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Details

Stereochemistry RACEMIC
Molecular Formula C24H25FNO4.Na
Molecular Weight 433.4478
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of FLUVASTATIN SODIUM ANTI-ISOMER

SMILES

[Na+].CC(C)N1C(\C=C\[C@H](O)C[C@@H](O)CC([O-])=O)=C(C2=C1C=CC=C2)C3=CC=C(F)C=C3

InChI

InChIKey=ZGGHKIMDNBDHJB-INNGCKGUSA-M
InChI=1S/C24H26FNO4.Na/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30;/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30);/q;+1/p-1/b12-11+;/t18-,19+;/m0./s1

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.jstage.jst.go.jp/article/dmpk1986/10/6/10_6_779/_pdf

Fluvastatin Anti-Isomer is a metabolite of lipid-lowering agent Fluvastatin. Fluvastatin is very unstable during storage and anti-isomer as well as lactones are the main formed by-products.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Improvement in chemical and physical stability of fluvastatin drug through hydrogen bonding interactions with different polymer matrices.
2009 Jan

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
FLUVASTATIN SODIUM ANTI-ISOMER
Common Name English
(R*,R*-E)-(±)-7-(3-(4-FLUOROPHENYL)-1-(METHYLETHYL)-1H-INDOL-2-YL)-3,5-DIHYDROXY-6-HEPTENOIC ACID MONOSODIUM SALT
Common Name English
6-HEPTENOIC ACID, 7-(3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL)-3,5-DIHYDROXY-, SODIUM SALT (1:1), (3R,5R,6E)-REL-
Common Name English
6-HEPTENOIC ACID, 7-(3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL)-3,5-DIHYDROXY-, MONOSODIUM SALT, (R*,R*-(E))-(±)-
Common Name English
6-HEPTENOIC ACID, 7-(3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL)-3,5-DIHYDROXY-, MONOSODIUM SALT, (R*,R*-(E))-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10239940
Created by admin on Sat Dec 16 05:13:11 GMT 2023 , Edited by admin on Sat Dec 16 05:13:11 GMT 2023
PRIMARY
PUBCHEM
71587351
Created by admin on Sat Dec 16 05:13:11 GMT 2023 , Edited by admin on Sat Dec 16 05:13:11 GMT 2023
PRIMARY
FDA UNII
FRP6Z03X99
Created by admin on Sat Dec 16 05:13:11 GMT 2023 , Edited by admin on Sat Dec 16 05:13:11 GMT 2023
PRIMARY
CAS
93957-58-5
Created by admin on Sat Dec 16 05:13:11 GMT 2023 , Edited by admin on Sat Dec 16 05:13:11 GMT 2023
PRIMARY