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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:08:36 UTC

Update Date

2021-09-14 15:47:57 UTC

HMDB ID

HMDB0060941

Secondary Accession Numbers

HMDB60941

Metabolite Identification

Common Name

Rosuvastatin 5 S-lactone

Description

Rosuvastatin 5 S-lactone belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Rosuvastatin 5 S-lactone is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 07091309082D          

 32 34  0  0  0  0            999 V2000
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  1  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
 23 15  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  2  0  0  0  0
 25 21  2  0  0  0  0
 25 22  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 16 27  1  6  0  0  0
 28 19  2  0  0  0  0
 31 17  1  0  0  0  0
 31 19  1  0  0  0  0
 32  4  1  0  0  0  0
 32 26  1  0  0  0  0
 32 29  2  0  0  0  0
 32 30  2  0  0  0  0
M  END

HMDB0060941
     RDKit          3D
Rosuvastatin 5 S-lactone
 58 60  0  0  0  0  0  0  0  0999 V2000
    1.8685   -2.3326    3.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5461    2.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.5510    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -0.6676    1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642   -0.6467    1.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525    0.1348    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6338    0.1814    0.0264 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    1.1142    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.8689   -1.1240 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1299   -2.5764   -0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -0.6312   -2.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8082   -0.5957   -1.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    0.9135   -0.4694 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    0.9688   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.9152   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    1.8533   -2.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    2.7640   -3.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392    3.7719   -2.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358    4.6941   -3.5913 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.8500   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3729    2.9352   -0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    0.1532    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    0.0619    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926    0.4115    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    0.2599    0.5316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8995   -0.8580   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878   -1.0294   -0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6346   -1.1842    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860    0.2099   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841    1.3963   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4794    2.4005   -1.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0502    1.4385    0.2212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -1.6359    3.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -3.0776    3.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4094   -2.8306    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.9276    3.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -3.5480    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -2.6971    2.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -2.3183    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    2.0191    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677    0.6040    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2916    1.5146    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -2.9349   -0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7504   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -3.2149   -1.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.0532   -3.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    2.7224   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5477    4.6632   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.0198    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148   -0.3369    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    0.7665   -0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943    0.0041    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -1.8056   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7227   -0.5982   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7034   -1.8911   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305   -2.1151    1.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215    0.0403   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0177    0.3345   -0.0896 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 22  4  1  0
 32 25  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  1
 26 53  1  0
 26 54  1  0
 27 55  1  6
 28 56  1  0
 29 57  1  0
 29 58  1  0
M  END


  Mrv0541 07091309082D          

 32 34  0  0  0  0            999 V2000
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  5  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  1  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
 23 15  1  0  0  0  0
 24 20  1  0  0  0  0
 24 22  2  0  0  0  0
 25 21  2  0  0  0  0
 25 22  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 16 27  1  6  0  0  0
 28 19  2  0  0  0  0
 31 17  1  0  0  0  0
 31 19  1  0  0  0  0
 32  4  1  0  0  0  0
 32 26  1  0  0  0  0
 32 29  2  0  0  0  0
 32 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060941

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C(\C=C\[C@@H]2C[C@@H](O)CC(=O)O2)C(=NC(=N1)N(C)S(C)(=O)=O)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H26FN3O5S/c1-13(2)20-18(10-9-17-11-16(27)12-19(28)31-17)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)32(4,29)30/h5-10,13,16-17,27H,11-12H2,1-4H3/b10-9+/t16-,17-/m1/s1

> <INCHI_KEY>
SOEGVMSNJOCVHT-VEUZHWNKSA-N

> <FORMULA>
C22H26FN3O5S

> <MOLECULAR_WEIGHT>
463.522

> <EXACT_MASS>
463.157719852

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
46.97966670517354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.587431586666667

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.903429274692698

> <JCHEM_PKA_STRONGEST_BASIC>
-2.841040035249412

> <JCHEM_POLAR_SURFACE_AREA>
109.68999999999998

> <JCHEM_REFRACTIVITY>
117.94609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060941
     RDKit          3D
Rosuvastatin 5 S-lactone
 58 60  0  0  0  0  0  0  0  0999 V2000
    1.8685   -2.3326    3.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5461    2.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.5510    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -0.6676    1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642   -0.6467    1.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525    0.1348    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6338    0.1814    0.0264 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    1.1142    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.8689   -1.1240 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1299   -2.5764   -0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -0.6312   -2.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8082   -0.5957   -1.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    0.9135   -0.4694 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    0.9688   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.9152   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    1.8533   -2.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    2.7640   -3.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392    3.7719   -2.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358    4.6941   -3.5913 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.8500   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3729    2.9352   -0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    0.1532    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    0.0619    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926    0.4115    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    0.2599    0.5316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8995   -0.8580   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878   -1.0294   -0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6346   -1.1842    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860    0.2099   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841    1.3963   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4794    2.4005   -1.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0502    1.4385    0.2212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -1.6359    3.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -3.0776    3.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4094   -2.8306    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.9276    3.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -3.5480    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -2.6971    2.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -2.3183    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    2.0191    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677    0.6040    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2916    1.5146    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -2.9349   -0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7504   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -3.2149   -1.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.0532   -3.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    2.7224   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5477    4.6632   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.0198    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148   -0.3369    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    0.7665   -0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943    0.0041    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -1.8056   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7227   -0.5982   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7034   -1.8911   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305   -2.1151    1.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215    0.0403   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0177    0.3345   -0.0896 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 22  4  1  0
 32 25  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  1
 26 53  1  0
 26 54  1  0
 27 55  1  6
 28 56  1  0
 29 57  1  0
 29 58  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  F   UNK     0      -2.667   6.160   0.000  0.00  0.00           F+0
HETATM   24  N   UNK     0      -2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -10.669   1.540   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.564  -0.976   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.104  -3.644   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   32  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   26                                                            
CONECT    4   32                                                            
CONECT    5    7   14                                                       
CONECT    6    8   14                                                       
CONECT    7    5   15                                                       
CONECT    8    6   15                                                       
CONECT    9   10   17                                                       
CONECT   10    9   18                                                       
CONECT   11   16   17                                                       
CONECT   12   16   19                                                       
CONECT   13    1    2   20                                                  
CONECT   14    5    6   21                                                  
CONECT   15    7    8   23                                                  
CONECT   16   11   12   27                                                  
CONECT   17    9   11   31                                                  
CONECT   18   10   20   21                                                  
CONECT   19   12   28   31                                                  
CONECT   20   13   18   24                                                  
CONECT   21   14   18   25                                                  
CONECT   22   24   25   26                                                  
CONECT   23   15                                                            
CONECT   24   20   22                                                       
CONECT   25   21   22                                                       
CONECT   26    3   22   32                                                  
CONECT   27   16                                                            
CONECT   28   19                                                            
CONECT   29   32                                                            
CONECT   30   32                                                            
CONECT   31   17   19                                                       
CONECT   32    4   26   29   30                                             
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0060941
HETATM    1  C1  UNL     1       1.868  -2.333   3.055  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.731  -1.546   2.379  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.159  -2.551   1.705  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.346  -0.668   1.363  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.664  -0.647   1.171  1.00  0.00           N  
HETATM    6  C5  UNL     1       3.253   0.135   0.258  1.00  0.00           C  
HETATM    7  N2  UNL     1       4.634   0.181   0.026  1.00  0.00           N  
HETATM    8  C6  UNL     1       5.452   1.114   0.758  1.00  0.00           C  
HETATM    9  S1  UNL     1       5.345  -0.869  -1.124  1.00  0.00           S  
HETATM   10  C7  UNL     1       5.130  -2.576  -0.704  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.690  -0.631  -2.472  1.00  0.00           O  
HETATM   12  O2  UNL     1       6.808  -0.596  -1.312  1.00  0.00           O  
HETATM   13  N3  UNL     1       2.455   0.914  -0.469  1.00  0.00           N  
HETATM   14  C8  UNL     1       1.092   0.969  -0.349  1.00  0.00           C  
HETATM   15  C9  UNL     1       0.362   1.915  -1.163  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.474   1.853  -2.531  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.113   2.764  -3.382  1.00  0.00           C  
HETATM   18  C12 UNL     1      -0.839   3.772  -2.785  1.00  0.00           C  
HETATM   19  F1  UNL     1      -1.436   4.694  -3.591  1.00  0.00           F  
HETATM   20  C13 UNL     1      -0.963   3.850  -1.411  1.00  0.00           C  
HETATM   21  C14 UNL     1      -0.373   2.935  -0.569  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.508   0.153   0.591  1.00  0.00           C  
HETATM   23  C16 UNL     1      -0.902   0.062   0.866  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.893   0.411   0.093  1.00  0.00           C  
HETATM   25  C18 UNL     1      -3.330   0.260   0.532  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.899  -0.858  -0.312  1.00  0.00           C  
HETATM   27  C20 UNL     1      -5.388  -1.029  -0.109  1.00  0.00           C  
HETATM   28  O3  UNL     1      -5.635  -1.184   1.253  1.00  0.00           O  
HETATM   29  C21 UNL     1      -6.086   0.210  -0.639  1.00  0.00           C  
HETATM   30  C22 UNL     1      -5.184   1.396  -0.562  1.00  0.00           C  
HETATM   31  O4  UNL     1      -5.479   2.401  -1.247  1.00  0.00           O  
HETATM   32  O5  UNL     1      -4.050   1.439   0.221  1.00  0.00           O  
HETATM   33  H1  UNL     1       2.577  -1.636   3.545  1.00  0.00           H  
HETATM   34  H2  UNL     1       1.474  -3.078   3.764  1.00  0.00           H  
HETATM   35  H3  UNL     1       2.409  -2.831   2.222  1.00  0.00           H  
HETATM   36  H4  UNL     1       0.204  -0.928   3.139  1.00  0.00           H  
HETATM   37  H5  UNL     1       0.326  -3.548   1.699  1.00  0.00           H  
HETATM   38  H6  UNL     1      -1.120  -2.697   2.255  1.00  0.00           H  
HETATM   39  H7  UNL     1      -0.345  -2.318   0.631  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.878   2.019   1.085  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.868   0.604   1.642  1.00  0.00           H  
HETATM   42  H10 UNL     1       6.292   1.515   0.141  1.00  0.00           H  
HETATM   43  H11 UNL     1       5.938  -2.935  -0.016  1.00  0.00           H  
HETATM   44  H12 UNL     1       4.173  -2.750  -0.181  1.00  0.00           H  
HETATM   45  H13 UNL     1       5.173  -3.215  -1.592  1.00  0.00           H  
HETATM   46  H14 UNL     1       1.051   1.053  -3.020  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.029   2.722  -4.460  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.548   4.663  -0.951  1.00  0.00           H  
HETATM   49  H17 UNL     1      -0.485   3.020   0.501  1.00  0.00           H  
HETATM   50  H18 UNL     1      -1.215  -0.337   1.851  1.00  0.00           H  
HETATM   51  H19 UNL     1      -1.742   0.767  -0.903  1.00  0.00           H  
HETATM   52  H20 UNL     1      -3.394   0.004   1.599  1.00  0.00           H  
HETATM   53  H21 UNL     1      -3.374  -1.806  -0.080  1.00  0.00           H  
HETATM   54  H22 UNL     1      -3.723  -0.598  -1.393  1.00  0.00           H  
HETATM   55  H23 UNL     1      -5.703  -1.891  -0.712  1.00  0.00           H  
HETATM   56  H24 UNL     1      -5.430  -2.115   1.493  1.00  0.00           H  
HETATM   57  H25 UNL     1      -6.322   0.040  -1.709  1.00  0.00           H  
HETATM   58  H26 UNL     1      -7.018   0.334  -0.090  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4   36
CONECT    3   37   38   39
CONECT    4    5    5   22
CONECT    5    6
CONECT    6    7   13   13
CONECT    7    8    9
CONECT    8   40   41   42
CONECT    9   10   11   11   12
CONECT    9   12
CONECT   10   43   44   45
CONECT   13   14
CONECT   14   15   22   22
CONECT   15   16   16   21
CONECT   16   17   46
CONECT   17   18   18   47
CONECT   18   19   20
CONECT   20   21   21   48
CONECT   21   49
CONECT   22   23
CONECT   23   24   24   50
CONECT   24   25   51
CONECT   25   26   32   52
CONECT   26   27   53   54
CONECT   27   28   29   55
CONECT   28   56
CONECT   29   30   57   58
CONECT   30   31   31   32
END

HMDB0060941
     RDKit          3D
Rosuvastatin 5 S-lactone
 58 60  0  0  0  0  0  0  0  0999 V2000
    1.8685   -2.3326    3.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7308   -1.5461    2.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.5510    1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3463   -0.6676    1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6642   -0.6467    1.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2525    0.1348    0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6338    0.1814    0.0264 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4525    1.1142    0.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3446   -0.8689   -1.1240 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.1299   -2.5764   -0.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -0.6312   -2.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8082   -0.5957   -1.3120 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4551    0.9135   -0.4694 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924    0.9688   -0.3491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620    1.9152   -1.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    1.8533   -2.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1126    2.7640   -3.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392    3.7719   -2.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358    4.6941   -3.5913 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    3.8500   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3729    2.9352   -0.5693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5085    0.1532    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    0.0619    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926    0.4115    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304    0.2599    0.5316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8995   -0.8580   -0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3878   -1.0294   -0.1088 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6346   -1.1842    1.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860    0.2099   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1841    1.3963   -0.5622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4794    2.4005   -1.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0502    1.4385    0.2212 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -1.6359    3.5454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740   -3.0776    3.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4094   -2.8306    2.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.9276    3.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -3.5480    1.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1200   -2.6971    2.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3453   -2.3183    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    2.0191    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677    0.6040    1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2916    1.5146    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9382   -2.9349   -0.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7504   -0.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1730   -3.2149   -1.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0513    1.0532   -3.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    2.7224   -4.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5477    4.6632   -0.9508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.0198    0.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2148   -0.3369    1.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    0.7665   -0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3943    0.0041    1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736   -1.8056   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7227   -0.5982   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7034   -1.8911   -0.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305   -2.1151    1.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3215    0.0403   -1.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0177    0.3345   -0.0896 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
  9 12  2  0
  6 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 22  4  1  0
 32 25  1  0
 21 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 16 46  1  0
 17 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  1
 26 53  1  0
 26 54  1  0
 27 55  1  6
 28 56  1  0
 29 57  1  0
 29 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆FN₃O₅S

Average Molecular Weight

463.522

Monoisotopic Molecular Weight

463.157719852

IUPAC Name

N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Traditional Name

N-[4-(4-fluorophenyl)-5-[(E)-2-[(2S,4R)-4-hydroxy-6-oxooxan-2-yl]ethenyl]-6-isopropylpyrimidin-2-yl]-N-methylmethanesulfonamide

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(\C=C\[C@@H]2C[C@@H](O)CC(=O)O2)C(=NC(=N1)N(C)S(C)(=O)=O)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C22H26FN3O5S/c1-13(2)20-18(10-9-17-11-16(27)12-19(28)31-17)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)32(4,29)30/h5-10,13,16-17,27H,11-12H2,1-4H3/b10-9+/t16-,17-/m1/s1

InChI Key

SOEGVMSNJOCVHT-VEUZHWNKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrimidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrimidine ring through a CC or CN bond. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Phenylpyrimidines

Alternative Parents

Substituents

4-phenylpyrimidine
5-phenylpyrimidine
Delta valerolactone
Fluorobenzene
Halobenzene
Delta_valerolactone
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Oxane
Organic sulfonic acid amide
Organosulfonic acid amide
Benzenoid
Aminosulfonyl compound
Organic sulfonic acid or derivatives
Sulfonyl
Heteroaromatic compound
Organosulfonic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organohalogen compound
Organofluoride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060941)
Liver (HMDB: HMDB0060941)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060941)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060941)

Cellular substructure

Cytoplasm (HMDB: HMDB0060941)
Membrane (HMDB: HMDB0060941)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.083 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.59	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	14.9	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	109.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.95 m³·mol⁻¹	ChemAxon
Polarizability	46.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	210.869	30932474
DeepCCS	[M-H]-	208.973	30932474
DeepCCS	[M-2H]-	242.214	30932474
DeepCCS	[M+Na]+	216.647	30932474
AllCCS	[M+H]+	209.3	32859911
AllCCS	[M+H-H2O]+	206.9	32859911
AllCCS	[M+NH4]+	211.5	32859911
AllCCS	[M+Na]+	212.1	32859911
AllCCS	[M-H]-	210.2	32859911
AllCCS	[M+Na-2H]-	211.2	32859911
AllCCS	[M+HCOO]-	212.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rosuvastatin 5 S-lactone	CC(C)C1=C(\C=C\[C@@H]2C[C@@H](O)CC(=O)O2)C(=NC(=N1)N(C)S(C)(=O)=O)C1=CC=C(F)C=C1	4863.4	Standard polar	33892256
Rosuvastatin 5 S-lactone	CC(C)C1=C(\C=C\[C@@H]2C[C@@H](O)CC(=O)O2)C(=NC(=N1)N(C)S(C)(=O)=O)C1=CC=C(F)C=C1	3587.0	Standard non polar	33892256
Rosuvastatin 5 S-lactone	CC(C)C1=C(\C=C\[C@@H]2C[C@@H](O)CC(=O)O2)C(=NC(=N1)N(C)S(C)(=O)=O)C1=CC=C(F)C=C1	3717.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rosuvastatin 5 S-lactone,1TMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H]1C[C@@H](O[Si](C)(C)C)CC(=O)O1	3417.1	Semi standard non polar	33892256
Rosuvastatin 5 S-lactone,1TBDMS,isomer #1	CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C2=CC=C(F)C=C2)=C1/C=C/[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CC(=O)O1	3588.8	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 - Rosuvastatin 5 S-lactone GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-6922620000-5edfa67957d35d0516a8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rosuvastatin 5 S-lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 10V, Positive-QTOF	splash10-01ot-0003900000-4515af08eec95fb6ef11	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 20V, Positive-QTOF	splash10-07cr-0169100000-bcf2b9ccbd9a10086458	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 40V, Positive-QTOF	splash10-0541-5098100000-cc7e5ae7c018adf0f638	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 10V, Negative-QTOF	splash10-03di-1003900000-39a289278e20c7303649	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 20V, Negative-QTOF	splash10-002f-9108300000-0910a77c19f5f63b608d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 40V, Negative-QTOF	splash10-0006-9137000000-11e544d77c9c3bbdb67a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 10V, Positive-QTOF	splash10-03di-0000900000-6796f03b3a4f12dd37ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 20V, Positive-QTOF	splash10-03di-0002900000-99c6532fed990ce8e2b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 40V, Positive-QTOF	splash10-00di-0097200000-ac01d99945f81e798065	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 10V, Negative-QTOF	splash10-03di-0000900000-291ca1aa4d40961b54df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 20V, Negative-QTOF	splash10-082c-3019800000-f251b19b8f7cd741a7d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rosuvastatin 5 S-lactone 40V, Negative-QTOF	splash10-0fu6-6019100000-8adc22600574519d180f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

29918986

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Rosuvastatin 5 S-lactone (HMDB0060941)

MOL for HMDB0060941 (Rosuvastatin 5 S-lactone)

3D MOL for HMDB0060941 (Rosuvastatin 5 S-lactone)

3D SDF for HMDB0060941 (Rosuvastatin 5 S-lactone)

3D-SDF for HMDB0060941 (Rosuvastatin 5 S-lactone)

PDB for HMDB0060941 (Rosuvastatin 5 S-lactone)

3D PDB for HMDB0060941 (Rosuvastatin 5 S-lactone)

SMILES for HMDB0060941 (Rosuvastatin 5 S-lactone)

INCHI for HMDB0060941 (Rosuvastatin 5 S-lactone)

Structure for HMDB0060941 (Rosuvastatin 5 S-lactone)

3D Structure for HMDB0060941 (Rosuvastatin 5 S-lactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra