Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:18:40 UTC |
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Update Date | 2020-06-04 20:42:57 UTC |
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MCDB ID | BMDB0000030 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Biotin |
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Description | Biotin, also known as D-biotin or biotin ratiopharm, belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. Biotin is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Biotin exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Biotin exists in all living species, ranging from bacteria to humans. In cattle, biotin is involved in the metabolic pathway called the biotin metabolism pathway. Biotin is a potentially toxic compound. |
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Structure | |
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Synonyms | Value | Source |
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(+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valeric acid | ChEBI | (3AS,4S,6ar)-hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-valeric acid | ChEBI | 5-(2-Oxohexahydro-1H-thieno[3,4-D]imidazol-4-yl)pentanoic acid | ChEBI | Biotina | ChEBI | Biotine | ChEBI | Biotinum | ChEBI | cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valeric acid | ChEBI | cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valeric acid | ChEBI | cis-Tetrahydro-2-oxothieno(3,4-D)imidazoline-4-valeric acid | ChEBI | Coenzyme R | ChEBI | D-(+)-Biotin | ChEBI | D-Biotin | ChEBI | Vitamin b7 | ChEBI | Vitamin H | ChEBI | Bioepiderm | Kegg | (+)-cis-Hexahydro-2-oxo-1H-thieno[3,4]imidazole-4-valerate | Generator | (3AS,4S,6ar)-hexahydro-2-oxo-1H-thieno[3,4-D]imidazole-4-valerate | Generator | 5-(2-Oxohexahydro-1H-thieno[3,4-D]imidazol-4-yl)pentanoate | Generator | cis-(+)-Tetrahydro-2-oxothieno[3,4]imidazoline-4-valerate | Generator | cis-Hexahydro-2-oxo-1H-thieno(3,4)imidazole-4-valerate | Generator | cis-Tetrahydro-2-oxothieno(3,4-D)imidazoline-4-valerate | Generator | (+)-Biotin | HMDB | -(+)-Biotin | HMDB | 1SWK | HMDB | 1SWN | HMDB | 1SWR | HMDB | Biodermatin | HMDB | Bios H | HMDB | Bios II | HMDB | D(+)-Biotin | HMDB | D-Biotin factor S | HMDB | delta-(+)-Biotin | HMDB | delta-Biotin | HMDB | delta-Biotin factor S | HMDB | Factor S | HMDB | Factor S (vitamin) | HMDB | Hexahydro-2-oxo-1H-thieno(3,4-D)imidazole-4-pentanoate | HMDB | Hexahydro-2-oxo-1H-thieno(3,4-D)imidazole-4-pentanoic acid | HMDB | Hexahydro-2-oxo-[3as-(3aa,4b,6aa)]-1H-thieno[3,4-D]imidazole-4-pentanoate | HMDB | Hexahydro-2-oxo-[3as-(3aa,4b,6aa)]-1H-thieno[3,4-D]imidazole-4-pentanoic acid | HMDB | Hexahydro-2-oxo-[3as-(3alpha,4beta,6alpha)]-1H-thieno[3,4-D]imidazole-4-pentanoate | HMDB | Hexahydro-2-oxo-[3as-(3alpha,4beta,6alpha)]-1H-thieno[3,4-D]imidazole-4-pentanoic acid | HMDB | Lutavit H2 | HMDB | Meribin | HMDB | Rovimix H 2 | HMDB | Vitamin-H | HMDB | Biotin hermes brand | HMDB | Biotin roche brand | HMDB | Biotin simons brand | HMDB | Biotin strathmann brand | HMDB | Biotin ziethen brand | HMDB | Biotin ratiopharm | HMDB | Roche brand OF biotin | HMDB | Roche, biotine | HMDB | E+b pharma brand OF biotin | HMDB | Medobiotin | HMDB | Biokur | HMDB | Biotinratiopharm | HMDB | Gelfert, biotin | HMDB | Hermes brand OF biotin | HMDB | Hermes, biotin | HMDB | Medopharm brand OF biotin | HMDB | Ratiopharm brand OF biotin | HMDB | Biocur brand OF biotin | HMDB | Biotin dermapharm brand | HMDB | Biotine roche | HMDB | Deacura | HMDB | Dermapharm brand OF biotin | HMDB | Gabunat | HMDB | Medebiotin | HMDB | Rombellin | HMDB | Ziethen brand OF biotin | HMDB | Biotin biocur brand | HMDB | Biotin gelfert | HMDB | Biotin hermes | HMDB | Biotin medopharm brand | HMDB | Biotin ratiopharm brand | HMDB | Biotin-ratiopharm | HMDB | H, Vitamin | HMDB | Medea brand OF biotin sodium salt | HMDB | Simons brand OF biotin | HMDB | Strathmann brand OF biotin | HMDB |
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Chemical Formula | C10H16N2O3S |
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Average Molecular Weight | 244.311 |
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Monoisotopic Molecular Weight | 244.088163078 |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 58-85-5 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1 |
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InChI Key | YBJHBAHKTGYVGT-ZKWXMUAHSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Biotin and derivatives |
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Sub Class | Not Available |
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Direct Parent | Biotin and derivatives |
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Alternative Parents | |
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Substituents | - Biotin
- Imidazolyl carboxylic acid derivative
- Medium-chain fatty acid
- Heterocyclic fatty acid
- Thia fatty acid
- Fatty acid
- Fatty acyl
- Thiolane
- 2-imidazoline
- Isourea
- Azacycle
- Dialkylthioether
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Carboximidamide
- Carboxylic acid derivative
- Thioether
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic nitrogen compound
- Organonitrogen compound
- Organopnictogen compound
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic compounds |
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External Descriptors | |
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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 | 232 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.22 mg/mL at 25 °C | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | Not Available |
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Spectra |
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Concentrations |
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Detected and Quantified | 0.1 uM | | | details | Detected and Quantified | 0.041 uM | | | details | Detected and Quantified | 0.082 uM | | | details | Detected and Quantified | 0.078 uM | | | details | Detected and Quantified | 0.082 uM | | | details | Detected and Quantified | 0.082 uM | | | details | Detected and Quantified | 0.064 uM | | | details | Detected and Quantified | 0.041 uM | | | details | Detected and Quantified | 0.041 uM | | | details | Detected and Quantified | 0.080 +/- 0.003 uM | | | details | Detected and Quantified | 0.097 +/- 0.004 uM | | | details | Detected and Quantified | 0.090 +/- 0.003 uM | | | details | Detected and Quantified | 0.090 +/- 0.002 uM | | | details |
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External Links |
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HMDB ID | HMDB0000030 |
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DrugBank ID | DB00121 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB014510 |
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KNApSAcK ID | C00000756 |
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Chemspider ID | 149962 |
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KEGG Compound ID | C00120 |
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BioCyc ID | BIOTIN |
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BiGG ID | 33931 |
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Wikipedia Link | Biotin |
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METLIN ID | 243 |
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PubChem Compound | 171548 |
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PDB ID | Not Available |
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ChEBI ID | 15956 |
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References |
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Synthesis Reference | Corey, E. J.; Mehrotra, Mukund M. A simple and enantioselective synthesis of (+)-biotin. Tetrahedron Letters (1988), 29(1), 57-60. |
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Material Safety Data Sheet (MSDS) | Download (PDF) |
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General References | - Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W. (2007). Park, Y. W; Juárez, Manuela ; Ramos, M.; Haenlein, G. F. W.. Physico-chemical characteristics of goat and sheep milk. Small Ruminant Res.(2007) 68:88-113 doi: 10.1016/j.smallrumres.2006.09.013. Small Ruminant Research.
- A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.
- Fooddata+, The Technical University of Denmark (DTU) [Link]
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