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
Symbol
Object Name
Qualifiers
Evidence
Notes
Source
PubMed Reference(s)
RGD Reference(s)
Position
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 chr18:46,865,484...46,874,683
Ensembl chr18:46,863,211...46,874,647
G
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 chr10:44,144,325...44,240,295
Ensembl chr10:44,144,354...44,240,287
G
Becn1
beclin 1, autophagy related
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 chr11:101,179,084...101,193,112
Ensembl chr11:101,176,778...101,193,112
G
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 chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724
G
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 9:57,595,211...57,611,107
Ensembl chr 9:57,595,211...57,611,107
G
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 4:148,533,039...148,642,142
Ensembl chr 4:148,533,068...148,642,140
G
Parp1
poly (ADP-ribose) polymerase family, member 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 chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819
G
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 chr18:30,390,441...30,481,179
Ensembl chr18:30,405,800...30,481,179
G
Ppara
peroxisome proliferator activated receptor alpha
affects response to substance
EXP
PPARA protein affects the susceptibility to gossypetin
CTD
PMID:23845592
NCBI chr15:85,619,112...85,691,052
Ensembl chr15:85,619,184...85,687,020
G
Pparg
peroxisome proliferator activated receptor gamma
affects response to substance
EXP
PPARG protein affects the susceptibility to gossypetin
CTD
PMID:23845592
NCBI chr 6:115,337,828...115,467,365
Ensembl chr 6:115,337,912...115,467,360
G
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 chr19:32,734,977...32,803,560
Ensembl chr19:32,734,897...32,803,560
G
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 chr11:50,090,979...50,105,303
Ensembl chr11:50,090,193...50,101,654
Symbol
Object Name
Qualifiers
Evidence
Notes
Source
PubMed Reference(s)
RGD Reference(s)
Position
G
Atf1
activating transcription factor 1
decreases phosphorylation multiple interactions
ISO EXP
gossypin results in decreased phosphorylation of ATF1 protein gossypin inhibits the reaction [EGF protein results in increased phosphorylation of ATF1 protein]
CTD
PMID:30536456
NCBI chr15:100,125,729...100,159,129
Ensembl chr15:100,125,700...100,159,125
G
Aurka
aurora kinase A
multiple interactions
ISO
gossypin binds to and results in decreased activity of AURKA protein
CTD
PMID:30536456
NCBI chr 2:172,198,116...172,212,825
Ensembl chr 2:172,198,110...172,212,455
G
Bcl2l1
BCL2-like 1
decreases expression
ISO
gossypin results in decreased expression of BCL2L1 protein
CTD
PMID:30536456
NCBI chr 2:152,600,652...152,673,632
Ensembl chr 2:152,622,588...152,673,648
G
Casp3
caspase 3
increases cleavage
ISO
gossypin results in increased cleavage of CASP3 protein
CTD
PMID:30536456
NCBI chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724
G
Casp7
caspase 7
increases cleavage
ISO
gossypin results in increased cleavage of CASP7 protein
CTD
PMID:30536456
NCBI chr19:56,382,640...56,430,780
Ensembl chr19:56,385,561...56,430,776
G
Casp9
caspase 9
increases cleavage
ISO
gossypin results in increased cleavage of CASP9 protein
CTD
PMID:30536456
NCBI chr 4:141,520,923...141,543,289
Ensembl chr 4:141,520,923...141,543,287
G
Cat
catalase
multiple interactions
ISO
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 2:103,284,249...103,315,498
Ensembl chr 2:103,284,194...103,315,505
G
Ccna2
cyclin A2
decreases expression
ISO
gossypin results in decreased expression of CCNA2 protein
CTD
PMID:30536456
NCBI chr 3:36,619,014...36,627,187
Ensembl chr 3:36,619,014...36,626,299
G
Ccnb1
cyclin B1
decreases expression
ISO
gossypin results in decreased expression of CCNB1 protein
CTD
PMID:30536456
NCBI chr13:100,915,247...100,922,994
Ensembl chr13:100,915,158...100,923,078
G
Cdk1
cyclin dependent kinase 1
decreases phosphorylation
ISO
gossypin results in decreased phosphorylation of CDK1 protein
CTD
PMID:30536456
NCBI chr10:69,170,976...69,188,742
Ensembl chr10:69,170,976...69,188,768
G
Crp
C-reactive protein, pentraxin-related
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of CRP protein]
CTD
PMID:37148149
NCBI chr 1:172,525,623...172,527,533
Ensembl chr 1:172,525,622...172,660,598
G
Egf
epidermal growth factor
multiple interactions
EXP
gossypin inhibits the reaction [EGF protein results in increased phosphorylation of ATF1 protein]
CTD
PMID:30536456
NCBI chr 3:129,471,223...129,548,971
Ensembl chr 3:129,471,214...129,548,965
G
Hmox1
heme oxygenase 1
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of HMOX1 protein]
CTD
PMID:37148149
NCBI chr 8:75,820,246...75,827,221
Ensembl chr 8:75,820,249...75,827,217
G
Il10
interleukin 10
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of IL10 protein]
CTD
PMID:37148149
NCBI chr 1:130,947,459...130,952,707
Ensembl chr 1:130,947,582...130,952,711
G
Il13
interleukin 13
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL13 protein]
CTD
PMID:37148149
NCBI chr11:53,522,150...53,525,529
Ensembl chr11:53,522,151...53,525,529
G
Il17a
interleukin 17A
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL17A protein]
CTD
PMID:37148149
NCBI chr 1:20,801,129...20,804,720
Ensembl chr 1:20,801,129...20,804,720
G
Il18
interleukin 18
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL18 protein]
CTD
PMID:37148149
NCBI chr 9:50,466,000...50,493,141
Ensembl chr 9:50,466,127...50,493,140
G
Il1b
interleukin 1 beta
multiple interactions
ISO
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 2:129,206,490...129,213,059
Ensembl chr 2:129,206,490...129,213,059
G
Il4
interleukin 4
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of IL4 protein]
CTD
PMID:37148149
NCBI chr11:53,503,287...53,509,492
Ensembl chr11:53,493,809...53,509,496
G
Il5
interleukin 5
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of IL5 protein]
CTD
PMID:37148149
NCBI chr11:53,611,621...53,615,930
Ensembl chr11:53,611,621...53,615,933
G
Il6
interleukin 6
multiple interactions
ISO
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 5:30,218,112...30,224,973
Ensembl chr 5:30,218,112...30,224,979
G
Jun
jun proto-oncogene
decreases phosphorylation
ISO
gossypin results in decreased phosphorylation of JUN protein
CTD
PMID:30536456
NCBI chr 4:94,937,273...94,940,459
Ensembl chr 4:94,937,271...94,940,459
G
Mpo
myeloperoxidase
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of MPO protein]
CTD
PMID:37148149
NCBI chr11:87,684,610...87,695,238
Ensembl chr11:87,684,407...87,695,239
G
Nfe2l2
nuclear factor, erythroid derived 2, like 2
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in decreased expression of NFE2L2 protein]
CTD
PMID:37148149
NCBI chr 2:75,505,860...75,535,007
Ensembl chr 2:75,505,857...75,534,985
G
Parp1
poly (ADP-ribose) polymerase family, member 1
increases cleavage
ISO
gossypin results in increased cleavage of PARP1 protein
CTD
PMID:30536456
NCBI chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819
G
Ptgs2
prostaglandin-endoperoxide synthase 2
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]
CTD
PMID:37148149
NCBI chr 1:149,975,851...149,983,978
Ensembl chr 1:149,975,782...149,983,978
G
Rps6ka3
ribosomal protein S6 kinase polypeptide 3
multiple interactions
ISO
gossypin binds to and results in decreased activity of RPS6KA3 protein
CTD
PMID:30536456
NCBI chr X:158,038,652...158,151,240
Ensembl chr X:157,993,303...158,151,240
G
Tgfb1
transforming growth factor, beta 1
multiple interactions
ISO
gossypin inhibits the reaction [Lipopolysaccharides results in increased expression of TGFB1 protein]
CTD
PMID:37148149
NCBI chr 7:25,386,406...25,404,503
Ensembl chr 7:25,386,427...25,404,502
G
Tnf
tumor necrosis factor
multiple interactions
ISO
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 chr17:35,418,343...35,420,983
Ensembl chr17:35,418,357...35,420,983
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
22340
role
22326
biological role
22325
biochemical role
21550
metabolite
21499
eukaryotic metabolite
21361
plant metabolite
19242
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
22340
subatomic particle
22335
composite particle
22335
hadron
22335
baryon
22335
nucleon
22335
atomic nucleus
22335
atom
22335
main group element atom
22218
p-block element atom
22218
carbon group element atom
22020
carbon atom
21959
organic molecular entity
21959
organic molecule
21787
organic cyclic compound
21413
organic heterocyclic compound
20391
oxacycle
18916
benzopyran
12233
1-benzopyran
11992
flavonoid
7312
anthoxanthin
4644
flavones
4644
hydroxyflavone
4620
flavonols
4487
7-hydroxyflavonol
4419
gossypetin
39
2,3-dihydrogossypetin
0
3,3',4',5,7-pentahydroxy-8-methoxyflavone
0
gossypetin 8-rhamnoside
0
gossypin
29