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| Identification |
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| YMDB ID | YMDB01424 |
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| Name | hexanoic acid |
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| Species | Saccharomyces cerevisiae |
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| Strain | Brewer's yeast |
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| Description | Hexanoic acid (caproic acid) is a fatty acid found naturally in various animal fats and oils, and is one of the chemicals that gives the decomposing fleshy seed coat of the ginkgo its characteristic unpleasant odor. It is one of the major volatile compounds found in Napa Gamay wine and produced during fermentation. |
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| Structure | |
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| Synonyms | - (+)-S-Lysine
- (S)-2,6-diamino-Hexanoate
- (S)-2,6-diamino-Hexanoic acid
- (S)-2,6-Diaminohexanoate
- (S)-2,6-Diaminohexanoic acid
- (S)-a,e-Diaminocaproate
- (S)-a,e-Diaminocaproic acid
- (S)-alpha,epsilon-diaminocaproic acid
- (S)-Lysine
- 2,6-Diaminohexanoate
- 2,6-diaminohexanoic acid
- 6-amino-Aminutrin
- 6-amino-L-Norleucine
- a-Lysine
- alpha-Lysine
- Aminutrin
- Hexanoic acid, 2,6-diamino-, (S)-
- K
- L-(+)-Lysine
- L-2,6-Diainohexanoate
- L-2,6-Diainohexanoic acid
- L-2,6-Diaminocaproate
- L-2,6-Diaminocaproic acid
- L-H2N(CH2)4CH(NH2)COOH
- L-Lys
- L-Lysin
- L-Lysine
- Lys
- Lysine
- Lysine acid
- Lysine, L-
- 1-Hexanoic acid
- 1-Pentanecarboxylic acid
- 6:0
- Butylacetic acid
- C6:0
- Capronic acid
- CH3-[CH2]4-COOH
- Hexanoate
- Hexoic acid
- Hexylic acid
- N-Caproic acid
- N-Hexanoic acid
- N-Hexoic acid
- N-Hexylic acid
- Pentanecarboxylic acid
- Pentiformic acid
- Pentylformic acid
- 1-Hexanoate
- 1-Pentanecarboxylate
- Butylacetate
- Capronate
- Hexanoic acid
- Hexoate
- Hexylate
- N-Caproate
- N-Hexanoate
- N-Hexoate
- N-Hexylate
- Pentanecarboxylate
- Pentiformate
- Pentylformate
- Caproate
- Hexanoic acid, calcium salt
- Hexanoic acid, sodium salt, 1-(11)C-labeled
- Hexanoic acid, nickel (2+) salt
- Hexanoic acid, sodium salt
- Bismuth(III)hexanoate
- Hexanoic acid, copper (2+) salt
- Hexanoic acid, manganese (2+) salt
- Bi(ohex)3
- Hexanoic acid, barium salt
- Hexanoic acid, potassium salt
- Hexanoic acid, rhodium (2+) salt
- FA(6:0)
- Calcium N-hexanoate
- Hexanoic acid, sodium salt (1:1)
- Sodium capronate
- Calcium hexanoate
- Caproic acid sodium salt
- Sodium caproate
- Sodium hexanoate
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| CAS number | 56-87-1 |
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| Weight | Average: 116.1583
Monoisotopic: 116.083729628 |
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| InChI Key | FUZZWVXGSFPDMH-UHFFFAOYSA-N |
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| InChI | InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) |
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| IUPAC Name | hexanoic acid |
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| Traditional IUPAC Name | hexanoic acid |
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| Chemical Formula | C6H12O2 |
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| SMILES | CCCCCC(O)=O |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Fatty acids and conjugates |
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| Direct Parent | Medium-chain fatty acids |
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| Alternative Parents | |
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| Substituents | - Medium-chain fatty acid
- Straight chain fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Solid |
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| Charge | 0 |
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| Melting point | 224.5 °C |
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| Experimental Properties | | Property | Value | Reference |
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| Water Solubility | 1000 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] | PhysProp | | LogP | -3.05 [HANSCH,C ET AL. (1995)] | PhysProp |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations | |
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| Organoleptic Properties | |
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| SMPDB Pathways | |
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| KEGG Pathways | |
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| SMPDB Reactions | |
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| KEGG Reactions | Not Available |
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| Concentrations |
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| Intracellular Concentrations | Not Available |
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| Extracellular Concentrations | Not Available |
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| Spectra |
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| Spectra |
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| References |
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| References: | - Antonelli, A., Castellari, L., Zambonelli, C., Carnacini, A. (1999). "Yeast influence on volatile composition of wines." J Agric Food Chem 47:1139-1144.10552428
- Patel, S., Shibamoto, T. (2002). "Effect of different strains of Saccharomyces cerevisiae on production of volatiles in Napa Gamay wine and Petite Sirah wine." J Agric Food Chem 50:5649-5653.12236692
- Nookaew, I., Jewett, M. C., Meechai, A., Thammarongtham, C., Laoteng, K., Cheevadhanarak, S., Nielsen, J., Bhumiratana, S. (2008). "The genome-scale metabolic model iIN800 of Saccharomyces cerevisiae and its validation: a scaffold to query lipid metabolism." BMC Syst Biol 2:71.18687109
- Shimazu, M., Sekito, T., Akiyama, K., Ohsumi, Y., Kakinuma, Y. (2005). "A family of basic amino acid transporters of the vacuolar membrane from Saccharomyces cerevisiae." J Biol Chem 280:4851-4857.15572352
- Bhattacharjee, J. K. (1985). "alpha-Aminoadipate pathway for the biosynthesis of lysine in lower eukaryotes." Crit Rev Microbiol 12:131-151.3928261
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| Synthesis Reference: | Not Available |
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| External Links: | |
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