CHEBI:30768 - propionic acid

Main ChEBI Ontology Automatic Xrefs
ChEBI Name propionic acid
ChEBI ID CHEBI:30768
Definition A short-chain saturated fatty acid comprising ethane attached to the carbon of a carboxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:26304, CHEBI:45227, CHEBI:8476
Supplier Information
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Formula C3H6O2
Net Charge 0
Average Mass 74.07850
InChI InChI=1S/C3H6O2/c1-2-3(4)5/h2H2,1H3,(H,4,5)
InChIKey XBDQKXXYIPTUBI-UHFFFAOYSA-N
SMILES CCC(O)=O
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): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing propionic acid (CHEBI:30768) has role antifungal drug (CHEBI:86327)
propionic acid (CHEBI:30768) is a saturated fatty acid (CHEBI:26607)
propionic acid (CHEBI:30768) is a short-chain fatty acid (CHEBI:26666)
propionic acid (CHEBI:30768) is conjugate acid of propionate (CHEBI:17272)
Incoming β-alanopine (CHEBI:15337) has functional parent propionic acid (CHEBI:30768)
(2R,4S)-2-[(1R)-1-carboxy-2-hydroxy-2-methylpropyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid (CHEBI:43092) has functional parent propionic acid (CHEBI:30768)
(2S)-2-(4-{[(1R,2S)-2-hydroxycyclopentyl]methyl}phenyl)propanoic acid (CHEBI:76204) has functional parent propionic acid (CHEBI:30768)
(2S)-2-[(2R,4S,5S)-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazolidin-2-yl]-2-hydroxypropanoic acid (CHEBI:39700) has functional parent propionic acid (CHEBI:30768)
(2S)-2-[3-(aminomethyl)phenyl]-3-[(S)-{(1R)-1-[(2,1,3-benzothiadiazol-4-ylsulfonyl)amino]-2-methylpropyl}(hydroxy)phosphoryl]propanoic acid (CHEBI:39758) has functional parent propionic acid (CHEBI:30768)
(2S)-3-(7-carbamimidoylnaphthalen-2-yl)-2-[4-({(3R)-1-[(1Z)-ethanimidoyl]pyrrolidin-3-yl}oxy)phenyl]propanoic acid (CHEBI:42259) has functional parent propionic acid (CHEBI:30768)
(2S)-3-(7-carbamimidoylnaphthalen-2-yl)-2-[4-({1-[(1E)-ethanimidoyl]piperidin-4-yl}oxy)phenyl]propanoic acid (CHEBI:41294) has functional parent propionic acid (CHEBI:30768)
(R)-3-(5-benzyloxyindol-3-yl)lactic acid (CHEBI:55530) has functional parent propionic acid (CHEBI:30768)
(R)-indole-3-lactic acid (CHEBI:55528) has functional parent propionic acid (CHEBI:30768)
(S)-2-amino-3-(3,5-dioxo-1,2,4-oxadiazolidin-2-yl)propionic acid (CHEBI:45288) has functional parent propionic acid (CHEBI:30768)
(S)-2-chloropropanoic acid (CHEBI:73956) has functional parent propionic acid (CHEBI:30768)
(S)-3-fluorolactic acid (CHEBI:55532) has functional parent propionic acid (CHEBI:30768)
(S)-methylmalonaldehydic acid (CHEBI:27821) has functional parent propionic acid (CHEBI:30768)
1-palmitoyl-2-propionyl-sn-glycero-3-phosphocholine (CHEBI:77831) has functional parent propionic acid (CHEBI:30768)
2,2'-iminodipropanoic acid (CHEBI:857) has functional parent propionic acid (CHEBI:30768)
2,2-bis(4-hydroxyphenyl)propanoic acid (CHEBI:19287) has functional parent propionic acid (CHEBI:30768)
2,3-dihydroxy-2-methylpropanoic acid (CHEBI:36532) has functional parent propionic acid (CHEBI:30768)
2-(4-cyclohexyl-1-naphthyl)propanoic acid (CHEBI:76284) has functional parent propionic acid (CHEBI:30768)
2-amino-3-phosphonopropanoic acid (CHEBI:28388) has functional parent propionic acid (CHEBI:30768)
2-aminoisobutyric acid (CHEBI:27971) has functional parent propionic acid (CHEBI:30768)
2-arylpropionic acid (CHEBI:16333) has functional parent propionic acid (CHEBI:30768)
2-hydroxy-3-oxopropanoic acid (CHEBI:16992) has functional parent propionic acid (CHEBI:30768)
2-hydroxypropanoic acid (CHEBI:78320) has functional parent propionic acid (CHEBI:30768)
2-methyl-2-(4-{[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}carbonyl)amino]methyl}phenoxy)propanoic acid (CHEBI:40305) has functional parent propionic acid (CHEBI:30768)
2-methyl-3-oxopropanoic acid (CHEBI:16256) has functional parent propionic acid (CHEBI:30768)
3,4,5-trimethoxydihydrocinnamic acid (CHEBI:583580) has functional parent propionic acid (CHEBI:30768)
3-(1H-indol-3-yl)propanoic acid (CHEBI:43580) has functional parent propionic acid (CHEBI:30768)
3-(2,3-dihydroxyphenyl)propanoic acid (CHEBI:18136) has functional parent propionic acid (CHEBI:30768)
3-(2-hydroxyphenyl)propanoic acid (CHEBI:16104) has functional parent propionic acid (CHEBI:30768)
3-(3,4-dimethoxyphenyl)propanoic acid (CHEBI:44235) has functional parent propionic acid (CHEBI:30768)
3-(3-hydroxyphenyl)propanoic acid (CHEBI:1427) has functional parent propionic acid (CHEBI:30768)
3-(3-sulfooxyphenyl)propanoic acid (CHEBI:64414) has functional parent propionic acid (CHEBI:30768)
3-(methylthio)propionic acid (CHEBI:1438) has functional parent propionic acid (CHEBI:30768)
3-(trimethylsilyl)propionic acid (CHEBI:85487) has functional parent propionic acid (CHEBI:30768)
3-[(4S)-2,5-dioxoimidazolidin-4-yl]propanoic acid (CHEBI:41995) has functional parent propionic acid (CHEBI:30768)
3-[(5E)-5-{[5-(4-chlorophenyl)furan-2-yl]methylidene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]propanoic acid (CHEBI:47555) has functional parent propionic acid (CHEBI:30768)
3-[2-(trifluoromethyl)phenyl]propanoic acid (CHEBI:60707) has functional parent propionic acid (CHEBI:30768)
3-amino-3-(4-hydroxyphenyl)propanoic acid (CHEBI:16939) has functional parent propionic acid (CHEBI:30768)
3-aminoalanine (CHEBI:18383) has functional parent propionic acid (CHEBI:30768)
3-guanidinopropanoic acid (CHEBI:15968) has functional parent propionic acid (CHEBI:30768)
3-hydroxyisobutyric acid (CHEBI:18064) has functional parent propionic acid (CHEBI:30768)
3-hydroxyphenyl propanoate (CHEBI:65228) has functional parent propionic acid (CHEBI:30768)
3-hydroxypropionic acid (CHEBI:33404) has functional parent propionic acid (CHEBI:30768)
3-mercapto-2-mercaptomethylpropanoic acid (CHEBI:17919) has functional parent propionic acid (CHEBI:30768)
3-nitropropanoic acid (CHEBI:16348) has functional parent propionic acid (CHEBI:30768)
3-oxopropanoic acid (CHEBI:17960) has functional parent propionic acid (CHEBI:30768)
3-phenylpropionic acid (CHEBI:28631) has functional parent propionic acid (CHEBI:30768)
3-sulfopropanoic acid (CHEBI:74031) has functional parent propionic acid (CHEBI:30768)
3-{(2Z)-2-{[3-(2-carboxyethyl)-5-{(Z)-[(3E,4S)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl}-4-methyl-1H-pyrrol-2-yl]methylene}-4-methyl-5-[(Z)-(3-methyl-5-oxo-4-vinyl-1,5-dihydro-2H-pyrrol-2-ylidene)methyl]-2H-pyrrol-3-yl}propanoic acid (CHEBI:43669) has functional parent propionic acid (CHEBI:30768)
meta-hydroxyphenylhydracrylic acid (CHEBI:78336) has functional parent propionic acid (CHEBI:30768)
N-carbamoyl-β-alanine (CHEBI:18261) has functional parent propionic acid (CHEBI:30768)
N3-oxalyl-L-2,3-diaminopropionic acid (CHEBI:16399) has functional parent propionic acid (CHEBI:30768)
O-propanoylcarnitine (CHEBI:28867) has functional parent propionic acid (CHEBI:30768)
L-mimosine (CHEBI:29063) has functional parent propionic acid (CHEBI:30768)
alanine (CHEBI:16449) has functional parent propionic acid (CHEBI:30768)
benoxaprofen (CHEBI:76114) has functional parent propionic acid (CHEBI:30768)
bezafibrate (CHEBI:47612) has functional parent propionic acid (CHEBI:30768)
carfentanyl (CHEBI:61084) has functional parent propionic acid (CHEBI:30768)
clobetasol propionate (CHEBI:31414) has functional parent propionic acid (CHEBI:30768)
dihydrourocanic acid (CHEBI:73087) has functional parent propionic acid (CHEBI:30768)
egonolpropanoate (CHEBI:69553) has functional parent propionic acid (CHEBI:30768)
flunoxaprofen (CHEBI:76154) has functional parent propionic acid (CHEBI:30768)
flurbiprofen (CHEBI:5130) has functional parent propionic acid (CHEBI:30768)
glyceric acid (CHEBI:33508) has functional parent propionic acid (CHEBI:30768)
ibuprofen (CHEBI:5855) has functional parent propionic acid (CHEBI:30768)
indoprofen (CHEBI:76162) has functional parent propionic acid (CHEBI:30768)
ketoprofen (CHEBI:6128) has functional parent propionic acid (CHEBI:30768)
loxoprofen (CHEBI:76172) has functional parent propionic acid (CHEBI:30768)
mercaptopropanoic acid (CHEBI:47871) has functional parent propionic acid (CHEBI:30768)
miroprofen (CHEBI:76249) has functional parent propionic acid (CHEBI:30768)
oxaprozin (CHEBI:7822) has functional parent propionic acid (CHEBI:30768)
phloretic acid (CHEBI:32980) has functional parent propionic acid (CHEBI:30768)
propanoate ester (CHEBI:36243) has functional parent propionic acid (CHEBI:30768)
propanoyl phosphate (CHEBI:8478) has functional parent propionic acid (CHEBI:30768)
propanoyl-AMP (CHEBI:62415) has functional parent propionic acid (CHEBI:30768)
propanoyl-AMP(1−) (CHEBI:62371) has functional parent propionic acid (CHEBI:30768)
propanoyl-CoAs (CHEBI:26296) has functional parent propionic acid (CHEBI:30768)
propionamide (CHEBI:45422) has functional parent propionic acid (CHEBI:30768)
propionyl-CoA (CHEBI:15539) has functional parent propionic acid (CHEBI:30768)
pyruvic acid (CHEBI:32816) has functional parent propionic acid (CHEBI:30768)
tropic acid (CHEBI:30765) has functional parent propionic acid (CHEBI:30768)
tyrosine (CHEBI:18186) has functional parent propionic acid (CHEBI:30768)
propionate (CHEBI:17272) is conjugate base of propionic acid (CHEBI:30768)
propionyl group (CHEBI:26294) is substituent group from propionic acid (CHEBI:30768)
IUPAC Name
propanoic acid
Synonyms Sources
acide propanoïque ChEBI
acide propionique NIST Chemistry WebBook
carboxyethane ChemIDplus
CH3‒CH2‒COOH IUPAC
ethanecarboxylic acid ChemIDplus
ethylformic acid ChemIDplus
metacetonic acid ChemIDplus
methylacetic acid ChemIDplus
PA ChEBI
Propanoic acid KEGG COMPOUND
PROPANOIC ACID PDBeChem
propioic acid LIPID MAPS
Propionic acid KEGG COMPOUND
propionic acid IUPAC
Propionsäure ChEBI
propoic acid ChEBI
pseudoacetic acid ChemIDplus
Database Links Databases
C00163 KEGG COMPOUND
D02310 KEGG DRUG
DB03766 DrugBank
LMFA01010003 LIPID MAPS
PPI PDBeChem
View more database links
Registry Numbers Types Sources
1821 Gmelin Registry Number Gmelin
506071 Beilstein Registry Number Beilstein
79-09-4 CAS Registry Number KEGG COMPOUND
79-09-4 CAS Registry Number NIST Chemistry WebBook
79-09-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15868474 PubMed citation CiteXplore
1628870 PubMed citation CiteXplore
16763906 PubMed citation CiteXplore
Last Modified
15 July 2015
General Comment
2011-04-14 The smallest H(CH2)nCOOH acid that exhibits the properties of the other fatty acids. Found in dairy foods and, as an end-product of carbohydrate digestion, in the mammalian gastrointestinal tract. Used as an antifungal agent in food, it is also a major contributor to organic acidurias.