| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:39:00 UTC |
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| Update Date | 2020-06-04 19:29:40 UTC |
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| BMDB ID | BMDB0000947 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Undecanoic acid |
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| Description | Undecanoic acid, also known as N-undecylic acid or N-undecanoate, 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. Undecanoic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Undecanoic acid exists in all eukaryotes, ranging from yeast to humans. Undecanoic acid is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1-Decanecarboxylic acid | ChEBI | | CH3-[CH2]9-COOH | ChEBI | | Hendecanoic acid | ChEBI | | N-Undecanoic acid | ChEBI | | N-Undecoic acid | ChEBI | | N-Undecylic acid | ChEBI | | UDA | ChEBI | | Undecoic acid | ChEBI | | Undecylic acid | ChEBI | | Undekansaeure | ChEBI | | 1-Decanecarboxylate | Generator | | Hendecanoate | Generator | | N-Undecanoate | Generator | | N-Undecoate | Generator | | N-Undecylate | Generator | | Undecoate | Generator | | Undecylate | Generator | | Undecanoate | Generator | | 1N-Undecoic acid | HMDB | | FA(11:0) | HMDB | | Undecanoic acid | MeSH |
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| Chemical Formula | C11H22O2 |
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| Average Molecular Weight | 186.2912 |
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| Monoisotopic Molecular Weight | 186.161979948 |
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| IUPAC Name | undecanoic acid |
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| Traditional Name | undecanoic acid |
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| CAS Registry Number | 112-37-8 |
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| SMILES | CCCCCCCCCCC(O)=O |
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| InChI Identifier | InChI=1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13) |
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| InChI Key | ZDPHROOEEOARMN-UHFFFAOYSA-N |
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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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| Ontology |
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| Status | Detected and Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Adiposome
- Cell membrane
- Cytoplasm
- Membrane
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 28.6 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 0.0522 mg/mL | Not Available | | LogP | 4.42 | SANGSTER (1993) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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| Biological Properties |
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| Cellular Locations | - Adiposome
- Cell membrane
- Cytoplasm
- Membrane
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| Biospecimen Locations | |
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| Pathways | |
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| Normal Concentrations |
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| Milk | Detected and Quantified | 0.38 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.51 +/- 0.01 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.516 +/- 0.014 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected and Quantified | 0.45 +/- 0.02 uM | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details | | Milk | Detected but not Quantified | Not Quantified | Not Specified | Not Specified | Normal | | details |
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| Abnormal Concentrations |
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| Not Available |
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| External Links |
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| HMDB ID | HMDB0000947 |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FooDB ID | FDB000700 |
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| KNApSAcK ID | C00007421 |
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| Chemspider ID | 7888 |
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| KEGG Compound ID | C17715 |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | Undecylic_acid |
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| METLIN ID | 5894 |
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| PubChem Compound | 8180 |
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| PDB ID | Not Available |
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| ChEBI ID | 32368 |
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| References |
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| Synthesis Reference | Schreyer, Gerd; Schwarze, Werner; Weigert, Wolfgang. Carboxylic acids by oxidation of vicinal diols. Ger. Offen. (1972), 10 pp. |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| General References | - Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. [PubMed:11913692 ]
- GARTON GA: THE COMPOSITION AND BIOSYNTHESIS OF MILK LIPIDS. J Lipid Res. 1963 Jul;4:237-54. [PubMed:14168161 ]
- Keenan TW, Morre DJ, Olson DE, Yunghans WN, Patton S: Biochemical and morphological comparison of plasma membrane and milk fat globule membrane from bovine mammary gland. J Cell Biol. 1970 Jan;44(1):80-93. [PubMed:5409465 ]
- Glasser F, Ferlay A, Chilliard Y: Oilseed lipid supplements and fatty acid composition of cow milk: a meta-analysis. J Dairy Sci. 2008 Dec;91(12):4687-703. doi: 10.3168/jds.2008-0987. [PubMed:19038946 ]
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