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: bongkrekic acid
Accession: CHEBI:77742
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Definition: A tricarboxylic acid that is docosa-2,4,8,10,14,18,20-heptaenedioic acid substituted at positions 2 ,5 and 17 by methyl groups, at positions 6 by a methoxy group and at position 20 by a carboxymethyl group. It is produced by the bacterium Burkholderia gladioli and implicated in outbreaks of food-borne illness involving coconut and corn-based products in Indonesia and China.
Synonyms: exact_synonym: (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
related_synonym: (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyl-2,4,8,10,14,18,20-docosaheptaenedioic acid; Formula=C28H38O7; InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1; InChIKey=SHCXABJSXUACKU-WUTQZGRKSA-N; SMILES=CO[C@H](C\\C=C/C=C/CC\\C=C\\C[C@H](C)\\C=C\\C(\\CC(O)=O)=C/C(O)=O)C(\\C)=C/C=C(\\C)C(O)=O; bongkrek acid
xref: CAS:11076-19-0; CBA:366918; Chemspider:4938689
xref_mesh: MESH:D001865
xref: PDBeChem:BKC; PMID:12034471; PMID:15919152; PMID:16430940; PMID:17123460; PMID:20237660; PMID:2037079; PMID:22050912; PMID:22998163; PMID:22999884; PMID:23315986; PMID:24522192; PMID:25786526; PMID:26032198; PMID:26126659; PMID:26548846; PMID:27798877; PMID:27823840; PMID:28105575; PMID:28769000; PMID:29155976; PMID:30611538; PMID:31517068; PMID:31518860; PMID:31524538; PMID:31642300; PMID:33246684; PMID:33459584; PMID:34019862; PMID:34079526; PMID:7164105; Patent:JP2005068064; Reaxys:1717902; Wikipedia:Bongkrek_acid
cyclic_relationship: is_conjugate_acid_of CHEBI:178020
G
Adipoq
adiponectin, C1Q and collagen domain containing
increases expression
ISO
Bongkrekic Acid results in increased expression of ADIPOQ mRNA
CTD
PMID:25786526
NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
G
Atf4
activating transcription factor 4
multiple interactions
ISO
Bongkrekic Acid inhibits the reaction [leflunomide results in increased expression of ATF4 protein]
CTD
PMID:29427785
NCBI chr 7:111,804,135...111,806,457
Ensembl chr 7:111,804,183...111,806,446
G
Ddit3
DNA-damage inducible transcript 3
multiple interactions
ISO
Bongkrekic Acid inhibits the reaction [leflunomide results in increased expression of DDIT3 protein]
CTD
PMID:29427785
NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
G
Icam1
intercellular adhesion molecule 1
multiple interactions
ISO
Bongkrekic Acid inhibits the reaction [N-caproylsphingosine results in increased expression of ICAM1 mRNA]
CTD
PMID:12952965
NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
G
Il24
interleukin 24
decreases activity
ISO
Bongkrekic Acid results in decreased activity of IL24 protein
CTD
PMID:14678967
NCBI chr13:42,353,089...42,358,487
Ensembl chr13:42,353,090...42,358,487
G
P2rx1
purinergic receptor P2X 1
increases activity
ISO
Bongkrekic Acid results in increased activity of P2RX1 protein
CTD
PMID:34019862
NCBI chr10:57,618,586...57,633,648
Ensembl chr10:57,618,586...57,633,623
G
Padi4
peptidyl arginine deiminase 4
increases activity
ISO
Bongkrekic Acid results in increased activity of PADI4 protein
CTD
PMID:34019862
NCBI chr 5:153,041,351...153,074,412
Ensembl chr 5:153,041,352...153,074,362
G
Pparg
peroxisome proliferator-activated receptor gamma
increases activity
ISO
Bongkrekic Acid analog results in increased activity of PPARG protein; Bongkrekic Acid results in increased activity of PPARG protein
CTD
PMID:25786526
NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
G
Slc25a4
solute carrier family 25 member 4
multiple interactions
EXP
Bongkrekic Acid inhibits the reaction [oxophenylarsine binds to SLC25A4 protein]
CTD
PMID:18667415
NCBI chr16:46,072,935...46,076,730
Ensembl chr16:46,072,939...46,076,733
G
Slc25a5
solute carrier family 25 member 5
decreases activity
ISO
Bongkrekic Acid results in decreased activity of SLC25A5 protein
CTD
PMID:26746582
NCBI chr X:116,031,896...116,034,963
Ensembl chr X:116,031,803...116,034,967
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