Cerivastatin (CED0005408)

Record Information

Version

1.0

Creation Date

2016-06-03 11:29:11 UTC

Update Date

2026-08-22 06:46:04 UTC

SynCED ID

CED0005408

Secondary Accession Numbers

CHEM043960

Identification

Common Name

Cerivastatin

Class

Small Molecule

Description

Cerivastatin is an organic compound with the formula C26H34FNO5 and an average molecular weight of 459.55 g/mol. Cerivastatin belongs to the phenylpyridines, a subclass of pyridines and derivatives within the organic compounds. It acts as an inhibitor of the protein target 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR). The compound is found in or released from four recorded sources, including lipid modifying agents within healthcare, pharmaceuticals, and veterinary products, as well as the preparation of vinegar in food, food processing, and cookware. It is also associated with electrical and electronic equipment, specifically antennas and television systems. The recorded exposure route for this compound is oral.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)-3-pyridinyl)-3,5-dihydroxy-6-heptenoic acid	ChEBI
(3R,5S,6E)-7-(4-(p-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl)-3,5-dihydroxy-6-heptenoic acid	ChEBI
(3R,5S,e)-7-(4-(4-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl)-3,5-dihydroxyhept-6-enoic acid	ChEBI
Cerivastatin acid	ChEBI
(3R,5S,6E)-7-(4-(4-Fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)-3-pyridinyl)-3,5-dihydroxy-6-heptenoate	Generator
(3R,5S,6E)-7-(4-(p-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)-3-pyridyl)-3,5-dihydroxy-6-heptenoate	Generator
(3R,5S,e)-7-(4-(4-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyridin-3-yl)-3,5-dihydroxyhept-6-enoate	Generator
7-(4-(4-Fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyrid-3-yl)-3,5-dihydroxy-6-heptenoate sodium salt	MeSH
Bay W 6228	MeSH
Baycol	MeSH
Certa	MeSH
Cerivastatin sodium	MeSH
Kazak	MeSH
Lipobay	MeSH
Rivastatin	MeSH

Chemical Formula

C₂₆H₃₄FNO₅

Average Molecular Mass

459.550 g/mol

Monoisotopic Mass

459.242 g/mol

CAS Registry Number

145599-86-6

IUPAC Name

(3R,5S,6E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid

Traditional Name

cerivastatin

SMILES

COCC1=C(C2=CC=C(F)C=C2)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C(C(C)C)N=C1C(C)C

InChI Identifier

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

InChI Key

SEERZIQQUAZTOL-ANMDKAQQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

4-phenylpyridine
Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Beta-hydroxy acid
Fluorobenzene
Halogenated fatty acid
Halobenzene
Aryl fluoride
Aryl halide
Benzenoid
Fatty acid
Unsaturated fatty acid
Fatty acyl
Monocyclic benzene moiety
Hydroxy acid
Heteroaromatic compound
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Azacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

statin (synthetic) (CHEBI:3558 )
pyridines (CHEBI:3558 )
dihydroxy monocarboxylic acid (CHEBI:3558 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	4.15	ALOGPS
logP	2.67	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	5.58	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.88 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	126.82 m³·mol⁻¹	ChemAxon
Polarizability	50.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052f-4109800000-c584ff51808361730735	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01vo-0002900000-102e1abb000304d4bb3e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-022c-2009800000-ef796d571fa6ceb33110	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03gm-3029200000-2ca13e234834bdc3e4cd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1002900000-7c1796303bd5582434c6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pb9-7109400000-9c6452e8723677df671b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9106000000-77096145e3ccba82192d	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000233	Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.	Personal care & cosmetics	Not Available
CEDs000298	Lipid modifying agents?Lipid modifying agents are synthetic chemicals used to alter the lipid profiles of living organisms, often employed in the treatment of hyperlipidemia and related cardiovascular conditions.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	Not Available
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	Not Available
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	Not Available
CEDs000548	Preparation Of Vinegar?Vinegar is produced through the fermentation of ethanol by acetic acid bacteria, resulting in a solution that typically contains 4-8% acetic acid.	Food, food processing & cookware	Not Available
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	Not Available
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	Not Available
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	Not Available
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	Not Available
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	Not Available
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	Not Available
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	Not Available
CEDs000693	Silica Glass?Silica glass, primarily composed of silicon dioxide (SiO2), is widely used in various applications, including windows, glass facades, and insulation materials.	Building & Construction	Not Available
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	Not Available
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	Not Available

Pathways

3 pathwaysPathway Source: PathBank

Cerivastatin Action Pathway

Cerivastatin Drug Metabolism Action Pathway

Cerivastatin Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	3-hydroxy-3-methylglutaryl-coenzyme A reductase	P51639	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.503 Applicability Domain 0.577 Statistical Significance 3.00e-05 Supporting Reference Compounds 13 E-value 0.233548
Click to view 3D structure	3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	Humans	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 0.577 Statistical Significance 1.20e-04 Supporting Reference Compounds 18 E-value 0.934191
Click to view 3D structure	Rho-related GTP-binding protein RhoC	P08134	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.349 Statistical Significance 2.00e-04 Supporting Reference Compounds 1 E-value 1.55698
Click to view 3D structure	Nuclear receptor subfamily 4 group A member 2	P43354	Humans	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.507 Statistical Significance 4.50e-04 Supporting Reference Compounds 18 E-value 3.50322
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.267 Applicability Domain 0.493 Statistical Significance 0.3285 Supporting Reference Compounds 1245 E-value 2557.74
Click to view 3D structure	3-hydroxy-3-methylglutaryl-coenzyme A reductase	Q1W675	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.242 Applicability Domain 0.349 Statistical Significance 1.90e-04 Supporting Reference Compounds 2 E-value 1.47914
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.349 Statistical Significance 0.682 Supporting Reference Compounds 1538 E-value 5309.24
Click to view 3D structure	Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta	O43924	Humans	Predicted (SEA)	Prediction Confidence Score 0.233 Applicability Domain 0.577 Statistical Significance 3.00e-04 Supporting Reference Compounds 8 E-value 2.33548
Click to view 3D structure	Solute carrier organic anion transporter family member 1B1	Q9Y6L6	Humans	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.349 Statistical Significance 0.0329 Supporting Reference Compounds 82 E-value 256.513
Click to view 3D structure	Dual specificity protein phosphatase 2	Q05923	Humans	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 0.0156 Supporting Reference Compounds 1 E-value 121.834
Click to view 3D structure	Uncharacterized protein	A0A1D5QZY8	Macaca mulatta	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 0.0156 Supporting Reference Compounds 1 E-value 121.834
Click to view 3D structure	Mitogen-activated protein kinase 14	Q16539	Humans	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.254 Low confidence Statistical Significance 0.525 Supporting Reference Compounds 668 E-value 4087.08
Click to view 3D structure	Dipeptidyl peptidase 2	Q9EPB1	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.263 Low confidence Statistical Significance 0.0011 Supporting Reference Compounds 3 E-value 8.40772
Click to view 3D structure	2-Hydroxyacid oxidase 2	Q9NYQ3	Humans	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.224 Low confidence Statistical Significance 0.0153 Supporting Reference Compounds 1 E-value 118.798
Click to view 3D structure	Somatostatin receptor type 5	P35346	Humans	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.236 Low confidence Statistical Significance 0.0883 Supporting Reference Compounds 56 E-value 687.564
Click to view 3D structure	Somatostatin receptor type 5	O08858	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.224 Applicability Domain 0.236 Low confidence Statistical Significance 0.0163 Supporting Reference Compounds 8 E-value 127.206
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.223 Applicability Domain 0.236 Low confidence Statistical Significance 0.8225 Supporting Reference Compounds 1498 E-value 6403.49
Click to view 3D structure	Photoreceptor-specific nuclear receptor	Q9Y5X4	Humans	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.416 Statistical Significance 0.1148 Supporting Reference Compounds 90 E-value 893.709
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.349 Statistical Significance 0.188 Supporting Reference Compounds 126 E-value 1463.33
Click to view 3D structure	Tegument protein VP16	P06492	Herpes simplex virus (type 1 / strain 17)	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.416 Statistical Significance 0.0924 Supporting Reference Compounds 75 E-value 719.56
Click to view 3D structure	Glucagon receptor	P47871	Humans	Predicted (SEA)	Prediction Confidence Score 0.219 Applicability Domain 0.229 Low confidence Statistical Significance 0.0816 Supporting Reference Compounds 46 E-value 635.172
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	Prediction Confidence Score 0.218 Applicability Domain 0.226 Low confidence Statistical Significance 0.3006 Supporting Reference Compounds 192 E-value 2339.84
Click to view 3D structure	Free fatty acid receptor 1	O14842	Humans	Predicted (SEA)	Prediction Confidence Score 0.218 Applicability Domain 0.25 Low confidence Statistical Significance 0.101 Supporting Reference Compounds 56 E-value 786.355
Click to view 3D structure	Casein kinase I isoform delta	P48730	Humans	Predicted (SEA)	Prediction Confidence Score 0.217 Applicability Domain 0.254 Low confidence Statistical Significance 0.6163 Supporting Reference Compounds 637 E-value 4797.69
Click to view 3D structure	Bile acid receptor	Q96RI1	Humans	Predicted (SEA)	Prediction Confidence Score 0.216 Applicability Domain 0.225 Low confidence Statistical Significance 0.1684 Supporting Reference Compounds 94 E-value 1310.98