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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H38O5
Molecular Weight 418.5662
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SIMVASTATIN

SMILES

[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)C(C)(C)CC

InChI

InChIKey=RYMZZMVNJRMUDD-HGQWONQESA-N
InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1

HIDE SMILES / InChI
Molecular Formula C25H38O5
Molecular Weight 418.5662
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:27:52 UTC 2023
Edited
by admin
on Sat Dec 16 17:27:52 UTC 2023
Record UNII
AGG2FN16EV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SIMVASTATIN
EP   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INN   USAN  
Official Name English
SIMVASTATIN [MI]
Common Name English
SIMVASTATIN [JAN]
Common Name English
MK-0733
Code English
ZOCOR
Brand Name English
simvastatin [INN]
Common Name English
SIMVASTATIN COMPONENT OF SIMCOR
Common Name English
SIMVASTATIN [EP MONOGRAPH]
Common Name English
C10AA01
Code English
SIMCOR COMPONENT SIMVASTATIN
Common Name English
SIMVASTATIN [MART.]
Common Name English
SIMVASTATIN [USP MONOGRAPH]
Common Name English
SYNVINOLIN
Common Name English
SIMVASTATIN [ORANGE BOOK]
Common Name English
2,2-Dimethylbutyric acid, 8-ester with (4R,6R)-6-[2-[(1S,2S,6R,8S,8aR)-1,2,6,7,8,8a-hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl]ethyl]tetrahydro-4-hydroxy-2H-pyran-2-one
Common Name English
VYTORIN COMPONENT SIMVASTATIN
Common Name English
NSC-758706
Code English
SIMVASTATIN [VANDF]
Common Name English
MK-733
Code English
SIMVASTATIN [HSDB]
Common Name English
Simvastatin [WHO-DD]
Common Name English
SIMVASTATIN [USAN]
Common Name English
POLYCAP COMPONENT SIMVASTATIN
Brand Name English
BUTANOIC ACID, 2,2-DIMETHYL-, 1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-(2-(TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL)ETHYL)-1-NAPHTHALENYL ESTER, (1S-(1.ALPHA.,3.ALPHA.,7.BETA.,8.BETA.(2S*,4S*),8A.BETA.))-
Common Name English
SIMVASTATIN [USP-RS]
Common Name English
SIMVASTATIN COMPONENT OF VYTORIN
Common Name English
Classification Tree Code System Code
WHO-ATC C10BX04
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-ATC C10BA04
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-VATC QC10BA04
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
NCI_THESAURUS C1655
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-ATC A10BH51
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
NDF-RT N0000175589
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
LIVERTOX NBK548720
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-VATC QC10BA02
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
WHO-VATC QC10AA01
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
WHO-VATC QA10BH51
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
WHO-ATC C10BA02
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
NDF-RT N0000000121
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-ATC C10AA01
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-VATC QC10BX01
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
WHO-ATC C10BX01
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 12.6
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
WHO-VATC QC10BX04
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
Code System Code Type Description
DAILYMED
AGG2FN16EV
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID0023581
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
HSDB
7208
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
LACTMED
Simvastatin
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL1064
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
NCI_THESAURUS
C29454
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
USAN
Y-41
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY
INN
6147
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
RS_ITEM_NUM
1612700
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY
MERCK INDEX
m9947
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY Merck Index
MESH
D019821
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
CHEBI
9150
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
CAS
79902-63-9
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
WIKIPEDIA
SIMVASTATIN
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY
DRUG BANK
DB00641
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
EVMPD
SUB10529MIG
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
DRUG CENTRAL
2445
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
FDA UNII
AGG2FN16EV
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
PUBCHEM
54454
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY
RXCUI
36567
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY RxNorm
NSC
758706
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
SMS_ID
100000091786
Created by admin on Sat Dec 16 17:27:54 UTC 2023 , Edited by admin on Sat Dec 16 17:27:54 UTC 2023
PRIMARY
IUPHAR
2955
Created by admin on Sat Dec 16 17:27:53 UTC 2023 , Edited by admin on Sat Dec 16 17:27:53 UTC 2023
PRIMARY
Related Record Type Details
OCT-1
TRANSPORTER -> INHIBITOR
Structure of SIMVASTATIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
OATP1B1
TRANSPORTER -> SUBSTRATE
Structure of SIMVASTATIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
EP
OAT-3
TRANSPORTER -> INHIBITOR
OATP-B
TRANSPORTER -> INHIBITOR
SUBSTRATE USED: ESTRONE-3-SULFATE
OAT-1
TRANSPORTER -> INHIBITOR
Related Record Type Details
Structure of 6-HYDROXYSIMVASTATIN, (6S)-
METABOLITE ACTIVE -> PARENT
Structure of Dimebutic Acid
METABOLITE -> PARENT
PLASMA
Structure of TENIVASTATIN
METABOLITE ACTIVE -> PRODRUG
MAJOR
Structure of 6-EXOMETHYLENESIMVASTATIN
METABOLITE ACTIVE -> PARENT
MAJOR
Structure of 3-HYDROXYSIMVASTATIN
METABOLITE ACTIVE -> PARENT
MAJOR
Related Record Type Details
Structure of SIMVASTATIN DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of TENIVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of LOVASTATIN
IMPURITY -> PARENT
sum of impurities E and F: not more than twice the area of the principal peak in the chromatogram obtained with reference solution (b) (1.0 per cent)
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of SIMVASTATIN DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of METHYLENE SIMVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of TENIVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of EPILOVASTATIN
IMPURITY -> PARENT
sum of impurities E and F: not more than twice the area of the principal peak in the chromatogram obtained with reference solution (b) (1.0 per cent)
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of METHYLENE SIMVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of LOVASTATIN
IMPURITY -> PARENT
Epilovastatin and Lovastatin 1.0%
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of EPILOVASTATIN
IMPURITY -> PARENT
Epilovastatin and Lovastatin 1.0%
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ACETYL SIMVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ANHYDRO SIMVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ANHYDRO SIMVASTATIN
IMPURITY -> PARENT
sum of impurities B and C: not more than 1.6 times the area of the principal peak in the chromatogram obtained with reference solution (b) (0.8 per cent);
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ACETYL SIMVASTATIN
IMPURITY -> PARENT
sum of impurities B and C: not more than 1.6 times the area of the principal peak in the chromatogram obtained with reference solution (b) (0.8 per cent);
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of TENIVASTATIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC SIMVASTATIN ACID
PHARMACOKINETIC
Tmax PHARMACOKINETIC
ORAL BIOAVAILABILITY PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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