Record Information |
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Version | 1.0 |
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Creation Date | 2016-05-26 05:41:09 UTC |
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Update Date | 2016-11-09 01:21:18 UTC |
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Accession Number | CHEM035354 |
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Identification |
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Common Name | Cobalamin |
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Class | Small Molecule |
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Description | A cobalamin in which the central cobalt atom has an oxidation state of +3. |
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Contaminant Sources | |
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Contaminant Type | Not Available |
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Chemical Structure | |
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Synonyms | Value | Source |
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alpha-(5,6-Dimethylbenzimidazolyl)cobamide | ChEBI | Cbl | ChEBI | Cobalamin (III) | ChEBI | Cobalamin(1+) | ChEBI | Cobalamin(III) | ChEBI | a-(5,6-Dimethylbenzimidazolyl)cobamide | Generator | Α-(5,6-dimethylbenzimidazolyl)cobamide | Generator | 5,6-Dimethyl-1-a-D-ribofuranosyl-1H-benzimidazole | HMDB | 5,6-Dimethyl-1-a-D-ribofuranosylbenzimidazole | HMDB | 5,6-Dimethyl-1-alpha-delta-ribofuranosyl-1H-benzimidazole | HMDB | 5,6-Dimethyl-1-alpha-delta-ribofuranosylbenzimidazole | HMDB | Cob(III)alamin | HMDB | Cobalamine | HMDB | Cobinamide ion(1+) dihydrogen phosphate (ester) inner salt 3'-ester | HMDB | Cobinamide ion(1+) dihydrogen phosphate (ester) inner salt 3'-ester with 5,6-dimethyl-1-alpha-delta-ribofuranosyl-1H-benzimidazole | HMDB | Hydroxomin | HMDB | Rubivite | HMDB | Rubratope-57 | HMDB | Rubratope-60 | HMDB | Ruvite | HMDB | Vitamin b12 | HMDB | b 12, Vitamin | HMDB | b12, Vitamin | HMDB | Cobalamins | HMDB | Cyanocobalamin | HMDB | Eritron | HMDB | Vitamin b 12 | HMDB |
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Chemical Formula | C62H88CoN13O14P |
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Average Molecular Mass | 1329.348 g/mol |
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Monoisotopic Mass | 1328.564 g/mol |
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CAS Registry Number | 13408-78-1 |
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IUPAC Name | (10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-46-hydroxy-12-(hydroxymethyl)-5,6,17,23,28,31,31,36,38,41,42-undecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1-diuid-15-olate |
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Traditional Name | (10S,12R,13S,17R,23R,24R,25R,30S,35S,36S,40S,41S,42R,46R)-30,35,40-tris(2-carbamoylethyl)-24,36,41-tris(carbamoylmethyl)-46-hydroxy-12-(hydroxymethyl)-5,6,17,23,28,31,31,36,38,41,42-undecamethyl-15,20-dioxo-11,14,16-trioxa-2lambda5,9,19,26,43lambda5,44lambda5,45lambda5-heptaaza-15lambda5-phospha-1-cobaltadodecacyclo[27.14.1.1^{1,34}.1^{2,9}.1^{10,13}.0^{1,26}.0^{3,8}.0^{23,27}.0^{25,42}.0^{32,44}.0^{39,43}.0^{37,45}]heptatetraconta-2(47),3,5,7,27,29(44),32,34(45),37,39(43)-decaene-2,43,44,45-tetrakis(ylium)-1,1-diuid-15-olate |
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SMILES | [Co+3].CC(CNC(=O)CCC1(C)C(CC(N)=O)C2[N-]\C1=C(C)/C1=N/C(=C\C3=N\C(=C(C)/C4=NC2(C)C(C)(CC(N)=O)C4CCC(N)=O)\C(C)(CC(N)=O)C3CCC(N)=O)/C(C)(C)C1CCC(N)=O)OP([O-])(=O)OC1C(CO)OC(C1O)N1C=NC2=C1C=C(C)C(C)=C2 |
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InChI Identifier | InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+3/p-2 |
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InChI Key | NSLAUEAQDBERRV-UHFFFAOYSA-L |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Tetrapyrroles and derivatives |
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Sub Class | Corrinoids |
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Direct Parent | Cobalamin derivatives |
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Alternative Parents | |
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Substituents | - Cobalamin
- Metallotetrapyrrole skeleton
- 1-ribofuranosylbenzimidazole
- Pentose phosphate
- N-glycosyl compound
- Glycosyl compound
- Monosaccharide phosphate
- Pentose monosaccharide
- Benzimidazole
- Phosphoethanolamine
- Dialkyl phosphate
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Benzenoid
- Fatty amide
- Fatty acyl
- Pyrroline
- Pyrrolidine
- Imidazole
- Azole
- Tetrahydrofuran
- Heteroaromatic compound
- Secondary carboxylic acid amide
- Secondary alcohol
- Primary carboxylic acid amide
- Carboxamide group
- Ketimine
- Oxacycle
- Azacycle
- Organic transition metal salt
- Carbene-type 1,3-dipolar compound
- Carboxylic acid derivative
- Alcohol
- Organic nitrogen compound
- Organonitrogen compound
- Organooxygen compound
- Imine
- Primary alcohol
- Organic salt
- Organic cobalt salt
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Carbonyl group
- Organic oxygen compound
- Organic cation
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Biological Properties |
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Status | Detected and Not Quantified |
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Origin | Not Available |
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Cellular Locations | Not Available |
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Biofluid Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | Not Available |
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Applications | Not Available |
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Biological Roles | Not Available |
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Chemical Roles | Not Available |
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Physical Properties |
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State | Not Available |
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Appearance | Not Available |
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Experimental Properties | Property | Value |
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Melting Point | Not Available | Boiling Point | Not Available | Solubility | Not Available |
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Predicted Properties | |
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Spectra |
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Spectra | Spectrum Type | Description | Splash Key | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-2031000095-b9bf39827ae83761ccb6 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4j-2393000063-424c175511ddc5e4d2fe | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-9740000051-7d6903b2dd8881008344 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-03di-0059000000-dec49680276dd7d5a080 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0i00-0092000000-2a13d3fd995ffd79ff7f | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-004i-3191000000-20e008a7f11bbe916e61 | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 1D NMR | 13C NMR Spectrum | Not Available | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum |
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Toxicity Profile |
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Route of Exposure | Not Available |
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Mechanism of Toxicity | Not Available |
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Metabolism | Not Available |
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Toxicity Values | Not Available |
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Lethal Dose | Not Available |
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Carcinogenicity (IARC Classification) | Not Available |
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Uses/Sources | Not Available |
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Minimum Risk Level | Not Available |
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Health Effects | Not Available |
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Symptoms | Not Available |
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Treatment | Not Available |
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Concentrations |
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| Not Available |
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External Links |
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DrugBank ID | Not Available |
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HMDB ID | HMDB0002174 |
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FooDB ID | FDB022886 |
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Phenol Explorer ID | Not Available |
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KNApSAcK ID | C00001534 |
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BiGG ID | Not Available |
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BioCyc ID | Not Available |
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METLIN ID | 6527 |
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PDB ID | Not Available |
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Wikipedia Link | Cobalamin |
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Chemspider ID | 5256728 |
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ChEBI ID | 28911 |
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PubChem Compound ID | 6857388 |
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Kegg Compound ID | C05776 |
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YMDB ID | YMDB16147 |
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ECMDB ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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MSDS | Not Available |
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General References | 1. Gaucheron F: Milk and dairy products: a unique micronutrient combination. J Am Coll Nutr. 2011 Oct;30(5 Suppl 1):400S-9S. | 2. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation) | 3. 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 | 4. R. A. Collins A. E. Harper M. Schreiber C. A. Elvehjem. 1951. The Folic Acid and Vitamin B12 Content of the Milk of Various Species. The Journal of Nutrition, Volume 43, Issue 2 Pages 313–321, | 5. USDA Food Composition Databases: https://ndb.nal.usda.gov/ndb/ | 6. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=33&2 | 7. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1154&2 | 8. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1049&2 | 9. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1066&2 | 10. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1048&2 | 11. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1265&2 | 12. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=6&2 | 13. Fooddata+, The Technical University of Denmark (DTU): https://frida.fooddata.dk/ShowFood.php?foodid=1266&2 | 14. Abou-Zeid, A. A.; El-Sherbeeny, M. R. Production of cobalamin by Streptomyces olivaceus. Indian Journal of Technology (1976), 14(7), 357-9. | 15. Urban G, Pietrzik K, Hotzel D: [Radiological investigations of cobalamin supply with regard to folate status (author's transl)]. Int J Vitam Nutr Res. 1981;51(2):124-31. | 16. Kanazawa S, Herbert V: Total corrinoid, cobalamin (vitamin B12), and cobalamin analogue levels may be normal in serum despite cobalamin in liver depletion in patients with alcoholism. Lab Invest. 1985 Jul;53(1):108-10. | 17. Minato H, Inada A, Kozaka S: [The effect of the external biliary diversion on cobalamin functions]. Nihon Geka Gakkai Zasshi. 1995 Oct;96(10):695-702. | 18. Hansen PK, Byskov J, Gimsing P, Hippe E, Ladefoged K: Cobalamin absorption determined by the stool spot test. Reliability in patients with uremia or disorders of the ileum. Scand J Gastroenterol. 1986 Apr;21(3):341-7. | 19. Ermens AA, Vlasveld LT, van Marion-Kievit JA, Lensen CJ, Lindemans J: [The significance of an elevated cobalamin concentration in the blood]. Ned Tijdschr Geneeskd. 2002 Mar 9;146(10):459-64. | 20. Lott WB, Takyar SS, Tuppen J, Crawford DH, Harrison M, Sloots TP, Gowans EJ: Vitamin B12 and hepatitis C: molecular biology and human pathology. Proc Natl Acad Sci U S A. 2001 Apr 24;98(9):4916-21. Epub 2001 Apr 10. | 21. Haltmayer M, Mueller T, Poelz W: Erythrocyte mean cellular volume and its relation to serum homocysteine, vitamin B12 and folate. Acta Med Austriaca. 2002;29(2):57-60. | 22. Baker H, Leevy CB, DeAngelis B, Frank O, Baker ER: Cobalamin (vitamin B12) and holotranscobalamin changes in plasma and liver tissue in alcoholics with liver disease. J Am Coll Nutr. 1998 Jun;17(3):235-8. | 23. Watkins D, Matiaszuk N, Rosenblatt DS: Complementation studies in the cblA class of inborn error of cobalamin metabolism: evidence for interallelic complementation and for a new complementation class (cblH). J Med Genet. 2000 Jul;37(7):510-3. | 24. Fyfe JC, Madsen M, Hojrup P, Christensen EI, Tanner SM, de la Chapelle A, He Q, Moestrup SK: The functional cobalamin (vitamin B12)-intrinsic factor receptor is a novel complex of cubilin and amnionless. Blood. 2004 Mar 1;103(5):1573-9. Epub 2003 Oct 23. | 25. Ermens AA, Vlasveld LT, Lindemans J: Significance of elevated cobalamin (vitamin B12) levels in blood. Clin Biochem. 2003 Nov;36(8):585-90. | 26. Solomon LR: Disorders of cobalamin (vitamin B12) metabolism: emerging concepts in pathophysiology, diagnosis and treatment. Blood Rev. 2007 May;21(3):113-30. Epub 2006 Jul 11. | 27. Andres E, Vidal-Alaball J, Federici L, Loukili NH, Zimmer J, Kaltenbach G: Clinical aspects of cobalamin deficiency in elderly patients. Epidemiology, causes, clinical manifestations, and treatment with special focus on oral cobalamin therapy. Eur J Intern Med. 2007 Oct;18(6):456-62. Epub 2007 Jul 12. |
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