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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:51:58 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041991

Secondary Accession Numbers

HMDB41991

Metabolite Identification

Common Name

Pitavastatin

Description

Most statins are metabolised in part by one or more hepatic cytochrome P450 enzymes, leading to an increased potential for drug interactions and problems with certain foods (such as grapefruit juice). Pitavastatin appears to be a substrate of CYP2C9, and not CYP3A4 (which is a common source of interactions in other statins). As a result, pitavastatin is less likely to interact with drugs that are metabolized via CYP3A4, which might be important for elderly patients who need to take multiple medicines. Pitavastatin (usually as a calcium salt) is a member of the medication class of statins, marketed in the United States under the trade name Livalo. Like other statins, it is an inhibitor of HMG-CoA reductase, the enzyme that catalyses the first step of cholesterol synthesis. It has been available in Japan since 2003, and is being marketed under licence in South Korea and in India. It is likely that pitavastatin will be approved for use in hypercholesterolaemia (elevated levels of cholesterol in the blood) and for the prevention of cardiovascular disease outside South and Southeast Asia as well.

Structure

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


  Mrv0541 06301311502D          

 31 34  0  0  0  0            999 V2000
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  2  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  2  0  0  0  0
 21 12  1  0  0  0  0
 22  4  2  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 24 20  1  0  0  0  0
 24 21  2  0  0  0  0
 25 16  1  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 27 22  1  0  0  0  0
 27 25  2  0  0  0  0
 18 28  1  6  0  0  0
 19 29  1  6  0  0  0
 30 23  2  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0041991
     RDKit          3D
Pitavastatin
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8148    2.4826   -0.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4592    1.4306   -0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4206    1.4264    0.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788    0.1704   -1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505    0.2442   -2.3645 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6309    1.2390   -3.2700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483    0.4662   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -0.6112   -1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4307   -1.8107   -1.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784   -0.3920   -0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2685   -1.0750    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1016   -0.9776    0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692   -2.0139    1.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -3.2251    1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511   -4.3796    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404   -3.4768    3.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.9605    1.8786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.8958    1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0031   -0.8393    2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    0.2625    1.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    1.3512    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    1.2691    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2529    0.1765    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.0924    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250    1.2858   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2376    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    3.4024   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430    3.6246   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    4.7384   -2.3575 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    2.6802   -2.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892    1.5242   -1.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    0.5836    0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0512   -0.6556   -0.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2522   -0.0480   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3275   -0.7088   -2.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    1.8794   -3.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105    1.4605   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181    0.5750   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -0.6978   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -2.4194   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905    0.3380   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -1.8073    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -3.3988    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -5.3805    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.3613    2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -3.8196    3.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152   -2.8388    3.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608   -1.6727    2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8208    0.3025    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938    2.1922    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    2.0897    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035    2.1344    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    4.1678    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    2.8126   -3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.8262   -2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 24 12  1  0
 31 25  1  0
 16 14  1  0
 23 18  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
 10 41  1  0
 11 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 27 53  1  0
 30 54  1  0
 31 55  1  0
M  END


  Mrv0541 06301311502D          

 31 34  0  0  0  0            999 V2000
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  2  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  2  0  0  0  0
 21 12  1  0  0  0  0
 22  4  2  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 24 15  1  0  0  0  0
 24 20  1  0  0  0  0
 24 21  2  0  0  0  0
 25 16  1  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 27 22  1  0  0  0  0
 27 25  2  0  0  0  0
 18 28  1  6  0  0  0
 19 29  1  6  0  0  0
 30 23  2  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041991

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@H](C[C@H](O)\C=C\C1=C(C2=CC=C(F)C=C2)C2=CC=CC=C2N=C1C1CC1)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1

> <INCHI_KEY>
VGYFMXBACGZSIL-MCBHFWOFSA-N

> <FORMULA>
C25H24FNO4

> <MOLECULAR_WEIGHT>
421.4608

> <EXACT_MASS>
421.168936466

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.76331750715191

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid

> <ALOGPS_LOGP>
3.75

> <JCHEM_LOGP>
2.9240361675412205

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.64928752610674

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.127096472813344

> <JCHEM_PKA_STRONGEST_BASIC>
4.857390763772056

> <JCHEM_POLAR_SURFACE_AREA>
90.65000000000002

> <JCHEM_REFRACTIVITY>
115.73919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pitavastatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041991
     RDKit          3D
Pitavastatin
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8148    2.4826   -0.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4592    1.4306   -0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4206    1.4264    0.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788    0.1704   -1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505    0.2442   -2.3645 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6309    1.2390   -3.2700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483    0.4662   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -0.6112   -1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4307   -1.8107   -1.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784   -0.3920   -0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2685   -1.0750    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1016   -0.9776    0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692   -2.0139    1.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -3.2251    1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511   -4.3796    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404   -3.4768    3.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.9605    1.8786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.8958    1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0031   -0.8393    2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    0.2625    1.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    1.3512    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    1.2691    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2529    0.1765    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.0924    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250    1.2858   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2376    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    3.4024   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430    3.6246   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    4.7384   -2.3575 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    2.6802   -2.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892    1.5242   -1.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    0.5836    0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0512   -0.6556   -0.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2522   -0.0480   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3275   -0.7088   -2.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    1.8794   -3.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105    1.4605   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181    0.5750   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -0.6978   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -2.4194   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905    0.3380   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -1.8073    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -3.3988    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -5.3805    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.3613    2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -3.8196    3.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152   -2.8388    3.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608   -1.6727    2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8208    0.3025    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938    2.1922    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    2.0897    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035    2.1344    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    4.1678    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    2.8126   -3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.8262   -2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 24 12  1  0
 31 25  1  0
 16 14  1  0
 23 18  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
 10 41  1  0
 11 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 27 53  1  0
 30 54  1  0
 31 55  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.104   5.596   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.564   5.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   26  F   UNK     0       5.335  13.860   0.000  0.00  0.00           F+0
HETATM   27  N   UNK     0      -2.667   9.240   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   20                                                       
CONECT    4    2   22                                                       
CONECT    5    6   16                                                       
CONECT    6    5   16                                                       
CONECT    7    9   15                                                       
CONECT    8   10   15                                                       
CONECT    9    7   17                                                       
CONECT   10    8   17                                                       
CONECT   11   12   18                                                       
CONECT   12   11   21                                                       
CONECT   13   18   19                                                       
CONECT   14   19   23                                                       
CONECT   15    7    8   24                                                  
CONECT   16    5    6   25                                                  
CONECT   17    9   10   26                                                  
CONECT   18   11   13   28                                                  
CONECT   19   13   14   29                                                  
CONECT   20    3   22   24                                                  
CONECT   21   12   24   25                                                  
CONECT   22    4   20   27                                                  
CONECT   23   14   30   31                                                  
CONECT   24   15   20   21                                                  
CONECT   25   16   21   27                                                  
CONECT   26   17                                                            
CONECT   27   22   25                                                       
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   23                                                            
CONECT   31   23                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0041991
HETATM    1  O1  UNL     1       4.815   2.483  -0.729  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.459   1.431  -0.533  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.421   1.426   0.466  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.279   0.170  -1.290  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.250   0.244  -2.365  1.00  0.00           C  
HETATM    6  O3  UNL     1       4.631   1.239  -3.270  1.00  0.00           O  
HETATM    7  C4  UNL     1       2.848   0.466  -1.912  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.350  -0.611  -1.011  1.00  0.00           C  
HETATM    9  O4  UNL     1       2.431  -1.811  -1.732  1.00  0.00           O  
HETATM   10  C6  UNL     1       0.878  -0.392  -0.678  1.00  0.00           C  
HETATM   11  C7  UNL     1       0.269  -1.075   0.225  1.00  0.00           C  
HETATM   12  C8  UNL     1      -1.102  -0.978   0.647  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.669  -2.014   1.404  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.896  -3.225   1.697  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.551  -4.380   2.386  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.740  -3.477   3.203  1.00  0.00           C  
HETATM   17  N1  UNL     1      -2.918  -1.961   1.879  1.00  0.00           N  
HETATM   18  C13 UNL     1      -3.704  -0.896   1.652  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.003  -0.839   2.147  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.797   0.263   1.906  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.345   1.351   1.171  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.054   1.269   0.692  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.253   0.176   0.924  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.925   0.092   0.434  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.525   1.286  -0.281  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.715   2.238   0.294  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.363   3.402  -0.366  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.843   3.625  -1.659  1.00  0.00           C  
HETATM   29  F1  UNL     1      -0.536   4.738  -2.358  1.00  0.00           F  
HETATM   30  C24 UNL     1      -1.654   2.680  -2.243  1.00  0.00           C  
HETATM   31  C25 UNL     1      -1.989   1.524  -1.558  1.00  0.00           C  
HETATM   32  H1  UNL     1       6.855   0.584   0.828  1.00  0.00           H  
HETATM   33  H2  UNL     1       5.051  -0.656  -0.575  1.00  0.00           H  
HETATM   34  H3  UNL     1       6.252  -0.048  -1.796  1.00  0.00           H  
HETATM   35  H4  UNL     1       4.327  -0.709  -2.943  1.00  0.00           H  
HETATM   36  H5  UNL     1       3.904   1.879  -3.482  1.00  0.00           H  
HETATM   37  H6  UNL     1       2.811   1.460  -1.390  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.218   0.575  -2.837  1.00  0.00           H  
HETATM   39  H8  UNL     1       2.943  -0.698  -0.118  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.723  -2.419  -1.463  1.00  0.00           H  
HETATM   41  H10 UNL     1       0.391   0.338  -1.276  1.00  0.00           H  
HETATM   42  H11 UNL     1       0.954  -1.807   0.730  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.000  -3.399   1.091  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.139  -5.380   2.074  1.00  0.00           H  
HETATM   45  H14 UNL     1      -2.666  -4.361   2.350  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.216  -3.820   3.605  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.315  -2.839   3.912  1.00  0.00           H  
HETATM   48  H17 UNL     1      -5.361  -1.673   2.714  1.00  0.00           H  
HETATM   49  H18 UNL     1      -6.821   0.302   2.297  1.00  0.00           H  
HETATM   50  H19 UNL     1      -5.994   2.192   1.004  1.00  0.00           H  
HETATM   51  H20 UNL     1      -3.667   2.090   0.120  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.304   2.134   1.306  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.268   4.168   0.053  1.00  0.00           H  
HETATM   54  H23 UNL     1      -2.056   2.813  -3.254  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.639   0.826  -2.091  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   32
CONECT    4    5   33   34
CONECT    5    6    7   35
CONECT    6   36
CONECT    7    8   37   38
CONECT    8    9   10   39
CONECT    9   40
CONECT   10   11   11   41
CONECT   11   12   42
CONECT   12   13   13   24
CONECT   13   14   17
CONECT   14   15   16   43
CONECT   15   16   44   45
CONECT   16   46   47
CONECT   17   18   18
CONECT   18   19   23
CONECT   19   20   20   48
CONECT   20   21   49
CONECT   21   22   22   50
CONECT   22   23   51
CONECT   23   24   24
CONECT   24   25
CONECT   25   26   26   31
CONECT   26   27   52
CONECT   27   28   28   53
CONECT   28   29   30
CONECT   30   31   31   54
CONECT   31   55
END

HMDB0041991
     RDKit          3D
Pitavastatin
 55 58  0  0  0  0  0  0  0  0999 V2000
    4.8148    2.4826   -0.7287 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4592    1.4306   -0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4206    1.4264    0.4657 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788    0.1704   -1.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505    0.2442   -2.3645 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6309    1.2390   -3.2700 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483    0.4662   -1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496   -0.6112   -1.0112 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4307   -1.8107   -1.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784   -0.3920   -0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2685   -1.0750    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1016   -0.9776    0.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692   -2.0139    1.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8962   -3.2251    1.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511   -4.3796    2.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404   -3.4768    3.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176   -1.9605    1.8786 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.8958    1.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0031   -0.8393    2.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7971    0.2625    1.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    1.3512    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0541    1.2691    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2529    0.1765    0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9252    0.0924    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5250    1.2858   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    2.2376    0.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    3.4024   -0.3659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430    3.6246   -1.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363    4.7384   -2.3575 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    2.6802   -2.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892    1.5242   -1.5575 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553    0.5836    0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0512   -0.6556   -0.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2522   -0.0480   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3275   -0.7088   -2.9431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9035    1.8794   -3.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8105    1.4605   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181    0.5750   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9435   -0.6978   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7230   -2.4194   -1.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3905    0.3380   -1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -1.8073    0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -3.3988    1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -5.3805    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659   -4.3613    2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -3.8196    3.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3152   -2.8388    3.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3608   -1.6727    2.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8208    0.3025    2.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9938    2.1922    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6672    2.0897    0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3035    2.1344    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    4.1678    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0556    2.8126   -3.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387    0.8262   -2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 24 12  1  0
 31 25  1  0
 16 14  1  0
 23 18  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  1
  9 40  1  0
 10 41  1  0
 11 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 26 52  1  0
 27 53  1  0
 30 54  1  0
 31 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
NK 104	ChEBI
NK-104	ChEBI
Pitavastatia	ChEBI
Pitavastatine	ChEBI
Pitavastatinum	ChEBI
Pitavastatin calcium	HMDB
Itavastatin	HMDB
Nisvastatin	HMDB
Pitavastatin lactone	HMDB
(e,3R,5S)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid	MeSH
Itavastatin calcium	MeSH

Chemical Formula

C₂₅H₂₄FNO₄

Average Molecular Weight

421.4608

Monoisotopic Molecular Weight

421.168936466

IUPAC Name

(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid

Traditional Name

pitavastatin

CAS Registry Number

147511-69-1

SMILES

O[C@H](C[C@H](O)\C=C\C1=C(C2=CC=C(F)C=C2)C2=CC=CC=C2N=C1C1CC1)CC(O)=O

InChI Identifier

InChI=1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1

InChI Key

VGYFMXBACGZSIL-MCBHFWOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Phenylquinolines

Direct Parent

Phenylquinolines

Alternative Parents

Substituents

Phenylquinoline
4-phenylpyridine
Medium-chain hydroxy acid
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
Pyridine
Unsaturated fatty acid
Benzenoid
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolines (CHEBI:32020 )
statin (synthetic) (CHEBI:32020 )
cyclopropanes (CHEBI:32020 )
dihydroxy monocarboxylic acid (CHEBI:32020 )
monofluorobenzenes (CHEBI:32020 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041991)

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	0.0039 g/L	ALOGPS
logP	3.75	ALOGPS
logP	2.92	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	4.86	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.65 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	115.74 m³·mol⁻¹	ChemAxon
Polarizability	43.76 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	200.084	30932474
DeepCCS	[M-H]-	197.688	30932474
DeepCCS	[M-2H]-	230.686	30932474
DeepCCS	[M+Na]+	205.997	30932474
AllCCS	[M+H]+	203.2	32859911
AllCCS	[M+H-H2O]+	200.8	32859911
AllCCS	[M+NH4]+	205.5	32859911
AllCCS	[M+Na]+	206.1	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	202.8	32859911
AllCCS	[M+HCOO]-	203.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pitavastatin	O[C@H](C[C@H](O)\C=C\C1=C(C2=CC=C(F)C=C2)C2=CC=CC=C2N=C1C1CC1)CC(O)=O	5322.9	Standard polar	33892256
Pitavastatin	O[C@H](C[C@H](O)\C=C\C1=C(C2=CC=C(F)C=C2)C2=CC=CC=C2N=C1C1CC1)CC(O)=O	2987.0	Standard non polar	33892256
Pitavastatin	O[C@H](C[C@H](O)\C=C\C1=C(C2=CC=C(F)C=C2)C2=CC=CC=C2N=C1C1CC1)CC(O)=O	3497.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pitavastatin,1TMS,isomer #1	C[Si](C)(C)O[C@@H](CC(=O)O)C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1	3606.4	Semi standard non polar	33892256
Pitavastatin,1TMS,isomer #2	C[Si](C)(C)O[C@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)C[C@@H](O)CC(=O)O	3671.9	Semi standard non polar	33892256
Pitavastatin,1TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@H](O)C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1	3600.9	Semi standard non polar	33892256
Pitavastatin,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@@H](C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C	3530.0	Semi standard non polar	33892256
Pitavastatin,2TMS,isomer #2	C[Si](C)(C)O[C@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)C[C@H](CC(=O)O)O[Si](C)(C)C	3574.1	Semi standard non polar	33892256
Pitavastatin,2TMS,isomer #3	C[Si](C)(C)OC(=O)C[C@H](O)C[C@@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C	3583.4	Semi standard non polar	33892256
Pitavastatin,3TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@@H](C[C@@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C)O[Si](C)(C)C	3534.7	Semi standard non polar	33892256
Pitavastatin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H](CC(=O)O)C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1	3859.1	Semi standard non polar	33892256
Pitavastatin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)C[C@@H](O)CC(=O)O	3904.3	Semi standard non polar	33892256
Pitavastatin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](O)C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1	3852.1	Semi standard non polar	33892256
Pitavastatin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C[C@H](O)/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C(C)(C)C	3981.9	Semi standard non polar	33892256
Pitavastatin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)C[C@H](CC(=O)O)O[Si](C)(C)C(C)(C)C	4036.0	Semi standard non polar	33892256
Pitavastatin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](O)C[C@@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C(C)(C)C	4026.9	Semi standard non polar	33892256
Pitavastatin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](C[C@@H](/C=C/C1=C(C2CC2)N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4148.8	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 - Pitavastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-8149500000-7a528b44f7ab848deb48	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pitavastatin GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-9313086000-f40b861f3306cfd0bb1f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pitavastatin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pitavastatin DI-ESI-qTof , Negative-QTOF	splash10-0006-0095000000-052cbc222b6600555667	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pitavastatin 35V, Positive-QTOF	splash10-00dl-0097800000-0428ec985244a4e0d2c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Pitavastatin 35V, Negative-QTOF	splash10-052f-1049000000-76e0b8e31500a9e32b92	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 10V, Positive-QTOF	splash10-0uki-0017900000-2273fa72cf719982fbb3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 20V, Positive-QTOF	splash10-0fe0-3039200000-1c1e957b8189d1f5d719	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 40V, Positive-QTOF	splash10-00du-9166000000-2131d127f06f3bf43554	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 10V, Negative-QTOF	splash10-00di-2006900000-04f6a2452db80a3d1aa4	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 20V, Negative-QTOF	splash10-0pb9-7109200000-ca0e31aa0813197a4a1c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 40V, Negative-QTOF	splash10-0a4i-9123000000-3e730deb6619e525d76b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 10V, Positive-QTOF	splash10-00di-0002900000-42e039e37d97dfce014f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 20V, Positive-QTOF	splash10-0f79-0039500000-6708d9472d2f46c7e47c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 40V, Positive-QTOF	splash10-004j-0092000000-f3c8a3dc91828f12b900	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 10V, Negative-QTOF	splash10-0kmi-0003900000-c6b2852d17b4214357bb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 20V, Negative-QTOF	splash10-08gi-1009000000-aa1023e8d4c1b9896a68	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pitavastatin 40V, Negative-QTOF	splash10-0016-7096200000-b42853c789ac3ac44e34	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08860

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445604

KEGG Compound ID

C13334

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pitavastatin

METLIN ID

Not Available

PubChem Compound

5282452

PDB ID

Not Available

ChEBI ID

32020

Food Biomarker Ontology

Not Available

VMH ID

PTVST

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 Pitavastatin (HMDB0041991)

MOL for HMDB0041991 (Pitavastatin)

3D MOL for HMDB0041991 (Pitavastatin)

3D SDF for HMDB0041991 (Pitavastatin)

3D-SDF for HMDB0041991 (Pitavastatin)

PDB for HMDB0041991 (Pitavastatin)

3D PDB for HMDB0041991 (Pitavastatin)

SMILES for HMDB0041991 (Pitavastatin)

INCHI for HMDB0041991 (Pitavastatin)

Structure for HMDB0041991 (Pitavastatin)

3D Structure for HMDB0041991 (Pitavastatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra