Record Information |
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Version | 1.0 |
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Created at | 2020-04-17 18:50:36 UTC |
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Updated at | 2020-12-07 19:11:17 UTC |
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CannabisDB ID | CDB004920 |
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Secondary Accession Numbers | Not Available |
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Cannabis Compound Identification |
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Common Name | Flavin mononucleotide |
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Description | Flavin mononucleotide, also known as riboflavin 5'-phosphate or flanin, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. A flavin mononucleotide that is Flavin mononucleotide (vitamin B2) in which the primary hydroxy group has been converted to its dihydrogen phosphate ester. Flavin mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is mediated by the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, Flavin mononucleotide has been detected, but not quantified in, several different foods, such as lentils, common persimmons, white cabbages, cashew nuts, and lettuces. This could make flavin mononucleotide a potential biomarker for the consumption of these foods. Flavin mononucleotide is expected to be in Cannabis as all living plants are known to produce and metabolize it. |
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Structure | |
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Synonyms | Value | Source |
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Riboflavin 5'-(dihydrogen phosphate) | ChEBI | Riboflavin 5'-monophosphate | ChEBI | Riboflavin 5'-phosphate | ChEBI | Riboflavin monophosphate | ChEBI | Riboflavin-5-phosphate | ChEBI | Riboflavine dihydrogen phosphate | ChEBI | Riboflavin 5'-(dihydrogen phosphoric acid) | Generator | Riboflavin 5'-monophosphoric acid | Generator | Riboflavin 5'-phosphoric acid | Generator | Riboflavin monophosphoric acid | Generator | Riboflavin-5-phosphoric acid | Generator | Riboflavine dihydrogen phosphoric acid | Generator | Flanin | HMDB | Flavine mononucleotide | HMDB | Flavol | HMDB | FMN | HMDB | Riboflavin | HMDB | Riboflavin mononucleotide | HMDB | Riboflavin phosphate | HMDB | Riboflavin-5'-phosphate na | HMDB | Riboflavine 5'-monophosphate | HMDB | Riboflavine 5'-phosphate | HMDB | Riboflavine monophosphate | HMDB | Riboflavine phosphate | HMDB | Riboflavine-5'-phosphate | HMDB | Vitamin b2 phosphate | HMDB | 5'-monoPhosphate, riboflavin | HMDB | 5'-Phosphate, riboflavin | HMDB | Flavin mononucleotide sodium salt | HMDB | Mononucleotide, riboflavin | HMDB | Flavin mononucleotide monosodium salt | HMDB | Flavin mononucleotide monosodium salt, dihydrate | HMDB | Phosphate, sodium riboflavin | HMDB | Riboflavin 5' phosphate | HMDB | Riboflavin phosphate, sodium | HMDB | Mononucleotide, flavin | HMDB | Riboflavin 5' monophosphate | HMDB | Flavin mononucleotide disodium salt | HMDB | Sodium riboflavin phosphate | HMDB |
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Chemical Formula | C17H21N4O9P |
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Average Molecular Weight | 456.34 |
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Monoisotopic Molecular Weight | 456.1046 |
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IUPAC Name | {[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid |
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Traditional Name | riboflavin 5'-phosphate |
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CAS Registry Number | 146-17-8 |
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SMILES | CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2 |
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InChI Identifier | InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1 |
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InChI Key | FVTCRASFADXXNN-SCRDCRAPSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Flavin nucleotides |
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Sub Class | Not Available |
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Direct Parent | Flavin nucleotides |
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Alternative Parents | |
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Substituents | - Flavin nucleotide
- Flavin
- Isoalloxazine
- Diazanaphthalene
- Pteridine
- Quinoxaline
- Monoalkyl phosphate
- Pyrimidone
- Pyrazine
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Benzenoid
- Alkyl phosphate
- Pyrimidine
- Heteroaromatic compound
- Vinylogous amide
- Secondary alcohol
- Lactam
- Azacycle
- Polyol
- Organoheterocyclic compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Alcohol
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Role | Industrial application: |
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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 | 290 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 92 mg/mL | Not Available | logP | Not Available | Not Available |
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Predicted Properties | [] |
