heptanoic acid (CHEBI:45571)

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CHEBI:45571 - heptanoic acid

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ChEBI Name	heptanoic acid

ChEBI ID	CHEBI:45571

Definition	A C₇, straight-chain fatty acid that contributes to the odour of some rancid oils. Used in the preparation of esters for the fragrance industry, and as an additive in cigarettes.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45568, CHEBI:24519

Supplier Information	ChemicalBook:CB7852833, eMolecules:482229, ZINC000001577199

Download	Molfile XML SDF

more structures >>

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23 22 0 0 0 0 999 V2000

2.0325 -1.5960 -0.0259 C 0 0 0 0 0 0 0 0 0 0 0 0

0.7120 -0.9331 -0.4899 C 0 0 0 0 0 0 0 0 0 0 0 0

0.1992 0.1486 0.4904 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.1253 0.7952 0.0215 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.6515 1.8782 0.9929 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.9716 2.5134 0.5123 C 0 0 0 0 0 0 0 0 0 0 0 0

3.5747 -2.4690 -1.5381 O 0 0 0 0 0 0 0 0 0 0 0 0

2.5076 -2.5996 -0.9523 C 0 0 0 0 0 0 0 0 0 0 0 0

1.8466 -3.6044 -1.1792 O 0 0 0 0 0 0 0 0 0 0 0 0

1.8865 -2.0645 0.9512 H 0 0 0 0 0 0 0 0 0 0 0 0

2.7863 -0.8130 0.1065 H 0 0 0 0 0 0 0 0 0 0 0 0

0.8650 -0.4762 -1.4728 H 0 0 0 0 0 0 0 0 0 0 0 0

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0.9601 0.9277 0.5950 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0473 -0.3037 1.4748 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.8834 0.0134 -0.0847 H 0 0 0 0 0 0 0 0 0 0 0 0

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3.8514 -3.0774 -2.1103 H 0 0 0 0 0 0 0 0 0 0 0 0

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Wikipedia	License
Enanthic acid, also called heptanoic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid functional group. It is a colorless oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether. Salts and esters of enanthic acid are called enanthates or heptanoates. Its name derives from the Latin oenanthe which is in turn derived from the Ancient Greek oinos "wine" and anthos "blossom."
Read full article at Wikipedia

Formula

C7H14O2

Net Charge

Average Mass

130.18486

Monoisotopic Mass

130.09938

InChI

InChI=1S/C7H14O2/c1-2-3-4-5-6-7(8)9/h2-6H2,1H3,(H,8,9)

InChIKey

MNWFXJYAOYHMED-UHFFFAOYSA-N

SMILES

CCCCCCC(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.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	heptanoic acid (CHEBI:45571) has role plant metabolite (CHEBI:76924) heptanoic acid (CHEBI:45571) is a medium-chain fatty acid (CHEBI:59554) heptanoic acid (CHEBI:45571) is a straight-chain saturated fatty acid (CHEBI:39418) heptanoic acid (CHEBI:45571) is conjugate acid of heptanoate (CHEBI:32362)

Incoming	(2R)-aminoheptanoic acid (CHEBI:73738) has functional parent heptanoic acid (CHEBI:45571) (3R,5R)-7-{4-(4-fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl}-3,5-dihydroxyheptanoic acid (CHEBI:42405) has functional parent heptanoic acid (CHEBI:45571) (3S)-3,7-diaminoheptanoic acid (CHEBI:41030) has functional parent heptanoic acid (CHEBI:45571) 1,2-diheptanoyl-sn-glycero-3-phosphocholine (CHEBI:138195) has functional parent heptanoic acid (CHEBI:45571) 1-heptanoyl-2-hexadecanoyl-sn-glycero-3-phosphocholine (CHEBI:138200) has functional parent heptanoic acid (CHEBI:45571) 1-heptanoyl-2-hexanoyl-sn-glycero-3-phosphocholine (CHEBI:138198) has functional parent heptanoic acid (CHEBI:45571) 1-heptanoyl-2-hexanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:138923) has functional parent heptanoic acid (CHEBI:45571) 1-hexadecanoyl-2-heptanoyl-sn-glycero-3-phosphocholine (CHEBI:138199) has functional parent heptanoic acid (CHEBI:45571) 1-hexanoyl-2-heptanoyl-sn-glycero-3-phosphocholine (CHEBI:138197) has functional parent heptanoic acid (CHEBI:45571) 2-amino-4,5-dihydroxy-6-oxo-7-(phosphonooxy)heptanoic acid (CHEBI:52669) has functional parent heptanoic acid (CHEBI:45571) 2-heptanoyl-sn-glycero-3-phosphocholine (CHEBI:138266) has functional parent heptanoic acid (CHEBI:45571) 2-hydroxyheptanoic acid (CHEBI:73752) has functional parent heptanoic acid (CHEBI:45571) 3-hydroxyheptanoic acid (CHEBI:132838) has functional parent heptanoic acid (CHEBI:45571) 3-isopropenyl-6-oxoheptanoic acid (CHEBI:64264) has functional parent heptanoic acid (CHEBI:45571) 6-hydroxyheptanoic acid (CHEBI:78774) has functional parent heptanoic acid (CHEBI:45571) 7-hydroxyheptanoic acid (CHEBI:79112) has functional parent heptanoic acid (CHEBI:45571) all-trans-retinyl heptanoate (CHEBI:138724) has functional parent heptanoic acid (CHEBI:45571) N-heptanoylglycine (CHEBI:74433) has functional parent heptanoic acid (CHEBI:45571) O-heptanoylcarnitine (CHEBI:74303) has functional parent heptanoic acid (CHEBI:45571) atorvastatin (CHEBI:39548) has functional parent heptanoic acid (CHEBI:45571) ethyl heptanoate (CHEBI:86618) has functional parent heptanoic acid (CHEBI:45571) glucoheptonic acid (CHEBI:67270) has functional parent heptanoic acid (CHEBI:45571) heptanoate ester (CHEBI:50898) has functional parent heptanoic acid (CHEBI:45571) heptanoyl-CoA (CHEBI:37283) has functional parent heptanoic acid (CHEBI:45571) perfluoroheptanoic acid (CHEBI:35547) has functional parent heptanoic acid (CHEBI:45571) heptanoate (CHEBI:32362) is conjugate base of heptanoic acid (CHEBI:45571) heptanoyl group (CHEBI:32363) is substituent group from heptanoic acid (CHEBI:45571)

IUPAC Name

heptanoic acid

Synonyms	Sources
CH₃‒[CH₂]₅‒COOH	IUPAC
enanthic acid	NIST Chemistry WebBook
enanthylic acid	ChemIDplus
HEPTANOIC ACID	PDBeChem
Heptansäure	ChEBI
heptoic acid	NIST Chemistry WebBook
heptylic acid	NIST Chemistry WebBook
n-heptanoic acid	NIST Chemistry WebBook
n-heptoic acid	ChemIDplus
n-heptylic acid	ChemIDplus
oenanthic acid	ChemIDplus
oenanthylic acid	ChemIDplus
Önanthsäure	ChemIDplus

Manual Xrefs	Databases
C17714	KEGG COMPOUND
CPD-7619	MetaCyc
DB02938	DrugBank
Heptanoic_acid	Wikipedia
HMDB0000666	HMDB
LMFA01010007	LIPID MAPS
SHV	PDBeChem
View more database links

Registry Numbers	Types	Sources
111-14-8	CAS Registry Number	NIST Chemistry WebBook
111-14-8	CAS Registry Number	ChemIDplus
142428	Gmelin Registry Number	Gmelin
1744723	Beilstein Registry Number	Beilstein
1744723	Reaxys Registry Number	Reaxys

Citation

Casas JW, Lewerenz GM, Rankin EA, Willoughby JA, Blakeman LC, McKim JM, Coleman KP (2013)
In vitro human skin irritation test for evaluation of medical device extracts.
Toxicology in vitro : an international journal published in association with BIBRA 27, 2175-2183 [PubMed:23999410]
[show Abstract]

Last Modified

15 January 2018

CHEBI:45571 - heptanoic acid

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