CERIVASTATIN

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H34FNO5
Molecular Weight	459.5503
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of CERIVASTATIN

Structure Search

SMILES

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

InChI

InChIKey=SEERZIQQUAZTOL-ANMDKAQQSA-N

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

HIDE SMILES / InChI

Molecular Formula	C26H34FNO5
Molecular Weight	459.5503
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	1
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:33:28 UTC 2023` Edited by `admin` on `Fri Dec 15 16:33:28 UTC 2023`
Record UNII	AM91H2KS67
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CERIVASTATIN

Official Name

English

CERIVASTATIN [HSDB]

Common Name

English

cerivastatin [INN]

Common Name

English

CERIVASTATIN [MI]

Common Name

English

Cerivastatin [WHO-DD]

Common Name

English

CERIVASTATIN [VANDF]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1655

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

WHO-ATC

C10AA06

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

WHO-VATC

QC10AA06

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

Code System Code Type Description

SMS_ID

100000082046

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

WIKIPEDIA

CERIVASTATIN

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

EPA CompTox

DTXSID9022786

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

PUBCHEM

446156

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

MERCK INDEX

m3262

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

Merck Index

IUPHAR

2950

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

INN

7083

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

CHEBI

3558

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

MESH

C086276

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

DRUG CENTRAL

577

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

DRUG BANK

DB00439

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

ChEMBL

CHEMBL1477

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

NCI_THESAURUS

C65308

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

CAS

145599-86-6

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

HSDB

7357

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

EVMPD

SUB07440MIG

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

FDA UNII

AM91H2KS67

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

RXCUI

596723

Created by admin on Fri Dec 15 16:33:28 UTC 2023 , Edited by admin on Fri Dec 15 16:33:28 UTC 2023

PRIMARY

Related Record Type Details


					G49RZO51ZC

OATP-B

TRANSPORTER -> INHIBITOR


					6Q18G1060S

CERIVASTATIN SODIUM

SALT/SOLVATE -> PARENT

Amount:


					76UB6O122H

ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2

TRANSPORTER -> INHIBITOR


					L0423Z5LDW

CYTOCHROME P450 2C8

METABOLIC ENZYME -> SUBSTRATE

Amount:


					WCI46BYD7T

BSEP

TRANSPORTER -> INHIBITOR


					EB4FXISBG6

3-HYDROXY-3-METHYLGLUTARYL-COENZYME A REDUCTASE

TARGET -> INHIBITOR

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Amount:


					EB4FXISBG6

3-HYDROXY-3-METHYLGLUTARYL-COENZYME A REDUCTASE

TARGET -> INHIBITOR

Comments:

Cerivastatin inhibited the cholesterol synthesis in the human hepatoma cell line HepG2 cells with a similar IC50 value of 1.0 x 10(-9) M.

Qualification:

IC50

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					OH43LBZISH

O-DESMETHYL-CERIVASTATIN

METABOLITE -> PARENT

Comments:

CYP2C8 accounts for up to 60% of cerivastatin?s oxidation

Amount:


					KW732DSZ73

DESMETHYL HYDROXYL CERIVASTATIN

METABOLITE -> PARENT

Amount:


					KW732DSZ73

DESMETHYL HYDROXYL CERIVASTATIN

METABOLITE -> PARENT

Amount:


					OH43LBZISH

O-DESMETHYL-CERIVASTATIN

METABOLITE -> PARENT

Comments:

CYP3A4 contributes to approximately 40% of mostly M-1 formation

Amount:


					1FKX4I5U9R

6-HYDROXYL-CERIVASTATIN

METABOLITE -> PARENT

Amount:

Related Record Type Details


					AM91H2KS67

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC