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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:exact_synonym: 8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
 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;   Didemethyl-ginkgetin;   Formula=C30H18O10;   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;   InChIKey=YUSWMAULDXZHPY-UHFFFAOYSA-N;   SMILES=Oc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)c(-c3cc(ccc3O)-c3cc(=O)c4c(O)cc(O)cc4o3)c2o1
 alt_id: CHEBI:65403
 xref: CAS:1617-53-4;   HMDB:HMDB0030832;   KEGG:C10018;   KNApSAcK:C00001015;   LIPID_MAPS_instance:LMPK12040009
 xref_mesh: MESH:C011164
 xref: PMID:11256492;   PMID:12372862;   PMID:15130600;   PMID:16084098;   PMID:18298378;   Reaxys:380244;   Wikipedia:Amentoflavone


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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 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170 		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 chr20:3,646,784...3,652,670
Ensembl chr20:3,646,777...3,652,668 		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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		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 chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		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 4:17,317,343...17,410,084
Ensembl chr 4:17,354,466...17,513,903 		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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		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 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917 		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 chr15:95,062,006...95,100,863
Ensembl chr15:95,062,003...95,100,836 		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 chr10:87,852,891...87,861,631
Ensembl chr10:87,852,890...87,861,589 		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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		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 chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Ptgds prostaglandin D2 synthase affects binding ISO amentoflavone binds to PTGDS protein CTD PMID:26456343 NCBI chr 3:8,281,899...8,284,833
Ensembl chr 3:8,281,899...8,284,833 		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 chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		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 chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		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 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767 		JBrowse link
G Tyr tyrosinase decreases activity ISO amentoflavone analog results in decreased activity of TYR protein CTD PMID:17473463 NCBI chr 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207 		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 9:88,801,344...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 9:88,762,250...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 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 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 9:88,696,981...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		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 chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986 		JBrowse link
ginkgetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO ginkgetin inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in increased expression of BAX protein]
ginkgetin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of BAX protein]		 CTD PMID:25968939 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO ginkgetin inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of BCL2 protein]
ginkgetin inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of BCL2 protein]		 CTD PMID:25968939 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO ginkgetin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased cleavage of CASP3 protein] CTD PMID:25968939 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ftl1 ferritin light chain 1 decreases expression ISO ginkgetin results in decreased expression of FTL1 protein
ginkgetin results in decreased expression of FTL protein		 CTD PMID:25968939 NCBI chr 1:95,936,387...95,938,234
Ensembl chr 1:95,936,387...95,939,725
Ensembl chr10:95,936,387...95,939,725
Ensembl chr 2:95,936,387...95,939,725 		JBrowse link
G Tfrc transferrin receptor increases expression ISO ginkgetin results in increased expression of TFRC protein CTD PMID:25968939 NCBI chr11:68,163,413...68,185,257
Ensembl chr11:68,163,413...68,185,257 		JBrowse link
G Th tyrosine hydroxylase multiple interactions ISO ginkgetin inhibits the reaction [1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine results in decreased expression of TH protein] CTD PMID:25968939 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767 		JBrowse link
sciadopitysin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A decreases activity
multiple interactions		 ISO sciadopitysin results in decreased activity of ABCB1 protein
sciadopitysin inhibits the reaction [ABCB1 protein results in increased transport of Digoxin]		 CTD PMID:30790579 NCBI chr 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Bglap bone gamma-carboxyglutamate protein increases expression
multiple interactions		 ISO sciadopitysin results in increased expression of BGLAP protein
sciadopitysin inhibits the reaction [Antimycin A results in increased expression of BGLAP protein]		 CTD PMID:23624148 NCBI chr 2:173,838,518...173,839,495
Ensembl chr 2:173,838,518...173,839,495 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO sciadopitysin inhibits the reaction [Antimycin A results in increased expression of TNF protein] CTD PMID:23624148 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      biological role 19842
        antimicrobial agent 18240
          antiviral agent 11338
            amentoflavone 31
              2,3-dihydro-4',4'''-di-O-methylamentoflavone 0
              ginkgetin 6
              sciadopitysin 3
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            organic molecule 19700
                              organic cyclic compound 19490
                                organic heterocyclic compound 18868
                                  oxacycle 17903
                                    benzopyran 11971
                                      1-benzopyran 11725
                                        flavonoid 7225
                                          anthoxanthin 4584
                                            flavones 4584
                                              hydroxyflavone 4561
                                                amentoflavone 31
                                                  2,3-dihydro-4',4'''-di-O-methylamentoflavone 0
                                                  ginkgetin 6
                                                  sciadopitysin 3
paths to the root