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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-10-16 12:25:20 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005006

Secondary Accession Numbers

HMDB05006

Metabolite Identification

Common Name

Atorvastatin

Description

Atorvastatin is a member of the drug class known as statins, used for lowering cholesterol and thereby reducing cardiovascular disease. Atorvastatin inhibits a rate-determining enzyme located in hepatic tissue used in cholesterol synthesis, which lowers the amount of cholesterol produced. This also has the effect of lowering the total amount of LDL cholesterol; Atorvastatin is a member of the drug class known as statins, used for lowering cholesterol and thereby reducing cardiovascular disease. Atorvastatin inhibits a rate-determining enzyme located in hepatic tissue used in cholesterol synthesis, which lowers the amount of cholesterol produced. This also has the effect of lowering the total amount of LDL cholesterol; As with other statins, atorvastatin is a competitive inhibitor of HMG-CoA reductase. Unlike most others, however, it is a completely synthetic compound. HMG-CoA reductase catalyzes the reduction of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) to mevalonate, which is the rate-limiting step in hepatic cholesterol biosynthesis. Inhibition of the enzyme decreases de novo cholesterol synthesis, increasing expression of low-density lipoprotein receptors (LDL receptors) on hepatocytes. This increases the LDL uptake by the hepatocytes, decreasing the amount of LDL in the blood.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652306292005242D          

 41 44  0  0  1  0            999 V2000
    0.3310    0.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3835    0.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0456    0.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3310   -0.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7435   -1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814   -1.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -2.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2284   -2.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8159   -2.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -3.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659   -2.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798    0.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1942    0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088    0.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088   -0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -0.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3363   -0.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1539   -2.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4274   -0.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9999   -0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 11 12  2  0  0  0  0
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 17 18  2  0  0  0  0
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 18 19  1  0  0  0  0
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  4 22  2  0  0  0  0
 22  6  1  0  0  0  0
 23 24  2  0  0  0  0
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 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
  6 23  1  0  0  0  0
 11 29  1  0  0  0  0
  5  8  1  0  0  0  0
 35 30  1  1  0  0  0
 36 31  1  1  0  0  0
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 36 40  1  0  0  0  0
 37 39  1  0  0  0  0
 40 41  1  0  0  0  0
 34  4  1  0  0  0  0
 34  5  1  0  0  0  0
M  END

HMDB0005006
     RDKit          3D
Atorvastatin
 76 79  0  0  0  0  0  0  0  0999 V2000
    0.7011    0.7770    3.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    1.0345    2.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.3422    3.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    0.6248    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394    0.8590    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    1.5860    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.3879    1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744    1.4586    0.3954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2014    2.2035    0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    3.4481    1.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    4.0999    1.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5540    3.4901    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6068    2.2418    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4632    1.5970    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536    0.3279   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040    0.3217   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7359   -0.8613   -2.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5254   -0.8906   -3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5988   -0.9015   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508   -0.2728   -2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.0078   -3.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -2.3709   -3.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272   -3.0628   -4.6712 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293   -3.0001   -2.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -2.2599   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768   -0.0134    0.7071 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -0.4794    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.5793    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    0.1511    1.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1962   -0.0729    2.4475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.1309    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9562   -1.5364    0.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0645   -1.7191    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2762   -2.8652    0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1907   -2.8302   -1.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -2.7857   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -2.8475   -2.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869    1.1512    3.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.2941    3.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    1.3508    4.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2419    0.9578    4.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -0.1398    2.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2543   -0.5331    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.7887   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4284    4.0419    1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9054    0.7915   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.5476   -4.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -4.0721   -2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -2.8292   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -1.3502    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.8762    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    1.5865    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.7030   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7546   -0.9557    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -1.9463    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  2  0
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 15 22  2  0
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 23 24  2  0
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 21 16  1  0
 29 23  1  0
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 35 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 38 74  1  0
 38 75  1  0
 41 76  1  0
M  END

  Mrv1652306292005242D          

 41 44  0  0  1  0            999 V2000
    0.3310    0.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3835    0.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5709    0.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7143   -0.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9998    0.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9986   -0.7649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.3525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5709   -0.3524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7128   -0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4274   -0.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2853   -0.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999   -0.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 13  1  0  0  0  0
 20 22  1  0  0  0  0
 20 21  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 22  2  0  0  0  0
 22  6  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
  6 23  1  0  0  0  0
 11 29  1  0  0  0  0
  5  8  1  0  0  0  0
 35 30  1  1  0  0  0
 36 31  1  1  0  0  0
 32 41  1  0  0  0  0
 33 41  2  0  0  0  0
 34 37  1  0  0  0  0
 35 38  1  0  0  0  0
 35 39  1  0  0  0  0
 36 38  1  0  0  0  0
 36 40  1  0  0  0  0
 37 39  1  0  0  0  0
 40 41  1  0  0  0  0
 34  4  1  0  0  0  0
 34  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005006

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1

> <INCHI_KEY>
XUKUURHRXDUEBC-KAYWLYCHSA-N

> <FORMULA>
C33H35FN2O5

> <MOLECULAR_WEIGHT>
558.6398

> <EXACT_MASS>
558.253000445

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
59.4523029021949

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
5.387146767000001

> <ALOGPS_LOGS>
-5.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.883844982297163

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.32805327282745

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7438283586756986

> <JCHEM_POLAR_SURFACE_AREA>
111.78999999999999

> <JCHEM_REFRACTIVITY>
158.19839999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
atorvastatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005006
     RDKit          3D
Atorvastatin
 76 79  0  0  0  0  0  0  0  0999 V2000
    0.7011    0.7770    3.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    1.0345    2.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.3422    3.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    0.6248    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394    0.8590    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    1.5860    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.3879    1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744    1.4586    0.3954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2014    2.2035    0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    3.4481    1.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    4.0999    1.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5540    3.4901    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6068    2.2418    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4632    1.5970    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536    0.3279   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040    0.3217   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7359   -0.8613   -2.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5254   -0.8906   -3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    0.2680   -4.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    1.4609   -3.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4768    1.4766   -2.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -0.2239   -0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5988   -0.9015   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508   -0.2728   -2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.0078   -3.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -2.3709   -3.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272   -3.0628   -4.6712 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293   -3.0001   -2.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -2.2599   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768   -0.0134    0.7071 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -0.4794    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.5793    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    0.1511    1.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1962   -0.0729    2.4475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.1309    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9562   -1.5364    0.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0645   -1.7191    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2762   -2.8652    0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1907   -2.8302   -1.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -2.7857   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -2.8475   -2.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869    1.1512    3.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.2941    3.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    1.3508    4.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    2.1644    2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419    0.9578    4.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -0.1398    2.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2543   -0.5331    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.7887   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315    3.9632    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2130    5.0798    2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4284    4.0419    1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5818    1.7993    0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5502    0.6141    0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5347   -1.7683   -1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -1.8082   -3.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3936    0.3011   -5.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    2.3748   -4.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0895    2.4313   -2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054    0.7915   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.5476   -4.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -4.0721   -2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -2.8292   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -1.3502    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.8762    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    1.5865    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.7030   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886    0.9617    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -0.9557    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -1.9463    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5143   -0.9519   -0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -0.8097    0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6585   -2.5936    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3179   -3.1139    0.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -3.6714    0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2322   -2.4036   -1.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 22 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 30  4  1  0
 14  9  1  0
 21 16  1  0
 29 23  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  8 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 24 60  1  0
 25 61  1  0
 28 62  1  0
 29 63  1  0
 31 64  1  0
 31 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  1
 34 69  1  0
 35 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 38 74  1  0
 38 75  1  0
 41 76  1  0
M  END

HEADER    PROTEIN                                 29-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-20         0                                  
HETATM    1  C   UNK     0       0.618   1.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.716   1.787   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.952   1.787   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.618  -0.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.388  -2.893   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.152  -2.893   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.833  -4.138   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.293  -4.139   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.523  -5.472   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.293  -6.806   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.833  -6.806   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.603  -5.472   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.629   0.882   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.963   1.652   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.296   0.882   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.296  -0.658   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.963  -1.428   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.629  -0.658   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -3.295  -1.428   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.961  -0.658   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.961   0.882   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.628  -1.428   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.057  -4.139   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.597  -4.139   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.367  -5.473   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.597  -6.806   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.057  -6.806   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.287  -5.472   0.000  0.00  0.00           C+0
HETATM   29  F   UNK     0       4.603  -8.140   0.000  0.00  0.00           F+0
HETATM   30  O   UNK     0       5.865   0.882   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.532   0.882   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.533  -1.428   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.200   0.882   0.000  0.00  0.00           O+0
HETATM   34  N   UNK     0       1.864  -1.428   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       5.865  -0.658   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.532  -0.658   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.197  -0.658   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.199  -1.428   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.531  -1.428   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.866  -1.428   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.200  -0.658   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1   22   34                                                  
CONECT    5    6    8   34                                                  
CONECT    6    5   22   23                                                  
CONECT    7    8   12                                                       
CONECT    8    7    9    5                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11    7                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   22   21   19                                                  
CONECT   21   20                                                            
CONECT   22   20    4    6                                                  
CONECT   23   24   28    6                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   11                                                            
CONECT   30   35                                                            
CONECT   31   36                                                            
CONECT   32   41                                                            
CONECT   33   41                                                            
CONECT   34   37    4    5                                                  
CONECT   35   30   38   39                                                  
CONECT   36   31   38   40                                                  
CONECT   37   34   39                                                       
CONECT   38   35   36                                                       
CONECT   39   35   37                                                       
CONECT   40   36   41                                                       
CONECT   41   32   33   40                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

