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: gossypetin
Accession: CHEBI:16400
browse the term
Definition: A hexahydroxyflavone having the hydroxy groups placed at the 3-, 3'-, 4'-, 5- 7- and 8-positions.
Synonyms: exact_synonym: 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxy-4H-chromen-4-one
related_synonym: 3,3',4',5,7,8-Hexahydroxyflavone; Articulatidin; Equisporol; Formula=C15H10O8; InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H; InChIKey=YRRAGUMVDQQZIY-UHFFFAOYSA-N; SMILES=Oc1ccc(cc1O)-c1oc2c(O)c(O)cc(O)c2c(=O)c1O
alt_id: CHEBI:11682; CHEBI:1362; CHEBI:19860; CHEBI:38341
xref: CAS:489-35-0; KEGG:C04109; KNApSAcK:C00004721; LINCS:LSM-36971; LIPID_MAPS_instance:LMPK12113231
xref_mesh: MESH:C059922
xref: MetaCyc:334578-HEXAHYDROXYFLAVONE; PMID:19895818; PMID:22953867; PMID:2676226; PMID:8424824; Patent:JP55054883; Patent:WO0103681; Reaxys:332194; Wikipedia:Gossypetin
cyclic_relationship: is_conjugate_acid_of CHEBI:57759; is_conjugate_acid_of CHEBI:77862
G
Atg12
autophagy related 12
multiple interactions
ISO
gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [ATG5 protein binds to ATG12 protein]]
CTD
PMID:25622137
NCBI chr18:39,452,247...39,462,424
Ensembl chr18:39,452,191...39,462,418
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Atg5
autophagy related 5
multiple interactions
ISO
gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [ATG5 protein binds to ATG12 protein]]
CTD
PMID:25622137
NCBI chr20:47,798,217...47,889,216
Ensembl chr20:47,798,290...47,889,209
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Becn1
beclin 1
multiple interactions increases response to substance
ISO
3-methyladenine inhibits the reaction [gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [BECN1 protein binds to PIK3C3 protein]]]; gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [BECN1 protein binds to PIK3C3 protein]]; gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of BECN1 protein] BECN1 protein results in increased susceptibility to gossypetin
CTD
PMID:25622137
NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
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Casp3
caspase 3
multiple interactions
ISO
gossypetin inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased cleavage of CASP3 protein]
CTD
PMID:25622137
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
increases expression
ISO
gossypetin results in increased expression of CYP1A1 mRNA
CTD
PMID:29584932
NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
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Mtor
mechanistic target of rapamycin kinase
multiple interactions
ISO
gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human results in decreased phosphorylation of MTOR protein]
CTD
PMID:25622137
NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
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Parp1
poly (ADP-ribose) polymerase 1
decreases activity multiple interactions
ISO
gossypetin results in decreased activity of PARP1 protein gossypetin inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased cleavage of PARP1 protein]
CTD
PMID:17884996 PMID:25622137
NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
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Pik3c3
phosphatidylinositol 3-kinase, catalytic subunit type 3
multiple interactions
ISO
3-methyladenine inhibits the reaction [gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [BECN1 protein binds to PIK3C3 protein]]]; 3-methyladenine inhibits the reaction [gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of PIK3C3 protein]]; gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human promotes the reaction [BECN1 protein binds to PIK3C3 protein]]; gossypetin promotes the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of PIK3C3 protein]
CTD
PMID:25622137
NCBI chr18:21,845,282...21,934,387
Ensembl chr18:21,845,295...21,929,048
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Ppara
peroxisome proliferator activated receptor alpha
affects response to substance
ISO
PPARA protein affects the susceptibility to gossypetin
CTD
PMID:23845592
NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
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Pparg
peroxisome proliferator-activated receptor gamma
affects response to substance
ISO
PPARG protein affects the susceptibility to gossypetin
CTD
PMID:23845592
NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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Pten
phosphatase and tensin homolog
increases expression multiple interactions
ISO
gossypetin results in increased expression of PTEN protein Enzyme Inhibitors inhibits the reaction [gossypetin results in increased expression of PTEN protein]
CTD
PMID:25622137
NCBI chr 1:230,630,443...230,697,070
Ensembl chr 1:230,630,338...230,696,838
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Sqstm1
sequestosome 1
multiple interactions
ISO
gossypetin inhibits the reaction [malondialdehyde-low density lipoprotein, human results in increased expression of SQSTM1 protein]
CTD
PMID:25622137
NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673
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Atf1
activating transcription factor 1
multiple interactions decreases phosphorylation
ISO
gossypin inhibits the reaction [EGF protein results in increased phosphorylation of ATF1 protein] gossypin results in decreased phosphorylation of ATF1 protein
CTD
PMID:30536456
NCBI chr 7:131,361,962...131,404,677
Ensembl chr 7:131,362,450...131,404,670
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Aurka
aurora kinase A
multiple interactions
ISO
gossypin binds to and results in decreased activity of AURKA protein
CTD
PMID:30536456
NCBI chr 3:161,128,309...161,144,524
Ensembl chr 3:161,128,313...161,144,390
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Bcl2l1
Bcl2-like 1
decreases expression
ISO
gossypin results in decreased expression of BCL2L1 protein
CTD
PMID:30536456
NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479 Ensembl chr 1:141,253,523...141,303,479
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Casp3
caspase 3
increases cleavage
ISO
gossypin results in increased cleavage of CASP3 protein
CTD
PMID:30536456
NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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Casp7
caspase 7
increases cleavage
ISO
gossypin results in increased cleavage of CASP7 protein
CTD
PMID:30536456
NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729
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Casp9
caspase 9
increases cleavage
ISO
gossypin results in increased cleavage of CASP9 protein
CTD
PMID:30536456
NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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Cat
catalase
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of CAT protein]; gossypin inhibits the reaction [Oleic Acid results in increased activity of CAT protein]
CTD
PMID:37148149 PMID:37696682
NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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Ccna2
cyclin A2
decreases expression
ISO
gossypin results in decreased expression of CCNA2 protein
CTD
PMID:30536456
NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
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Ccnb1
cyclin B1
decreases expression
ISO
gossypin results in decreased expression of CCNB1 protein
CTD
PMID:30536456
NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
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Cdk1
cyclin-dependent kinase 1
decreases phosphorylation
ISO
gossypin results in decreased phosphorylation of CDK1 protein
CTD
PMID:30536456
NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408
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Crp
C-reactive protein
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of CRP protein]
CTD
PMID:37148149
NCBI chr13:85,135,384...85,175,178
Ensembl chr13:85,124,977...85,175,178
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Egf
epidermal growth factor
multiple interactions
ISO
gossypin inhibits the reaction [EGF protein results in increased phosphorylation of ATF1 protein]
CTD
PMID:30536456
NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064
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Hmox1
heme oxygenase 1
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of HMOX1 protein]
CTD
PMID:37148149
NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
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Il10
interleukin 10
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of IL10 protein]
CTD
PMID:37148149
NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
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Il13
interleukin 13
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL13 protein]
CTD
PMID:37148149
NCBI chr10:37,790,130...37,792,687
Ensembl chr10:37,790,130...37,792,737
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Il17a
interleukin 17A
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL17A protein]
CTD
PMID:37148149
NCBI chr 9:23,144,402...23,147,889
Ensembl chr 9:23,144,402...23,147,889
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Il18
interleukin 18
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL18 protein]
CTD
PMID:37148149
NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
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Il1b
interleukin 1 beta
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B protein]; gossypin inhibits the reaction [Oleic Acid results in increased expression of IL1B mRNA]
CTD
PMID:37148149 PMID:37696682
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Il4
interleukin 4
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of IL4 protein]
CTD
PMID:37148149
NCBI chr10:37,771,203...37,776,750
Ensembl chr10:37,771,203...37,776,750
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Il5
interleukin 5
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL5 protein]
CTD
PMID:37148149
NCBI chr10:37,874,342...37,877,213
Ensembl chr10:37,874,342...37,877,213
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Il6
interleukin 6
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein]; gossypin inhibits the reaction [Oleic Acid results in increased expression of IL6 mRNA]
CTD
PMID:37148149 PMID:37696682
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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Jun
Jun proto-oncogene, AP-1 transcription factor subunit
decreases phosphorylation
ISO
gossypin results in decreased phosphorylation of JUN protein
CTD
PMID:30536456
NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
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Mpo
myeloperoxidase
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of MPO protein]
CTD
PMID:37148149
NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819
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Nfe2l2
NFE2 like bZIP transcription factor 2
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of NFE2L2 protein]
CTD
PMID:37148149
NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
G
Parp1
poly (ADP-ribose) polymerase 1
increases cleavage
ISO
gossypin results in increased cleavage of PARP1 protein
CTD
PMID:30536456
NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
G
Ptgs2
prostaglandin-endoperoxide synthase 2
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]
CTD
PMID:37148149
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
G
Rps6ka3
ribosomal protein S6 kinase A3
multiple interactions
ISO
gossypin binds to and results in decreased activity of RPS6KA3 protein
CTD
PMID:30536456
NCBI chr X:35,517,306...35,623,296
Ensembl chr X:35,517,306...35,623,207
G
Tgfb1
transforming growth factor, beta 1
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of TGFB1 protein]
CTD
PMID:37148149
NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
G
Tnf
tumor necrosis factor
multiple interactions
EXP
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]; gossypin inhibits the reaction [Oleic Acid results in increased expression of TNF mRNA]; gossypin inhibits the reaction [Oleic Acid results in increased expression of TNF protein]
CTD
PMID:37148149 PMID:37696682
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
19880
role
19850
biological role
19848
biochemical role
19556
metabolite
19544
eukaryotic metabolite
19368
plant metabolite
17985
gossypetin
39
2,3-dihydrogossypetin
0
3,3',4',5,7-pentahydroxy-8-methoxyflavone
0
gossypetin 8-rhamnoside
0
gossypin
29
Path 2
CHEBI ontology
19880
subatomic particle
19878
composite particle
19878
hadron
19878
baryon
19878
nucleon
19878
atomic nucleus
19878
atom
19878
main group element atom
19817
p-block element atom
19817
carbon group element atom
19757
carbon atom
19754
organic molecular entity
19754
organic molecule
19706
organic cyclic compound
19495
organic heterocyclic compound
18874
oxacycle
17906
benzopyran
11972
1-benzopyran
11726
flavonoid
7226
anthoxanthin
4585
flavones
4585
hydroxyflavone
4562
flavonols
4428
7-hydroxyflavonol
4393
gossypetin
39
2,3-dihydrogossypetin
0
3,3',4',5,7-pentahydroxy-8-methoxyflavone
0
gossypetin 8-rhamnoside
0
gossypin
29