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Term:pravastatin
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Accession:CHEBI:63618 term browser browse the term
Definition:A carboxylic ester resulting from the formal condensation or (S)-2-methylbutyric acid with the hydroxy group adjacent to the ring junction of (3R,5R)-7-[(1S,2S,6S,8S,8aR)-6,8-dihydroxy-2-methyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid. Derived from microbial transformation of mevastatin, pravastatin is a reversible inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA). The sodium salt is used for lowering cholesterol and preventing cardiovascular disease. It is one of the lower potency statins, but has the advantage of fewer side effects compared with lovastatin and simvastatin.
Synonyms:exact_synonym: (3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]heptanoic acid
 related_synonym: (+)-(3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid;   C23H36O7;   InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1;   InChIKey=TUZYXOIXSAXUGO-PZAWKZKUSA-N;   [H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC;   pravastatin acid;   pravastatina;   pravastatine;   pravastatinum
 alt_id: CHEBI:8360
 xref_casrn: 81093-37-0
 xref: ChEMBL:278796 "ChEMBL COMPOUND";   ChemIDplus:81093-37-0 "CAS Registry Number";   CiteXplore:21749370 "PubMed citation";   CiteXplore:21851379 "PubMed citation";   DrugBank:DB00175 "DrugBank";   HMDB:HMDB05022 "HMDB";   KEGG COMPOUND:81093-37-0 "CAS Registry Number";   KEGG COMPOUND:C01844 "KEGG COMPOUND";   KEGG DRUG:D08410 "KEGG DRUG"
 xref_mesh: MESH:D017035
 xref: Reaxys:4825538 "Reaxys Registry Number";   Wikipedia:Pravastatin "Wikipedia"
 cyclic_relationship: is_conjugate_acid_of CHEBI:63660

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pravastatin term browser
Symbol Object Name GBrowse Qualifiers Evidence Chr Start Stop Reference Source
G Abca1 ATP-binding cassette, subfamily A (ABC1), member 1 GBrowse link multiple interactions EXP 5 70,493,357 70,583,729 RGD:6480464 CTD
G Abca1 ATP-binding cassette, subfamily A (ABC1), member 1 GBrowse link decreases expression ISO 5 70,493,357 70,583,729 RGD:6480464 CTD
G Abcb11 ATP-binding cassette, subfamily B (MDR/TAP), member 11 multiple interactions ISO RGD:6480464 CTD
G Abcb11 ATP-binding cassette, subfamily B (MDR/TAP), member 11 affects import EXP RGD:6480464 CTD
G Abcb11 ATP-binding cassette, subfamily B (MDR/TAP), member 11 affects import ISO RGD:6480464 CTD
G Abcb11 ATP-binding cassette, subfamily B (MDR/TAP), member 11 multiple interactions EXP RGD:6480464 CTD
G Abcb1a ATP-binding cassette, sub-family B (MDR/TAP), member 1A GBrowse link increases transport ISO 4 21,709,855 21,796,628 RGD:6480464 CTD
G Abcb4 ATP-binding cassette, subfamily B (MDR/TAP), member 4 GBrowse link increases expression EXP 4 21,946,274 22,004,328 RGD:6480464 CTD
G Abcc2 ATP-binding cassette, subfamily C (CFTR/MRP), member 2 affects export ISO RGD:6480464 CTD
G Abcc2 ATP-binding cassette, subfamily C (CFTR/MRP), member 2 affects transport ISO RGD:6480464 CTD
G Abcc4 ATP-binding cassette, subfamily C (CFTR/MRP), member 4 GBrowse link increases transport ISO 15 103,384,848 103,611,238 RGD:6480464 CTD
G Abcg2 ATP-binding cassette, subfamily G (WHITE), member 2 GBrowse link affects export ISO 4 87,502,584 87,560,017 RGD:6480464 CTD
G Abcg5 ATP-binding cassette, subfamily G (WHITE), member 5 GBrowse link increases expression EXP 6 8,027,647 8,064,425 RGD:6480464 CTD
G Abcg8 ATP-binding cassette, subfamily G (WHITE), member 8 GBrowse link increases expression EXP 6 8,064,631 8,083,271 RGD:6480464 CTD
