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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:16:16 UTC

Update Date

2021-09-26 23:06:52 UTC

HMDB ID

HMDB0253568

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Iprindole

Description

Iprindole, also known as tertran or galatur, belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Based on a literature review a small amount of articles have been published on Iprindole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Iprindole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Iprindole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253568
     RDKit          3D
Iprindole
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6171    0.9146    0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1937   -0.3195   -0.3699 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549   -1.1036   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -1.1174    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.4567    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -0.2884   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    0.3369   -0.2745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -0.2511   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0742    0.8058    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9844   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9790    3.2652   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    4.3483   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    4.0469   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958    2.7655   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    1.6914   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    0.8078    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169   -0.5783    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280   -1.7307    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -2.8620    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144   -2.4819   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -1.7404    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    1.0783    0.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4224    0.7930    1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305    1.7936   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -1.9940   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616   -0.4372   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -1.4488   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -2.1135    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724   -1.2480    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.5414    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -1.0503    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.1761   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9492    0.4498   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    3.3920    0.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5224    5.3609   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    4.8850   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    2.5659   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901    1.3340    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0709    1.4479   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882   -0.8321    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4110   -0.7582   -0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1808   -1.9981    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3612   -1.8719   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2164   -3.1037    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587   -3.6897   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -2.2585   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -3.5397   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -2.0678    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0909   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15  7  1  0
 21  8  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END

  Mrv1652306231722432D          

 21 23  0  0  0  0            999 V2000
   -4.3261   -0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6116   -0.4873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6116   -1.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971   -0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1827   -0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4682   -0.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -0.4873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6675   -1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2195   -1.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -2.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -2.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395   -1.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -0.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562    1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    1.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321    0.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9889   -0.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -0.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253568

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCN1C2=C(CCCCCC2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3

> <INCHI_KEY>
PLIGPBGDXASWPX-UHFFFAOYSA-N

> <FORMULA>
C19H28N2

> <MOLECULAR_WEIGHT>
284.447

> <EXACT_MASS>
284.22524891

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.59929430914197

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3-{5H,6H,7H,8H,9H,10H,11H-cycloocta[b]indol-5-yl}propyl)dimethylamine

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
4.479773335666667

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.663003708885615

> <JCHEM_POLAR_SURFACE_AREA>
8.17

> <JCHEM_REFRACTIVITY>
91.6414

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
iprindole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253568
     RDKit          3D
Iprindole
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6171    0.9146    0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1937   -0.3195   -0.3699 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549   -1.1036   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -1.1174    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.4567    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -0.2884   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    0.3369   -0.2745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -0.2511   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0742    0.8058    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9844   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9790    3.2652   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    4.3483   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    4.0469   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958    2.7655   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    1.6914   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    0.8078    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169   -0.5783    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280   -1.7307    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -2.8620    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144   -2.4819   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -1.7404    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    1.0783    0.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4224    0.7930    1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305    1.7936   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -1.9940   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616   -0.4372   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -1.4488   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -2.1135    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724   -1.2480    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.5414    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -1.0503    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.1761   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9492    0.4498   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    3.3920    0.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5224    5.3609   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    4.8850   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    2.5659   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901    1.3340    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0709    1.4479   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882   -0.8321    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4110   -0.7582   -0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1808   -1.9981    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3612   -1.8719   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2164   -3.1037    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587   -3.6897   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -2.2585   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -3.5397   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -2.0678    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0909   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15  7  1  0
 21  8  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END

HEADER    PROTEIN                                 23-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-17         0                                  
HETATM    1  C   UNK     0      -8.075  -0.140   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -6.742  -0.910   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -6.742  -2.450   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.408  -0.140   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.074  -0.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.741  -0.140   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.407  -0.910   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.246  -2.441   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.276  -3.586   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.801  -5.050   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.294  -5.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.736  -4.226   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.260  -2.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.030  -1.428   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000  -0.283   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.080   1.255   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.225   2.285   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.763   2.205   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.793   1.060   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.713  -0.478   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.568  -1.508   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0253568
HETATM    1  C1  UNL     1       4.617   0.915   0.297  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.194  -0.319  -0.370  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.355  -1.104  -0.709  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.383  -1.117   0.548  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.063  -0.457   0.837  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.300  -0.288  -0.470  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.027   0.337  -0.275  1.00  0.00           N  
HETATM    8  C6  UNL     1      -1.163  -0.251  -0.009  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.074   0.806   0.083  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.467   1.984  -0.118  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.979   3.265  -0.120  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.148   4.348  -0.359  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.188   4.047  -0.585  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.696   2.765  -0.582  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.149   1.691  -0.342  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.585   0.808   0.358  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.917  -0.578   0.364  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.628  -1.731   0.339  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.542  -2.862   0.261  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.314  -2.482  -0.507  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.211  -1.740   0.113  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.686   1.078   0.076  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.422   0.793   1.378  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.031   1.794  -0.096  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.476  -1.994  -0.067  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.262  -0.437  -0.647  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.206  -1.449  -1.764  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.232  -2.113   0.094  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.972  -1.248   1.472  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.261   0.541   1.280  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.522  -1.050   1.571  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.320  -1.176  -1.104  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.949   0.450  -1.042  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.036   3.392   0.068  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.522   5.361  -0.366  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.862   4.885  -0.775  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.754   2.566  -0.764  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.790   1.334   1.314  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.071   1.448  -0.432  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.188  -0.832   1.229  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.411  -0.758  -0.669  1.00  0.00           H  
HETATM   42  H21 UNL     1      -5.181  -1.998   1.287  1.00  0.00           H  
HETATM   43  H22 UNL     1      -5.361  -1.872  -0.478  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.216  -3.104   1.286  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.059  -3.690  -0.212  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.497  -2.259  -1.599  1.00  0.00           H  
HETATM   47  H26 UNL     1      -1.870  -3.540  -0.657  1.00  0.00           H  
HETATM   48  H27 UNL     1      -1.147  -2.068   1.180  1.00  0.00           H  
HETATM   49  H28 UNL     1      -0.250  -2.091  -0.319  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   15
CONECT    8    9    9   21
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   36
CONECT   14   15   15   37
CONECT   16   17   38   39
CONECT   17   18   40   41
CONECT   18   19   42   43
CONECT   19   20   44   45
CONECT   20   21   46   47
CONECT   21   48   49
END

HMDB0253568
     RDKit          3D
Iprindole
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6171    0.9146    0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1937   -0.3195   -0.3699 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549   -1.1036   -0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -1.1174    0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0633   -0.4567    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -0.2884   -0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0275    0.3369   -0.2745 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -0.2511   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0742    0.8058    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672    1.9844   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9790    3.2652   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477    4.3483   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    4.0469   -0.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958    2.7655   -0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1486    1.6914   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    0.8078    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9169   -0.5783    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280   -1.7307    0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5418   -2.8620    0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144   -2.4819   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -1.7404    0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6856    1.0783    0.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4224    0.7930    1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0305    1.7936   -0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4761   -1.9940   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616   -0.4372   -0.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2060   -1.4488   -1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324   -2.1135    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724   -1.2480    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.5414    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215   -1.0503    1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198   -1.1761   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9492    0.4498   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0356    3.3920    0.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5224    5.3609   -0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    4.8850   -0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7540    2.5659   -0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7901    1.3340    1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0709    1.4479   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882   -0.8321    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4110   -0.7582   -0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1808   -1.9981    1.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3612   -1.8719   -0.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2164   -3.1037    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587   -3.6897   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -2.2585   -1.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8703   -3.5397   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465   -2.0678    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0909   -0.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 15  7  1  0
 21  8  1  0
 15 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Pramindole	HMDB
Tertran	HMDB
Galatur	HMDB
Prondol	HMDB

Chemical Formula

C₁₉H₂₈N₂

Average Molecular Weight

284.447

Monoisotopic Molecular Weight

284.22524891

IUPAC Name

(3-{5H,6H,7H,8H,9H,10H,11H-cycloocta[b]indol-5-yl}propyl)dimethylamine

Traditional Name

iprindole

CAS Registry Number

Not Available

SMILES

CN(C)CCCN1C2=C(CCCCCC2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3

InChI Key

PLIGPBGDXASWPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
3-alkylindole
Indole
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Amine
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253568)

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
logP	4.98	ALOGPS
logP	4.48	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	9.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	8.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.64 m³·mol⁻¹	ChemAxon
Polarizability	35.6 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M-2H]-	199.979	30932474
DeepCCS	[M+Na]+	175.544	30932474
AllCCS	[M+H]+	171.0	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.0	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	178.6	32859911
AllCCS	[M+HCOO]-	179.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iprindole	CN(C)CCCN1C2=C(CCCCCC2)C2=CC=CC=C12	3139.3	Standard polar	33892256
Iprindole	CN(C)CCCN1C2=C(CCCCCC2)C2=CC=CC=C12	2343.1	Standard non polar	33892256
Iprindole	CN(C)CCCN1C2=C(CCCCCC2)C2=CC=CC=C12	2315.2	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 - Iprindole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-8190000000-a111eca0cbeca1854fe3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iprindole 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 - Iprindole 10V, Positive-QTOF	splash10-000i-1090000000-cf49b97702c0cfd743e6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 20V, Positive-QTOF	splash10-000l-5090000000-c71b7498a941c31420c0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 40V, Positive-QTOF	splash10-000l-9120000000-fad42419a35441f332dd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 10V, Negative-QTOF	splash10-001i-0090000000-a6527ac12efe4f13230d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 20V, Negative-QTOF	splash10-001j-1590000000-ce16a019c13297cb00e9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 40V, Negative-QTOF	splash10-006t-1910000000-4d6542e23f7fda1df47c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 10V, Positive-QTOF	splash10-000i-0090000000-9577a96176594ed2d28c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 20V, Positive-QTOF	splash10-000i-1090000000-d7578a1f0c9a2a4fb91c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 40V, Positive-QTOF	splash10-0bt9-9680000000-455a308ac7041becc4dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 10V, Negative-QTOF	splash10-001i-0090000000-f5334bfa95dd6629fe73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 20V, Negative-QTOF	splash10-001i-0390000000-d8fc4c4fb53b2bfa4b63	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iprindole 40V, Negative-QTOF	splash10-0002-0920000000-66d4098541e8690b99ea	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13496

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Iprindole

METLIN ID

Not Available

PubChem Compound

21722

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Iprindole (HMDB0253568)

MOL for HMDB0253568 (Iprindole)

3D MOL for HMDB0253568 (Iprindole)

3D SDF for HMDB0253568 (Iprindole)

3D-SDF for HMDB0253568 (Iprindole)

PDB for HMDB0253568 (Iprindole)

3D PDB for HMDB0253568 (Iprindole)

SMILES for HMDB0253568 (Iprindole)

INCHI for HMDB0253568 (Iprindole)

Structure for HMDB0253568 (Iprindole)

3D Structure for HMDB0253568 (Iprindole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra