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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:39:30 UTC

Update Date

2021-09-26 22:55:50 UTC

HMDB ID

HMDB0246642

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Methoxy-N,N-diisopropyltryptamine

Description

5-Methoxy-N,N-diisopropyltryptamine, also known as 5-meo-dipt, belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine. Based on a literature review very few articles have been published on 5-Methoxy-N,N-diisopropyltryptamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-methoxy-n,n-diisopropyltryptamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Methoxy-N,N-diisopropyltryptamine 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

HMDB0246642
     RDKit          3D
5-Methoxy-N,N-diisopropyltryptamine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.0892   -2.0234   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.9420   -0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -0.0021    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836    1.0573    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    2.0240    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    1.9426    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3999    2.7589    0.8433 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3922    2.2746    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8611    1.1173   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.2245   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    0.3149   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -0.0282    0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795    0.3019    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    1.8321    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2752   -0.2080   -0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4979   -1.2694    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087   -1.6809    1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057   -2.4360   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    0.9054   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.0686   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499   -2.8136   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216   -1.7028   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -2.3953   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    1.1513    1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898    2.8663    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218    3.6194    1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    2.7260    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416   -0.7581   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474    0.6328   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -0.3911   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    1.3107   -1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.0417    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8007    2.3239    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4881    2.0180    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3363    2.2343   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -0.3848   -0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009   -1.1087   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5392    0.5416   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474   -1.1177    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9198   -2.6536    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3489   -1.9348    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985   -0.9904    2.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655   -2.3140   -1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522   -2.7643   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -3.3458    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -0.8860   -1.0424 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
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 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
M  END

1441
  Mrv0541 02231215292D          

 20 21  0  0  0  0            999 V2000
    2.3645   -0.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6086    1.0771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -1.9892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3522    0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0575    1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4158    1.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5449    0.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -0.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2503    1.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3139    2.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6721    2.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701   -1.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  1 20  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4  7  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8 13  1  0  0  0  0
  8 15  2  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246642

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3

> <INCHI_KEY>
DNBPMBJFRRVTSJ-UHFFFAOYSA-N

> <FORMULA>
C17H26N2O

> <MOLECULAR_WEIGHT>
274.4011

> <EXACT_MASS>
274.204513464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.05592036857571

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-(5-methoxy-1H-indol-3-yl)ethyl]bis(propan-2-yl)amine

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
3.691160474

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.440751467922038

> <JCHEM_PKA_STRONGEST_BASIC>
10.681735769785906

> <JCHEM_POLAR_SURFACE_AREA>
28.259999999999998

> <JCHEM_REFRACTIVITY>
85.24020000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-MeO-DIPT

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246642
     RDKit          3D
5-Methoxy-N,N-diisopropyltryptamine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.0892   -2.0234   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.9420   -0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -0.0021    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836    1.0573    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    2.0240    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    1.9426    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3999    2.7589    0.8433 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3922    2.2746    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8611    1.1173   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.2245   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    0.3149   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -0.0282    0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795    0.3019    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    1.8321    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2752   -0.2080   -0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4979   -1.2694    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087   -1.6809    1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057   -2.4360   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    0.9054   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.0686   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499   -2.8136   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216   -1.7028   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -2.3953   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    1.1513    1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898    2.8663    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218    3.6194    1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    2.7260    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416   -0.7581   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474    0.6328   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -0.3911   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    1.3107   -1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.0417    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8007    2.3239    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4881    2.0180    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3363    2.2343   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -0.3848   -0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009   -1.1087   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5392    0.5416   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474   -1.1177    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9198   -2.6536    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3489   -1.9348    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985   -0.9904    2.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655   -2.3140   -1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522   -2.7643   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -3.3458    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -0.8860   -1.0424 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1441                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.414  -0.934   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      12.336   2.011   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.872  -3.713   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      11.857   0.547   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.307   3.157   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.843   2.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.350   0.229   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.872  -1.234   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.801   2.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.786   4.621   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.871   1.182   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.321   3.792   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415  -1.704   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -3.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.771  -2.474   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -0.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -4.014   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748  -1.704   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.748  -3.244   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.080  -1.704   0.000  0.00  0.00           C+0
CONECT    1   18   20                                                       
CONECT    2    4    5    6                                                  
CONECT    3   14   15                                                       
CONECT    4    2    7                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2   11   12                                                  
CONECT    7    4    8                                                       
CONECT    8    7   13   15                                                  
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    8   14   16                                                  
CONECT   14    3   13   17                                                  
CONECT   15    3    8                                                       
CONECT   16   13   18                                                       
CONECT   17   14   19                                                       
CONECT   18    1   16   19                                                  
CONECT   19   17   18                                                       
CONECT   20    1                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0246642
HETATM    1  C1  UNL     1       5.089  -2.023  -0.961  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.371  -0.942  -0.113  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.384  -0.002   0.144  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.684   1.057   0.983  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.755   2.024   1.280  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.495   1.943   0.731  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.400   2.759   0.843  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.392   2.275   0.110  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.861   1.117  -0.486  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.095   0.224  -1.405  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.384   0.315  -1.175  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.906  -0.028   0.065  1.00  0.00           N  
HETATM   13  C10 UNL     1      -3.280   0.302   0.295  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.422   1.832   0.250  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.275  -0.208  -0.686  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.498  -1.269   0.630  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.309  -1.681   1.830  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.406  -2.436  -0.304  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.173   0.905  -0.102  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.120  -0.069  -0.395  1.00  0.00           C  
HETATM   21  H1  UNL     1       4.550  -2.814  -0.418  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.522  -1.703  -1.873  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.071  -2.395  -1.371  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.674   1.151   1.438  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.990   2.866   1.952  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.422   3.619   1.439  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.601   2.726   0.010  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.542  -0.758  -1.359  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.347   0.633  -2.446  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.849  -0.391  -1.947  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.701   1.311  -1.523  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.544   0.042   1.334  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.801   2.324   1.025  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.488   2.018   0.557  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.336   2.234  -0.763  1.00  0.00           H  
HETATM   36  H16 UNL     1      -5.268  -0.385  -0.173  1.00  0.00           H  
HETATM   37  H17 UNL     1      -4.001  -1.109  -1.244  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.539   0.542  -1.489  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.447  -1.118   1.028  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.920  -2.654   2.257  1.00  0.00           H  
HETATM   41  H21 UNL     1      -3.349  -1.935   1.508  1.00  0.00           H  
HETATM   42  H22 UNL     1      -2.299  -0.990   2.667  1.00  0.00           H  
HETATM   43  H23 UNL     1      -1.966  -2.314  -1.255  1.00  0.00           H  
HETATM   44  H24 UNL     1      -0.352  -2.764  -0.513  1.00  0.00           H  
HETATM   45  H25 UNL     1      -1.869  -3.346   0.186  1.00  0.00           H  
HETATM   46  H26 UNL     1       2.872  -0.886  -1.042  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   19
CONECT    7    8   26
CONECT    8    9    9   27
CONECT    9   10   19
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   16
CONECT   13   14   15   32
CONECT   14   33   34   35
CONECT   15   36   37   38
CONECT   16   17   18   39
CONECT   17   40   41   42
CONECT   18   43   44   45
CONECT   19   20   20
CONECT   20   46
END

