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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BMDB 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 | 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid |
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Traditional Name | 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid |
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CAS Registry Number | 58-85-5 |
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SMILES | [H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2 |
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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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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 | - Cytoplasm
- Mitochondria
- Nucleus
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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 | |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | |
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GC-MS | GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized) | splash10-0f76-1960000000-b21ddd69490cac3254f8 | View in MoNA |
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GC-MS | GC-MS Spectrum - GC-MS (3 TMS) | splash10-0f76-3960000000-a8a94e2de123f66979d8 | View in MoNA |
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GC-MS | GC-MS Spectrum - GC-EI-TOF (Non-derivatized) | splash10-0f76-1960000000-b21ddd69490cac3254f8 | View in MoNA |
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GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-0f76-3960000000-a8a94e2de123f66979d8 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0006-6910000000-11bfe0a5a77f7dfaa8c5 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-00dl-9680000000-eb01d8147a82f7982b54 | View in MoNA |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | View in JSpectraViewer |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive | Not Available | View in JSpectraViewer |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative | splash10-0006-0090000000-6d956bb533d353d449c9 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative | splash10-0006-0190000000-01f67d1bdf8c742e48c8 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative | splash10-0fxx-3920000000-f0b9613cbd9371e4be92 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative | splash10-0006-9400000000-107f2a44f521c2513578 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative | splash10-0006-9000000000-1a3f65d909dc40055e87 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-004i-0090000000-c928e8d0a18f3f848262 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-066s-1920000000-5f795e0b7f1d7cf986e5 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-0ar1-1920000000-c298be862857cb3bbc7f | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive | splash10-000t-0900000000-cdc4a4c359ff765fd32d | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-05xs-1920000000-3be430b63e9c748c681a | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0006-0090000000-bcffb0dcf77e8fd727a4 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0f6x-0390000000-c209523d36e9a7681f44 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-0090000000-c0f81ee86772310db415 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-0190000000-016eb89528e564c74720 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0fxx-3920000000-f0b9613cbd9371e4be92 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9400000000-107f2a44f521c2513578 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-0006-9000000000-d08e1b3709844e1e91b0 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , negative | splash10-0006-0190000000-21d0f2512788276bbb89 | View in MoNA |
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LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udj-0690000000-dc372934024e58bdcc60 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-002b-0290000000-43932f104dea28cbdfb8 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-1960000000-d3673c6bc624b97f35be | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9600000000-00a4e152d89024a9b423 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-1390000000-3f4b512cfa57b894ff94 | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0f6y-7890000000-ea1e647fc5b31e42af0b | View in MoNA |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9100000000-e139c928dcc46b225bdb | View in MoNA |
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MS | Mass Spectrum (Electron Ionization) | splash10-01pt-9500000000-a1e1ec56cf32236ac6b1 | View in MoNA |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, experimental) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental) | Not Available | View in JSpectraViewer |
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2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | Not Available | View in JSpectraViewer |
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