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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:55:24 UTC

Update Date

2022-03-07 02:57:15 UTC

HMDB ID

HMDB0042038

Secondary Accession Numbers

HMDB42038

Metabolite Identification

Common Name

Tianeptine

Description

Tianeptine (INN) was discovered by The French Society of Medical Research in the 1960s. Under the trade-names (Stablon, Coaxil, Tatinol) it is a drug used for treating major depressive episodes (mild, moderate, or severe). It has structural similarities to the tricyclic antidepressants, but it has different pharmacological properties. Tianeptine is a selective serotonin reuptake enhancer (SSRE), opposite to the action of SSRIs. One review points to the cancellative effects of tianeptine and fluoxetine coadministration on serotonin reuptake. Another suggests that long-term administration of tianeptine has no effect on serotonin pathways. Tianeptine enhances the extracellular concentration of dopamine in the nucleus accumbens and modulates the D2 and D3 dopamine receptors, but this effect is modest and almost certainly indirect. There is also action on the NMDA and AMPA receptors. Recent reviews point to this pathway as a hypothesized mechanism of action, based on tianeptine's effect of reversing impaired neuroplasticity associated with stress.

Structure

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

  Mrv0541 09131211552D          

 29 31  0  0  0  0            999 V2000
   -4.8280    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6240    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0529    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3367    3.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1251    3.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7320    3.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7674    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3839    0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8051   -0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155    2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1722    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7770    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4819    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6215   -1.2300    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5194    2.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053    1.4592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1963    2.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4819    1.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974   -0.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3163    0.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5928    0.7448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16  8  2  0  0  0  0
 17 12  1  0  0  0  0
 18  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 15  1  0  0  0  0
 23 13  1  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 29 19  1  0  0  0  0
 29 24  1  0  0  0  0
 29 27  2  0  0  0  0
 29 28  2  0  0  0  0
M  END

HMDB0042038
     RDKit          3D
Tianeptine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -5.5614   -1.0300   -1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693   -0.4342   -0.7845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565   -1.2897   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7243   -2.6387   -0.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658   -3.5994   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436   -3.2355   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.8899   -0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -0.9460   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    0.4503   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272    0.5372   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.4763   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.2747   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.1913   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.9341   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361   -1.1482    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8293   -0.0147    0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    1.2275    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    2.3271    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819    1.1899   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890    1.2248    0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9805    1.6030    1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    2.3549    2.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    2.7333    2.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1962    3.6699    4.2280 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6133    2.3323    1.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308    1.6049    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    1.2118   -0.2498 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6986    2.1007   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    1.3567    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -1.5314   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1510   -0.2184   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2489   -1.6814   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -2.8482   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0348   -4.6667   -0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -3.9419   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0194   -1.6383   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0302    0.8600   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0682    0.6685   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4126   -0.0466    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    1.5804   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8355   -0.6836   -2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200    1.0617   -2.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.1903   -0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    0.0371   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -1.9084   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539   -0.8126    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2757   -2.0557    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153   -1.4670   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384    0.1966    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -0.3267    1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1918    1.8679   -1.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    1.3680    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622    2.6590    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    2.6312    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  2  0
 27  2  1  0
  8  3  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 25 54  1  0
M  END

  Mrv0541 09131211552D          

 29 31  0  0  0  0            999 V2000
   -4.8280    1.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3385    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6240    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0529    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3367    3.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1251    3.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7320    3.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3087    2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7674    2.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2003    0.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3839    0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8050    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5934   -0.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8051   -0.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155    2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1722    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7039    2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7770    0.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4819    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2339    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6215   -1.2300    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.5194    2.4181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053    1.4592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1963    2.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4819    1.1806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974   -0.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3163    0.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5928    0.7448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  4  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16  8  2  0  0  0  0
 17 12  1  0  0  0  0
 18  9  2  0  0  0  0
 18 16  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 10  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 15  1  0  0  0  0
 23 13  1  0  0  0  0
 23 21  1  0  0  0  0
 24  1  1  0  0  0  0
 24 18  1  0  0  0  0
 25 20  2  0  0  0  0
 26 20  1  0  0  0  0
 29 19  1  0  0  0  0
 29 24  1  0  0  0  0
 29 27  2  0  0  0  0
 29 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0042038

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H25ClN2O4S/c1-24-18-9-6-5-8-16(18)21(23-13-7-3-2-4-10-20(25)26)17-12-11-15(22)14-19(17)29(24,27)28/h5-6,8-9,11-12,14,21,23H,2-4,7,10,13H2,1H3,(H,25,26)

> <INCHI_KEY>
JICJBGPOMZQUBB-UHFFFAOYSA-N

> <FORMULA>
C21H25ClN2O4S

> <MOLECULAR_WEIGHT>
436.952

> <EXACT_MASS>
436.122355695

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.72526139393838

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-({6-chloro-10-methyl-9,9-dioxo-9λ⁶-thia-10-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl}amino)heptanoic acid

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.5311524937990022

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.215957199582881

> <JCHEM_PKA_STRONGEST_BASIC>
8.10387840408462

> <JCHEM_POLAR_SURFACE_AREA>
86.71000000000001

> <JCHEM_REFRACTIVITY>
113.40649999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tianeptine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0042038
     RDKit          3D
Tianeptine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -5.5614   -1.0300   -1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693   -0.4342   -0.7845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565   -1.2897   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7243   -2.6387   -0.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658   -3.5994   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436   -3.2355   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.8899   -0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -0.9460   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    0.4503   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272    0.5372   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.4763   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.2747   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.1913   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.9341   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361   -1.1482    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8293   -0.0147    0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    1.2275    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    2.3271    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819    1.1899   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890    1.2248    0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9805    1.6030    1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    2.3549    2.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    2.7333    2.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1962    3.6699    4.2280 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6133    2.3323    1.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308    1.6049    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    1.2118   -0.2498 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6986    2.1007   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    1.3567    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -1.5314   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1510   -0.2184   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2489   -1.6814   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -2.8482   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0348   -4.6667   -0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -3.9419   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0194   -1.6383   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0302    0.8600   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0682    0.6685   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4126   -0.0466    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    1.5804   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8355   -0.6836   -2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200    1.0617   -2.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.1903   -0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    0.0371   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -1.9084   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539   -0.8126    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2757   -2.0557    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153   -1.4670   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384    0.1966    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -0.3267    1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1918    1.8679   -1.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    1.3680    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622    2.6590    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    2.6312    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  2  0
 27  2  1  0
  8  3  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 25 54  1  0
M  END

HEADER    PROTEIN                                 13-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-12         0                                  
HETATM    1  C   UNK     0      -9.012   2.609   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.499   4.514   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.165   3.744   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.832   3.744   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.229   7.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.700   6.706   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.169   4.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.100   6.113   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.043   5.205   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.166   4.514   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.241   0.253   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.583   1.754   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.503   3.744   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.841  -0.341   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.370  -0.795   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.442   4.611   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.055   2.208   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.914   4.157   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.184   1.161   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.500   3.744   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.170   3.744   0.000  0.00  0.00           C+0
HETATM   22 Cl   UNK     0      -3.027  -2.296   0.000  0.00  0.00          Cl+0
HETATM   23  N   UNK     0      -2.836   4.514   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -7.477   2.724   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       7.833   4.514   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.500   2.204   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -6.902  -0.137   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -8.057   0.650   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0      -6.707   1.390   0.000  0.00  0.00           S+0
CONECT    1   24                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2   10                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    3   13                                                       
CONECT    8    5   16                                                       
CONECT    9    6   18                                                       
CONECT   10    4   20                                                       
CONECT   11   12   15                                                       
CONECT   12   11   17                                                       
CONECT   13    7   23                                                       
CONECT   14   15   19                                                       
CONECT   15   11   14   22                                                  
CONECT   16    8   18   21                                                  
CONECT   17   12   19   21                                                  
CONECT   18    9   16   24                                                  
CONECT   19   14   17   29                                                  
CONECT   20   10   25   26                                                  
CONECT   21   16   17   23                                                  
CONECT   22   15                                                            
CONECT   23   13   21                                                       
CONECT   24    1   18   29                                                  
CONECT   25   20                                                            
CONECT   26   20                                                            
CONECT   27   29                                                            
CONECT   28   29                                                            
CONECT   29   19   24   27   28                                             
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0042038
HETATM    1  C1  UNL     1      -5.561  -1.030  -1.497  1.00  0.00           C  
HETATM    2  N1  UNL     1      -4.469  -0.434  -0.784  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.356  -1.290  -0.584  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.724  -2.639  -0.524  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.766  -3.599  -0.326  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.444  -3.235  -0.188  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.044  -1.890  -0.245  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.997  -0.946  -0.441  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.382   0.450  -0.518  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.127   0.537  -1.031  1.00  0.00           N  
HETATM   11  C9  UNL     1       1.131   0.476  -0.507  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.124   0.275  -1.681  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.555   0.191  -1.234  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.845  -0.934  -0.314  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.236  -1.148   0.146  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.829  -0.015   0.907  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.995   1.228   0.141  1.00  0.00           C  
HETATM   18  O1  UNL     1       5.698   2.327   0.672  1.00  0.00           O  
HETATM   19  O2  UNL     1       6.482   1.190  -1.160  1.00  0.00           O  
HETATM   20  C16 UNL     1      -1.889   1.225   0.599  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.980   1.603   1.539  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.381   2.355   2.653  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.700   2.733   2.833  1.00  0.00           C  
HETATM   24 CL1  UNL     1      -3.196   3.670   4.228  1.00  0.00          CL  
HETATM   25  C20 UNL     1      -3.613   2.332   1.856  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.231   1.605   0.776  1.00  0.00           C  
HETATM   27  S1  UNL     1      -4.622   1.212  -0.250  1.00  0.00           S  
HETATM   28  O3  UNL     1      -4.699   2.101  -1.450  1.00  0.00           O  
HETATM   29  O4  UNL     1      -5.858   1.357   0.578  1.00  0.00           O  
HETATM   30  H1  UNL     1      -6.300  -1.531  -0.817  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.151  -0.218  -1.983  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.249  -1.681  -2.339  1.00  0.00           H  
HETATM   33  H4  UNL     1      -4.764  -2.848  -0.644  1.00  0.00           H  
HETATM   34  H5  UNL     1      -3.035  -4.667  -0.277  1.00  0.00           H  
HETATM   35  H6  UNL     1      -0.638  -3.942  -0.031  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.019  -1.638  -0.145  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.030   0.860  -1.412  1.00  0.00           H  
HETATM   38  H9  UNL     1      -0.068   0.669  -2.099  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.413  -0.047   0.384  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.428   1.580  -0.244  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.835  -0.684  -2.157  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.020   1.062  -2.432  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.814   1.190  -0.844  1.00  0.00           H  
HETATM   44  H15 UNL     1       4.196   0.037  -2.150  1.00  0.00           H  
HETATM   45  H16 UNL     1       3.474  -1.908  -0.769  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.154  -0.813   0.581  1.00  0.00           H  
HETATM   47  H18 UNL     1       5.276  -2.056   0.813  1.00  0.00           H  
HETATM   48  H19 UNL     1       5.915  -1.467  -0.713  1.00  0.00           H  
HETATM   49  H20 UNL     1       5.138   0.197   1.772  1.00  0.00           H  
HETATM   50  H21 UNL     1       6.801  -0.327   1.379  1.00  0.00           H  
HETATM   51  H22 UNL     1       7.192   1.868  -1.407  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.061   1.368   1.531  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.662   2.659   3.405  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.655   2.631   2.000  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   27
CONECT    3    4    4    8
CONECT    4    5   33
CONECT    5    6    6   34
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9
CONECT    9   10   20   37
CONECT   10   11   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   18   19
CONECT   19   51
CONECT   20   21   21   26
CONECT   21   22   52
CONECT   22   23   23   53
CONECT   23   24   25
CONECT   25   26   26   54
CONECT   26   27
CONECT   27   28   28   29   29
END

HMDB0042038
     RDKit          3D
Tianeptine
 54 56  0  0  0  0  0  0  0  0999 V2000
   -5.5614   -1.0300   -1.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693   -0.4342   -0.7845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565   -1.2897   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7243   -2.6387   -0.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658   -3.5994   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4436   -3.2355   -0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.8899   -0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -0.9460   -0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    0.4503   -0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272    0.5372   -1.0310 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.4763   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1237    0.2747   -1.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5552    0.1913   -1.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8446   -0.9341   -0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361   -1.1482    0.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8293   -0.0147    0.9071 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9954    1.2275    0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    2.3271    0.6719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4819    1.1899   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890    1.2248    0.5985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9805    1.6030    1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    2.3549    2.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6997    2.7333    2.8328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1962    3.6699    4.2280 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6133    2.3323    1.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2308    1.6049    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6219    1.2118   -0.2498 S   0  0  0  0  0  6  0  0  0  0  0  0
   -4.6986    2.1007   -1.4496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580    1.3567    0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3000   -1.5314   -0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1510   -0.2184   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2489   -1.6814   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644   -2.8482   -0.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0348   -4.6667   -0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6384   -3.9419   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0194   -1.6383   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0302    0.8600   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0682    0.6685   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4126   -0.0466    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4282    1.5804   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8355   -0.6836   -2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200    1.0617   -2.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8145    1.1903   -0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959    0.0371   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4743   -1.9084   -0.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539   -0.8126    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2757   -2.0557    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153   -1.4670   -0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384    0.1966    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -0.3267    1.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1918    1.8679   -1.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    1.3680    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6622    2.6590    3.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    2.6312    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  2  0
 27  2  1  0
  8  3  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
 21 52  1  0
 22 53  1  0
 25 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Stablon	Kegg
Ardix brand OF tianeptine, monosodium salt	HMDB
Tianeptine, (+-)-isomer	HMDB
Tianeptine, monosodium salt, (+-)-isomer	HMDB
(3-Chloro-6-methyl-5,5-dioxo-6,11-dihydrodibenzo(c,F)(1,2)thiazepin-11-yl)-7-aminoheptanoic acid	HMDB
Coaxil	HMDB
Tianeptine, monosodium salt	HMDB

Chemical Formula

C₂₁H₂₅ClN₂O₄S

Average Molecular Weight

436.952

Monoisotopic Molecular Weight

436.122355695

IUPAC Name

7-({6-chloro-10-methyl-9,9-dioxo-9λ⁶-thia-10-azatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-yl}amino)heptanoic acid

Traditional Name

tianeptine

CAS Registry Number

66981-73-5

SMILES

CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O

InChI Identifier

InChI=1S/C21H25ClN2O4S/c1-24-18-9-6-5-8-16(18)21(23-13-7-3-2-4-10-20(25)26)17-12-11-15(22)14-19(17)29(24,27)28/h5-6,8-9,11-12,14,21,23H,2-4,7,10,13H2,1H3,(H,25,26)

InChI Key

JICJBGPOMZQUBB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Halogenated fatty acid
Heterocyclic fatty acid
Aralkylamine
Aryl chloride
Aryl halide
Benzenoid
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Monocarboxylic acid or derivatives
Secondary amine
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0042038)

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	197.0	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0041 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.53	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	8.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	113.41 m³·mol⁻¹	ChemAxon
Polarizability	45.73 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	198.83	30932474
DeepCCS	[M-H]-	196.28	30932474
DeepCCS	[M-2H]-	230.675	30932474
DeepCCS	[M+Na]+	206.457	30932474
AllCCS	[M+H]+	198.9	32859911
AllCCS	[M+H-H2O]+	196.7	32859911
AllCCS	[M+NH4]+	200.9	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	197.1	32859911
AllCCS	[M+Na-2H]-	197.8	32859911
AllCCS	[M+HCOO]-	198.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tianeptine	CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O	5040.4	Standard polar	33892256
Tianeptine	CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O	3634.3	Standard non polar	33892256
Tianeptine	CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O	3413.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tianeptine,1TMS,isomer #1	CN1C2=CC=CC=C2C(NCCCCCCC(=O)O[Si](C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3432.6	Semi standard non polar	33892256
Tianeptine,1TMS,isomer #2	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O)[Si](C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3475.5	Semi standard non polar	33892256
Tianeptine,2TMS,isomer #1	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3377.7	Semi standard non polar	33892256
Tianeptine,2TMS,isomer #1	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O[Si](C)(C)C)[Si](C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3510.3	Standard non polar	33892256
Tianeptine,1TBDMS,isomer #1	CN1C2=CC=CC=C2C(NCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3711.9	Semi standard non polar	33892256
Tianeptine,1TBDMS,isomer #2	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O)[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3694.2	Semi standard non polar	33892256
Tianeptine,2TBDMS,isomer #1	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3871.9	Semi standard non polar	33892256
Tianeptine,2TBDMS,isomer #1	CN1C2=CC=CC=C2C(N(CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=C(Cl)C=C2S1(=O)=O	3923.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tianeptine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0297-2955000000-f5d01fbffed94ca1d3d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tianeptine GC-MS (1 TMS) - 70eV, Positive	splash10-0109-8938200000-3888305fcc28fb79c75d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tianeptine 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 - Tianeptine 10V, Positive-QTOF	splash10-00kr-0102900000-b2120851dc0c11f1c49c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 20V, Positive-QTOF	splash10-056r-1139100000-82f01656084a2a95b7d9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 40V, Positive-QTOF	splash10-0apl-9103000000-0ce94a818793b81c35d9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 10V, Negative-QTOF	splash10-000i-0002900000-a92759de6778d9d58e87	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 20V, Negative-QTOF	splash10-000i-1107900000-7a69b9c7b39711b06f2a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 40V, Negative-QTOF	splash10-0a4l-9421000000-97f7c1339139f4d31260	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 10V, Negative-QTOF	splash10-000i-0000900000-52ebdf5ff9776f6b3b82	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 20V, Negative-QTOF	splash10-000l-1009600000-85329350581bdd148498	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 40V, Negative-QTOF	splash10-052f-2095000000-be5b486ec2b08095f0af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 10V, Positive-QTOF	splash10-000l-0050900000-330adb08d607196bfb09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 20V, Positive-QTOF	splash10-0006-0091200000-ec4022ca8e157a7fea26	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tianeptine 40V, Positive-QTOF	splash10-0006-1192000000-af153fd72bc53018e74a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

DB09289

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tianeptine

METLIN ID

Not Available

PubChem Compound

68870

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Tianeptine (HMDB0042038)

MOL for HMDB0042038 (Tianeptine)

3D MOL for HMDB0042038 (Tianeptine)

3D SDF for HMDB0042038 (Tianeptine)

3D-SDF for HMDB0042038 (Tianeptine)

PDB for HMDB0042038 (Tianeptine)

3D PDB for HMDB0042038 (Tianeptine)

SMILES for HMDB0042038 (Tianeptine)

INCHI for HMDB0042038 (Tianeptine)

Structure for HMDB0042038 (Tianeptine)

3D Structure for HMDB0042038 (Tianeptine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra