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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:butyric acid
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Accession:CHEBI:30772 term browser browse the term
Definition:A straight-chain saturated fatty acid that is butane in which one of the terminal methyl groups has been oxidised to a carboxy group.
Synonyms:related_synonym: 1-butanoic acid;   1-butyric acid;   1-propanecarboxylic acid;   4:0;   BUTANOIC ACID;   Butanoate;   Buttersaeure;   C4:0;   CH3-[CH2]2-COOH;   Formula=C4H8O2;   InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6);   InChIKey=FERIUCNNQQJTOY-UHFFFAOYSA-N;   SMILES=CCCC(O)=O;   acide butanoique;   acide butyrique;   butanic acid;   butoic acid;   ethylacetic acid;   n-butanoic acid;   n-butyric acid;   propanecarboxylic acid;   propylformic acid
 alt_id: CHEBI:113450;   CHEBI:22948;   CHEBI:3234;   CHEBI:41208
 xref: Beilstein:906770;   CAS:107-92-6;   DrugBank:DB03568;   Gmelin:26242;   HMDB:HMDB0000039;   KEGG:C00246;   KNApSAcK:C00001180;   LIPID_MAPS_instance:LMFA01010004
 xref_mesh: MESH:D020148
 xref: MetaCyc:BUTYRIC_ACID;   PDBeChem:BUA;   PMID:10736622;   PMID:10956204;   PMID:11201044;   PMID:11208715;   PMID:11238216;   PMID:11305323;   PMID:12068484;   PMID:13678314;   PMID:14962641;   PMID:1542095;   PMID:15809727;   PMID:15810631;   PMID:15938880;   PMID:19318247;   PMID:19366864;   PMID:19703412;   PMID:21699495;   PMID:22038864;   PMID:22194341;   PMID:22322557;   PMID:22339023;   PMID:22466881;   Reaxys:906770;   Wikipedia:Butyric_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:17968


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simvastatin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G NOS3 nitric oxide synthase 3 increases expression
decreases expression		 EXP Simvastatin results in increased expression of NOS3 protein
Simvastatin results in decreased expression of NOS3 mRNA		 CTD PMID:11087217 NCBI chr16:15,054,196...15,072,454
Ensembl chr16:15,011,344...15,072,277 		JBrowse link
thapsigargin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G HSPA5 heat shock protein family A (Hsp70) member 5 increases expression EXP Thapsigargin results in increased expression of HSPA5 protein CTD PMID:17416481 NCBI chr 9:57,850,870...57,855,607
Ensembl chr 9:57,850,922...57,855,257 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 494
    role 501
      biological role 494
        biochemical role 454
          metabolite 445
            prokaryotic metabolite 396
              bacterial metabolite 391
                Mycoplasma genitalium metabolite 9
                  butyric acid 2
                    (2S)-2-[(\{4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl\}carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid 0
                    (2S)-3-methyl-2-((2R,3S)-3-[(methylsulfonyl)amino]-1-\{[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl\}pyrrolidin-2-yl)butanoic acid 0
                    (2S,3R)-2-[(3S,6R)-3-amino-6-hydroxy-2-oxopiperidinyl]-3-hydroxybutanoic acid 0
                    (R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid 0
                    (R)-3,4-dihydroxy-2-oxobutanoic acid 0
                    (R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 0
                    (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid 0
                    (S)-2,4-dihydroxy-3-oxobutanoic acid 0
                    (S)-2-acetyl-2-hydroxybutanoic acid 0
                    (S)-3,4-dihydroxy-2-oxobutanoic acid 0
                    1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol) 0
                    1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol-5'-phosphate) 0
                    1-butyryl-2-oleoyl-sn-glycerol 0
                    1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine 0
                    2,2,4-trihydroxybutanoic acid 0
                    2,3-dihydroxy-3-methylbutanoic acid + 0
                    2,4-diaminobutyric acid + 0
                    2-(hydroxymethyl)-4-oxobutanoic acid 0
                    2-acetyllactic acid + 0
                    2-amino-2-hydroxybutanoic acid 0
                    2-amino-2-methylbutanoic acid 0
                    2-amino-3-oxobutanoic acid + 0
                    2-hydroxybutyric acid + 0
                    2-methylacetoacetic acid + 0
                    2-oxobutanoic acid + 0
                    2-phenylbutyric acid 0
                    3,4-dihydroxybutyric acid 0
                    3-(indol-3-yl)-2-oxobutyric acid + 0
                    3-aminobutanoic acid + 0
                    3-hydroxy-2-methylbutanoic acid + 0
                    3-hydroxybutyric acid + 0
                    3-hydroxyisovaleric acid + 0
                    3-methyl-2-oxobutanoic acid 0
                    4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid 0
                    4-(2-aminophenyl)-2,4-dioxobutanoic acid 0
                    4-(2-thienyl)butyric acid 0
                    4-(5-ethyl-2-thienyl)-4-oxobutyric acid 0
                    4-(hydroxymethylphosphinyl)-2-oxobutyric acid 0
                    4-(methylamino)butyric acid 0
                    4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic acid 0
                    4-[4-(2,5-dioxopyrrolidin-1-yl)phenylamino]-4-hydroxybutyric acid 0
                    4-[4-(3,5-dioxohexyl)phenylcarbamoyl]butyric acid 0
                    4-guanidinobutanoic acid 0
                    4-hydroxybutyric acid + 0
                    4-methylthio-2-oxobutanoic acid + 0
                    4-oxo-4-(2-thienyl)butyric acid 0
                    4-oxo-4-phenylbutyric acid 0
                    4-phenylbutyric acid 0
                    D-2,4-diaminobutyric acid 0
                    L-2,4-diaminobutyric acid + 0
                    L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 0
                    N-(butanoyl)ethanolamine 0
                    N-butanoylserotonin 0
                    N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine 0
                    O-butanoylcarnitine + 0
                    S-butyryl-4'-phosphopantetheine 0
                    acetoacetic acid + 0
                    alpha-amino-gamma-cyanobutanoic acid 0
                    alpha-aminobutyric acid + 0
                    butyrate ester + 1
                    butyryl group 0
                    butyryl-CoA + 0
                    butyrylglycine 0
                    dibutyrin + 0
                    dimethylbutyric acid + 0
                    discadenine 0
                    gamma-amino-beta-hydroxybutyric acid + 0
                    gamma-amino-gamma-cyanobutanoic acid + 0
                    gamma-aminobutyric acid + 0
                    heptafluorobutyric anhydride 0
                    hexyl butyrate 0
                    hydroxybutyric acid + 0
                    indole-3-butyric acid + 0
                    isooctanediol dibutyrate 0
                    methionine + 0
                    methylbutyric acid + 1
                    monobutyrin 0
                    perfluorobutyric acid 0
                    perquinoline A 0
                    perquinoline C 0
                    tributyrin 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 494
    subatomic particle 494
      composite particle 494
        hadron 501
          baryon 494
            nucleon 494
              atomic nucleus 494
                atom 494
                  main group element atom 487
                    p-block element atom 487
                      carbon group element atom 476
                        carbon atom 482
                          organic molecular entity 475
                            heteroorganic entity 471
                              organochalcogen compound 425
                                organooxygen compound 423
                                  carbon oxoacid 364
                                    carboxylic acid 364
                                      monocarboxylic acid 90
                                        fatty acid 59
                                          short-chain fatty acid 42
                                            fatty acid 4:0 37
                                              butyric acid 2
                                                (2S)-2-[(\{4-[2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl\}carbonyl)amino]-4-(2H-tetrazol-5-yl)butanoic acid 0
                                                (2S)-3-methyl-2-((2R,3S)-3-[(methylsulfonyl)amino]-1-\{[2-(pyrrolidin-1-ylmethyl)-1,3-oxazol-4-yl]carbonyl\}pyrrolidin-2-yl)butanoic acid 0
                                                (2S,3R)-2-[(3S,6R)-3-amino-6-hydroxy-2-oxopiperidinyl]-3-hydroxybutanoic acid 0
                                                (R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid 0
                                                (R)-3,4-dihydroxy-2-oxobutanoic acid 0
                                                (R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid 0
                                                (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid 0
                                                (S)-2,4-dihydroxy-3-oxobutanoic acid 0
                                                (S)-2-acetyl-2-hydroxybutanoic acid 0
                                                (S)-3,4-dihydroxy-2-oxobutanoic acid 0
                                                1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol) 0
                                                1,2-dibutyryl-sn-glycero-3-phospho-(1'D-myo-inositol-5'-phosphate) 0
                                                1-butyryl-2-oleoyl-sn-glycerol 0
                                                1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine 0
                                                2,2,4-trihydroxybutanoic acid 0
                                                2,3-dihydroxy-3-methylbutanoic acid + 0
                                                2,4-diaminobutyric acid + 0
                                                2-(hydroxymethyl)-4-oxobutanoic acid 0
                                                2-acetyllactic acid + 0
                                                2-amino-2-hydroxybutanoic acid 0
                                                2-amino-2-methylbutanoic acid 0
                                                2-amino-3-oxobutanoic acid + 0
                                                2-hydroxybutyric acid + 0
                                                2-methylacetoacetic acid + 0
                                                2-oxobutanoic acid + 0
                                                2-phenylbutyric acid 0
                                                3,4-dihydroxybutyric acid 0
                                                3-(indol-3-yl)-2-oxobutyric acid + 0
                                                3-aminobutanoic acid + 0
                                                3-hydroxy-2-methylbutanoic acid + 0
                                                3-hydroxybutyric acid + 0
                                                3-hydroxyisovaleric acid + 0
                                                3-methyl-2-oxobutanoic acid 0
                                                4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid 0
                                                4-(2-aminophenyl)-2,4-dioxobutanoic acid 0
                                                4-(2-thienyl)butyric acid 0
                                                4-(5-ethyl-2-thienyl)-4-oxobutyric acid 0
                                                4-(hydroxymethylphosphinyl)-2-oxobutyric acid 0
                                                4-(methylamino)butyric acid 0
                                                4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic acid 0
                                                4-[4-(2,5-dioxopyrrolidin-1-yl)phenylamino]-4-hydroxybutyric acid 0
                                                4-[4-(3,5-dioxohexyl)phenylcarbamoyl]butyric acid 0
                                                4-guanidinobutanoic acid 0
                                                4-hydroxybutyric acid + 0
                                                4-methylthio-2-oxobutanoic acid + 0
                                                4-oxo-4-(2-thienyl)butyric acid 0
                                                4-oxo-4-phenylbutyric acid 0
                                                4-phenylbutyric acid 0
                                                D-2,4-diaminobutyric acid 0
                                                L-2,4-diaminobutyric acid + 0
                                                L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid 0
                                                N-(butanoyl)ethanolamine 0
                                                N-butanoylserotonin 0
                                                N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine 0
                                                O-butanoylcarnitine + 0
                                                S-butyryl-4'-phosphopantetheine 0
                                                acetoacetic acid + 0
                                                alpha-amino-gamma-cyanobutanoic acid 0
                                                alpha-aminobutyric acid + 0
                                                butyrate ester + 1
                                                butyryl group 0
                                                butyryl-CoA + 0
                                                butyrylglycine 0
                                                dibutyrin + 0
                                                dimethylbutyric acid + 0
                                                discadenine 0
                                                gamma-amino-beta-hydroxybutyric acid + 0
                                                gamma-amino-gamma-cyanobutanoic acid + 0
                                                gamma-aminobutyric acid + 0
                                                heptafluorobutyric anhydride 0
                                                hexyl butyrate 0
                                                hydroxybutyric acid + 0
                                                indole-3-butyric acid + 0
                                                isooctanediol dibutyrate 0
                                                methionine + 0
                                                methylbutyric acid + 1
                                                monobutyrin 0
                                                perfluorobutyric acid 0
                                                perquinoline A 0
                                                perquinoline C 0
                                                tributyrin 0
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