Record Information |
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Version | 1.0 |
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Creation date | 2015-10-09 22:30:03 UTC |
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Update date | 2017-01-19 02:36:20 UTC |
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FoodComEx ID | PC000342 |
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FoodDB Record | FDB003010 |
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Chemical Information |
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Name | Dodecanoic acid |
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Description | Dodecanoic acid also known as Lauric acid, 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. Lauric acid is a weakly acidic compound. It is a white, powdery solid with a faint odour of mild fatty coconut bay oil or soap. Dodecanoic acid is the main fatty acid in coconut oil (49%) and in palm kernel oil (47-50%), and is found in lesser amounts in wild nutmeg, human breast milk, cow’s milk, goat milk, watermelon seeds, plum and macadamia nut ( doi:10.1351/pac200173040685). Dodecanoic acid, although slightly irritating to mucous membranes, has an extremely low toxicity, is inexpensive, has antimicrobial properties and so is used in many soaps and shampoos. It is reacted with sodium hydroxide to generate sodium laurate, which is soap. Dodecanoic acid has been characterized as having "a more favorable effect on total HDL cholesterol than any other fatty acid either saturated or unsaturated" (PMID: 12716665). |
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CAS Number | 143-07-7 |
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Structure | |
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Synonyms | Synonym | Source |
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1-Undecanecarboxylate | biospider | 1-Undecanecarboxylic acid | biospider | ABL | ChEBI | Aliphat no. 4 | HMDB | C12 Fatty acid | ChEBI | C12:0 | ChEBI | CH3-[CH2]10-COOH | ChEBI | Coconut oil fatty acids | ChEBI | DAO | ChEBI | Docosanoic acid | manual | Dodecanoate | biospider | Dodecoate | Generator | Dodecoic acid | biospider | Dodecylate | biospider | Dodecylcarboxylate | biospider | Dodecylcarboxylic acid | Generator | Dodecylic acid | biospider | Duodecyclate | Generator | Duodecyclic acid | biospider | Duodecylate | Generator | Duodecylic acid | biospider | Edenor C 1298-100 | HMDB | Emery 651 | HMDB | FEMA 2614 | db_source | Hystrene 9512 | HMDB | Kortacid 1299 | HMDB | Laate | Generator | Laic acid | Generator | Laurate | biospider | Lauric acid | db_source | Laurinsaeure | ChEBI | Laurostearate | biospider | Laurostearic acid | db_source | Lunac L 70 | HMDB | Lunac L 98 | HMDB | N-dodecanoate | biospider | N-dodecanoic acid | biospider | Neo-fat 12 | HMDB | Neo-fat 12-43 | HMDB | Nissan naa 122 | HMDB | Philacid 1200 | HMDB | Prifac 2920 | HMDB | Undecane-1-carboxylate | Generator | Undecane-1-carboxylic acid | ChEBI | Univol u 314 | HMDB | Vulvate | Generator | Vulvic acid | ChEBI |
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Chemical Formula | C12H24O2 |
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IUPAC name | dodecanoic acid |
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InChI Identifier | InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14) |
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InChI Key | POULHZVOKOAJMA-UHFFFAOYSA-N |
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Isomeric SMILES | CCCCCCCCCCCC(O)=O |
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Average Molecular Weight | 200.3178 |
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Monoisotopic Molecular Weight | 200.177630012 |
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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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Physico-Chemical Properties - Experimental |
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Property | Value | Reference |
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Experimental logP | 4.60 | SANGSTER (1993) |
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Experimental Water Solubility | 0.00481 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
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Melting Point | Mp 44° | DFC |
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Foods of Origin |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Production Data |
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Production Method | commercial |
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Production Method Reference | Not Available |
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Production Method Reference File | Not Available |
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Quantity Available | Production upon request, up to 2 g |
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Delivery Time | Not Available |
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Storage Form | solid |
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Storage Conditions | -80°C |
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Stability | Not Available |
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Purity | Not Available |
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Spectra |
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Spectral Data Upon Request | Not Available |
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Provider Information |
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Commercial Vendors |
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AKSci | G999 |
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Cayman Chemical | 10006626 |
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MetaSci | HMDB0000638 |
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Sigma-Aldrich | HMDB0000638 |
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Toronto Research Chemicals | L178550 |
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