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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (14) Show 14 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-16 13:00:12 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005012

Secondary Accession Numbers

HMDB05012

Metabolite Identification

Common Name

Olanzapine

Description

Olanzapine was the third atypical antipsychotic to gain approval by the Food and Drug Administration (FDA) and has become one of the most commonly used atypical antipsychotics. Olanzapine has been approved by the FDA for the treatment of schizophrenia, acute mania in bipolar disorder, agitation associated with schizophrenia and bipolar disorder, and as maintenance treatment in bipolar disorder and psychotic depression. It has also been established in treating depression off-label because of its mood-stabilizing properties and its ability to increase the efficacy of antidepressants. Olanzapine is manufactured and marketed by the pharmaceutical company Eli Lilly and Company. It is available as a pill that comes in the strengths of 2.5 mg, 5 mg, 7.5 mg, 10 mg, 15 mg, and 20 mg and as as Zydis orally disintegrating tablets in the strengths of 5 mg, 10 mg, 15 mg, and 20 mg. It is also available as a rapid-acting intramuscular injection for short term acute use. Olanzapine (oh-LAN-za-peen, sold as Zyprexa, Zydis, or in combination with fluoxetine, as Symbyax) was the third atypical antipsychotic to gain approval by the Food and Drug Administration (FDA) and has become one of the most commonly used atypical antipsychotics. Olanzapine has been approved by the FDA for the treatment of schizophrenia, acute mania in bipolar disorder, agitation associated with schizophrenia and bipolar disorder, and as maintenance treatment in bipolar disorder and psychotic depression.

Structure

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

HMDB0005012
     RDKit          3D
Olanzapine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.3680    4.3870   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    2.9701   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.0373   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151    0.8298   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620    0.6214   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    2.1224   -1.1111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3828   -0.5405   -0.2641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -1.6996    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -2.4274    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940   -3.5743    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -3.9437    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.1814    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.0446    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -1.3761    0.6211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897   -0.2249    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023    0.0358    0.0289 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    0.6192    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.1130    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6841   -0.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -0.4311   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6097   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -0.3084   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    4.3725   -2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    5.0621   -0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    4.7106   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    2.3337   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3226   -0.5012   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431   -2.0836    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -4.1696    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -4.8457    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.4643    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.1075    1.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.4945    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    0.7814    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2074    2.2355    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -1.3706   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856   -0.4768    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5237   -0.2985   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    0.1568   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155    1.6032   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.3391   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650   -0.3710   -2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  6  2  1  0
 13  8  1  0
 22 16  1  0
 15  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
M  END


  Mrv0541 04191212112D          

 22 25  0  0  0  0            999 V2000
    0.8062   -0.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313   -0.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -1.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189   -1.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2229   -1.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510   -0.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2055   -1.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3356   -2.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978   -2.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -2.2926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8302   -2.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677   -1.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5221   -2.5285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1632   -2.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2147    0.0157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9601   -2.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0011    0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116   -0.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845    1.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949    0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3814    1.1824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648    1.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
 11 10  1  0  0  0  0
 10  4  1  0  0  0  0
  8  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7  9  2  0  0  0  0
  9  8  1  0  0  0  0
 11 13  1  0  0  0  0
  3 11  2  0  0  0  0
 12  3  1  0  0  0  0
 13 14  1  0  0  0  0
 12 14  2  0  0  0  0
  2 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005012

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2

> <INCHI_IDENTIFIER>
InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3

> <INCHI_KEY>
KVWDHTXUZHCGIO-UHFFFAOYSA-N

> <FORMULA>
C17H20N4S

> <MOLECULAR_WEIGHT>
312.432

> <EXACT_MASS>
312.14086735

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.37184031437682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,8,10,12-hexaene

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.3884950820000004

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.174461666971585

> <JCHEM_PKA_STRONGEST_BASIC>
7.242439871833076

> <JCHEM_POLAR_SURFACE_AREA>
30.870000000000005

> <JCHEM_REFRACTIVITY>
93.87369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zyprexa

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0005012
     RDKit          3D
Olanzapine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.3680    4.3870   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    2.9701   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.0373   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151    0.8298   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620    0.6214   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    2.1224   -1.1111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3828   -0.5405   -0.2641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -1.6996    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -2.4274    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940   -3.5743    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -3.9437    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.1814    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.0446    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -1.3761    0.6211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897   -0.2249    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023    0.0358    0.0289 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    0.6192    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.1130    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6841   -0.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -0.4311   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6097   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -0.3084   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    4.3725   -2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    5.0621   -0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    4.7106   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    2.3337   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3226   -0.5012   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431   -2.0836    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -4.1696    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -4.8457    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.4643    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.1075    1.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.4945    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    0.7814    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2074    2.2355    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -1.3706   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856   -0.4768    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5237   -0.2985   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    0.1568   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155    1.6032   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.3391   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650   -0.3710   -2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  6  2  1  0
 13  8  1  0
 22 16  1  0
 15  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  N   UNK     0       1.505  -1.060   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.045  -1.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.815  -2.393   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.595  -3.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.416  -2.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.029  -1.393   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.250  -2.331   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.626  -4.447   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.049  -3.858   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.929  -4.280   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.416  -3.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.353  -2.313   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0       4.708  -4.720   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       5.905  -3.751   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.134   0.029   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       7.392  -4.149   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.735   1.517   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.622  -0.369   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.824   2.606   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.710   0.720   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       6.312   2.207   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       7.401   3.296   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2   11   12                                                  
CONECT    4   10    8    5                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    4    9                                                       
CONECT    9    7    8                                                       
CONECT   10   11    4                                                       
CONECT   11   10   13    3                                                  
CONECT   12    3   14                                                       
CONECT   13   11   14                                                       
CONECT   14   13   12   16                                                  
CONECT   15    2   17   18                                                  
CONECT   16   14                                                            
CONECT   17   15   19                                                       
CONECT   18   15   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   21                                                       
CONECT   21   20   19   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0005012
HETATM    1  C1  UNL     1      -1.368   4.387  -1.591  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.644   2.970  -1.162  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.744   2.037  -0.711  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.215   0.830  -0.382  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.562   0.621  -0.523  1.00  0.00           C  
HETATM    6  S1  UNL     1      -3.123   2.122  -1.111  1.00  0.00           S  
HETATM    7  N1  UNL     1      -3.383  -0.541  -0.264  1.00  0.00           N  
HETATM    8  C6  UNL     1      -3.052  -1.700   0.509  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.176  -2.427   0.825  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.994  -3.574   1.574  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.723  -3.944   1.971  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.601  -3.181   1.633  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.780  -2.045   0.891  1.00  0.00           C  
HETATM   14  N2  UNL     1      -0.565  -1.376   0.621  1.00  0.00           N  
HETATM   15  C12 UNL     1      -0.290  -0.225   0.112  1.00  0.00           C  
HETATM   16  N3  UNL     1       1.102   0.036   0.029  1.00  0.00           N  
HETATM   17  C13 UNL     1       1.776   0.619   1.127  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.146   1.113   0.877  1.00  0.00           C  
HETATM   19  N4  UNL     1       3.773   0.684  -0.315  1.00  0.00           N  
HETATM   20  C15 UNL     1       4.670  -0.431  -0.173  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.930   0.610  -1.469  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.789  -0.308  -1.190  1.00  0.00           C  
HETATM   23  H1  UNL     1      -0.423   4.372  -2.196  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.296   5.062  -0.724  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.173   4.711  -2.271  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.330   2.334  -0.642  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.323  -0.501  -0.705  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.143  -2.084   0.483  1.00  0.00           H  
HETATM   29  H7  UNL     1      -4.850  -4.170   1.841  1.00  0.00           H  
HETATM   30  H8  UNL     1      -2.563  -4.846   2.563  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.612  -3.464   1.939  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.715  -0.107   1.990  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.154   1.494   1.481  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.793   0.781   1.743  1.00  0.00           H  
HETATM   35  H13 UNL     1       3.207   2.235   0.917  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.167  -1.371  -0.432  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.086  -0.477   0.836  1.00  0.00           H  
HETATM   38  H16 UNL     1       5.524  -0.299  -0.881  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.540   0.157  -2.294  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.616   1.603  -1.842  1.00  0.00           H  
HETATM   41  H19 UNL     1       2.219  -1.339  -1.039  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.065  -0.371  -2.044  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    6
CONECT    3    4   26
CONECT    4    5    5   15
CONECT    5    6    7
CONECT    7    8   27
CONECT    8    9    9   13
CONECT    9   10   28
CONECT   10   11   11   29
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14
CONECT   14   15   15
CONECT   15   16
CONECT   16   17   22
CONECT   17   18   32   33
CONECT   18   19   34   35
CONECT   19   20   21
CONECT   20   36   37   38
CONECT   21   22   39   40
CONECT   22   41   42
END

HMDB0005012
     RDKit          3D
Olanzapine
 42 45  0  0  0  0  0  0  0  0999 V2000
   -1.3680    4.3870   -1.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6441    2.9701   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    2.0373   -0.7111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2151    0.8298   -0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620    0.6214   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226    2.1224   -1.1111 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3828   -0.5405   -0.2641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0516   -1.6996    0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -2.4274    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9940   -3.5743    1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -3.9437    1.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -3.1814    1.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7798   -2.0446    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646   -1.3761    0.6211 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2897   -0.2249    0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1023    0.0358    0.0289 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758    0.6192    1.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.1130    0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6841   -0.3150 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -0.4311   -0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9296    0.6097   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -0.3084   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    4.3725   -2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    5.0621   -0.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    4.7106   -2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3296    2.3337   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3226   -0.5012   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431   -2.0836    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8501   -4.1696    1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5632   -4.8457    2.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6118   -3.4643    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -0.1075    1.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1544    1.4945    1.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    0.7814    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2074    2.2355    0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -1.3706   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856   -0.4768    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5237   -0.2985   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    0.1568   -2.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155    1.6032   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.3391   -1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0650   -0.3710   -2.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
  6  2  1  0
 13  8  1  0
 22 16  1  0
 15  4  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 17 32  1  0
 17 33  1  0
 18 34  1  0
 18 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Olanzapina	ChEBI
Olanzapinum	ChEBI
Zyprexa	ChEBI
Lanzac	HMDB
Zyprexa intramuscular	HMDB
Zyprexa zydis	HMDB
Zolafren	HMDB
2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thieno(2,3-b)(1,5)benzodiazepine	HMDB
Olanzapine pamoate	HMDB

Chemical Formula

C₁₇H₂₀N₄S

Average Molecular Weight

312.432

Monoisotopic Molecular Weight

312.14086735

IUPAC Name

5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,8,10,12-hexaene

Traditional Name

zyprexa

CAS Registry Number

132539-06-1

SMILES

CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2

InChI Identifier

InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3

InChI Key

KVWDHTXUZHCGIO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Not Available

Direct Parent

Benzodiazepines

Alternative Parents

Substituents

Benzodiazepine
Thieno-para-diazepine
2,3,5-trisubstituted thiophene
Para-diazepine
N-methylpiperazine
N-alkylpiperazine
N-arylated-2-aminothiophene
1,4-diazinane
Piperazine
2-aminothiophene
Benzenoid
Imidolactam
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Amidine
Carboxylic acid amidine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:7735 )
N-methylpiperazine (CHEBI:7735 )
benzodiazepine (CHEBI:7735 )

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0005012)
Cell membrane (HMDB: HMDB0005012)

Organ

Brain (HMDB: HMDB0005012)
Liver (HMDB: HMDB0005012)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0005012)

Parenteral

Intramuscular (HMDB: HMDB0005012)

Source

Exogenous

Exogenous (HMDB: HMDB0005012)

Process

Not Available

Role

Physical Properties

State

Solid

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	175.5	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.094 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.39	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	7.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	30.87 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.87 m³·mol⁻¹	ChemAxon
Polarizability	35.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.436	31661259
DarkChem	[M-H]-	173.542	31661259
DeepCCS	[M+H]+	168.543	30932474
DeepCCS	[M-H]-	166.185	30932474
DeepCCS	[M-2H]-	199.164	30932474
DeepCCS	[M+Na]+	174.636	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.3	32859911
AllCCS	[M+NH4]+	175.6	32859911
AllCCS	[M+Na]+	176.4	32859911
AllCCS	[M-H]-	177.0	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	176.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.31 minutes	32390414
Predicted by Siyang on May 30, 2022	10.1764 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.48 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	86.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	999.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	209.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	53.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	318.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	365.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	365.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	765.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	244.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	917.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	331.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	364.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	125.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Olanzapine	CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2	3934.2	Standard polar	33892256
Olanzapine	CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2	2632.0	Standard non polar	33892256
Olanzapine	CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2	2788.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Olanzapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	2783.4	Semi standard non polar	33892256
Olanzapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	2712.8	Standard non polar	33892256
Olanzapine,1TMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	3958.9	Standard polar	33892256
Olanzapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	2934.8	Semi standard non polar	33892256
Olanzapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	2915.9	Standard non polar	33892256
Olanzapine,1TBDMS,isomer #1	CC1=CC2=C(S1)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C1N=C2N1CCN(C)CC1	4032.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Olanzapine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0btd-8090000000-3a1771a0db51f3e9472b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olanzapine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Olanzapine 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 - Olanzapine LC-ESI-qTof , Positive-QTOF	splash10-03dj-0940000000-1103f40c5bb833e12903	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-qTof , Positive-QTOF	splash10-03dj-0940000000-37cb2e8fb99c38b097b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-qTof , Positive-QTOF	splash10-0a4i-2790000000-bdc5a34b08715b752eef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-QTOF , positive-QTOF	splash10-03di-0009000000-256a6e976b00468fe839	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-QTOF , positive-QTOF	splash10-03di-0049000000-83ee647255e8d18f2b5c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0090000000-81810b42dccae4ee9ab6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-QTOF , positive-QTOF	splash10-0bt9-0490000000-8994262c6a309d663713	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine LC-ESI-QTOF , positive-QTOF	splash10-01ot-0950000000-ceb0ca01cefbd1da57d7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine , positive-QTOF	splash10-03di-0149000000-e74851873e2fbaa6c182	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine , positive-QTOF	splash10-03dj-0940000000-1103f40c5bb833e12903	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine , positive-QTOF	splash10-03dj-0940000000-37cb2e8fb99c38b097b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine , positive-QTOF	splash10-03di-0149000000-338b982664cf3019be13	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine , positive-QTOF	splash10-0a4i-2790000000-bdc5a34b08715b752eef	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 50V, Positive-QTOF	splash10-01ot-0950000000-fe416acb0e50253f8d17	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 40V, Positive-QTOF	splash10-0bt9-0490000000-a203abf5daf6a6c6e069	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 20V, Positive-QTOF	splash10-03di-0049000000-4b7427c44443aab6c7a1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 30V, Positive-QTOF	splash10-0a4i-0090000000-15b5422aefe3fc372956	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 10V, Positive-QTOF	splash10-03di-0009000000-d71ce384c72fd5835dac	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Olanzapine 50V, Positive-QTOF	splash10-01ot-0950000000-7ba8fbea8f79ae64960d	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 10V, Positive-QTOF	splash10-03di-0019000000-66bcbe5560546ebe79ae	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 20V, Positive-QTOF	splash10-03di-0097000000-7386f41b122664655390	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 40V, Positive-QTOF	splash10-03k9-5980000000-82c2110f56cd7202848e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 10V, Negative-QTOF	splash10-03di-0039000000-01aa4f818b0cb4798c0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 20V, Negative-QTOF	splash10-0300-0092000000-cee214399c7899dbbc41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Olanzapine 40V, Negative-QTOF	splash10-0a6u-2490000000-dec2f8d13b50769ec96e	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Brain
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00334

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023585

KNApSAcK ID

Not Available

Chemspider ID

10442212

KEGG Compound ID

C07322

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Olanzapine

METLIN ID

Not Available

PubChem Compound

135398745

PDB ID

Not Available

ChEBI ID

7735

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Patel, Hiren V.; Ray, Anup K.; Patel, Pramod B.; Patel, Mahendra R. Process of preparation of olanzapine form I. PCT Int. Appl. (2003), 16 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Cerdan LF, Guevara MA, Sanz A, Amezcua C, Ramos-Loyo J: Brain electrical activity changes in treatment refractory schizophrenics after olanzapine treatment. Int J Psychophysiol. 2005 Jun;56(3):237-47. [PubMed:15866327 ]
Horak EL, Jenkins AJ: Postmortem tissue distribution of olanzapine and citalopram in a drug intoxication. J Forensic Sci. 2005 May;50(3):679-81. [PubMed:15932107 ]
Yamada K, Isotani T, Irisawa S, Yoshimura M, Tajika A, Yagyu T, Saito A, Kinoshita T: EEG Global Field Power spectrum changes after a single dose of atypical antipsychotics in healthy volunteers. Brain Topogr. 2004 Summer;16(4):281-5. [PubMed:15379228 ]
Mortimer A, Martin S, Loo H, Peuskens J: A double-blind, randomized comparative trial of amisulpride versus olanzapine for 6 months in the treatment of schizophrenia. Int Clin Psychopharmacol. 2004 Mar;19(2):63-9. [PubMed:15076013 ]
Merrick TC, Felo JA, Jenkins AJ: Tissue distribution of olanzapine in a postmortem case. Am J Forensic Med Pathol. 2001 Sep;22(3):270-4. [PubMed:11563738 ]

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 1A2

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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

Enzyme Details

2. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

Enzyme Details

3. D(4) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

Enzyme Details

4. 5-hydroxytryptamine receptor 2A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system. This receptor is involved in tracheal smooth muscle contraction, bronchoconstriction, and control of aldosterone production
Gene Name:: HTR2A
Uniprot ID:: P28223
Molecular weight:: 52602.6

Enzyme Details

5. 5-hydroxytryptamine receptor 2C

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system
Gene Name:: HTR2C
Uniprot ID:: P28335
Molecular weight:: 51820.7

Enzyme Details

6. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

Enzyme Details

7. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

Enzyme Details

8. D(3) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase. Promotes cell proliferation
Gene Name:: DRD3
Uniprot ID:: P35462
Molecular weight:: 44224.3

Enzyme Details

9. Muscarinic acetylcholine receptor M3

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM3
Uniprot ID:: P20309
Molecular weight:: 66127.4

Enzyme Details

10. D(1A) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase
Gene Name:: DRD1
Uniprot ID:: P21728
Molecular weight:: 49292.8

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Showing metabocard for Olanzapine (HMDB0005012)

MOL for HMDB0005012 (Olanzapine)

3D MOL for HMDB0005012 (Olanzapine)

3D SDF for HMDB0005012 (Olanzapine)

3D-SDF for HMDB0005012 (Olanzapine)

PDB for HMDB0005012 (Olanzapine)

3D PDB for HMDB0005012 (Olanzapine)

SMILES for HMDB0005012 (Olanzapine)

INCHI for HMDB0005012 (Olanzapine)

Structure for HMDB0005012 (Olanzapine)

3D Structure for HMDB0005012 (Olanzapine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes