Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:03:56 UTC

Update Date

2021-09-26 23:06:46 UTC

HMDB ID

HMDB0253504

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Intoplicine

Description

Intoplicine belongs to the class of organic compounds known as gamma carbolines. These are polycyclic aromatic compounds containing a gamma-carbazole(5H-pyrido[4,3-b]indole) moiety, with a structure characterized by the presence of pyridine fused to the pyrrole ring of an indole. Intoplicine is a very strong basic compound (based on its pKa). Intoplicine has been used in trials studying the treatment of Unspecified Adult Solid Tumor, Protocol Specific. This compound has been identified in human blood as reported by (PMID: 31557052 ). Intoplicine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Intoplicine 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

  Mrv1652310211602532D          

 26 29  0  0  0  0            999 V2000
   -3.9125    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    0.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691    0.2879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112   -1.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -1.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551   -1.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -2.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3497   -2.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8648   -3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2004   -3.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208   -3.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112   -2.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154   -4.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547   -0.9496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -0.9496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5177   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -1.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 14 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0253504
     RDKit          3D
Intoplicine
 50 53  0  0  0  0  0  0  0  0999 V2000
   -1.6246   -4.0228    2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -2.6503    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -2.2473    2.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946   -1.0188    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058   -0.1565    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735    0.8069    0.6113 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297    1.3471    1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    0.2989    1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0588   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211   -1.0671   -0.2826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -1.4913   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -0.5248    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.5071    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496   -1.7851    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959   -2.0006    0.2754 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035   -0.8953   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615   -0.6335   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5905   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.5550   -1.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6784    2.8326   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    3.8659   -1.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    5.1160   -2.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    3.6166   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    2.3415   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3183   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.0608   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044   -4.4103    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1885   -3.9873    3.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -4.6820    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.9184    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653    1.0408   -0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.2394    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741    1.6030    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8716    0.7146    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969   -0.6321    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.8077   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -0.5347   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -2.0727   -1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6973   -0.5527   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.0584   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2997   -0.7394    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047    0.5691    0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623   -1.0408   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -2.9019    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.4182   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2538    0.8183   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    2.9670   -2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    5.7965   -1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008    4.4320   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.2699    0.3371 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14  2  1  0
 26 16  1  0
 26 13  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
M  END

  Mrv1652310211602532D          

 26 29  0  0  0  0            999 V2000
   -3.9125    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981    0.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836    0.7004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691    0.2879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4836   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112   -1.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756   -1.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6551   -1.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1702   -2.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3497   -2.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8648   -3.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2004   -3.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208   -3.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -3.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3262   -3.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8112   -2.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154   -4.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0547   -0.9496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3743   -0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -0.9496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5177   -0.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -1.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 14 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253504

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCCNC1=NC=C(C)C2=C1C1=C(N2)C=CC2=CC(O)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N4O/c1-13-12-23-21(22-9-4-10-25(2)3)19-18-16-7-6-15(26)11-14(16)5-8-17(18)24-20(13)19/h5-8,11-12,24,26H,4,9-10H2,1-3H3,(H,22,23)

> <INCHI_KEY>
QROONAIPJKQFMC-UHFFFAOYSA-N

> <FORMULA>
C21H24N4O

> <MOLECULAR_WEIGHT>
348.45

> <EXACT_MASS>
348.195011409

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.36741495714614

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-{[3-(dimethylamino)propyl]amino}-13-methyl-11,15-diazatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(10),2,4,6,8,12(17),13,15-octaen-5-ol

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
1.9743103085107794

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.187786216513992

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.849151566328064

> <JCHEM_PKA_STRONGEST_BASIC>
10.631325499544525

> <JCHEM_POLAR_SURFACE_AREA>
64.17999999999999

> <JCHEM_REFRACTIVITY>
108.17939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-{[3-(dimethylamino)propyl]amino}-13-methyl-11,15-diazatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(10),2,4,6,8,12(17),13,15-octaen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253504
     RDKit          3D
Intoplicine
 50 53  0  0  0  0  0  0  0  0999 V2000
   -1.6246   -4.0228    2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -2.6503    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -2.2473    2.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946   -1.0188    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058   -0.1565    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735    0.8069    0.6113 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297    1.3471    1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    0.2989    1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0588   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211   -1.0671   -0.2826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -1.4913   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -0.5248    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.5071    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496   -1.7851    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959   -2.0006    0.2754 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035   -0.8953   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615   -0.6335   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5905   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.5550   -1.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6784    2.8326   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    3.8659   -1.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    5.1160   -2.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    3.6166   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    2.3415   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3183   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.0608   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044   -4.4103    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1885   -3.9873    3.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -4.6820    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.9184    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653    1.0408   -0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.2394    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741    1.6030    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8716    0.7146    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969   -0.6321    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.8077   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -0.5347   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -2.0727   -1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6973   -0.5527   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.0584   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2997   -0.7394    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047    0.5691    0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623   -1.0408   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -2.9019    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.4182   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2538    0.8183   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    2.9670   -2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    5.7965   -1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008    4.4320   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.2699    0.3371 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14  2  1  0
 26 16  1  0
 26 13  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0      -7.303   1.307   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.970   0.537   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.636   1.307   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -3.302   0.537   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -3.302  -1.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.636  -1.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.970  -1.003   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -7.114  -2.033   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -6.488  -3.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.956  -3.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.051  -4.525   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.519  -4.364   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.614  -5.610   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.241  -7.017   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.772  -7.178   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.677  -5.932   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.209  -6.093   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.114  -4.847   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.335  -8.263   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      -1.969  -1.773   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -0.635  -1.003   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.699  -1.773   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.032  -1.003   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.366  -1.773   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       4.700  -1.003   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.366  -3.313   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9    6   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    9                                                       
CONECT   19   14                                                            
CONECT   20    5   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0253504
HETATM    1  C1  UNL     1      -1.625  -4.023   2.068  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.133  -2.650   1.748  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.067  -2.247   2.288  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.495  -1.019   1.982  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.206  -0.156   1.164  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.673   0.807   0.611  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.830   1.347   1.235  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.914   0.299   1.180  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.174  -0.059  -0.292  1.00  0.00           C  
HETATM   10  N3  UNL     1       4.221  -1.067  -0.283  1.00  0.00           N  
HETATM   11  C8  UNL     1       4.559  -1.491  -1.627  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.374  -0.525   0.413  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.382  -0.507   0.638  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.850  -1.785   0.928  1.00  0.00           C  
HETATM   15  N4  UNL     1      -2.996  -2.001   0.275  1.00  0.00           N  
HETATM   16  C12 UNL     1      -3.304  -0.895  -0.420  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.361  -0.634  -1.241  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.443   0.590  -1.825  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.473   1.555  -1.582  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.678   2.833  -2.085  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.830   3.866  -1.765  1.00  0.00           C  
HETATM   22  O1  UNL     1      -3.084   5.116  -2.300  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.770   3.617  -0.929  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.542   2.341  -0.415  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.376   1.318  -0.747  1.00  0.00           C  
HETATM   26  C21 UNL     1      -2.303   0.061  -0.186  1.00  0.00           C  
HETATM   27  H1  UNL     1      -2.304  -4.410   1.287  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.188  -3.987   3.020  1.00  0.00           H  
HETATM   29  H3  UNL     1      -0.753  -4.682   2.239  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.627  -2.918   2.938  1.00  0.00           H  
HETATM   31  H5  UNL     1       0.565   1.041  -0.400  1.00  0.00           H  
HETATM   32  H6  UNL     1       2.243   2.239   0.711  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.574   1.603   2.302  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.872   0.715   1.570  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.697  -0.632   1.703  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.537   0.808  -0.854  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.278  -0.535  -0.728  1.00  0.00           H  
HETATM   38  H12 UNL     1       5.505  -2.073  -1.579  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.697  -0.553  -2.226  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.733  -2.058  -2.057  1.00  0.00           H  
HETATM   41  H15 UNL     1       5.300  -0.739   1.491  1.00  0.00           H  
HETATM   42  H16 UNL     1       5.405   0.569   0.232  1.00  0.00           H  
HETATM   43  H17 UNL     1       6.262  -1.041  -0.009  1.00  0.00           H  
HETATM   44  H18 UNL     1      -3.531  -2.902   0.329  1.00  0.00           H  
HETATM   45  H19 UNL     1      -5.126  -1.418  -1.413  1.00  0.00           H  
HETATM   46  H20 UNL     1      -5.254   0.818  -2.479  1.00  0.00           H  
HETATM   47  H21 UNL     1      -4.536   2.967  -2.739  1.00  0.00           H  
HETATM   48  H22 UNL     1      -3.666   5.797  -1.843  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.101   4.432  -0.669  1.00  0.00           H  
HETATM   50  H24 UNL     1      -0.787   2.270   0.337  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3   14
CONECT    3    4   30
CONECT    4    5    5
CONECT    5    6   13
CONECT    6    7   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   12
CONECT   11   38   39   40
CONECT   12   41   42   43
CONECT   13   14   14   26
CONECT   14   15
CONECT   15   16   44
CONECT   16   17   17   26
CONECT   17   18   45
CONECT   18   19   19   46
CONECT   19   20   25
CONECT   20   21   21   47
CONECT   21   22   23
CONECT   22   48
CONECT   23   24   24   49
CONECT   24   25   50
CONECT   25   26   26
END

HMDB0253504
     RDKit          3D
Intoplicine
 50 53  0  0  0  0  0  0  0  0999 V2000
   -1.6246   -4.0228    2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1326   -2.6503    1.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -2.2473    2.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946   -1.0188    1.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058   -0.1565    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6735    0.8069    0.6113 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8297    1.3471    1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9138    0.2989    1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0588   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2211   -1.0671   -0.2826 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -1.4913   -1.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -0.5248    0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.5071    0.6384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496   -1.7851    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959   -2.0006    0.2754 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3035   -0.8953   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3615   -0.6335   -1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5905   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4731    1.5550   -1.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6784    2.8326   -2.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302    3.8659   -1.7646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0838    5.1160   -2.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696    3.6166   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    2.3415   -0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3183   -0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034    0.0608   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3044   -4.4103    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1885   -3.9873    3.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -4.6820    2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6269   -2.9184    2.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653    1.0408   -0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426    2.2394    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5741    1.6030    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8716    0.7146    1.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6969   -0.6321    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    0.8077   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780   -0.5347   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -2.0727   -1.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6973   -0.5527   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7329   -2.0584   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2997   -0.7394    1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047    0.5691    0.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623   -1.0408   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311   -2.9019    0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.4182   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2538    0.8183   -2.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    2.9670   -2.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    5.7965   -1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1008    4.4320   -0.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    2.2699    0.3371 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14  2  1  0
 26 16  1  0
 26 13  1  0
 25 19  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Intoplicin	MeSH
11-(3-Dimethylaminopropylamino)-3-hydroxy-8-methyl-7H-benzo(e)pyrido(4,3-b)indole dimethanesulfonate	MeSH
RP 60475	ChEMBL

Chemical Formula

C₂₁H₂₄N₄O

Average Molecular Weight

348.45

Monoisotopic Molecular Weight

348.195011409

IUPAC Name

16-{[3-(dimethylamino)propyl]amino}-13-methyl-11,15-diazatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(10),2,4,6,8,12(17),13,15-octaen-5-ol

Traditional Name

16-{[3-(dimethylamino)propyl]amino}-13-methyl-11,15-diazatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-1(10),2,4,6,8,12(17),13,15-octaen-5-ol

CAS Registry Number

Not Available

SMILES

CN(C)CCCNC1=NC=C(C)C2=C1C1=C(N2)C=CC2=CC(O)=CC=C12

InChI Identifier

InChI=1S/C21H24N4O/c1-13-12-23-21(22-9-4-10-25(2)3)19-18-16-7-6-15(26)11-14(16)5-8-17(18)24-20(13)19/h5-8,11-12,24,26H,4,9-10H2,1-3H3,(H,22,23)

InChI Key

QROONAIPJKQFMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma carbolines. These are polycyclic aromatic compounds containing a gamma-carbazole(5H-pyrido[4,3-b]indole) moiety, with a structure characterized by the presence of pyridine fused to the pyrrole ring of an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Gamma carbolines

Alternative Parents

Substituents

Gamma-carboline
2-naphthol
Naphthalene
Indole
Pyrrolopyridine
Aminopyridine
1-hydroxy-2-unsubstituted benzenoid
Methylpyridine
Secondary aliphatic/aromatic amine
Pyridine
Imidolactam
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen 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: HMDB0253504)

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	3.76	ALOGPS
logP	1.97	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	10.63	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	64.18 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.18 m³·mol⁻¹	ChemAxon
Polarizability	39.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	218.486	30932474
DeepCCS	[M+Na]+	194.049	30932474
AllCCS	[M+H]+	185.9	32859911
AllCCS	[M+H-H2O]+	183.0	32859911
AllCCS	[M+NH4]+	188.6	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	191.5	32859911
AllCCS	[M+Na-2H]-	191.3	32859911
AllCCS	[M+HCOO]-	191.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Intoplicine	CN(C)CCCNC1=NC=C(C)C2=C1C1=C(N2)C=CC2=CC(O)=CC=C12	4715.4	Standard polar	33892256
Intoplicine	CN(C)CCCNC1=NC=C(C)C2=C1C1=C(N2)C=CC2=CC(O)=CC=C12	3331.9	Standard non polar	33892256
Intoplicine	CN(C)CCCNC1=NC=C(C)C2=C1C1=C(N2)C=CC2=CC(O)=CC=C12	3759.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Intoplicine,2TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C12	3413.9	Semi standard non polar	33892256
Intoplicine,2TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C12	3301.4	Standard non polar	33892256
Intoplicine,2TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C12	3887.0	Standard polar	33892256
Intoplicine,2TMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3384.4	Semi standard non polar	33892256
Intoplicine,2TMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3277.5	Standard non polar	33892256
Intoplicine,2TMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3935.8	Standard polar	33892256
Intoplicine,2TMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3370.1	Semi standard non polar	33892256
Intoplicine,2TMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3396.0	Standard non polar	33892256
Intoplicine,2TMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3884.3	Standard polar	33892256
Intoplicine,3TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3328.3	Semi standard non polar	33892256
Intoplicine,3TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3227.8	Standard non polar	33892256
Intoplicine,3TMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C)C2=C1N([Si](C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C)C=CC3=C21	3602.1	Standard polar	33892256
Intoplicine,2TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C12	3747.2	Semi standard non polar	33892256
Intoplicine,2TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C12	3697.4	Standard non polar	33892256
Intoplicine,2TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1[NH]C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C12	3991.2	Standard polar	33892256
Intoplicine,2TBDMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	3699.7	Semi standard non polar	33892256
Intoplicine,2TBDMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	3673.2	Standard non polar	33892256
Intoplicine,2TBDMS,isomer #2	CC1=CN=C(NCCCN(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	4026.7	Standard polar	33892256
Intoplicine,2TBDMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3726.0	Semi standard non polar	33892256
Intoplicine,2TBDMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3752.2	Standard non polar	33892256
Intoplicine,2TBDMS,isomer #3	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O)C=CC3=C21	3951.1	Standard polar	33892256
Intoplicine,3TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	3826.5	Semi standard non polar	33892256
Intoplicine,3TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	3766.8	Standard non polar	33892256
Intoplicine,3TBDMS,isomer #1	CC1=CN=C(N(CCCN(C)C)[Si](C)(C)C(C)(C)C)C2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C3C=C(O[Si](C)(C)C(C)(C)C)C=CC3=C21	3806.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9032000000-2bcb718983002de19d79	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Intoplicine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	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 - Intoplicine 10V, Positive-QTOF	splash10-0002-1009000000-fdbe5e660bfc69fb936c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 20V, Positive-QTOF	splash10-0gw0-9167000000-e5b49b82145a63b0f547	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 40V, Positive-QTOF	splash10-007c-9050000000-e2575b94821f6b007126	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 10V, Negative-QTOF	splash10-0002-0119000000-2f428df0a468bd9fa1f1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 20V, Negative-QTOF	splash10-03dj-1098000000-500be7fc5e4eea48026f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 40V, Negative-QTOF	splash10-03dj-1090000000-5318adb3d16fc64dba7a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 10V, Positive-QTOF	splash10-0002-0009000000-08f52733cd9afb034531	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 20V, Positive-QTOF	splash10-0002-4009000000-96b4fa8242bca3691372	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 40V, Positive-QTOF	splash10-0ab9-8191000000-3d467406968c51645c42	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 10V, Negative-QTOF	splash10-0002-0009000000-9f7e14d9cd5a4d373944	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 20V, Negative-QTOF	splash10-0002-0019000000-c5c842528b9b128e3dc0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Intoplicine 40V, Negative-QTOF	splash10-01q9-0191000000-00aa95f38634225b9e1f	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

DB12868

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65954

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 Intoplicine (HMDB0253504)

MOL for HMDB0253504 (Intoplicine)

3D MOL for HMDB0253504 (Intoplicine)

3D SDF for HMDB0253504 (Intoplicine)

3D-SDF for HMDB0253504 (Intoplicine)

PDB for HMDB0253504 (Intoplicine)

3D PDB for HMDB0253504 (Intoplicine)

SMILES for HMDB0253504 (Intoplicine)

INCHI for HMDB0253504 (Intoplicine)

Structure for HMDB0253504 (Intoplicine)

3D Structure for HMDB0253504 (Intoplicine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra