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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:mevastatin
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Accession:CHEBI:34848 term browser browse the term
Definition:A carboxylic ester that is pravastatin that is lacking the allylic hydroxy group. A hydroxymethylglutaryl-CoA reductase inhibitor (statin) isolated from Penicillium citrinum and from Penicillium brevicompactum, its clinical use as a lipid-regulating drug ceased following reports of toxicity in animals.
Synonyms:related_synonym: (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate;   CS 500;   Compactin;   ML 236 B;   ML-236B;   antibiotic ML 236B;   mevastatina;   mevastatine;   mevastatinum
 alt_id: MESH:C012258
 xref: CAS:73573-88-3;   DrugBank:DB06693;   KNApSAcK:C00000564
 xref_mesh: MESH:C012258
 xref: Patent:DE2524355;   Patent:US3983140;   Reaxys:3630717;   kegg.compound:C13963;   lincs.smallmolecule:LSM-4123;   pubmed:11283400;   pubmed:12403272;   pubmed:15274361;   pubmed:15531285;   pubmed:15786722;   pubmed:18672387;   pubmed:18936176;   pubmed:20629200;   pubmed:23918904;   pubmed:24462564;   pubmed:3170348;   pubmed:3719857;   wikipedia.en:Mevastatin
 chemrof_inchikey: AJLFOPYRIVGYMJ-INTXDZFKSA-N
 chemrof_formula: C23H34O5
 chemrof_inchi: InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1
 chemrof_smiles: [H][C@@]12C(=CCC[C@@H]1OC(=O)[C@@H](C)CC)C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1



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mevastatin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aacs acetoacetyl-CoA synthetase multiple interactions EXP [Cholestyramine Resin co-treated with mevastatin] results in increased expression of and results in increased activity of AACS protein; mevastatin results in increased expression of and results in increased activity of AACS protein CTD PMID:3082367 NCBI chr12:36,774,471...36,817,835
Ensembl chr12:36,774,471...36,822,543
JBrowse link
G Abca1 ATP binding cassette subfamily A member 1 affects expression
multiple interactions
decreases expression
EXP
ISO
mevastatin affects the expression of ABCA1 mRNA
Mevalonic Acid inhibits the reaction [mevastatin inhibits the reaction [8-((4-chlorophenyl)thio)cyclic-3',5'-AMP results in increased expression of ABCA1 protein]]
Mevastatin (compactin) decreases expression of abca1 mRNA in rat peripheral fibroblasts
CTD
RGD
PMID:16415093 PMID:17526932 PMID:17526932 RGD:2308820 NCBI chr 5:72,473,676...72,596,563
Ensembl chr 5:72,473,676...72,596,473
JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions ISO mevastatin inhibits the reaction [BDNF protein results in decreased activity of HU 211] CTD PMID:20554863 NCBI chr 3:116,619,633...116,670,212
Ensembl chr 3:116,619,633...116,670,657
JBrowse link
G Bmp2 bone morphogenetic protein 2 increases expression ISO mevastatin results in increased expression of BMP2 mRNA; mevastatin results in increased expression of BMP2 protein CTD PMID:10814523 NCBI chr 3:141,264,648...141,275,416
Ensembl chr 3:141,264,646...141,274,760
JBrowse link
G Cd40 CD40 molecule multiple interactions ISO mevastatin inhibits the reaction [IFNG results in increased expression of CD40 mRNA] CTD PMID:17507688 NCBI chr 3:174,209,113...174,224,592
Ensembl chr 3:174,209,719...174,224,847
JBrowse link
G Cybb cytochrome b-245 beta chain multiple interactions ISO CYBB protein affects the reaction [mevastatin results in increased expression of HMOX1 protein] CTD PMID:39431643 NCBI chr  X:16,030,596...16,065,065
Ensembl chr  X:16,030,596...16,065,065
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions
increases expression
ISO [mevastatin results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA; NR1I2 protein promotes the reaction [mevastatin results in increased expression of CYP3A4 mRNA] CTD PMID:12235278 PMID:15466163 PMID:17041008 NCBI chr12:14,321,771...14,343,886
Ensembl chr12:14,321,771...14,343,857
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions
decreases expression
ISO EIF2S1 protein modified form inhibits the reaction [mevastatin results in decreased expression of DDIT3 mRNA] CTD PMID:16330322 NCBI chr 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509
JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 increases phosphorylation ISO mevastatin results in increased phosphorylation of EIF2AK3 protein CTD PMID:16330322 NCBI chr 4:104,363,838...104,425,271
Ensembl chr 4:104,363,833...104,425,268
JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha multiple interactions ISO EIF2S1 protein modified form inhibits the reaction [mevastatin results in decreased expression of DDIT3 mRNA]; EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased cleavage of SREBF1 protein]; EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased expression of IDI1 mRNA]; EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased expression of MSMO1 mRNA] CTD PMID:16330322 NCBI chr 6:103,405,880...103,430,549
Ensembl chr 6:103,405,788...103,431,649
JBrowse link
G Foxo1 forkhead box O1 decreases phosphorylation
increases phosphorylation
multiple interactions
ISO mevastatin results in decreased phosphorylation of FOXO1 protein
mevastatin results in increased phosphorylation of FOXO1 protein
5-amino-7-(cyclohexylamino)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid inhibits the reaction [mevastatin results in increased phosphorylation of FOXO1 protein]; FOXO1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; pyrazolanthrone inhibits the reaction [mevastatin results in increased phosphorylation of FOXO1 protein]
CTD PMID:33034787 PMID:39431643 NCBI chr 2:138,462,974...138,541,420
Ensembl chr 2:138,462,697...138,541,419
JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions
ISO mevastatin results in increased expression of HMOX1 mRNA; mevastatin results in increased expression of HMOX1 protein
5-amino-7-(cyclohexylamino)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid inhibits the reaction [mevastatin results in increased expression of HMOX1 mRNA]; 5-amino-7-(cyclohexylamino)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]; acetovanillone inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]; CYBB protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; Cycloheximide inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]; Dactinomycin inhibits the reaction [mevastatin results in increased expression of HMOX1 mRNA]; Dactinomycin inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]; diphenyleneiodonium inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]; FOXO1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; KEAP1 protein affects the reaction [mevastatin results in increased expression of HMOX1 mRNA]; KEAP1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; MAPK14 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; MAPK8 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; mevastatin promotes the reaction [NFE2L2 protein binds to HMOX1 promoter]; NCF1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; NFE2L2 protein affects the reaction [mevastatin results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; pyrazolanthrone inhibits the reaction [mevastatin results in increased expression of HMOX1 mRNA]; pyrazolanthrone inhibits the reaction [mevastatin results in increased expression of HMOX1 protein]
CTD PMID:39431643 NCBI chr19:13,452,365...13,479,823
Ensembl chr19:13,472,884...13,479,818
JBrowse link
G Idi1 isopentenyl-diphosphate delta isomerase 1 multiple interactions
increases expression
ISO EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased expression of IDI1 mRNA] CTD PMID:16330322 NCBI chr17:66,539,761...66,547,524
Ensembl chr17:66,539,763...66,547,524
JBrowse link
G Ifng interferon gamma multiple interactions ISO mevastatin inhibits the reaction [IFNG results in increased expression of CD40 mRNA] CTD PMID:17507688 NCBI chr 7:55,789,180...55,793,216
Ensembl chr 7:55,761,736...55,793,216
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO mevastatin promotes the reaction [IL1B protein results in increased expression of SELE protein] CTD PMID:10946302 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
JBrowse link
G Irf4 interferon regulatory factor 4 decreases expression ISO mevastatin results in decreased expression of IRF4 protein CTD PMID:33034787 NCBI chr17:33,930,460...33,948,842
Ensembl chr17:33,930,471...33,948,730
JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO KEAP1 protein affects the reaction [mevastatin results in increased expression of HMOX1 mRNA]; KEAP1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein] CTD PMID:39431643 NCBI chr 8:28,044,555...28,054,042
Ensembl chr 8:28,044,555...28,054,042
JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO MAPK14 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein] CTD PMID:39431643 NCBI chr20:6,751,288...6,812,294
Ensembl chr20:6,751,357...6,812,294
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions
increases phosphorylation
ISO Acetylcysteine inhibits the reaction [mevastatin results in increased phosphorylation of MAPK8 protein]; Edaravone inhibits the reaction [mevastatin results in increased phosphorylation of MAPK8 protein]; MAPK8 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; pyrazolanthrone inhibits the reaction [mevastatin results in increased phosphorylation of MAPK8 protein] CTD PMID:39431643 NCBI chr16:8,645,171...8,728,225
Ensembl chr16:8,645,198...8,728,427
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 increases phosphorylation
multiple interactions
ISO mevastatin results in increased phosphorylation of MAPK9 protein
Acetylcysteine inhibits the reaction [mevastatin results in increased phosphorylation of MAPK9 protein]; Edaravone inhibits the reaction [mevastatin results in increased phosphorylation of MAPK9 protein]; pyrazolanthrone inhibits the reaction [mevastatin results in increased phosphorylation of MAPK9 protein]
CTD PMID:39431643 NCBI chr10:34,670,750...34,711,972
Ensembl chr10:34,670,756...34,712,228
JBrowse link
G Msmo1 methylsterol monooxygenase 1 increases expression
multiple interactions
ISO mevastatin results in increased expression of MSMO1 mRNA
EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased expression of MSMO1 mRNA]
CTD PMID:16330322 NCBI chr16:29,747,113...29,764,360
Ensembl chr16:29,747,137...29,764,445
JBrowse link
G Mstn myostatin increases expression ISO mevastatin results in increased expression of MSTN protein CTD PMID:33034787 NCBI chr 9:55,944,513...55,950,913
Ensembl chr 9:55,944,513...55,950,913
JBrowse link
G Ncf1 neutrophil cytosolic factor 1 increases phosphorylation
multiple interactions
ISO mevastatin results in increased phosphorylation of NCF1 protein
acetovanillone inhibits the reaction [mevastatin results in increased phosphorylation of NCF1 protein]; diphenyleneiodonium inhibits the reaction [mevastatin results in increased phosphorylation of NCF1 protein]; NCF1 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]
CTD PMID:39431643 NCBI chr12:28,121,816...28,131,080
Ensembl chr12:28,121,366...28,131,079
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions
increases phosphorylation
ISO mevastatin promotes the reaction [NFE2L2 protein binds to HMOX1 promoter]; NFE2L2 protein affects the reaction [mevastatin results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [mevastatin results in increased expression of HMOX1 protein]; pyrazolanthrone inhibits the reaction [mevastatin results in increased phosphorylation of NFE2L2 protein] CTD PMID:39431643 NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:81,001,529...81,029,090
JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 increases expression ISO Mevastatin increases expression of NR1H3 mRNA in mononuclear cells RGD PMID:16252156 RGD:401827902 NCBI chr 3:97,614,616...97,632,053
Ensembl chr 3:97,614,616...97,624,532
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO [mevastatin results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA; NR1I2 protein promotes the reaction [mevastatin results in increased expression of CYP3A4 mRNA] CTD PMID:12235278 PMID:17041008 NCBI chr11:75,965,717...76,006,733
Ensembl chr11:75,965,632...76,002,380
JBrowse link
G Rac1 Rac family small GTPase 1 multiple interactions ISO mevastatin results in increased abundance of [Guanosine Triphosphate binds to RAC1 protein] CTD PMID:16734383 NCBI chr12:16,150,411...16,170,864
Ensembl chr12:16,128,649...16,172,109
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO mevastatin inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein] CTD PMID:39431643 NCBI chr 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817
JBrowse link
G Rhoa ras homolog family member A decreases lipidation
multiple interactions
ISO mevastatin results in decreased lipidation of RHOA protein
Mevalonic Acid inhibits the reaction [mevastatin results in decreased lipidation of RHOA protein]
CTD PMID:17322126 NCBI chr 8:117,870,548...117,904,303
Ensembl chr 8:117,870,270...117,904,302
JBrowse link
G Sele selectin E multiple interactions ISO mevastatin promotes the reaction [IL1B protein results in increased expression of SELE protein]; mevastatin promotes the reaction [TNF protein results in increased expression of SELE protein] CTD PMID:10946302 NCBI chr13:78,935,997...78,945,905
Ensembl chr13:78,936,036...78,945,903
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 decreases expression
multiple interactions
increases cleavage
EXP
ISO
mevastatin results in decreased expression of SREBF1 protein
EIF2S1 protein modified form inhibits the reaction [mevastatin results in increased cleavage of SREBF1 protein]
CTD PMID:16330322 PMID:17526932 NCBI chr10:45,507,152...45,529,164
Ensembl chr10:45,507,152...45,529,164
JBrowse link
G Srebf2 sterol regulatory element binding transcription factor 2 increases expression
increases cleavage
EXP
ISO
mevastatin results in increased expression of SREBF2 protein
mevastatin results in increased cleavage of SREBF2 protein
CTD PMID:16330322 PMID:17526932 NCBI chr 7:115,542,774...115,600,945
Ensembl chr 7:115,543,290...115,600,943
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO mevastatin inhibits the reaction [TNF protein results in increased expression of VCAM1 protein]; mevastatin inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein]; mevastatin promotes the reaction [TNF protein results in increased expression of SELE protein] CTD PMID:10946302 PMID:39431643 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO mevastatin inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:39431643 NCBI chr 2:206,723,050...206,742,783
Ensembl chr 2:206,723,044...206,742,801
JBrowse link
G Xbp1 X-box binding protein 1 multiple interactions ISO Tunicamycin inhibits the reaction [mevastatin results in increased cleavage of XBP1 protein] CTD PMID:16330322 NCBI chr14:84,604,623...84,609,707
Ensembl chr14:84,604,107...84,609,706
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20874
    role 20844
      biological role 20831
        antimicrobial agent 18216
          antifungal agent 17193
            mevastatin 35
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            heteroorganic entity 20201
                              organochalcogen compound 19822
                                organooxygen compound 19713
                                  ester 17841
                                    carboxylic ester 17347
                                      lactone 13231
                                        delta-lactone 3390
                                          2-pyranones 97
                                            mevastatin 35
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