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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:monascin
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Accession:CHEBI:82621 term browser browse the term
Definition:An organic heterotricyclic compound that is 3a,4,8,9a-tetrahydro-2H-furo[3,2-g][2]benzopyran-2,9(3H)-dione that is substituted at positions 3, 6, and 9a by hexanoyl, (1E)-prop-1-en-1-yl and methyl groups, respectively (the 3S,3aR,9aR diastereoisomer). One of the azaphilonoid pigments in extracts of Monascus pilosus-fermented rice (red-mould rice), it is a potent inhibitor of carcinogenesis measured against chemical- or UV-initiated, phorbol-promoted mouse skin tumours.
Synonyms:exact_synonym: (3S,3aR,9aR)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-3a,4,8,9a-tetrahydro-2H-furo[3,2-g][2]benzopyran-2,9(3H)-dione
 related_synonym: Formula=C21H26O5;   InChI=1S/C21H26O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10,16,18H,4,6-7,9,11-12H2,1-3H3/b8-5+/t16-,18+,21-/m1/s1;   InChIKey=XXKNHBAFFJINCK-RVEJDSBJSA-N;   SMILES=CCCCCC(=O)[C@@H]1[C@H]2CC3=C(COC(\\C=C\\C)=C3)C(=O)[C@]2(C)OC1=O;   monascusone B
 xref: CAS:21516-68-7
 xref_mesh: MESH:C517880
 xref: PMID:17191930;   PMID:20666456;   PMID:21080714;   PMID:21777645;   PMID:22041455;   PMID:23237237;   PMID:23360447;   PMID:23673903;   PMID:23848565;   PMID:23954466;   PMID:24275089;   PMID:24865672;   Reaxys:51355



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monascin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gclm glutamate cysteine ligase, modifier subunit multiple interactions ISO monascin inhibits the reaction [S100B protein results in decreased expression of GCLM mRNA]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of GCLM mRNA]] CTD PMID:23331247 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Glo1 glyoxalase 1 increases expression ISO monascin results in increased expression of GLO1 protein CTD PMID:23954466 NCBI chr20:8,663,617...8,681,661
Ensembl chr20:8,662,801...8,681,649
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO monascin inhibits the reaction [S100B protein results in decreased expression of HMOX1 mRNA]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of HMOX1 mRNA]] CTD PMID:23331247 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO
EXP
monascin inhibits the reaction [S100B protein results in increased expression of IL1B protein]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of IL1B protein]]
monascin inhibits the reaction [Pyruvaldehyde results in increased expression of IL1B protein]; PPARG mutant form inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in increased expression of IL1B protein]]
CTD PMID:23331247 PMID:23954466 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 multiple interactions ISO monascin inhibits the reaction [Ovalbumin results in increased expression of IL6 mRNA]; monascin inhibits the reaction [Ovalbumin results in increased expression of IL6 protein]; monascin inhibits the reaction [Ovalbumin results in increased secretion of IL6 protein] CTD PMID:22381257 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO monascin inhibits the reaction [S100B protein results in increased expression of KEAP1 protein] CTD PMID:23331247 NCBI chr 8:19,768,375...19,777,862
Ensembl chr 8:19,768,375...19,777,862
JBrowse link
G Ncf1 neutrophil cytosolic factor 1 multiple interactions ISO monascin inhibits the reaction [S100B protein results in increased expression of and affects the localization of NCF1 protein] CTD PMID:23331247 NCBI chr12:22,485,382...22,494,647
Ensembl chr12:22,485,451...22,494,646
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 affects localization
increases expression
multiple interactions
increases phosphorylation
ISO
EXP
monascin affects the localization of NFE2L2 protein
monascin results in increased expression of NFE2L2 mRNA
2-chloro-5-nitrobenzanilide inhibits the reaction [monascin results in increased expression of NFE2L2 mRNA]; PPARG mutant form inhibits the reaction [monascin results in increased expression of NFE2L2 mRNA]
monascin results in increased phosphorylation of NFE2L2 protein
monascin inhibits the reaction [S100B protein results in decreased expression of NFE2L2 protein]; monascin promotes the reaction [S100B protein affects the localization of NFE2L2 protein]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of GCLM mRNA]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of HMOX1 mRNA]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of IL1B protein]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of TNF protein]]
CTD PMID:23331247 PMID:23954466 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO monascin inhibits the reaction [Ovalbumin results in increased expression of NOS2 protein] CTD PMID:22381257 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 increases expression ISO monascin results in increased expression of NR1H4 mRNA CTD PMID:24275089 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047
JBrowse link
G Nrf1 nuclear respiratory factor 1 multiple interactions EXP monascin inhibits the reaction [Pyruvaldehyde results in increased expression of NRF1 mRNA]; Tretinoin inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in increased expression of NRF1 mRNA]] CTD PMID:23331247 NCBI chr 4:58,664,932...58,772,328
Ensembl chr 4:58,664,957...58,825,328
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions
increases expression
ISO monascin affects the reaction [PPARA protein affects the oxidation of Fatty Acids]; monascin binds to and results in increased activity of PPARA protein
monascin results in increased expression of PPARA mRNA
CTD PMID:24275089 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma affects localization
increases response to substance
multiple interactions
increases expression
decreases phosphorylation
ISO
EXP
monascin affects the localization of PPARG protein
PPARG protein results in increased susceptibility to monascin
PPARG mutant form inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in decreased uptake of 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose]]; PPARG mutant form inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in increased expression of IL1B protein]]; PPARG mutant form inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in increased expression of TNF protein]]; PPARG mutant form inhibits the reaction [monascin results in increased expression of NFE2L2 mRNA]
monascin results in increased expression of PPARG protein
monascin results in decreased phosphorylation of PPARG protein
CTD PMID:22381257 PMID:23954466 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO monascin results in increased expression of PPARGC1A mRNA CTD PMID:24275089 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO monascin inhibits the reaction [Ovalbumin results in increased expression of PTGS2 protein] CTD PMID:22381257 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G S100b S100 calcium binding protein B multiple interactions ISO monascin inhibits the reaction [S100B protein results in decreased expression of GCLM mRNA]; monascin inhibits the reaction [S100B protein results in decreased expression of HMOX1 mRNA]; monascin inhibits the reaction [S100B protein results in decreased expression of NFE2L2 protein]; monascin inhibits the reaction [S100B protein results in increased expression of and affects the localization of NCF1 protein]; monascin inhibits the reaction [S100B protein results in increased expression of IL1B protein]; monascin inhibits the reaction [S100B protein results in increased expression of KEAP1 protein]; monascin inhibits the reaction [S100B protein results in increased expression of TNF protein]; monascin promotes the reaction [S100B protein affects the localization of NFE2L2 protein]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of GCLM mRNA]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in decreased expression of HMOX1 mRNA]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of IL1B protein]]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of TNF protein]] CTD PMID:23331247 NCBI chr20:12,372,866...12,381,619
Ensembl chr20:12,372,881...12,394,743
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP
monascin inhibits the reaction [[Ovalbumin co-treated with 2-chloro-5-nitrobenzanilide] results in increased expression of TNF protein]; monascin inhibits the reaction [[Ovalbumin co-treated with MK-886] results in increased expression of TNF protein]; monascin inhibits the reaction [Ovalbumin results in increased expression of TNF mRNA]; monascin inhibits the reaction [Ovalbumin results in increased expression of TNF protein]; monascin inhibits the reaction [Ovalbumin results in increased secretion of TNF protein]; monascin inhibits the reaction [S100B protein results in increased expression of TNF protein]; NFE2L2 mutant form inhibits the reaction [monascin inhibits the reaction [S100B protein results in increased expression of TNF protein]]
monascin inhibits the reaction [Pyruvaldehyde results in increased expression of TNF protein]; PPARG mutant form inhibits the reaction [monascin inhibits the reaction [Pyruvaldehyde results in increased expression of TNF protein]]
CTD PMID:22381257 PMID:23331247 PMID:23954466 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

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  CHEBI ontology 19812
    role 19763
      application 19477
        pharmaceutical 19327
          drug 19327
            antineoplastic agent 17380
              monascin 17
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  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19710
                    p-block element atom 19710
                      carbon group element atom 19631
                        carbon atom 19621
                          organic molecular entity 19621
                            organic group 18730
                              organic divalent group 18721
                                organodiyl group 18721
                                  carbonyl group 18670
                                    carbonyl compound 18670
                                      carboxylic ester 15899
                                        lactone 11255
                                          gamma-lactone 6757
                                            monascin 17
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