CHEBI:17418 - valeric acid

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ChEBI Name valeric acid
ChEBI ID CHEBI:17418
Definition A straight-chain saturated fatty acid containing five carbon atoms.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:27264, CHEBI:44803, CHEBI:43606, CHEBI:113448, CHEBI:7980, CHEBI:27263
Supplier Information ChemicalBook:CB2309387, eMolecules:478562, ZINC000031500905
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Valeric acid or pentanoic acid is a straight-chain alkyl carboxylic acid with the chemical formula CH3(CH2)3COOH. Like other low-molecular-weight carboxylic acids, it has an unpleasant odor. It is found in the perennial flowering plant Valeriana officinalis, from which it gets its name. Its primary use is in the synthesis of its esters. Salts and esters of valeric acid are known as valerates or pentanoates. Volatile esters of valeric acid tend to have pleasant odors and are used in perfumes and cosmetics. Several, including ethyl valerate and pentyl valerate are used as food additives because of their fruity flavors.
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Formula C5H10O2
Net Charge 0
Average Mass 102.13170
Monoisotopic Mass 102.06808
InChI InChI=1S/C5H10O2/c1-2-3-4-5(6)7/h2-4H2,1H3,(H,6,7)
InChIKey NQPDZGIKBAWPEJ-UHFFFAOYSA-N
SMILES CCCCC(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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing valeric acid (CHEBI:17418) has role plant metabolite (CHEBI:76924)
valeric acid (CHEBI:17418) is a short-chain fatty acid (CHEBI:26666)
valeric acid (CHEBI:17418) is a straight-chain saturated fatty acid (CHEBI:39418)
valeric acid (CHEBI:17418) is conjugate acid of valerate (CHEBI:31011)
Incoming (2R,3R)-2,3-dihydroxy-3-methylpentanoic acid (CHEBI:27512) has functional parent valeric acid (CHEBI:17418)
(2R,3S)-2-hydroxy-3-methylpentanoic acid (CHEBI:55536) has functional parent valeric acid (CHEBI:17418)
(2S)-2-[(R)-1-carboxyethylamino]pentanoic acid (CHEBI:49259) has functional parent valeric acid (CHEBI:17418)
(4R)-4-hydroxypentanoic acid (CHEBI:79019) has functional parent valeric acid (CHEBI:17418)
(S)-4-amino-5-oxopentanoic acid (CHEBI:15757) has functional parent valeric acid (CHEBI:17418)
1-octadecanoyl-2-pentanoyl-sn-glycero-3-phosphocholine (CHEBI:138211) has functional parent valeric acid (CHEBI:17418)
1-palmitoyl-2-valeroyl-sn-glycero-3-phosphocholine (CHEBI:77833) has functional parent valeric acid (CHEBI:17418)
2,3,4-trihydroxypentanoic acid (CHEBI:131364) has functional parent valeric acid (CHEBI:17418)
2,5-dioxopentanoic acid (CHEBI:17415) has functional parent valeric acid (CHEBI:17418)
2-amino-4-oxopentanoic acid (CHEBI:15914) has functional parent valeric acid (CHEBI:17418)
2-aminopentanoic acid (CHEBI:19475) has functional parent valeric acid (CHEBI:17418)
2-hydroxy-4-methylvalerate (CHEBI:133577) has functional parent valeric acid (CHEBI:17418)
2-hydroxy-4-methylvaleric acid (CHEBI:59783) has functional parent valeric acid (CHEBI:17418)
2-hydroxypentanoic acid (CHEBI:60647) has functional parent valeric acid (CHEBI:17418)
2-methyl-3-ketovaleric acid (CHEBI:86365) has functional parent valeric acid (CHEBI:17418)
2-phenylethyl pentanoate (CHEBI:87323) has functional parent valeric acid (CHEBI:17418)
3,5-dihydroxy-3-methylpentanoic acid (CHEBI:194519) has functional parent valeric acid (CHEBI:17418)
3-hydroxy-3-methyl-2-oxopentanoic acid (CHEBI:28710) has functional parent valeric acid (CHEBI:17418)
3-hydroxypentanoic acid (CHEBI:139272) has functional parent valeric acid (CHEBI:17418)
3-methyl-2-oxovaleric acid (CHEBI:35932) has functional parent valeric acid (CHEBI:17418)
4,5-dioxopentanoic acid (CHEBI:17204) has functional parent valeric acid (CHEBI:17418)
4-hydroxy-2-oxopentanoic acid (CHEBI:17655) has functional parent valeric acid (CHEBI:17418)
4-methyl-2-oxopentanoic acid (CHEBI:48430) has functional parent valeric acid (CHEBI:17418)
4-methyl-3-oxopentanoic acid (CHEBI:29024) has functional parent valeric acid (CHEBI:17418)
5-(2,3-dimethoxy-4-methylphenyl)pentanoic acid (CHEBI:58992) has functional parent valeric acid (CHEBI:17418)
5-[(1-phenylcyclohexyl)amino]pentanoic acid (CHEBI:63596) has functional parent valeric acid (CHEBI:17418)
5-[(4-nitrobenzyl)(phosphonomethyl)amino]valeric acid (CHEBI:40413) has functional parent valeric acid (CHEBI:17418)
5-amino-2-oxopentanoic acid (CHEBI:49268) has functional parent valeric acid (CHEBI:17418)
5-aminopentanoic acid (CHEBI:15887) has functional parent valeric acid (CHEBI:17418)
5-guanidino-2-oxopentanoic acid (CHEBI:28116) has functional parent valeric acid (CHEBI:17418)
5-guanidino-3-methyl-2-oxopentanoic acid (CHEBI:64288) has functional parent valeric acid (CHEBI:17418)
5-hydroxypentanoic acid (CHEBI:45564) has functional parent valeric acid (CHEBI:17418)
5-phenylpentanoic acid (CHEBI:40131) has functional parent valeric acid (CHEBI:17418)
5-{3-[(2,4-diaminopyrimidin-5-yl)methyl]-4-methoxyphenoxy}pentanoic acid (CHEBI:41904) has functional parent valeric acid (CHEBI:17418)
O-valeroylcarnitine (CHEBI:86050) has functional parent valeric acid (CHEBI:17418)
p-N,N-bis(2-chloroethyl)aminophenylvaleric acid (CHEBI:25813) has functional parent valeric acid (CHEBI:17418)
acetylpyruvic acid (CHEBI:2424) has functional parent valeric acid (CHEBI:17418)
ethyl (4R)-4-[((2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methylisoxazol-3-yl)carbonyl]amino}-4-oxoheptanoyl)amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pentanoate (CHEBI:40655) has functional parent valeric acid (CHEBI:17418)
gemfibrozil (CHEBI:5296) has functional parent valeric acid (CHEBI:17418)
mevaldic acid (CHEBI:17646) has functional parent valeric acid (CHEBI:17418)
oxopentanoic acid (CHEBI:25799) has functional parent valeric acid (CHEBI:17418)
pentanamide (CHEBI:16459) has functional parent valeric acid (CHEBI:17418)
pentanoyl-CoA (CHEBI:15536) has functional parent valeric acid (CHEBI:17418)
perfluoropentanoic acid (CHEBI:83491) has functional parent valeric acid (CHEBI:17418)
valproic acid (CHEBI:39867) has functional parent valeric acid (CHEBI:17418)
valerate (CHEBI:31011) is conjugate base of valeric acid (CHEBI:17418)
valeryl group (CHEBI:27265) is substituent group from valeric acid (CHEBI:17418)
IUPAC Name
pentanoic acid
Synonyms Sources
1-butanecarboxylic acid ChemIDplus
1-butanecarboxylic acid NIST Chemistry WebBook
CH3‒[CH2]3‒COOH IUPAC
n-BuCOOH ChEBI
n-Pentanoate KEGG COMPOUND
n-pentanoic acid ChemIDplus
n-Valeric acid KEGG COMPOUND
n-valeric acid ChemIDplus
Pentanoate KEGG COMPOUND
Pentanoic acid KEGG COMPOUND
PENTANOIC ACID PDBeChem
pentoic acid ChEBI
propylacetic acid ChemIDplus
Valerate KEGG COMPOUND
Valerianic acid KEGG COMPOUND
Valeriansäure ChEBI
Valeric acid KEGG COMPOUND
valeric acid, normal ChemIDplus
Manual Xrefs Databases
3130 PPDB
C00001208 KNApSAcK
C00803 KEGG COMPOUND
DB02406 DrugBank
HMDB0000892 HMDB
LEA PDBeChem
LMFA01010005 LIPID MAPS
Valeric acid Wikipedia
View more database links
Registry Numbers Types Sources
109-52-4 CAS Registry Number ChemIDplus
109-52-4 CAS Registry Number NIST Chemistry WebBook
26714 Gmelin Registry Number Gmelin
969454 Reaxys Registry Number Reaxys
Citation Waiting for Citations
Last Modified
23 March 2023
General Comment
2011-07-06 Found in the perennial flowering plant valerian. Useful in the cosmetic, food and pharmaceutical industries.