379,872 93,412,058 RGD:6480464
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 JBrowse link 1 266,422,127 266,429,947 RGD:6480464
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 JBrowse link 1 147,713,879 147,814,410 RGD:6480464
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 JBrowse link 1 147,236,480 147,307,988 RGD:6480464
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 JBrowse link 7 123,599,264 123,608,436 RGD:6480464
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 JBrowse link 1 213,511,892 213,522,195 RGD:6480464
G Dnm1l dynamin 1-like JBrowse link 11 88,830,968 88,882,271 RGD:6480464
G Fis1 fission, mitochondrial 1 JBrowse link 12 22,750,485 22,765,324 RGD:6480464
G Hcar2 hydroxycarboxylic acid receptor 2 JBrowse link 12 38,160,464 38,161,546 RGD:6480464
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase JBrowse link 2 27,480,224 27,500,654 RGD:6480464
G Hsd3b2 hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 2 JBrowse link 2 200,712,895 200,722,429 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Mfn2 mitofusin 2 JBrowse link 5 164,684,244 164,715,414 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 Nos3 nitric oxide synthase 3 JBrowse link 4 7,321,908 7,342,404 RGD:6480464
G Nppa natriuretic peptide A JBrowse link 5 164,808,407 164,809,716 RGD:6480464
G Opa1 OPA1, mitochondrial dynamin like GTPase JBrowse link 11 74,717,600 74,793,902 RGD:6480464
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 JBrowse link 2 31,742,326 31,826,882 RGD:6480464
G Pparg peroxisome proliferator-activated receptor gamma JBrowse link 4 147,274,055 147,399,383 RGD:6480464
G Slc22a7 solute carrier family 22 member 7 JBrowse link 9 16,925,321 16,931,119 RGD:6480464
G Slc2a4 solute carrier family 2 member 4 JBrowse link 10 56,552,921 56,558,562 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tyr tyrosinase JBrowse link 1 151,012,598 151,106,802 RGD:6480464
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 JBrowse link 9 95,285,592 95,302,822 RGD:6480464
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 JBrowse link 9 95,221,474 95,302,822 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19669
    role 19613
      biological role 19611
        biochemical role 19138
          metabolite 19106
            eukaryotic metabolite 18748
              plant metabolite 17044
                cinnamic acid 32
                  1-(1-benzimidazolyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one 0
                  1-(2,4-dichlorophenyl)-5-(dimethylamino)-3-penta-1,4-dienone 0
                  1-(3,4-dihydro-1H-isoquinolin-2-yl)-3-(4-methylphenyl)-2-propen-1-one 0
                  1-(3-furanyl)-3-(4-methoxyphenyl)-2-propen-1-one 0
                  1-[1-oxo-3-(3,4,5-trimethoxyphenyl)prop-2-enyl]-2,3-dihydropyridin-6-one 0
                  1-[4-(3,4-dihydroxyphenyl)-6-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone 0
                  2,3-dihydroxycinnamic acid + 0
                  2-(1H-benzimidazol-2-yl)-3-(3-chloro-5-ethoxy-4-methoxyphenyl)-1-(4-morpholinyl)-2-propen-1-one 0
                  3-(1,3-benzodioxol-5-yl)-1-(5-methyl-2-furanyl)-2-propen-1-one 0
                  3-(2,5-dimethoxyphenyl)-N-methyl-N-[2-(4-methylanilino)-2-oxoethyl]-2-propenamide 0
                  3-(2-chlorophenyl)-1-(1H-pyrrol-2-yl)-2-propen-1-one 0
                  3-(2-chlorophenyl)-N-[[[(5-methyl-1H-pyrazol-3-yl)-oxomethyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                  3-(3,4-dichlorophenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 0
                  3-(3,4-dimethoxyphenyl)-N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                  3-(3-bromo-4-methoxyphenyl)-N,N-di(propan-2-yl)-2-propenamide 0
                  3-(4-bromophenyl)-1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)-2-propen-1-one 0
                  3-(4-fluorophenyl)-N-[[[oxo(2-pyrazinyl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                  3-(4-methoxyphenyl)-N-[[[oxo(thiophen-2-yl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                  3-(4-tert-butylphenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 0
                  3-[1-[(2,4-dichlorophenyl)methyl]-5-fluoro-3-methyl-7-indolyl]-N-[(4,5-dichloro-2-thiophenyl)sulfonyl]-2-propenamide 0
                  3-[2-butyl-1-[2-(diethylamino)ethyl]-5-benzimidazolyl]-N-hydroxy-2-propenamide 0
                  4,6-dimethyl-3-[1-oxo-3-(4-propan-2-ylphenyl)prop-2-enyl]-1H-pyridin-2-one 0
                  4,6-dimethyl-3-[3-(1-naphthalenyl)-1-oxoprop-2-enyl]-1H-pyridin-2-one 0
                  4-(1-naphthalenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 0
                  4-(3-Hydroxy-2-naphthyl)-2-oxobut-3-enoic acid 0
                  4-(3-chlorophenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 0
                  4-methoxycinnamic acid + 2
                  4-oxo-3-(phenylmethylene)pentanoic acid 0
                  5-[3-(2-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                  5-[3-(2-fluorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                  5-[3-(3-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                  6,6,6-trifluoro-5-hydroxy-1,5-diphenyl-1-hexen-3-one 0
                  LSM-24504 0
                  LSM-31444 0
                  LSM-36615 0
                  LSM-36617 0
                  LSM-36623 0
                  LSM-4526 0
                  LSM-4818 0
                  LSM-4819 0
                  LSM-4820 0
                  LSM-4821 0
                  LSM-4925 0
                  LSM-6206 0
                  LSM-6645 0
                  LSM-6681 0
                  N-(2-methoxyethyl)-3-phenyl-N-[5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl]-2-propenamide 0
                  N-(4,5-dihydrothiazol-2-yl)-3-(2,4-dimethoxyphenyl)-2-propenamide 0
                  N-(4,5-dihydrothiazol-2-yl)-3-(4-methylphenyl)-2-propenamide 0
                  N-(4,5-dihydrothiazol-2-yl)-3-(4-propan-2-ylphenyl)-2-propenamide 0
                  N-[6-acetamido-3-(2-ethoxyethyl)-1,3-benzothiazol-2-ylidene]-3-(2-chlorophenyl)-2-propenamide 0
                  N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-3-phenyl-2-propenamide 0
                  N-[[(4-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]-3-phenyl-2-propenamide 0
                  N-[[[2-furanyl(oxo)methyl]hydrazo]-sulfanylidenemethyl]-3-(4-methoxyphenyl)-2-propenamide 0
                  N-cyclohexyl-3-(3,4-dimethoxyphenyl)-N-(2-pyridinyl)-2-propenamide 0
                  N-cyclohexyl-3-(4-nitrophenyl)-N-(2-pyridinyl)-2-propenamide 0
                  N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]-2-propenamide 0
                  N-methyl-3-(2-nitrophenyl)-N-(thiophen-2-ylmethyl)-2-propenamide 0
                  Swerilactone O 0
                  Syzygiol 0
                  acetic acid [2-[2-(1-oxo-3-phenylprop-2-enyl)-3-phenyl-3,4-dihydropyrazol-5-yl]phenyl] ester 0
                  alkyl cinnamate + 2
                  cinepazide 0
                  cis-cinnamic acid + 0
                  ethyl p-methoxycinnamate 0
                  feruloylacetic acid 0
                  methyl 4-hydroxy-2-oxo-4-phenyl-3-butenoate 0
                  trans-cinnamic acid + 29
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
                                              cinnamic acid 32
                                                1-(1-benzimidazolyl)-3-(3,4,5-trimethoxyphenyl)-2-propen-1-one 0
                                                1-(2,4-dichlorophenyl)-5-(dimethylamino)-3-penta-1,4-dienone 0
                                                1-(3,4-dihydro-1H-isoquinolin-2-yl)-3-(4-methylphenyl)-2-propen-1-one 0
                                                1-(3-furanyl)-3-(4-methoxyphenyl)-2-propen-1-one 0
                                                1-[1-oxo-3-(3,4,5-trimethoxyphenyl)prop-2-enyl]-2,3-dihydropyridin-6-one 0
                                                1-[4-(3,4-dihydroxyphenyl)-6-phenyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone 0
                                                2,3-dihydroxycinnamic acid + 0
                                                2-(1H-benzimidazol-2-yl)-3-(3-chloro-5-ethoxy-4-methoxyphenyl)-1-(4-morpholinyl)-2-propen-1-one 0
                                                3-(1,3-benzodioxol-5-yl)-1-(5-methyl-2-furanyl)-2-propen-1-one 0
                                                3-(2,5-dimethoxyphenyl)-N-methyl-N-[2-(4-methylanilino)-2-oxoethyl]-2-propenamide 0
                                                3-(2-chlorophenyl)-1-(1H-pyrrol-2-yl)-2-propen-1-one 0
                                                3-(2-chlorophenyl)-N-[[[(5-methyl-1H-pyrazol-3-yl)-oxomethyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                                                3-(3,4-dichlorophenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 0
                                                3-(3,4-dimethoxyphenyl)-N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                                                3-(3-bromo-4-methoxyphenyl)-N,N-di(propan-2-yl)-2-propenamide 0
                                                3-(4-bromophenyl)-1-(2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)-2-propen-1-one 0
                                                3-(4-fluorophenyl)-N-[[[oxo(2-pyrazinyl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                                                3-(4-methoxyphenyl)-N-[[[oxo(thiophen-2-yl)methyl]hydrazo]-sulfanylidenemethyl]-2-propenamide 0
                                                3-(4-tert-butylphenyl)-N-(4,5-dihydrothiazol-2-yl)-2-propenamide 0
                                                3-[1-[(2,4-dichlorophenyl)methyl]-5-fluoro-3-methyl-7-indolyl]-N-[(4,5-dichloro-2-thiophenyl)sulfonyl]-2-propenamide 0
                                                3-[2-butyl-1-[2-(diethylamino)ethyl]-5-benzimidazolyl]-N-hydroxy-2-propenamide 0
                                                4,6-dimethyl-3-[1-oxo-3-(4-propan-2-ylphenyl)prop-2-enyl]-1H-pyridin-2-one 0
                                                4,6-dimethyl-3-[3-(1-naphthalenyl)-1-oxoprop-2-enyl]-1H-pyridin-2-one 0
                                                4-(1-naphthalenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 0
                                                4-(3-Hydroxy-2-naphthyl)-2-oxobut-3-enoic acid 0
                                                4-(3-chlorophenyl)-2-oxo-3-(2-quinolinyl)-3-butenoic acid 0
                                                4-methoxycinnamic acid + 2
                                                4-oxo-3-(phenylmethylene)pentanoic acid 0
                                                5-[3-(2-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                                                5-[3-(2-fluorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                                                5-[3-(3-chlorophenyl)-1-oxoprop-2-enyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 0
                                                6,6,6-trifluoro-5-hydroxy-1,5-diphenyl-1-hexen-3-one 0
                                                LSM-24504 0
                                                LSM-31444 0
                                                LSM-36615 0
                                                LSM-36617 0
                                                LSM-36623 0
                                                LSM-4526 0
                                                LSM-4818 0
                                                LSM-4819 0
                                                LSM-4820 0
                                                LSM-4821 0
                                                LSM-4925 0
                                                LSM-6206 0
                                                LSM-6645 0
                                                LSM-6681 0
                                                N-(2-methoxyethyl)-3-phenyl-N-[5-(3-pyridinyl)-1,3,4-thiadiazol-2-yl]-2-propenamide 0
                                                N-(4,5-dihydrothiazol-2-yl)-3-(2,4-dimethoxyphenyl)-2-propenamide 0
                                                N-(4,5-dihydrothiazol-2-yl)-3-(4-methylphenyl)-2-propenamide 0
                                                N-(4,5-dihydrothiazol-2-yl)-3-(4-propan-2-ylphenyl)-2-propenamide 0
                                                N-[6-acetamido-3-(2-ethoxyethyl)-1,3-benzothiazol-2-ylidene]-3-(2-chlorophenyl)-2-propenamide 0
                                                N-[[(1-oxo-2-thiophen-2-ylethyl)hydrazo]-sulfanylidenemethyl]-3-phenyl-2-propenamide 0
                                                N-[[(4-methyl-2-pyridinyl)amino]-sulfanylidenemethyl]-3-phenyl-2-propenamide 0
                                                N-[[[2-furanyl(oxo)methyl]hydrazo]-sulfanylidenemethyl]-3-(4-methoxyphenyl)-2-propenamide 0
                                                N-cyclohexyl-3-(3,4-dimethoxyphenyl)-N-(2-pyridinyl)-2-propenamide 0
                                                N-cyclohexyl-3-(4-nitrophenyl)-N-(2-pyridinyl)-2-propenamide 0
                                                N-hydroxy-3-[3-(phenylsulfamoyl)phenyl]-2-propenamide 0
                                                N-methyl-3-(2-nitrophenyl)-N-(thiophen-2-ylmethyl)-2-propenamide 0
                                                Swerilactone O 0
                                                Syzygiol 0
                                                acetic acid [2-[2-(1-oxo-3-phenylprop-2-enyl)-3-phenyl-3,4-dihydropyrazol-5-yl]phenyl] ester 0
                                                alkyl cinnamate + 2
                                                cinepazide 0
                                                cis-cinnamic acid + 0
                                                ethyl p-methoxycinnamate 0
                                                feruloylacetic acid 0
                                                methyl 4-hydroxy-2-oxo-4-phenyl-3-butenoate 0
                                                trans-cinnamic acid + 29
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.