CHEBI:30772 - butyric acid

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ChEBI Name butyric acid
ChEBI ID CHEBI:30772
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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41208, CHEBI:113450, CHEBI:22948, CHEBI:3234
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Formula C4H8O2
Net Charge 0
Average Mass 88.10510
Monoisotopic Mass 88.052
InChI InChI=1S/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)
InChIKey FERIUCNNQQJTOY-UHFFFAOYSA-N
SMILES CCCC(O)=O
Metabolite of Species Details
Mycoplasma genitalium (NCBI:2097) See: PubMed
Homo sapiens (NCBI:9606) Found in saliva (UBERON:0001836). See: PubMed
Homo sapiens (NCBI:9606) Found in blood (UBERON:0000178). See: Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Homo sapiens (NCBI:9606) Found in faeces (UBERON:0001988). See: PubMed
Homo sapiens (NCBI:9606) Found in breast milk (ENVO:02000031). See: PubMed
Homo sapiens (NCBI:9606) Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:9606) Found in cerebrospinal fluid (UBERON:0001359). See: Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing butyric acid (CHEBI:30772) has role Mycoplasma genitalium metabolite (CHEBI:131604)
butyric acid (CHEBI:30772) has role human urinary metabolite (CHEBI:84087)
butyric acid (CHEBI:30772) is a short-chain fatty acid (CHEBI:26666)
butyric acid (CHEBI:30772) is a straight-chain saturated fatty acid (CHEBI:39418)
butyric acid (CHEBI:30772) is conjugate acid of butyrate (CHEBI:17968)
Incoming α-amino-γ-cyanobutanoic acid (CHEBI:27578) has functional parent butyric acid (CHEBI:30772)
α-aminobutyric acid (CHEBI:35621) has functional parent butyric acid (CHEBI:30772)
γ-amino-β-hydroxybutyric acid (CHEBI:16080) has functional parent butyric acid (CHEBI:30772)
γ-amino-γ-cyanobutanoic acid (CHEBI:28474) has functional parent butyric acid (CHEBI:30772)
γ-aminobutyric acid (CHEBI:16865) has functional parent butyric acid (CHEBI:30772)
(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 (CHEBI:43831) has functional parent butyric acid (CHEBI:30772)
(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 (CHEBI:39551) has functional parent butyric acid (CHEBI:30772)
(2S,3R)-2-[(3S,6R)-3-amino-6-hydroxy-2-oxopiperidinyl]-3-hydroxybutanoic acid (CHEBI:45661) has functional parent butyric acid (CHEBI:30772)
(R)-2-hydroxy-4-(hydroxymethylphosphinyl)butyric acid (CHEBI:55544) has functional parent butyric acid (CHEBI:30772)
(R)-3-[(R)-3-hydroxybutanoyloxy]butanoic acid (CHEBI:17663) has functional parent butyric acid (CHEBI:30772)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) has functional parent butyric acid (CHEBI:30772)
(S)-2-acetyl-2-hydroxybutanoic acid (CHEBI:27681) has functional parent butyric acid (CHEBI:30772)
1,2-dibutyryl-sn-glycero-3-phospho-(1ʼD-myo-inositol) (CHEBI:83240) has functional parent butyric acid (CHEBI:30772)
1,2-dibutyryl-sn-glycero-3-phospho-(1ʼD-myo-inositol-5ʼ-phosphate) (CHEBI:83239) has functional parent butyric acid (CHEBI:30772)
1-butyryl-2-oleoyl-sn-glycerol (CHEBI:75443) has functional parent butyric acid (CHEBI:30772)
1-palmitoyl-2-butanoyl-sn-glycero-3-phosphocholine (CHEBI:77832) has functional parent butyric acid (CHEBI:30772)
2,2,4-trihydroxybutanoic acid (CHEBI:73967) has functional parent butyric acid (CHEBI:30772)
2,3-dihydroxy-3-methylbutanoic acid (CHEBI:15689) has functional parent butyric acid (CHEBI:30772)
2,4-diaminobutyric acid (CHEBI:64307) has functional parent butyric acid (CHEBI:30772)
2-(hydroxymethyl)-4-oxobutanoic acid (CHEBI:17413) has functional parent butyric acid (CHEBI:30772)
2-acetyllactic acid (CHEBI:16444) has functional parent butyric acid (CHEBI:30772)
2-amino-2-hydroxybutanoic acid (CHEBI:74821) has functional parent butyric acid (CHEBI:30772)
2-amino-2-methylbutanoic acid (CHEBI:28075) has functional parent butyric acid (CHEBI:30772)
2-amino-3-oxobutanoic acid (CHEBI:17844) has functional parent butyric acid (CHEBI:30772)
2-hydroxybutyric acid (CHEBI:1148) has functional parent butyric acid (CHEBI:30772)
2-methylacetoacetic acid (CHEBI:37079) has functional parent butyric acid (CHEBI:30772)
2-oxobutanoic acid (CHEBI:30831) has functional parent butyric acid (CHEBI:30772)
2-phenylbutyric acid (CHEBI:86545) has functional parent butyric acid (CHEBI:30772)
3,4-dihydroxybutyric acid (CHEBI:86371) has functional parent butyric acid (CHEBI:30772)
3-(indol-3-yl)-2-oxobutyric acid (CHEBI:28549) has functional parent butyric acid (CHEBI:30772)
3-aminobutanoic acid (CHEBI:37081) has functional parent butyric acid (CHEBI:30772)
3-hydroxy-2-methylbutanoic acid (CHEBI:37051) has functional parent butyric acid (CHEBI:30772)
3-hydroxybutyric acid (CHEBI:20067) has functional parent butyric acid (CHEBI:30772)
3-hydroxyisovaleric acid (CHEBI:37084) has functional parent butyric acid (CHEBI:30772)
3-methyl-2-oxobutanoic acid (CHEBI:16530) has functional parent butyric acid (CHEBI:30772)
4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:27593) has functional parent butyric acid (CHEBI:30772)
4-(2-amino-5-hydroxyphenyl)-2,4-dioxobutanoic acid (CHEBI:28350) has functional parent butyric acid (CHEBI:30772)
4-(2-aminophenyl)-2,4-dioxobutanoic acid (CHEBI:17442) has functional parent butyric acid (CHEBI:30772)
4-(2-thienyl)butyric acid (CHEBI:40114) has functional parent butyric acid (CHEBI:30772)
4-(5-ethyl-2-thienyl)-4-oxobutyric acid (CHEBI:64441) has functional parent butyric acid (CHEBI:30772)
4-(hydroxymethylphosphinyl)-2-oxobutyric acid (CHEBI:55526) has functional parent butyric acid (CHEBI:30772)
4-(methylamino)butyric acid (CHEBI:37755) has functional parent butyric acid (CHEBI:30772)
4-[3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl]butanoic acid (CHEBI:41198) has functional parent butyric acid (CHEBI:30772)
4-[4-(2,5-dioxopyrrolidin-1-yl)phenylamino]-4-hydroxybutyric acid (CHEBI:44860) has functional parent butyric acid (CHEBI:30772)
4-[4-(3,5-dioxohexyl)phenylcarbamoyl]butyric acid (CHEBI:63773) has functional parent butyric acid (CHEBI:30772)
4-guanidinobutanoic acid (CHEBI:15728) has functional parent butyric acid (CHEBI:30772)
4-hydroxybutyric acid (CHEBI:30830) has functional parent butyric acid (CHEBI:30772)
4-methylthio-2-oxobutanoic acid (CHEBI:33574) has functional parent butyric acid (CHEBI:30772)
4-oxo-4-(2-thienyl)butyric acid (CHEBI:64434) has functional parent butyric acid (CHEBI:30772)
4-oxo-4-phenylbutyric acid (CHEBI:64437) has functional parent butyric acid (CHEBI:30772)
4-phenylbutyric acid (CHEBI:41500) has functional parent butyric acid (CHEBI:30772)
N-(butanoyl)ethanolamine (CHEBI:85304) has functional parent butyric acid (CHEBI:30772)
N-butanoylserotonin (CHEBI:134070) has functional parent butyric acid (CHEBI:30772)
N-butyryl-1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85799) has functional parent butyric acid (CHEBI:30772)
O-butanoylcarnitine (CHEBI:7676) has functional parent butyric acid (CHEBI:30772)
S-butyryl-4ʼ-phosphopantetheine (CHEBI:132309) has functional parent butyric acid (CHEBI:30772)
L-2,4-diaminobutyric acid (CHEBI:48950) has functional parent butyric acid (CHEBI:30772)
L-2-amino-4-(hydroxymethylphosphinoyl)butanoic acid (CHEBI:28030) has functional parent butyric acid (CHEBI:30772)
acetoacetic acid (CHEBI:15344) has functional parent butyric acid (CHEBI:30772)
butyrate ester (CHEBI:50477) has functional parent butyric acid (CHEBI:30772)
butyryl-CoA (CHEBI:15517) has functional parent butyric acid (CHEBI:30772)
butyrylglycine (CHEBI:89963) has functional parent butyric acid (CHEBI:30772)
dibutyrin (CHEBI:76478) has functional parent butyric acid (CHEBI:30772)
dimethylbutyric acid (CHEBI:38648) has functional parent butyric acid (CHEBI:30772)
discadenine (CHEBI:15955) has functional parent butyric acid (CHEBI:30772)
heptafluorobutyric anhydride (CHEBI:39424) has functional parent butyric acid (CHEBI:30772)
hexyl butyrate (CHEBI:87559) has functional parent butyric acid (CHEBI:30772)
hydroxybutyric acid (CHEBI:24684) has functional parent butyric acid (CHEBI:30772)
indole-3-butyric acid (CHEBI:33070) has functional parent butyric acid (CHEBI:30772)
methionine (CHEBI:16811) has functional parent butyric acid (CHEBI:30772)
methylbutyric acid (CHEBI:38653) has functional parent butyric acid (CHEBI:30772)
monobutyrin (CHEBI:76503) has functional parent butyric acid (CHEBI:30772)
perfluorobutyric acid (CHEBI:39426) has functional parent butyric acid (CHEBI:30772)
tributyrin (CHEBI:35020) has functional parent butyric acid (CHEBI:30772)
butyrate (CHEBI:17968) is conjugate base of butyric acid (CHEBI:30772)
butyryl group (CHEBI:22972) is substituent group from butyric acid (CHEBI:30772)
IUPAC Name
butanoic acid
Synonyms Sources
1-butanoic acid HMDB
1-butyric acid HMDB
1-propanecarboxylic acid MetaCyc
4:0 ChEBI
acide butanoïque IUPAC
acide butyrique ChEBI
butanic acid ChEBI
Butanoate KEGG COMPOUND
Butanoic acid KEGG COMPOUND
BUTANOIC ACID PDBeChem
butanoic acid UniProt
butoic acid ChEBI
Buttersäure ChEBI
Butyric acid KEGG COMPOUND
butyric acid IUPAC
C4:0 ChEBI
CH3‒[CH2]2‒COOH IUPAC
ethylacetic acid NIST Chemistry WebBook
n-butanoic acid NIST Chemistry WebBook
n-butyric acid NIST Chemistry WebBook
propanecarboxylic acid HMDB
propylformic acid MetaCyc
Database Links Databases
BUA PDBeChem
Butyric_acid Wikipedia
BUTYRIC_ACID MetaCyc
C00001180 KNApSAcK
C00246 KEGG COMPOUND
DB03568 DrugBank
HMDB00039 HMDB
LMFA01010004 LIPID MAPS
View more database links
Registry Numbers Types Sources
107-92-6 CAS Registry Number KEGG COMPOUND
107-92-6 CAS Registry Number ChemIDplus
107-92-6 CAS Registry Number NIST Chemistry WebBook
26242 Gmelin Registry Number Gmelin
906770 Reaxys Registry Number Reaxys
906770 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10736622 PubMed citation Europe PMC
10956204 PubMed citation ChEMBL
11201044 PubMed citation Europe PMC
11208715 PubMed citation Europe PMC
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11305323 PubMed citation Europe PMC
12068484 PubMed citation Europe PMC
13678314 PubMed citation Europe PMC
14962641 PubMed citation Europe PMC
1542095 PubMed citation ChEMBL
15809727 PubMed citation Europe PMC
15810631 PubMed citation Europe PMC
15938880 PubMed citation Europe PMC
19318247 PubMed citation Europe PMC
19366864 PubMed citation Europe PMC
19703412 PubMed citation Europe PMC
21699495 PubMed citation Europe PMC
22038864 PubMed citation Europe PMC
22194341 PubMed citation Europe PMC
22322557 PubMed citation Europe PMC
22339023 PubMed citation Europe PMC
22466881 PubMed citation Europe PMC
Last Modified
15 December 2016
General Comment
2011-03-29 Butyric acid is formed in humans by bacterial fermentation of carbohydrates, which putatively suppresses colon cancer.