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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:amentoflavone
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Accession:CHEBI:2631 term browser browse the term
Definition:A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum.
Synonyms:related_synonym: 3',8''-Biapigenin;   8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;   8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one;   Didemethyl-ginkgetin
 alt_id: CHEBI:65403
 xref: CAS:1617-53-4;   HMDB:HMDB0030832;   KNApSAcK:C00001015
 xref_mesh: MESH:C011164
 xref: Reaxys:380244;   kegg.compound:C10018;   lipidmaps:LMPK12040009;   pubmed:11256492;   pubmed:12372862;   pubmed:15130600;   pubmed:16084098;   pubmed:18298378;   wikipedia.en:Amentoflavone
 chemrof_formula: C30H18O10
 chemrof_inchi: InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
 chemrof_smiles: O=c1cc(-c2ccc(O)c(-c3c(O)cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc34)c2)oc2cc(O)cc(O)c12
 chemrof_inchikey: YUSWMAULDXZHPY-UHFFFAOYSA-N



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amentoflavone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 multiple interactions ISO amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in decreased expression of ABCA1 protein] CTD PMID:34599948 NCBI chr 5:72,473,676...72,596,563
Ensembl chr 5:72,473,676...72,596,473
JBrowse link
G Aif1 allograft inflammatory factor 1 multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of AIF1 protein] CTD PMID:28185818 NCBI chr20:3,651,435...3,657,341
Ensembl chr20:3,652,243...3,657,339
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of BAX protein] CTD PMID:28185818 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of BCL2 protein]
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of BCL2 protein]]; amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of BCL2 protein]
CTD PMID:28185818 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
JBrowse link
G Casp3 caspase 3 multiple interactions ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of CASP3 protein modified form]]; amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of CASP3 protein modified form] CTD PMID:28185818 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Cd36 CD36 molecule multiple interactions ISO amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of CD36 mRNA]; amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of CD36 protein]; CD36 protein inhibits the reaction [amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of PPARG protein]] CTD PMID:34599948 NCBI chr 4:18,209,088...18,302,142 JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of CDKN1A protein] CTD PMID:28185818 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 decreases activity ISO amentoflavone results in decreased activity of CYP1B1 protein CTD PMID:16271822 NCBI chr 6:21,093,927...21,103,091
Ensembl chr 6:21,078,146...21,103,142
JBrowse link
G Dct dopachrome tautomerase decreases expression ISO amentoflavone analog results in decreased expression of DCT mRNA; amentoflavone analog results in decreased expression of DCT protein CTD PMID:17473463 NCBI chr15:101,469,159...101,508,029
Ensembl chr15:101,469,159...101,508,029
JBrowse link
G Gfap glial fibrillary acidic protein multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of GFAP protein] CTD PMID:28185818 NCBI chr10:88,352,987...88,361,661
Ensembl chr10:88,352,986...88,361,685
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of IL1B protein] CTD PMID:28185818 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased phosphorylation of MAPK1 protein]]; amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased phosphorylation of MAPK1 protein] CTD PMID:28185818 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased phosphorylation of MAPK3 protein]]; amentoflavone inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased phosphorylation of MAPK3 protein] CTD PMID:28185818 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression
multiple interactions
ISO amentoflavone results in decreased expression of NOS2 protein
amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of NOS2 protein]
CTD PMID:12144868 PMID:28185818 NCBI chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of PPARG protein]; CD36 protein inhibits the reaction [amentoflavone inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of PPARG protein]] CTD PMID:34599948 NCBI chr 4:150,095,743...150,221,104
Ensembl chr 4:150,095,787...150,221,104
JBrowse link
G Ptgds prostaglandin D2 synthase affects binding ISO amentoflavone binds to PTGDS protein CTD PMID:26456343 NCBI chr 3:28,680,044...28,682,978
Ensembl chr 3:28,680,044...28,682,978
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions
ISO amentoflavone results in decreased expression of PTGS2 mRNA; amentoflavone results in decreased expression of PTGS2 protein
[amentoflavone results in decreased expression of PTGS2 protein] which results in decreased chemical synthesis of Dinoprostone
CTD PMID:12144868 NCBI chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 decreases expression ISO amentoflavone results in decreased expression of SREBF1 mRNA CTD PMID:34599948 NCBI chr10:45,507,152...45,529,164
Ensembl chr10:45,507,152...45,529,164
JBrowse link
G Th tyrosine hydroxylase multiple interactions ISO amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of TH mRNA]; amentoflavone inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of TH protein] CTD PMID:28185818 NCBI chr 1:207,500,959...207,508,276
Ensembl chr 1:207,500,962...207,557,227
JBrowse link
G Tyr tyrosinase decreases activity ISO amentoflavone analog results in decreased activity of TYR protein CTD PMID:17473463 NCBI chr 1:150,527,687...150,622,857
Ensembl chr 1:150,527,687...150,622,857
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 decreases activity ISO amentoflavone results in decreased activity of UGT1A1 protein CTD PMID:29470958 NCBI chr 9:96,249,143...96,256,264
Ensembl chr 9:96,144,786...96,256,264
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 decreases activity ISO amentoflavone results in decreased activity of UGT1A3 protein CTD PMID:29470958 NCBI chr 9:96,239,019...96,256,264
Ensembl chr 9:96,144,786...96,256,264
JBrowse link
G Ugt1a5 UDP glucuronosyltransferase family 1 member A5 decreases activity ISO amentoflavone results in decreased activity of UGT1A4 protein CTD PMID:29470958 NCBI chr 9:96,210,053...96,256,264
Ensembl chr 9:96,144,786...96,256,264
JBrowse link
G Ugt1a6a UDP glucuronosyltransferase family 1 member A6a decreases activity
multiple interactions
ISO amentoflavone results in decreased activity of UGT1A6 protein
amentoflavone inhibits the reaction [UGT1A6 protein results in increased glucuronidation of 4-cresol]
CTD PMID:29470958 PMID:32421801 NCBI chr 9:96,195,018...96,256,264
Ensembl chr 9:96,144,786...96,256,264
JBrowse link
G Ugt1a9 UDP glucuronosyltransferase family 1 member A9 decreases activity ISO amentoflavone results in decreased activity of UGT1A9 protein CTD PMID:29470958 NCBI chr 9:96,144,786...96,256,264
Ensembl chr 9:96,144,786...96,256,264
JBrowse link
G Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 decreases activity ISO amentoflavone results in decreased activity of UGT2B17 protein CTD PMID:29470958 NCBI chr14:21,378,882...21,390,631
Ensembl chr14:21,378,853...21,392,331
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 20874
    role 20844
      biological role 20831
        antimicrobial agent 18216
          antiviral agent 11463
            amentoflavone 26
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            organic molecule 20499
                              organic cyclic compound 20390
                                organic heterocyclic compound 19381
                                  oxacycle 18273
                                    benzopyran 10790
                                      1-benzopyran 10376
                                        flavonoid oligomer 214
                                          biflavonoid 165
                                            amentoflavone 26
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