COMPND    HMDB0005006
HETATM    1  C1  UNL     1       0.701   0.777   3.667  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.530   1.035   2.864  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.715   0.342   3.545  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.509   0.625   1.451  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.639   0.859   0.625  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.830   1.586   1.018  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.738   2.388   1.992  1.00  0.00           O  
HETATM    8  N1  UNL     1      -4.074   1.459   0.395  1.00  0.00           N  
HETATM    9  C7  UNL     1      -5.201   2.203   0.802  1.00  0.00           C  
HETATM   10  C8  UNL     1      -5.163   3.448   1.390  1.00  0.00           C  
HETATM   11  C9  UNL     1      -6.313   4.100   1.795  1.00  0.00           C  
HETATM   12  C10 UNL     1      -7.554   3.490   1.608  1.00  0.00           C  
HETATM   13  C11 UNL     1      -7.607   2.242   1.019  1.00  0.00           C  
HETATM   14  C12 UNL     1      -6.463   1.597   0.617  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.354   0.328  -0.598  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.204   0.322  -1.813  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.736  -0.861  -2.285  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.525  -0.891  -3.434  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.778   0.268  -4.107  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.258   1.461  -3.657  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.477   1.477  -2.514  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.097  -0.224  -0.567  1.00  0.00           C  
HETATM   23  C21 UNL     1       0.599  -0.902  -1.673  1.00  0.00           C  
HETATM   24  C22 UNL     1       1.051  -0.273  -2.790  1.00  0.00           C  
HETATM   25  C23 UNL     1       1.686  -1.008  -3.769  1.00  0.00           C  
HETATM   26  C24 UNL     1       1.889  -2.371  -3.671  1.00  0.00           C  
HETATM   27  F1  UNL     1       2.527  -3.063  -4.671  1.00  0.00           F  
HETATM   28  C25 UNL     1       1.429  -3.000  -2.537  1.00  0.00           C  
HETATM   29  C26 UNL     1       0.795  -2.260  -1.561  1.00  0.00           C  
HETATM   30  N2  UNL     1       0.377  -0.013   0.707  1.00  0.00           N  
HETATM   31  C27 UNL     1       1.712  -0.479   1.056  1.00  0.00           C  
HETATM   32  C28 UNL     1       2.750   0.579   0.690  1.00  0.00           C  
HETATM   33  C29 UNL     1       4.146   0.151   1.052  1.00  0.00           C  
HETATM   34  O2  UNL     1       4.196  -0.073   2.447  1.00  0.00           O  
HETATM   35  C30 UNL     1       4.545  -1.131   0.381  1.00  0.00           C  
HETATM   36  C31 UNL     1       5.956  -1.536   0.754  1.00  0.00           C  
HETATM   37  O3  UNL     1       6.065  -1.719   2.141  1.00  0.00           O  
HETATM   38  C32 UNL     1       6.276  -2.865   0.115  1.00  0.00           C  
HETATM   39  C33 UNL     1       6.191  -2.830  -1.357  1.00  0.00           C  
HETATM   40  O4  UNL     1       5.111  -2.786  -2.003  1.00  0.00           O  
HETATM   41  O5  UNL     1       7.381  -2.847  -2.091  1.00  0.00           O  
HETATM   42  H1  UNL     1       1.587   1.151   3.167  1.00  0.00           H  
HETATM   43  H2  UNL     1       0.716  -0.294   3.946  1.00  0.00           H  
HETATM   44  H3  UNL     1       0.640   1.351   4.655  1.00  0.00           H  
HETATM   45  H4  UNL     1      -0.663   2.164   2.890  1.00  0.00           H  
HETATM   46  H5  UNL     1      -2.242   0.958   4.262  1.00  0.00           H  
HETATM   47  H6  UNL     1      -2.331  -0.140   2.766  1.00  0.00           H  
HETATM   48  H7  UNL     1      -1.254  -0.533   4.100  1.00  0.00           H  
HETATM   49  H8  UNL     1      -4.202   0.789  -0.396  1.00  0.00           H  
HETATM   50  H9  UNL     1      -4.231   3.963   1.540  1.00  0.00           H  
HETATM   51  H10 UNL     1      -6.213   5.080   2.252  1.00  0.00           H  
HETATM   52  H11 UNL     1      -8.428   4.042   1.941  1.00  0.00           H  
HETATM   53  H12 UNL     1      -8.582   1.799   0.892  1.00  0.00           H  
HETATM   54  H13 UNL     1      -6.550   0.614   0.159  1.00  0.00           H  
HETATM   55  H14 UNL     1      -2.535  -1.768  -1.755  1.00  0.00           H  
HETATM   56  H15 UNL     1      -3.950  -1.808  -3.814  1.00  0.00           H  
HETATM   57  H16 UNL     1      -4.394   0.301  -5.021  1.00  0.00           H  
HETATM   58  H17 UNL     1      -3.469   2.375  -4.201  1.00  0.00           H  
HETATM   59  H18 UNL     1      -2.089   2.431  -2.195  1.00  0.00           H  
HETATM   60  H19 UNL     1       0.905   0.792  -2.896  1.00  0.00           H  
HETATM   61  H20 UNL     1       2.065  -0.548  -4.687  1.00  0.00           H  
HETATM   62  H21 UNL     1       1.575  -4.072  -2.428  1.00  0.00           H  
HETATM   63  H22 UNL     1       0.456  -2.829  -0.698  1.00  0.00           H  
HETATM   64  H23 UNL     1       1.976  -1.350   0.371  1.00  0.00           H  
HETATM   65  H24 UNL     1       1.787  -0.876   2.047  1.00  0.00           H  
HETATM   66  H25 UNL     1       2.487   1.587   1.050  1.00  0.00           H  
HETATM   67  H26 UNL     1       2.762   0.703  -0.441  1.00  0.00           H  
HETATM   68  H27 UNL     1       4.889   0.962   0.874  1.00  0.00           H  
HETATM   69  H28 UNL     1       3.755  -0.956   2.660  1.00  0.00           H  
HETATM   70  H29 UNL     1       3.874  -1.946   0.644  1.00  0.00           H  
HETATM   71  H30 UNL     1       4.514  -0.952  -0.701  1.00  0.00           H  
HETATM   72  H31 UNL     1       6.712  -0.810   0.449  1.00  0.00           H  
HETATM   73  H32 UNL     1       5.658  -2.594   2.352  1.00  0.00           H  
HETATM   74  H33 UNL     1       7.318  -3.114   0.397  1.00  0.00           H  
HETATM   75  H34 UNL     1       5.609  -3.671   0.519  1.00  0.00           H  
HETATM   76  H35 UNL     1       8.232  -2.404  -1.733  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3    4   45
CONECT    3   46   47   48
CONECT    4    5    5   30
CONECT    5    6   15
CONECT    6    7    7    8
CONECT    8    9   49
CONECT    9   10   10   14
CONECT   10   11   50
CONECT   11   12   12   51
CONECT   12   13   52
CONECT   13   14   14   53
CONECT   14   54
CONECT   15   16   22   22
CONECT   16   17   17   21
CONECT   17   18   55
CONECT   18   19   19   56
CONECT   19   20   57
CONECT   20   21   21   58
CONECT   21   59
CONECT   22   23   30
CONECT   23   24   24   29
CONECT   24   25   60
CONECT   25   26   26   61
CONECT   26   27   28
CONECT   28   29   29   62
CONECT   29   63
CONECT   30   31
CONECT   31   32   64   65
CONECT   32   33   66   67
CONECT   33   34   35   68
CONECT   34   69
CONECT   35   36   70   71
CONECT   36   37   38   72
CONECT   37   73
CONECT   38   39   74   75
CONECT   39   40   40   41
CONECT   41   76
END

HMDB0005006
     RDKit          3D
Atorvastatin
 76 79  0  0  0  0  0  0  0  0999 V2000
    0.7011    0.7770    3.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    1.0345    2.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7152    0.3422    3.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    0.6248    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6394    0.8590    0.6251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    1.5860    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7381    2.3879    1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0744    1.4586    0.3954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2014    2.2035    0.8020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    3.4481    1.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    4.0999    1.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5540    3.4901    1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6068    2.2418    1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4632    1.5970    0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536    0.3279   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2040    0.3217   -1.8125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7359   -0.8613   -2.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5254   -0.8906   -3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777    0.2680   -4.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2582    1.4609   -3.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4768    1.4766   -2.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -0.2239   -0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5988   -0.9015   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508   -0.2728   -2.7904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -1.0078   -3.7691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8894   -2.3709   -3.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5272   -3.0628   -4.6712 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293   -3.0001   -2.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -2.2599   -1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3768   -0.0134    0.7071 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -0.4794    1.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505    0.5793    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    0.1511    1.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1962   -0.0729    2.4475 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.1309    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9562   -1.5364    0.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0645   -1.7191    2.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2762   -2.8652    0.1148 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1907   -2.8302   -1.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -2.7857   -2.0033 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3807   -2.8475   -2.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869    1.1512    3.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165   -0.2941    3.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    1.3508    4.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    2.1644    2.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2419    0.9578    4.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3309   -0.1398    2.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2543   -0.5331    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2018    0.7887   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315    3.9632    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2130    5.0798    2.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4284    4.0419    1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5818    1.7993    0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5502    0.6141    0.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5347   -1.7683   -1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -1.8082   -3.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3936    0.3011   -5.0208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695    2.3748   -4.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0895    2.4313   -2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054    0.7915   -2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652   -0.5476   -4.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -4.0721   -2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -2.8292   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764   -1.3502    0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.8762    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    1.5865    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622    0.7030   -0.4415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886    0.9617    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -0.9557    2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743   -1.9463    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5143   -0.9519   -0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7121   -0.8097    0.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6585   -2.5936    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3179   -3.1139    0.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -3.6714    0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2322   -2.4036   -1.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  5 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 22 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 30  4  1  0
 14  9  1  0
 21 16  1  0
 29 23  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  3 46  1  0
  3 47  1  0
  3 48  1  0
  8 49  1  0
 10 50  1  0
 11 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 17 55  1  0
 18 56  1  0
 19 57  1  0
 20 58  1  0
 21 59  1  0
 24 60  1  0
 25 61  1  0
 28 62  1  0
 29 63  1  0
 31 64  1  0
 31 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  1
 34 69  1  0
 35 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 38 74  1  0
 38 75  1  0
 41 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R-(R,r))-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acid	ChEBI
7-[2-(4-FLUORO-phenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoyl-pyrrol-1-yl]-3,5-dihydroxy-heptanoIC ACID	ChEBI
Atorlip	ChEBI
Atorpic	ChEBI
Atorvastatina	ChEBI
Atorvastatine	ChEBI
Atorvastatinum	ChEBI
Liprimar	ChEBI
Lipitor	Kegg
Sortis	Kegg
(R-(R,r))-2-(4-fluorophenyl)-b,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoate	Generator
(R-(R,r))-2-(4-fluorophenyl)-b,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acid	Generator
(R-(R,r))-2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoate	Generator
(R-(R,r))-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoate	Generator
(R-(R,r))-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acid	Generator
7-[2-(4-FLUORO-phenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoyl-pyrrol-1-yl]-3,5-dihydroxy-heptanoate	Generator
Atorvastatin calcium hydrate	MeSH
(3R,5R)-7-(2-(4-Fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoic acid	MeSH
Atorvastatin calcium	MeSH
Atorvastatin calcium trihydrate	MeSH
Atorvastatin, calcium salt	MeSH
Liptonorm	MeSH
Atorvastatin calcium anhydrous	MeSH
(R-(R,r))-2-(4-fluorophenyl)-b,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoate	Generator, HMDB
(R-(R,r))-2-(4-fluorophenyl)-b,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-1H-pyrrole-1-heptanoic acid	Generator, HMDB
Atorvastatin acid	HMDB
Cardyl	HMDB
Anhydrous, atorvastatin calcium	MeSH, HMDB
Calcium hydrate, atorvastatin	MeSH, HMDB
Calcium trihydrate, atorvastatin	MeSH, HMDB
Calcium, atorvastatin	MeSH, HMDB
Hydrate, atorvastatin calcium	MeSH, HMDB
Trihydrate, atorvastatin calcium	MeSH, HMDB
Calcium anhydrous, atorvastatin	MeSH, HMDB
Calcium salt atorvastatin	MeSH, HMDB

Chemical Formula

C₃₃H₃₅FN₂O₅

Average Molecular Weight

558.6398

Monoisotopic Molecular Weight

558.253000445

IUPAC Name

(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid

Traditional Name

atorvastatin

CAS Registry Number

134523-00-5

SMILES

CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1

InChI Key

XUKUURHRXDUEBC-KAYWLYCHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylpyrroles. These are aromatic heterocyclic compounds with a structure based on a pyrrole ring linked to exactly two phenyl groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroles

Sub Class

Substituted pyrroles

Direct Parent

Diphenylpyrroles

Alternative Parents

Substituents

2,3-diphenylpyrrole
Aromatic anilide
Medium-chain hydroxy acid
Pyrrole-3-carboxamide
Pyrrole-3-carboxylic acid or derivatives
Medium-chain fatty acid
Beta-hydroxy acid
Fluorobenzene
Halobenzene
Halogenated fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Hydroxy acid
Fatty acyl
Fatty acid
Benzenoid
Vinylogous amide
Heteroaromatic compound
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Carboxylic acid
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Organohalogen compound
Organofluoride
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

statin (synthetic) (CHEBI:39548 )
aromatic amide (CHEBI:39548 )
pyrroles (CHEBI:39548 )
dihydroxy monocarboxylic acid (CHEBI:39548 )
monofluorobenzenes (CHEBI:39548 )

Ontology

Physiological effect

Health effect

Circulatory system disorder

Blood and lymphatic system disorder

Sepsis (HMDB: HMDB0005006)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 19034423)

Cellular substructure

Membrane (HMDB: HMDB0005006)
Cell membrane (HMDB: HMDB0005006)

Organ

Liver (HMDB: HMDB0005006)

Cell

Hematocyte

Platelet (HMDB: HMDB0005006)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)
Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0005006)

Environmental

Wastewater (HMDB: HMDB0005006)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Atorvastatin Action Pathway (HMDB: HMDB0005006)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0005006)

Biomarker

Sepsis (MarkerDB: MDB00000466)

Environmental role

Environmental contaminant (HMDB: HMDB0005006)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	159.1 - 190.6 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	233.0	30932474
[M+H]+	Not Available	231.461	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000929

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00063 g/L	ALOGPS
logP	4.24	ALOGPS
logP	5.39	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	111.79 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	158.2 m³·mol⁻¹	ChemAxon
Polarizability	59.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	226.148	30932474
DeepCCS	[M-H]-	224.323	30932474
DeepCCS	[M-2H]-	257.565	30932474
DeepCCS	[M+Na]+	231.754	30932474
AllCCS	[M+H]+	235.6	32859911
AllCCS	[M+H-H2O]+	234.1	32859911
AllCCS	[M+NH4]+	236.9	32859911
AllCCS	[M+Na]+	237.3	32859911
AllCCS	[M-H]-	227.3	32859911
AllCCS	[M+Na-2H]-	228.8	32859911
AllCCS	[M+HCOO]-	230.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Atorvastatin	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1	6025.5	Standard polar	33892256
Atorvastatin	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1	4025.5	Standard non polar	33892256
Atorvastatin	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1	4608.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Atorvastatin,1TMS,isomer #1	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C	4320.6	Semi standard non polar	33892256
Atorvastatin,1TMS,isomer #2	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C	4322.9	Semi standard non polar	33892256
Atorvastatin,1TMS,isomer #3	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C	4271.6	Semi standard non polar	33892256
Atorvastatin,1TMS,isomer #4	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O	4158.4	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #1	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	4305.7	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #2	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4265.5	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #3	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C	4138.0	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #4	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4269.1	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #5	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C	4157.7	Semi standard non polar	33892256
Atorvastatin,2TMS,isomer #6	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C	4113.0	Semi standard non polar	33892256
Atorvastatin,3TMS,isomer #1	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4278.8	Semi standard non polar	33892256
Atorvastatin,3TMS,isomer #2	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	4158.7	Semi standard non polar	33892256
Atorvastatin,3TMS,isomer #3	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4118.1	Semi standard non polar	33892256
Atorvastatin,3TMS,isomer #4	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	4127.9	Semi standard non polar	33892256
Atorvastatin,4TMS,isomer #1	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4143.2	Semi standard non polar	33892256
Atorvastatin,4TMS,isomer #1	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3386.1	Standard non polar	33892256
Atorvastatin,4TMS,isomer #1	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	4792.1	Standard polar	33892256
Atorvastatin,1TBDMS,isomer #1	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C	4509.1	Semi standard non polar	33892256
Atorvastatin,1TBDMS,isomer #2	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C	4501.3	Semi standard non polar	33892256
Atorvastatin,1TBDMS,isomer #3	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C	4487.3	Semi standard non polar	33892256
Atorvastatin,1TBDMS,isomer #4	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O	4359.5	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #1	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4647.0	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #2	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4632.1	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #3	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@H](C[C@@H](O)CC(=O)O)O[Si](C)(C)C(C)(C)C	4494.1	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #4	CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4622.1	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #5	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C	4511.9	Semi standard non polar	33892256
Atorvastatin,2TBDMS,isomer #6	CC(C)C1=C(C(=O)N(C2=CC=CC=C2)[Si](C)(C)C(C)(C)C)C(C2=CC=CC=C2)=C(C2=CC=C(F)C=C2)N1CC[C@@H](O)C[C@@H](O)CC(=O)O[Si](C)(C)C(C)(C)C	4481.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-5100950000-b76d194b9679e4b35417	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (1 TMS) - 70eV, Positive	splash10-082i-5320938000-c1984e6bf123460d28ac	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS ("Atorvastatin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Atorvastatin GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0000090000-ae5c999b091a2bc93933	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-QTOF , negative-QTOF	splash10-0a4i-0000190000-dd563e18b1f0f74aadd5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-QTOF , negative-QTOF	splash10-0zfs-0007960000-cb66a18d2f0a687261ba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-QTOF , negative-QTOF	splash10-002b-0059000000-0942bc1e35434cd7d0d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-QTOF , negative-QTOF	splash10-004i-0093000000-f42ba46820a3cf3295c5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0udj-0005910000-b09ba5f3b86948c7f3cb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0000090000-6f297ca79ae1761aac33	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0002-1009300000-9479520f395dcdd585e7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-004i-0092000000-9b561b8d35c3bdc5e46a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-004i-0090000000-3aad87273e7f9942a50f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-01t9-1090000000-3f0efff41ebdb5320ce4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-03di-2090000000-0227638704b90c4249d0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0a4i-0000090000-65c729c6734f6533c431	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0002-1009300000-9122e4479d8c0c32bb0d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-004i-0092000000-22d639a8882509e1bcdb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-004i-0090000000-30a0198165bae85fa258	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-01t9-1090000000-cb3feea45f5280f05c37	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-03di-2090000000-8db2f70b373277f143c0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Atorvastatin LC-ESI-ITFT , negative-QTOF	splash10-0udj-0005910000-a63c845ca248d958068d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 10V, Positive-QTOF	splash10-006x-1000190000-5418613834968283e5a8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 20V, Positive-QTOF	splash10-006y-3101940000-2906ea9feb05e2fc0cfc	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 40V, Positive-QTOF	splash10-006x-8438900000-f5abfdde8ad50c98b16e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 10V, Negative-QTOF	splash10-0a4i-1000290000-949ba837ddf712ee8558	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 20V, Negative-QTOF	splash10-0a4s-6203960000-9adcd151fdfe389c7d00	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Atorvastatin 40V, Negative-QTOF	splash10-054o-9158000000-7b64ce4c34d6e9fae2b8	2017-07-26	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Liver
Platelet

Pathways

Name	SMPDB/PathBank	KEGG
Atorvastatin Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.010 +/- 0.0044 uM	Adult (>18 years old)	Both	Normal	19034423	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.22 +/- 0.16 uM	Adult (>18 years old)	Both	Sepsis	19034423	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Sepsis
Kruger PS, Freir NM, Venkatesh B, Robertson TA, Roberts MS, Jones M: A preliminary study of atorvastatin plasma concentrations in critically ill patients with sepsis. Intensive Care Med. 2009 Apr;35(4):717-21. doi: 10.1007/s00134-008-1358-3. Epub 2008 Nov 26. [PubMed:19034423 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

DB01076

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023579

KNApSAcK ID

Not Available

Chemspider ID

54810

KEGG Compound ID

C06834

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Atorvastatin

METLIN ID

1136

PubChem Compound

60823

PDB ID

Not Available

ChEBI ID

39548

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000466

Good Scents ID

Not Available

References

Synthesis Reference

Roth, Bruce David. Preparation of anticholesteremic (R-(R*R*))-2-(4-fluorophenyl)-b, d-dihydroxy-5-(1-methylethyl-3-phenyl-4((phenylamino)carbonyl)-1H-pyrrolyl-1-heptanoic acid, its lactone form and salts thereof. Eur. Pat. Appl. (1991), 18 pp. CODEN: EPXXDW EP 409281 A1 19910123 CAN 115:29107 AN 1991:429107

Material Safety Data Sheet (MSDS)

Not Available

General References

Taylor PJ, Kubler PA, Lynch SV, Allen J, Butler M, Pillans PI: Effect of atorvastatin on cyclosporine pharmacokinetics in liver transplant recipients. Ann Pharmacother. 2004 Feb;38(2):205-8. Epub 2003 Dec 19. [PubMed:14742751 ]
Funatsu T, Suzuki K, Goto M, Arai Y, Kakuta H, Tanaka H, Yasuda S, Ida M, Nishijima S, Miyata K: Prolonged inhibition of cholesterol synthesis by atorvastatin inhibits apo B-100 and triglyceride secretion from HepG2 cells. Atherosclerosis. 2001 Jul;157(1):107-15. [PubMed:11427209 ]
Tannous M, Cheung R, Vignini A, Mutus B: Atorvastatin increases ecNOS levels in human platelets of hyperlipidemic subjects. Thromb Haemost. 1999 Nov;82(5):1390-4. [PubMed:10595624 ]
Naoumova RP, Dunn S, Rallidis L, Abu-Muhana O, Neuwirth C, Rendell NB, Taylor GW, Thompson GR: Prolonged inhibition of cholesterol synthesis explains the efficacy of atorvastatin. J Lipid Res. 1997 Jul;38(7):1496-500. [PubMed:9254075 ]
Izar MC: [Hypolipidemic treatment under special conditions: posttransplant and/or immunosuppressive therapy]. Arq Bras Cardiol. 2005 Oct;85 Suppl 5:50-7. Epub 2006 Jan 2. [PubMed:16400400 ]
Hwang YS, Tsai WC, Lu YH, Lin CC, Chen YF: Effect of atorvastatin on the expression of CD40 ligand and P-selectin on platelets in patients with hypercholesterolemia. Am J Cardiol. 2004 Aug 1;94(3):364-6. [PubMed:15276107 ]
Bruni F, Pasqui AL, Pastorelli M, Bova G, Cercignani M, Palazzuoli A, Sawamura T, Gioffre WR, Auteri A, Puccetti L: Different effect of statins on platelet oxidized-LDL receptor (CD36 and LOX-1) expression in hypercholesterolemic subjects. Clin Appl Thromb Hemost. 2005 Oct;11(4):417-28. [PubMed:16244767 ]
Fenton JW 2nd, Brezniak DV, Ofosu FA, Shen GX, Jacobson JR, Garcia JG: Statins and thrombin. Curr Drug Targets Cardiovasc Haematol Disord. 2005 Apr;5(2):115-20. [PubMed:15853752 ]
Pokrovskaia EV, Vaulin NA, Gratsianskii NA, Averkov OV, Deev AD: [Markers of inflammation and platelet aggregation in patients with non ST elevation acute coronary syndrome treated with atorvastatin or pravastatin]. Kardiologiia. 2003;43(1):7-18. [PubMed:12891281 ]
Funatsu T, Kakuta H, Tanaka H, Arai Y, Suzuki K, Miyata K: [Atorvastatin (Lipitor): a review of its pharmacological and clinical profile]. Nihon Yakurigaku Zasshi. 2001 Jan;117(1):65-76. [PubMed:11233299 ]
Tousoulis D, Bosinakou E, Kotsopoulou M, Antoniades C, Katsi V, Stefanadis C: Effects of early administration of atorvastatin treatment on thrombotic process in normocholesterolemic patients with unstable angina. Int J Cardiol. 2006 Jan 26;106(3):333-7. [PubMed:16337041 ]
Malinowski JM: Atorvastatin: a hydroxymethylglutaryl-coenzyme A reductase inhibitor. Am J Health Syst Pharm. 1998 Nov 1;55(21):2253-67; quiz 2302-3. [PubMed:9825877 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Serum paraoxonase/arylesterase 1

General function:: Involved in arylesterase activity
Specific function:: Hydrolyzes the toxic metabolites of a variety of organophosphorus insecticides. Capable of hydrolyzing a broad spectrum of organophosphate substrates and lactones, and a number of aromatic carboxylic acid esters. Mediates an enzymatic protection of low density lipoproteins against oxidative modification and the consequent series of events leading to atheroma formation.
Gene Name:: PON1
Uniprot ID:: P27169
Molecular weight:: 39730.99

Enzyme Details

2. 3-hydroxy-3-methylglutaryl-coenzyme A reductase

General function:: Involved in hydroxymethylglutaryl-CoA reductase (NADPH) activity
Specific function:: Transmembrane glycoprotein that is the rate-limiting enzyme in cholesterol biosynthesis as well as in the biosynthesis of nonsterol isoprenoids that are essential for normal cell function including ubiquinone and geranylgeranyl proteins.
Gene Name:: HMGCR
Uniprot ID:: P04035
Molecular weight:: 97475.155

Enzyme Details

3. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Enzyme Details

4. Plasminogen activator inhibitor 1

General function:: Involved in serine-type endopeptidase inhibitor activity
Specific function:: This inhibitor acts as 'bait' for tissue plasminogen activator, urokinase, and protein C. Its rapid interaction with TPA may function as a major control point in the regulation of fibrinolysis
Gene Name:: SERPINE1
Uniprot ID:: P05121
Molecular weight:: 45059.7

Enzyme Details

5. C-C motif chemokine 2

General function:: Involved in chemokine activity
Specific function:: Chemotactic factor that attracts monocytes and basophils but not neutrophils or eosinophils. Augments monocyte anti-tumor activity. Has been implicated in the pathogenesis of diseases characterized by monocytic infiltrates, like psoriasis, rheumatoid arthritis or atherosclerosis. May be involved in the recruitment of monocytes into the arterial wall during the disease process of atherosclerosis
Gene Name:: CCL2
Uniprot ID:: P13500
Molecular weight:: 11024.9

Enzyme Details

6. Transforming protein RhoA

General function:: Involved in GTP binding
Specific function:: Regulates a signal transduction pathway linking plasma membrane receptors to the assembly of focal adhesions and actin stress fibers. Serves as a target for the yopT cysteine peptidase from Yersinia pestis, vector of the plague, and Yersinia pseudotuberculosis, which causes gastrointestinal disorders. May be an activator of PLCE1. Activated by ARHGEF2, which promotes the exchange of GDP for GTP
Gene Name:: RHOA
Uniprot ID:: P61586
Molecular weight:: 21767.9

Enzyme Details

7. Tumor necrosis factor

General function:: Involved in tumor necrosis factor receptor binding
Specific function:: Cytokine that binds to TNFRSF1A/TNFR1 and TNFRSF1B/TNFBR. It is mainly secreted by macrophages and can induce cell death of certain tumor cell lines. It is potent pyrogen causing fever by direct action or by stimulation of interleukin-1 secretion and is implicated in the induction of cachexia, Under certain conditions it can stimulate cell proliferation and induce cell differentiation
Gene Name:: TNF
Uniprot ID:: P01375
Molecular weight:: 25644.1

Enzyme Details

8. C-reactive protein

General function:: Involved in choline binding
Specific function:: Displays several functions associated with host defense:it promotes agglutination, bacterial capsular swelling, phagocytosis and complement fixation through its calcium-dependent binding to phosphorylcholine. Can interact with DNA and histones and may scavenge nuclear material released from damaged circulating cells
Gene Name:: CRP
Uniprot ID:: P02741
Molecular weight:: 25038.4

Enzyme Details

9. Apolipoprotein B-100

General function:: Involved in lipid transporter activity
Specific function:: Apolipoprotein B is a major protein constituent of chylomicrons (apo B-48), LDL (apo B-100) and VLDL (apo B-100). Apo B-100 functions as a recognition signal for the cellular binding and internalization of LDL particles by the apoB/E receptor
Gene Name:: APOB
Uniprot ID:: P04114
Molecular weight:: 515600.1

Enzyme Details

10. Vascular endothelial growth factor A

General function:: Involved in growth factor activity
Specific function:: Growth factor active in angiogenesis, vasculogenesis and endothelial cell growth. Induces endothelial cell proliferation, promotes cell migration, inhibits apoptosis and induces permeabilization of blood vessels. Binds to the FLT1/VEGFR1 and KDR/VEGFR2 receptors, heparan sulfate and heparin. NRP1/Neuropilin-1 binds isoforms VEGF-165 and VEGF-145. Isoform VEGF165B binds to KDR but does not activate downstream signaling pathways, does not activate angiogenesis and inhibits tumor growth
Gene Name:: VEGFA
Uniprot ID:: P15692
Molecular weight:: 27042.2

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Showing metabocard for Atorvastatin (HMDB0005006)

MOL for HMDB0005006 (Atorvastatin)

3D MOL for HMDB0005006 (Atorvastatin)

3D SDF for HMDB0005006 (Atorvastatin)

3D-SDF for HMDB0005006 (Atorvastatin)

PDB for HMDB0005006 (Atorvastatin)

3D PDB for HMDB0005006 (Atorvastatin)

SMILES for HMDB0005006 (Atorvastatin)

INCHI for HMDB0005006 (Atorvastatin)

Structure for HMDB0005006 (Atorvastatin)

3D Structure for HMDB0005006 (Atorvastatin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes