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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB110147 |
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Identification |
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| Name: |
dethiobiotin |
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| Description: | Conjugate base of dethiobiotin; major species at pH 7.3. |
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Structure |
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| Synonyms: | |
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Chemical Formula: |
C10H17N2O3
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| Average Molecular Weight: |
213.26 |
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| Monoisotopic Molecular
Weight: |
214.1317424545 |
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| InChI Key: |
AUTOLBMXDDTRRT-UHFFFAOYSA-M |
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| InChI: |
InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)/p-1 |
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| CAS
number: |
533-48-2 |
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| IUPAC Name: | 6-(5-methyl-2-oxoimidazolidin-4-yl)hexanoate |
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Traditional IUPAC Name: |
(4R,5S)-dethiobiotin |
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| SMILES: | CC1(NC(=O)NC1CCCCCC(=O)[O-]) |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities 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 |
Chemical entities |
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| Super Class | Organic compounds |
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Class |
Lipids and lipid-like molecules |
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| Sub Class | Fatty Acyls |
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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
- Amino fatty acid
- Heterocyclic fatty acid
- Imidazolidinone
- Imidazolidine
- Urea
- Carboxylic acid derivative
- Carboxylic acid
- Azacycle
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Aliphatic heteromonocyclic compound
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| Molecular Framework |
Aliphatic heteromonocyclic compounds |
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| External Descriptors |
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Physical Properties |
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| State: |
Solid |
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| Charge: | -1 |
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Melting point: |
157 °C |
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| Experimental Properties: |
| Property | Value | Reference |
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| Melting Point | 157 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Not Available |
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| Reactions: | |
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Pathways: |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Rodriguez-Melendez R, Lewis B, McMahon RJ, Zempleni J: Diaminobiotin and desthiobiotin have biotin-like activities in Jurkat cells. J Nutr. 2003 May;133(5):1259-64. [12730407 ]
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| Synthesis Reference: |
Kuzuhara, Hiroyoshi; Ohrui, Hiroshi; Emoto, Sakae. Syntheses with azido sugars. II. Conversion of D-glucose to (+)-dethiobiotin. Agricultural and Biological Chemistry (1971), 35(1), 8-17. |
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| Material Safety Data Sheet (MSDS) |
Download (PDF) |
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Links |
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| External Links: |
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