ONTOLOGY REPORT - ANNOTATIONS
Term: cerivastatin
Accession: CHEBI:3558
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Definition: (3R,5S)-3,5-dihydroxyhept-6-enoic acid in which the (7E)-hydrogen is substituted by a 4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl group. Formerly used (as its sodium salt) to lower cholesterol and prevent cardiovascular disease, it was withdrawn from the market worldwide in 2001 following reports of a severe form of muscle toxicity.
Synonyms: exact_synonym: (3R,5S,6E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-di(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid
related_synonym: (3R,5S,6E)-7-(4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)-3-pyridinyl)-3,5-dihydroxy-6-heptenoic acid; (3R,5S,6E)-7-(4-(p-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl)-3,5-dihydroxy-6-heptenoic acid; (3R,5S,E)-7-(4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl)-3,5-dihydroxyhept-6-enoic acid; Formula=C26H34FNO5; InChI=1S/C26H34FNO5/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32)/b11-10+/t19-,20-/m1/s1; InChIKey=SEERZIQQUAZTOL-ANMDKAQQSA-N; SMILES=COCc1c(nc(C(C)C)c(\\C=C\\[C@@H](O)C[C@@H](O)CC(O)=O)c1-c1ccc(F)cc1)C(C)C; cerivastatin acid
alt_id: CHEBI:503465; MESH:C086276
xref: Beilstein:8366578 "Beilstein"; CAS:145599-86-6 "ChemIDplus"; CAS:145599-86-6 "KEGG COMPOUND"; DrugBank:DB00439; Drug_Central:577 "DrugCentral"; KEGG:C07966; KEGG:D07661
xref_mesh: MESH:C086276
xref: PMID:17560788 "ChEMBL"; PMID:18155906 "ChEMBL"; Wikipedia:Cerivastatin
cyclic_relationship: is_conjugate_acid_of CHEBI:406059
G
Abcb11
ATP binding cassette subfamily B member 11
3
55,480,024
55,587,946
RGD:6480464
G
Abcb1a
ATP binding cassette subfamily B member 1A
4
22,339,829
22,517,642
RGD:6480464
G
Abcc2
ATP binding cassette subfamily C member 2
1
263,554,426
263,612,556
RGD:6480464
G
Abcg2
ATP binding cassette subfamily G member 2
4
88,765,441
88,890,268
RGD:6480464
G
Bmp2
bone morphogenetic protein 2
3
126,335,963
126,346,771
RGD:6480464
G
Casp3
caspase 3
16
48,845,011
48,863,249
RGD:6480464
G
Casp8
caspase 8
9
65,614,142
65,662,624
RGD:6480464
G
Casp9
caspase 9
5
160,356,211
160,373,774
RGD:6480464
G
Ccl2
C-C motif chemokine ligand 2
10
69,412,065
69,413,863
RGD:6480464
G
Cyp2b3
cytochrome P450, family 2, subfamily b, polypeptide 3
1
83,163,103
83,236,615
RGD:6480464
G
Cyp2c79
cytochrome P450, family 2, subfamily c, polypeptide 79
1
147,236,480
147,307,988
RGD:6480464
G
Diablo
diablo, IAP-binding mitochondrial protein
12
38,490,230
38,503,344
RGD:6480464
G
Entpd1
ectonucleoside triphosphate diphosphohydrolase 1
1
259,692,020
259,818,922
RGD:6480464
G
F2
coagulation factor II
3
80,529,468
80,542,993
RGD:6480464
G
Fgf2
fibroblast growth factor 2
2
124,081,072
124,134,133
RGD:6480464
G
Icam1
intercellular adhesion molecule 1
8
22,035,287
22,047,049
RGD:6480464
G
Il1b
interleukin 1 beta
3
121,876,256
121,882,637
RGD:6480464
G
Il6
interleukin 6
4
3,043,231
3,047,807
RGD:6480464
G
Itgal
integrin subunit alpha L
1
198,744,053
198,781,745
RGD:6480464
G
Itgb2
integrin subunit beta 2
20
11,777,773
11,815,647
RGD:6480464
G
Mb
myoglobin
7
118,101,633
118,108,864
RGD:6480464
G
Nr1i2
nuclear receptor subfamily 1, group I, member 2
11
65,022,100
65,058,546
RGD:6480464
G
Nr1i3
nuclear receptor subfamily 1, group I, member 3
13
89,585,072
89,591,278
RGD:6480464
G
Ppara
peroxisome proliferator activated receptor alpha
7
126,618,872
126,687,282
RGD:6480464
G
Rab4a
RAB4A, member RAS oncogene family
19
56,585,598
56,613,078
RGD:6480464
G
Rap1a
RAP1A, member of RAS oncogene family
2
208,193,950
208,215,186
RGD:6480464
G
Rhoa
ras homolog family member A
8
117,082,440
117,116,244
RGD:6480464
G
Rxra
retinoid X receptor alpha
3
6,272,560
6,295,354
RGD:6480464
G
Srebf1
sterol regulatory element binding transcription factor 1
10
46,570,996
46,593,021
RGD:6480464
G
Tnf
tumor necrosis factor
20
5,189,382
5,192,000
RGD:6480464
G
Tnni2
troponin I2, fast skeletal type
1
215,609,110
215,611,652
RGD:6480464
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