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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H36O5
Molecular Weight 404.5396
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOVASTATIN

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@@H](C)CC

InChI

InChIKey=PCZOHLXUXFIOCF-BXMDZJJMSA-N
InChI=1S/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-19-12-18(25)13-22(26)28-19/h6-7,10,14-16,18-21,23,25H,5,8-9,11-13H2,1-4H3/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

HIDE SMILES / InChI
Molecular Formula C24H36O5
Molecular Weight 404.5396
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:05:09 UTC 2023
Edited
by admin
on Fri Dec 15 15:05:09 UTC 2023
Record UNII
9LHU78OQFD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOVASTATIN
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
(S)-2-Methylbutyric 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
LOVASTATIN [USP-RS]
Common Name English
SIMVASTATIN IMPURITY, LOVASTATIN- [USP IMPURITY]
Common Name English
MEVLOR
Brand Name English
LOVASTATIN COMPONENT OF ADVICOR
Common Name English
SIVLOR
Brand Name English
LOVASTATIN [EP MONOGRAPH]
Common Name English
lovastatin [INN]
Common Name English
ALTOPREV
Brand Name English
LOVASTATIN [USP MONOGRAPH]
Common Name English
MEVINOLIN
Common Name English
L-154803
Code English
LOVASTATIN [ORANGE BOOK]
Common Name English
MONACOLIN K
Common Name English
SIMVASTATIN IMPURITY E [EP IMPURITY]
Common Name English
MK-803
Code English
LOVASTATIN [HSDB]
Common Name English
Lovastatin [WHO-DD]
Common Name English
LOVASTATIN [MI]
Common Name English
LOVASTATIN [MART.]
Common Name English
C10AA02
Code English
LOVASTATIN [USAN]
Common Name English
BUTANOIC ACID, 2-METHYL-, 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.(R*),3.ALPHA.,7.BETA.,8.BETA.(2S*,4S*),8.ALPHA..BETA.))-
Common Name English
ADVICOR COMPONENT LOVASTATIN
Common Name English
(2S)-2-METHYLBUTANOIC ACID (1S,3R,7S,8S,8AR)-1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-(2-((2R,4R)-TETRAHYDRO-4-HYDROXY-6-OXO-2H-PYRAN-2-YL)ETHYL)-1-NAPHTHALENYL ESTER
Common Name English
MEVINACOR
Brand Name English
LOVASTATIN [VANDF]
Common Name English
NSC-758662
Code English
MEVACOR
Brand Name English
6.ALPHA.-METHYLCOMPACTIN
Common Name English
Classification Tree Code System Code
WHO-ATC C10AA02
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
LIVERTOX NBK548670
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
WHO-ATC C10BA01
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
NCI_THESAURUS C54679
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
WHO-VATC QC10BA01
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
WHO-VATC QC10AA02
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
NDF-RT N0000000121
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
NCI_THESAURUS C1655
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
NDF-RT N0000175589
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
Code System Code Type Description
USAN
Y-5
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
HSDB
6534
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
FDA UNII
9LHU78OQFD
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
INN
6074
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
MERCK INDEX
m6914
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL503
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
RS_ITEM_NUM
1370600
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
SMS_ID
100000092165
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID5020784
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
LACTMED
Lovastatin
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
MESH
D008148
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
DRUG BANK
DB00227
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
RXCUI
6472
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C620
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
PUBCHEM
53232
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
CHEBI
40303
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
DAILYMED
9LHU78OQFD
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
NSC
758662
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
EVMPD
SUB08604MIG
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
DRUG CENTRAL
1612
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
CAS
75330-75-5
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
IUPHAR
2739
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
WIKIPEDIA
LOVASTATIN
Created by admin on Fri Dec 15 15:05:09 UTC 2023 , Edited by admin on Fri Dec 15 15:05:09 UTC 2023
PRIMARY
Related Record Type Details
OATP1B1
TRANSPORTER -> INHIBITOR
TYROSINE-PROTEIN PHOSPHATASE NON-RECEPTOR TYPE 11
OFF TARGET->ACTIVATOR
Kd
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
Structure of 6'.BETA.-HYDROXYLOVASTATIN
METABOLITE -> PARENT
CYP3A
PLASMA
Structure of LOVASTATIN ACID
METABOLITE ACTIVE -> PRODRUG
Structure of 6'-EXOMETHYLENE LOVASTATIN
METABOLITE -> PARENT
In Vitro metabolite; CYP3A
IN-VITRO
Related Record Type Details
Structure of SIMVASTATIN
PARENT -> IMPURITY
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 DIHYDROMEVINOLIN
IMPURITY -> PARENT
correction factor: for the calculation of content, multiply the peak area of impurity E by 1.6
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (1S,3R,7S,8S,8AR)-8-(2-((2R,4R)-4-HYDROXY-6-OXOTETRAHYDRO-2H-PYRAN-2-YL)ETHYL)-3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL (2Z)-2-METHYLBUT-2-ENOATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MEVASTATIN
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of LOVASTATIN DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (1S,3R,7S,8S,8AR)-3,7-DIMETHYL-8-(2-((2R)-6-OXO-3,6-DIHYDRO-2H-PYRAN-2-YL)ETHYL)-1,2,3,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL (2S)-2-METHYLBUTANOATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of LOVASTATIN ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of LOVASTATIN ACID
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Tmax PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
MAXIMUM TOLERATED DOSE TOXICITY
ORAL BIOAVAILABILITY PHARMACOKINETIC
NIH
NCATS
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ACCESSIBILITY
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