| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:32:50 UTC |
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| Update Date | 2020-06-04 20:44:19 UTC |
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| BMDB ID | BMDB0000561 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | B-Carotene |
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| Description | Beta-Carotene, also known as B-carotene, belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Beta-Carotene is possibly soluble (in water) and possibly neutral. Beta-Carotene exists in all living species, ranging from bacteria to humans. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1,1'-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-Tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaene-1,18-diyl]bis(2,6,6-trimethylcyclohexene) | ChEBI | | all-trans-beta-Carotene | ChEBI | | beta-Karotin | ChEBI | | all-trans-b-Carotene | Generator | | all-trans-Β-carotene | Generator | | b-Karotin | Generator | | Β-karotin | Generator | | b-Carotene | Generator | | Β-carotene | Generator | | (all-e)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis | HMDB | | (all-e)-1,1'-(3,7,12,16-Tetramethyl-1,3,5,7,9,11,13,15,17-octadecanonaene-1,18-diyl)bis[2,6,6-trimethyl-cyclohexene | HMDB | | all-e-b-Carotene | HMDB | | all-epsilon-beta-Carotene | HMDB | | Betacarotene | HMDB | | BetaVit | HMDB | | Carotaben | HMDB | | Carotene base 80S | HMDB | | FOOD Orange 5 | HMDB | | KPMK | HMDB | | Lucaratin | HMDB | | Lucarotin | HMDB | | Lurotin | HMDB | | Provatene | HMDB | | Provatenol | HMDB | | Rovimix b-carotene | HMDB | | Serlabo | HMDB | | Solatene | HMDB | | Hermal brand OF betacarotene | HMDB | | Max-caro | HMDB | | Merck brand OF betacarotene | HMDB | | Roche brand OF betacarotene | HMDB | | BellaCarotin | HMDB | | Betacarotene roche brand | HMDB | | Betacarotene solgar brand | HMDB | | Marlyn brand OF betacarotene | HMDB | | Betacarotene hermal brand | HMDB | | Max caro | HMDB | | Solgar brand OF betacarotene | HMDB | | 3m Brand OF betacarotene | HMDB | | Betacarotene 3m brand | HMDB | | Betacarotene marlyn brand | HMDB | | Betacarotene merck brand | HMDB | | Carotene, beta | HMDB | | MaxCaro | HMDB | | Vetoron | HMDB | | beta Carotene | HMDB | | b Carotene | HMDB | | Β carotene | HMDB | | beta-Carotene | HMDB |
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| Chemical Formula | C40H56 |
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| Average Molecular Weight | 536.888 |
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| Monoisotopic Molecular Weight | 536.438201803 |
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| IUPAC Name | 1,3,3-trimethyl-2-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-1-ene |
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| Traditional Name | β-carotene |
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| CAS Registry Number | 7235-40-7 |
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| SMILES | C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C |
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| InChI Identifier | InChI=1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+ |
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| InChI Key | OENHQHLEOONYIE-JLTXGRSLSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as carotenes. These are a type of unsaturated hydrocarbons containing eight consecutive isoprene units. They are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Tetraterpenoids |
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| Direct Parent | Carotenes |
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| Alternative Parents | |
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| Substituents | - Carotene
- Branched unsaturated hydrocarbon
- Cycloalkene
- Cyclic olefin
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- Aliphatic homomonocyclic compound
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| Molecular Framework | Aliphatic homomonocyclic 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 | Not Available |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Cytoplasm
- Membrane
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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 | 183 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 0.6 mg/mL | 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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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-3211290000-f968c686d39ae0f0fc50 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0016-2794670000-c5bc2a4dbcd0f12cbf7f | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-0002-2687970000-782d048d873c21fc6b82 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-05ai-1009510000-585581456b10671692bd | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - FAB-EBEB (JMS-HX/HX 110A, JEOL) , Positive | splash10-05mx-2920010000-471219f3e66bafb29bee | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - , positive | splash10-0006-0144900000-2fa7b609c7300ff8aba3 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0434190000-0f2f0f2c4af76e6c3322 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000b-0679100000-6f4450c8ade1963f9201 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-000j-1789100000-6f2a7024e42303e7737a | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0000090000-cdea7c2d939f0c68b905 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0000090000-530c81799c9daabdc9bf | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-0968170000-ec71ee19e546088e3b05 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000j-0277960000-5b1eef16ffbc2ccd4b1e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0081-0449400000-e362d306c4b151321fb6 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0iki-0149200000-5b858e5700ff1d750a4e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0001090000-b0a4df7c3417e82842d7 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000j-0135090000-fb91b96b3605a056f12f | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0apj-0229000000-23e454829ef21fbedf66 | View in MoNA |
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| MS | Mass Spectrum (Electron Ionization) | splash10-05mx-9810010000-9a261fb8602890c2481e | View in MoNA |
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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, CDCl3, experimental) | Not Available | View in JSpectraViewer |
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| General References | - Larson LL, Wallen SE, Owen FG, Lowry SR: Relation of age, season, production, and health indices to iodine and beta-carotene concentrations in cow's milk. J Dairy Sci. 1983 Dec;66(12):2557-62. doi: 10.3168/jds.S0022-0302(83)82126-2. [PubMed:6668379 ]
- Noziere P, Grolier P, Durand D, Ferlay A, Pradel P, Martin B: Variations in carotenoids, fat-soluble micronutrients, and color in cows' plasma and milk following changes in forage and feeding level. J Dairy Sci. 2006 Jul;89(7):2634-48. doi: 10.3168/jds.S0022-0302(06)72340-2. [PubMed:16772583 ]
- Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. [PubMed:11913692 ]
- M.S Havemose, Martin Riis Weisbjerg, Wender L.P Bredie, J.H Nielsen (2004). International Dairy Journal; Volume 14, Issue 7, July 2004, Pages 563-570. International Dairy Journal.
- M.C. Herrero-Barbudo, F. Granado-Lorencio, I. Blanco-Navarro, B. Olmedilla-Alonso (2005). International Dairy Journal; Volume 15, Issue 5, May 2005, Pages 521-526. International Dairy Journal.
- Nattaporn Chotyakul, Miriam Pateiro-Moure, Jorge Alexandre Saraiva, J. Antonio Torres, Concepción Pérez-Lamela (2014). Chotyakul N, Pateiro-Moure M, Saraiva JA, Torres JA, Pérez-Lamela C. 2014. Simultaneous HPLC–DAD quantification of vitamins A and E content in raw, pasteurized, and UHT cow’s milk and their changes during storage. European Food Research and Technology. 238(4):535–547 . European Food Research and Technology.
- Fooddata+, The Technical University of Denmark (DTU) [Link]
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