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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:riboflavin
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Accession:CHEBI:17015 term browser browse the term
Definition:D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide.
Synonyms:exact_synonym: 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol
 related_synonym: 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol;   6,7-dimethyl-9-D-ribitylisoalloxazine;   7,8-Dimethyl-10-ribitylisoalloxazine;   7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione;   7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine;   E101;   Formula=C17H20N4O6;   InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1;   InChIKey=AUNGANRZJHBGPY-SCRDCRAPSA-N;   Lactoflavin;   SMILES=Cc1cc2nc3c(nc(=O)[nH]c3=O)n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C;   riboflavina;   riboflavine;   riboflavinum;   vitamin B2;   vitamin G
 alt_id: CHEBI:15044;   CHEBI:27299;   CHEBI:45214;   CHEBI:529204;   CHEBI:8843
 xref: Beilstein:97831;   CAS:83-88-5;   DrugBank:DB00140;   Drug_Central:2834;   HMDB:HMDB0000244;   KEGG:C00255;   KEGG:D00050;   KNApSAcK:C00001552;   LINCS:LSM-4084
 xref_mesh: MESH:D012256
 xref: MetaCyc:RIBOFLAVIN;   PDBeChem:RBF;   PMID:16658098;   PMID:22770225;   PMID:24643482;   PMID:25108762;   Patent:US2807611;   Patent:US2876169;   Reaxys:97831;   Wikipedia:Riboflavin
 cyclic_relationship: is_conjugate_acid_of CHEBI:57986


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riboflavin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation ISO Riboflavin analog results in increased phosphorylation of AKT1 protein; Riboflavin results in increased phosphorylation of AKT1 protein CTD PMID:20688149 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Aspm assembly factor for spindle microtubules affects expression ISO Riboflavin affects the expression of ASPM CTD PMID:20848206 NCBI chr13:56,546,021...56,591,793
Ensembl chr13:56,546,021...56,591,793
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Riboflavin results in increased expression of BAX protein CTD PMID:12654180 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Riboflavin results in decreased expression of BCL2 protein CTD PMID:12654180 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 affects expression ISO Riboflavin affects the expression of BIRC5 CTD PMID:20848206 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Casp3 caspase 3 increases activity ISO Riboflavin analog results in increased activity of CASP3 protein CTD PMID:20688149 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases activity ISO Riboflavin analog results in increased activity of CASP8 protein CTD PMID:20688149 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases activity ISO Riboflavin analog results in increased activity of CASP9 protein CTD PMID:20688149 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ccnb1 cyclin B1 affects expression ISO Riboflavin affects the expression of CCNB1 CTD PMID:20848206 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Cebpb CCAAT/enhancer binding protein beta increases expression EXP Riboflavin deficiency results in increased expression of CEBPB mRNA; Riboflavin deficiency results in increased expression of CEBPB protein CTD PMID:16856317 NCBI chr 3:164,424,502...164,425,933
Ensembl chr 3:164,424,515...164,425,910
JBrowse link
G Crp C-reactive protein multiple interactions ISO [Folic Acid co-treated with Riboflavin co-treated with Vitamin B 6 co-treated with Vitamin B 12] results in decreased expression of CRP protein; [Vitamin E co-treated with Ascorbic Acid co-treated with Folic Acid co-treated with Riboflavin co-treated with Vitamin B 6 co-treated with Vitamin B 12] results in decreased expression of CRP protein CTD PMID:16517955 NCBI chr13:91,080,448...91,081,358
Ensembl chr13:91,054,974...91,093,713
JBrowse link
G Ctnnb1 catenin beta 1 increases expression ISO Riboflavin analog results in increased expression of CTNNB1 protein CTD PMID:20688149 NCBI chr 8:129,601,511...129,628,378
Ensembl chr 8:129,617,812...129,627,372
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 affects expression ISO Riboflavin affects the expression of DDIT3 CTD PMID:16109485 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta increases phosphorylation ISO Riboflavin analog results in increased phosphorylation of GSK3B protein; Riboflavin results in increased phosphorylation of GSK3B protein CTD PMID:20688149 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
JBrowse link
G Gsr glutathione-disulfide reductase affects expression ISO Riboflavin affects the expression of GSR CTD PMID:16109485 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of IL1B protein] CTD PMID:17516992 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 multiple interactions ISO [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of IL6 protein] CTD PMID:17516992 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Kif23 kinesin family member 23 affects expression ISO Riboflavin affects the expression of KIF23 CTD PMID:20848206 NCBI chr 8:66,866,043...66,893,241
Ensembl chr 8:66,866,082...66,893,196
JBrowse link
G Mmp9 matrix metallopeptidase 9 increases activity ISO Riboflavin analog results in increased activity of MMP9 protein; Riboflavin results in increased activity of MMP9 protein CTD PMID:20688149 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Mthfr methylenetetrahydrofolate reductase affects response to substance ISO MTHFR gene polymorphism affects the susceptibility to Riboflavin CTD PMID:17303386 NCBI chr 5:164,844,642...164,864,360
Ensembl chr 5:164,845,925...164,860,910
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor increases expression ISO Riboflavin results in increased expression of MYC protein CTD PMID:12654180 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO Lipopolysaccharides inhibits the reaction [Riboflavin results in increased expression of NOS2] CTD PMID:21356098 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions
increases cleavage
ISO [Niacin co-treated with Ubiquinone co-treated with Riboflavin] results in increased expression of PARP1 protein
Riboflavin analog results in increased cleavage of PARP1 protein
CTD PMID:18377693, PMID:20688149 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Plagl1 PLAG1 like zinc finger 1 affects expression ISO Riboflavin affects the expression of PLAGL1 CTD PMID:16109485 NCBI chr 1:7,219,587...7,270,169
Ensembl chr 1:7,252,349...7,259,035
JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO Riboflavin results in increased expression of PPARGC1A mRNA CTD PMID:23056435 NCBI chr14:63,095,291...63,190,688
Ensembl chr14:63,095,720...63,187,009
JBrowse link
G Runx2 RUNX family transcription factor 2 increases expression ISO Riboflavin analog results in increased expression of RUNX2 protein CTD PMID:20688149 NCBI chr 9:18,564,743...18,773,092
Ensembl chr 9:18,564,927...18,773,092
JBrowse link
G Slc52a3 solute carrier family 52 member 3 multiple interactions
increases transport
EXP Acids promotes the reaction [SLC52A3 protein results in increased transport of Riboflavin]; Amiloride inhibits the reaction [SLC52A3 protein results in increased transport of Riboflavin]; Flavin Mononucleotide inhibits the reaction [SLC52A3 protein results in increased transport of Riboflavin]; Flavin-Adenine Dinucleotide inhibits the reaction [SLC52A3 protein results in increased transport of Riboflavin]; lumiflavin inhibits the reaction [SLC52A3 protein results in increased transport of Riboflavin] CTD PMID:19122205 NCBI chr 3:147,503,266...147,517,935
Ensembl chr 3:147,511,406...147,516,455
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of TNF protein]
Lipopolysaccharides inhibits the reaction [Riboflavin results in increased expression of TNF]
CTD PMID:17516992, PMID:21356098 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tnfsf11 TNF superfamily member 11 affects expression ISO Riboflavin analog affects the expression of TNFSF11 protein CTD PMID:20688149 NCBI chr15:60,482,527...60,512,704
Ensembl chr15:60,482,527...60,512,704
JBrowse link
G Tp53 tumor protein p53 increases expression ISO Riboflavin results in increased expression of TP53 protein CTD PMID:12654180 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          cofactor 15529
            riboflavin 30
              7,8-didemethyl-8-hydroxy-5-deazariboflavin + 0
              8-amino-8-demethylriboflavin + 0
              8-demethyl-8-(methylamino)riboflavin 0
              dihydroriboflavins + 0
              riboflavin cyclic 4',5'-phosphate 0
              riboflavin sodium phosphate 0
              roseoflavin 0
              vitamin B complex 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organic heteropolycyclic compound 17820
                                    organic heterotricyclic compound 14571
                                      benzopteridine 34
                                        benzo[g]pteridine-2,4-dione 34
                                          isoalloxazine 33
                                            7,8-dimethylisoalloxazine 33
                                              flavin 33
                                                riboflavin 30
                                                  7,8-didemethyl-8-hydroxy-5-deazariboflavin + 0
                                                  8-amino-8-demethylriboflavin + 0
                                                  8-demethyl-8-(methylamino)riboflavin 0
                                                  dihydroriboflavins + 0
                                                  riboflavin cyclic 4',5'-phosphate 0
                                                  riboflavin sodium phosphate 0
                                                  roseoflavin 0
                                                  vitamin B complex 0
paths to the root

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