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(3R,5S) -Fluvastatin

CAT: 0013-GTR19189585Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19189585Size:25 mg
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Description
(3R,5S) -Fluvastatin
CAS Number
155229-75-7
Field of Research
Cell Biology, Metabolism Research, Pharmacology & Drug Discovery
Smiles
C (=C/[C@H] (C[C@H] (CC (O) =O) O) O) \C1=C (C=2C (N1C (C) C) =CC=CC2) C3=CC=C (F) C=C3
Molecular Formula
C24H26FNO4
Molecular Weight
411.47
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Fluvastatin, (3R,5S)-

(3R,5S)-fluvastatin is a (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid diastereoisomer in which the stereocentres beta- and delta- to the carboxy group have R and S configuration, respectively. The drug fluvastatin is an equimolar mixture of this compound and its enantiomer. It is a (6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid and a statin (synthetic). It is a conjugate acid of a (3R,5S)-fluvastatin(1-). It is an enantiomer of a (3S,5R)-fluvastatin.

CAS Number155229-75-7
PubChem CID446155
IUPAC Name(E,3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid
Molecular FormulaC24H26FNO4
Molecular Weight411.5
XLogP3.5
Topological Polar Surface Area82.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Heavy Atom Count30
Formal Charge0
Complexity590
SMILES
CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@H](C[C@H](CC(=O)O)O)O)C3=CC=C(C=C3)F
InChI
InChI=1S/C24H26FNO4/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)/b12-11+/t18-,19-/m1/s1
InChIKey
FJLGEFLZQAZZCD-MCBHFWOFSA-N
Chemical Structure
2D Structure
2D structure of Fluvastatin, (3R,5S)-
CAS: 155229-75-7
CID: 446155
Formula: C24H26FNO4
MW: 411.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight411.5
XLogP33.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass411.18458647
Monoisotopic Mass411.18458647
Topological Polar Surface Area82.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity590
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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