G Akt1 v-akt murine thymoma viral oncogene homolog 1 GBrowse link multiple interactions ISO 6 137,640,482 137,657,552 RGD:6480464 CTD
G Akt1 v-akt murine thymoma viral oncogene homolog 1 GBrowse link increases phosphorylation EXP 6 137,640,482 137,657,552 RGD:6480464 CTD
G Akt1 v-akt murine thymoma viral oncogene homolog 1 GBrowse link multiple interactions EXP 6 137,640,482 137,657,552 RGD:6480464 CTD
G Akt1 v-akt murine thymoma viral oncogene homolog 1 GBrowse link multiple interactions EXP 6 137,640,482 137,657,552 RGD:6480464 CTD
G Akt1 v-akt murine thymoma viral oncogene homolog 1 GBrowse link increases phosphorylation EXP 6 137,640,482 137,657,552 RGD:6480464 CTD
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 GBrowse link decreases expression ISO 1 223,731,675 223,773,285 RGD:6480464 CTD
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 GBrowse link multiple interactions ISO 8 75,692,099 75,771,159 RGD:6480464 CTD
G Aldh1a2 aldehyde dehydrogenase 1 family, member A2 GBrowse link decreases expression ISO 8 75,692,099 75,771,159 RGD:6480464 CTD
G App amyloid beta (A4) precursor protein GBrowse link increases expression ISO 11 24,457,855 24,693,851 RGD:6480464 CTD
G Casp3 caspase 3 GBrowse link multiple interactions ISO 16 48,944,226 48,962,420 RGD:6480464 CTD
G Casp3 caspase 3 GBrowse link multiple interactions EXP 16 48,944,226 48,962,420 RGD:6480464 CTD
G Casp3 caspase 3 GBrowse link multiple interactions EXP 16 48,944,226 48,962,420 RGD:6480464 CTD
G Casp3 caspase 3 GBrowse link multiple interactions EXP 16 48,944,226 48,962,420 RGD:6480464 CTD
G Casp9 caspase 9, apoptosis-related cysteine peptidase GBrowse link multiple interactions EXP 5 160,704,234 160,721,796 RGD:6480464 CTD
G Cat catalase GBrowse link increases activity ISO 3 88,654,077 88,686,212 RGD:6480464 CTD
G Ccl2 chemokine (C-C motif) ligand 2 GBrowse link multiple interactions ISO 10 70,256,263 70,258,061 RGD:6480464 CTD
G Cdkn1a cyclin-dependent kinase inhibitor 1A GBrowse link multiple interactions ISO 20 7,376,325 7,386,778 RGD:6480464 CTD
G Ctnnb1 catenin (cadherin associated protein), beta 1 GBrowse link affects localization EXP 8 125,978,161 125,987,670 RGD:6480464 CTD
G Ctnnb1 catenin (cadherin associated protein), beta 1 GBrowse link multiple interactions EXP 8 125,978,161 125,987,670 RGD:6480464 CTD
G Cyba cytochrome b-245, alpha polypeptide GBrowse link decreases expression EXP 19 52,713,150 52,721,609 RGD:6480464 CTD
G Cycs cytochrome c, somatic GBrowse link multiple interactions EXP 4 78,825,878 78,827,978 RGD:6480464 CTD
G Edn1 endothelin 1 GBrowse link decreases expression ISO 17 28,303,886 28,309,775 RGD:6480464 CTD
G Edn1 endothelin 1 GBrowse link decreases expression EXP 17 28,303,886 28,309,775 RGD:6480464 CTD
G Fdft1 farnesyl diphosphate farnesyl transferase 1 GBrowse link affects activity ISO 15 42,425,336 42,453,390 RGD:6480464 CTD
G Flot1 flotillin 1 GBrowse link decreases expression ISO 20 3,065,792 3,076,166 RGD:6480464 CTD
G Hax1 HCLS1 associated protein X-1 multiple interactions EXP RGD:6480464 CTD
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase GBrowse link decreases response to substance ISO 2 27,127,504 27,149,580 RGD:6480464 CTD
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase GBrowse link affects expression ISO 2 27,127,504 27,149,580 RGD:6480464 CTD
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase GBrowse link decreases activity ISO 2 27,127,504 27,149,580 RGD:6480464 CTD
G Hmox1 heme oxygenase (decycling) 1 GBrowse link multiple interactions EXP 19 13,963,139 13,969,960 RGD:6480464 CTD
G Hmox1 heme oxygenase (decycling) 1 GBrowse link increases expression ISO 19 13,963,139 13,969,960 RGD:6480464 CTD
G Hmox1 heme oxygenase (decycling) 1 GBrowse link increases expression EXP 19 13,963,139 13,969,960 RGD:6480464 CTD
G Ifnb1 interferon beta 1, fibroblast GBrowse link multiple interactions ISO 5 107,837,628 107,838,182 RGD:6480464 CTD
G Il6 interleukin 6 GBrowse link decreases expression ISO 4 456,799 461,376 RGD:6480464 CTD
G Il6 interleukin 6 GBrowse link multiple interactions ISO 4 456,799 461,376 RGD:6480464 CTD
G Il6 interleukin 6 GBrowse link multiple interactions ISO 4 456,799 461,376 RGD:6480464 CTD
G Irf3 interferon regulatory factor 3 GBrowse link multiple interactions ISO 1 95,470,284 95,475,078 RGD:6480464 CTD
G Ldlr low density lipoprotein receptor GBrowse link increases activity ISO 8 20,824,040 20,846,920 RGD:6480464 CTD
G Lep leptin GBrowse link multiple interactions ISO 4 55,943,837 55,945,938 RGD:6480464 CTD
G Mapt microtubule-associated protein tau GBrowse link affects expression ISO 10 93,411,098 93,508,762 RGD:6480464 CTD
G Mdm2 p53 E3 ubiquitin protein ligase GBrowse link increases phosphorylation ISO 7 56,996,694 57,020,926 RGD:6480464 CTD
G Mdm2 p53 E3 ubiquitin protein ligase GBrowse link multiple interactions ISO 7 56,996,694 57,020,926 RGD:6480464 CTD
G Mdm2 p53 E3 ubiquitin protein ligase GBrowse link increases expression EXP 7 56,996,694 57,020,926 RGD:6480464 CTD
G Mmp14 matrix metallopeptidase 14 (membrane-inserted) GBrowse link decreases expression EXP 15 32,493,852 32,503,077 RGD:6480464 CTD
G Mmp2 matrix metallopeptidase 2 GBrowse link decreases activity EXP 19 15,246,036 15,275,061 RGD:6480464 CTD
G Mmp2 matrix metallopeptidase 2 GBrowse link decreases expression EXP 19 15,246,036 15,275,061 RGD:6480464 CTD
G Mmp3 matrix metallopeptidase 3 GBrowse link affects response to substance ISO 8 4,315,601 4,329,146 RGD:6480464 CTD
G Mmp9 matrix metallopeptidase 9 GBrowse link decreases activity EXP 3 155,985,473 155,993,433 RGD:6480464 CTD
G Mmp9 matrix metallopeptidase 9 GBrowse link decreases expression EXP 3 155,985,473 155,993,433 RGD:6480464 CTD
G Mtor mechanistic target of rapamycin (serine/threonine kinase) GBrowse link increases phosphorylation ISO 5 165,531,402 165,640,899 RGD:6480464 CTD
G Nos2 nitric oxide synthase 2, inducible GBrowse link multiple interactions ISO 10 65,036,884 65,072,453 RGD:6480464 CTD
G Nos3 nitric oxide synthase 3, endothelial cell GBrowse link multiple interactions EXP 4 6,158,847 6,179,441 RGD:6480464 CTD
G Nos3 nitric oxide synthase 3, endothelial cell GBrowse link increases phosphorylation EXP 4 6,158,847 6,179,441 RGD:6480464 CTD
G Nos3 nitric oxide synthase 3, endothelial cell GBrowse link multiple interactions EXP 4 6,158,847 6,179,441 RGD:6480464 CTD
G Ppara peroxisome proliferator activated receptor alpha GBrowse link increases expression ISO 7 123,729,774 123,807,090 RGD:6480464 CTD
G Ppara peroxisome proliferator activated receptor alpha GBrowse link multiple interactions EXP 7 123,729,774 123,807,090 RGD:6480464 CTD
G Ppara peroxisome proliferator activated receptor alpha GBrowse link affects localization EXP 7 123,729,774 123,807,090 RGD:6480464 CTD
G Ppara peroxisome proliferator activated receptor alpha GBrowse link increases expression EXP 7 123,729,774 123,807,090 RGD:6480464 CTD
G Ppara peroxisome proliferator activated receptor alpha GBrowse link multiple interactions ISO 7 123,729,774 123,807,090 RGD:6480464 CTD
G Pparg peroxisome proliferator-activated receptor gamma GBrowse link multiple interactions ISO 4 151,492,220 151,617,331 RGD:6480464 CTD
G Ptgs2 prostaglandin-endoperoxide synthase 2 GBrowse link increases expression EXP 13 64,427,288 64,432,978 RGD:6480464 CTD
G Rxra retinoid X receptor alpha GBrowse link multiple interactions EXP 3 6,605,782 6,689,224 RGD:6480464 CTD
G Selp selectin P GBrowse link decreases expression ISO 13 79,886,614 79,922,180 RGD:6480464 CTD
G Slco1a4 solute carrier organic anion transporter family, member 1a4 affects transport ISO RGD:6480464 CTD
G Slco1b3 solute carrier organic anion transporter family, member 1b3 GBrowse link multiple interactions ISO 4 179,045,586 179,118,680 RGD:6480464 CTD
G Slco2b1 solute carrier organic anion transporter family, member 2b1 GBrowse link multiple interactions ISO 1 156,992,492 157,028,887 RGD:6480464 CTD
G Socs3 suppressor of cytokine signaling 3 GBrowse link increases expression ISO 10 107,958,468 107,959,330 RGD:6480464 CTD
G Stat1 signal transducer and activator of transcription 1 GBrowse link multiple interactions ISO 9 46,455,635 46,497,560 RGD:6480464 CTD
G Stat3 signal transducer and activator of transcription 3 (acute-phase response factor) GBrowse link decreases phosphorylation ISO 10 89,821,078 89,872,970 RGD:6480464 CTD
G Timp1 TIMP metallopeptidase inhibitor 1 GBrowse link decreases expression EXP X 12,542,496 12,547,094 RGD:6480464 CTD
G Timp2 TIMP metallopeptidase inhibitor 2 GBrowse link decreases expression EXP 10 108,310,473 108,358,821 RGD:6480464 CTD
G Tnf tumor necrosis factor GBrowse link multiple interactions ISO 20 3,661,000 3,663,618 RGD:6480464 CTD
G Tnf tumor necrosis factor GBrowse link multiple interactions ISO 20 3,661,000 3,663,618 RGD:6480464 CTD
G Tp53 tumor protein p53 GBrowse link multiple interactions ISO 10 56,399,721 56,411,150 RGD:6480464 CTD
G Tp53 tumor protein p53 GBrowse link multiple interactions EXP 10 56,399,721 56,411,150 RGD:6480464 CTD
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 492574
    role 482262
      biological role 480454
        biochemical role 193861
          metabolite 175191
            secondary metabolite 170532
              pravastatin 89
Path 2
Term Annotations click to browse term
  CHEBI ontology 492574
    subatomic particle 491537
      composite particle 491537
        hadron 491537
          baryon 491537
            nucleon 491537
              atomic nucleus 491537
                atom 491537
                  main group element atom 461203
                    p-block element atom 458699
                      carbon group element atom 410677
                        carbon atom 407233
                          organic molecular entity 407226
                            organic group 167766
                              organic divalent group 166601
                                organodiyl group 166601
                                  carbonyl group 166291
                                    carbonyl compound 166291
                                      carboxylic acid 121484
                                        monocarboxylic acid 70508
                                          fatty acid 25073
                                            saturated fatty acid 21707
                                              straight-chain saturated fatty acid 14378
                                                butyric acid 4097
                                                  methylbutyric acid 197
                                                    2-methylbutyric acid 89
                                                      (S)-2-methylbutyric acid 89
                                                        pravastatin 89
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