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Spectra |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Flavin mononucleotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-007d-6931400000-cad44822b1dfefb25732 | Spectrum | Predicted GC-MS | Flavin mononucleotide, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0592-6901126000-2ec87848003ebe8e438d | Spectrum | Predicted GC-MS | Flavin mononucleotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Flavin mononucleotide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-0002-9000200000-bc07cc2b3950f70a9db3 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0002-9000200000-bc07cc2b3950f70a9db3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 10V, positive | splash10-0a4i-0000900000-6e5ca4123f461d0e208d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 16V, positive | splash10-0a4i-0000900000-f1a0fdd1328522519b91 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 24V, positive | splash10-0a4r-2028900000-899e2dcd3bfb217b5766 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 32V, positive | splash10-052f-7289200000-ebb8d8c94ce8d3a5fb86 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 41V, positive | splash10-0006-9782000000-786258c7a5f6feda99e2 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 53V, positive | splash10-00dj-4910000000-e978502607653ec51659 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 66V, positive | splash10-006t-3900000000-cd1a65145bae541f2919 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 78V, positive | splash10-0002-3900000000-9be5fed1e1eb535085f6 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 91V, positive | splash10-0fr2-4900000000-d58071130f19cd6bc833 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 107V, positive | splash10-0ktb-7900000000-c3b2300acb88daf0d14f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 124V, positive | splash10-052b-9700000000-e2c1ef96f28d92a23db4 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Orbitrap 149V, positive | splash10-0kbb-9300000000-91cbf6b5c1f4e37d016a | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 31V, positive | splash10-000i-0000900000-b60cf8984dd78397651e | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 31V, positive | splash10-00kf-0096000000-9690dc0d4d8c890d6900 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 31V, positive | splash10-0fka-0960000000-6d860483a67d4bd784ab | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 31V, positive | splash10-0002-0019000000-60cf80bbeab6e68f82d5 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 31V, positive | splash10-004i-0009000000-eea6861c71c50e5ce846 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0134900000-c3ae39f771e510a09ae6 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-2391100000-1b8212d4ae35c1e1f1f2 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4i-1090000000-8948e075f379e327a852 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-03kc-9251600000-e0759dcc125b6178b7f2 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004l-9120000000-656647e95148b2404066 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-4778caa348b1cda5e72c | 2016-09-12 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 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) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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Pathways |
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Pathways | Name | SMPDB/Pathwhiz | KEGG | Riboflavin Metabolism | | | Beta-Alanine Metabolism | | | GABA-Transaminase Deficiency | | Not Available | Ureidopropionase Deficiency | | Not Available | Carnosinuria, carnosinemia | | Not Available |
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Protein Targets |
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Enzymes | |
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Transporters | |
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Metal Bindings | |
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 | ENPP1 | 6q22-q23 | P22413 | details | Lathosterol oxidase | SC5DL | 11q23.3 | O75845 | details | NADPH--cytochrome P450 reductase | POR | 7q11.2 | P16435 | details | NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial | NDUFV1 | 11q13 | P49821 | details | Ectonucleotide pyrophosphatase/phosphodiesterase family member 3 | ENPP3 | 6q22 | O14638 | details | Methionine synthase reductase | MTRR | 5p15.31 | Q9UBK8 | details | Dihydropyrimidine dehydrogenase [NADP(+)] | DPYD | 1p22 | Q12882 | details | Nitric oxide synthase, inducible | NOS2 | 17q11.2-q12 | P35228 | details | Nitric oxide synthase, brain | NOS1 | 12q24.2-q24.31 | P29475 | details | Nitric oxide synthase, endothelial | NOS3 | 7q36 | P29474 | details | Riboflavin kinase | RFK | 9q21.13 | Q969G6 | details | Ribosomal protein S6 kinase alpha-4 | RPS6KA4 | 11q11-q13 | O75676 | details | NADPH-dependent diflavin oxidoreductase 1 | NDOR1 | 9q34.3 | Q9UHB4 | details | tRNA wybutosine-synthesizing protein 1 homolog | TYW1 | 7q11.21 | Q9NV66 | details | tRNA wybutosine-synthesizing protein 1 homolog B | TYW1B | 7q11.23 | Q6NUM6 | details |
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Receptors | |
Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 | ENPP1 | 6q22-q23 | P22413 | details | Ectonucleotide pyrophosphatase/phosphodiesterase family member 3 | ENPP3 | 6q22 | O14638 | details | Nitric oxide synthase, brain | NOS1 | 12q24.2-q24.31 | P29475 | details |
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Transcriptional Factors | |
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Concentrations Data |
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| Not Available |
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External Links |
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HMDB ID | HMDB0001520 |
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DrugBank ID | DB03247 |
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Phenol Explorer Compound ID | Not Available |
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FoodDB ID | FDB030862 |
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KNApSAcK ID | C00019686 |
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Chemspider ID | 559060 |
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KEGG Compound ID | C00061 |
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BioCyc ID | FMN |
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BiGG ID | 33703 |
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Wikipedia Link | Flavin_mononucleotide |
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METLIN ID | 6295 |
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PubChem Compound | 643976 |
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PDB ID | Not Available |
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ChEBI ID | 17621 |
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References |
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General References | Not Available |
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