HMDB0246642
     RDKit          3D
5-Methoxy-N,N-diisopropyltryptamine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.0892   -2.0234   -0.9612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3711   -0.9420   -0.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3844   -0.0021    0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6836    1.0573    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    2.0240    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    1.9426    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3999    2.7589    0.8433 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3922    2.2746    0.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8611    1.1173   -0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.2245   -1.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3835    0.3149   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -0.0282    0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795    0.3019    0.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4217    1.8321    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2752   -0.2080   -0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4979   -1.2694    0.6304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3087   -1.6809    1.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057   -2.4360   -0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    0.9054   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196   -0.0686   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5499   -2.8136   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216   -1.7028   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0709   -2.3953   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739    1.1513    1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898    2.8663    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4218    3.6194    1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6012    2.7260    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416   -0.7581   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3474    0.6328   -2.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493   -0.3911   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7014    1.3107   -1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5435    0.0417    1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8007    2.3239    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4881    2.0180    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3363    2.2343   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -0.3848   -0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0009   -1.1087   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5392    0.5416   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474   -1.1177    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9198   -2.6536    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3489   -1.9348    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985   -0.9904    2.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655   -2.3140   -1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3522   -2.7643   -0.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8689   -3.3458    0.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8725   -0.8860   -1.0424 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  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
  9 19  1  0
 19 20  2  0
 20  3  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  5 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-MeO-dipt	ChEBI
5-Methoxy-N,N-bis(1-methylethyl)-1H-indole-3-ethanamine	ChEBI
N-(1-Methylethyl)-N-{2-[5-(methyloxy)-1H-indol-3-yl]ethyl}propan-2-amine	ChEBI
N-Isopropyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl]propan-2-amine	ChEBI
5-Methoxy-N,N-diisopropyltryptamine monohydrochloride	HMDB

Chemical Formula

C₁₇H₂₆N₂O

Average Molecular Weight

274.4011

Monoisotopic Molecular Weight

274.204513464

IUPAC Name

[2-(5-methoxy-1H-indol-3-yl)ethyl]bis(propan-2-yl)amine

Traditional Name

5-MeO-DIPT

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1

InChI Identifier

InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3

InChI Key

DNBPMBJFRRVTSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tryptamines and derivatives. Tryptamines and derivatives are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring substituted at the 3-position by an ethanamine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Tryptamines and derivatives

Direct Parent

Tryptamines and derivatives

Alternative Parents

Substituents

Tryptamine
3-alkylindole
Indole
Alkaloid or derivatives
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Organooxygen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tryptamines (CHEBI:48282 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	4.35	ALOGPS
logP	3.69	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	17.44	ChemAxon
pKa (Strongest Basic)	10.68	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.26 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.24 m³·mol⁻¹	ChemAxon
Polarizability	33.06 Å³	ChemAxon
Number of Rings	2	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+H]+	171.923	30932474
DeepCCS	[M-H]-	169.565	30932474
DeepCCS	[M-2H]-	202.451	30932474
DeepCCS	[M+Na]+	178.016	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	171.9	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	174.4	32859911
AllCCS	[M+Na-2H]-	174.8	32859911
AllCCS	[M+HCOO]-	175.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxy-N,N-diisopropyltryptamine	COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1	3083.7	Standard polar	33892256
5-Methoxy-N,N-diisopropyltryptamine	COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1	2158.2	Standard non polar	33892256
5-Methoxy-N,N-diisopropyltryptamine	COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1	2229.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxy-N,N-diisopropyltryptamine,1TMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C	2385.2	Semi standard non polar	33892256
5-Methoxy-N,N-diisopropyltryptamine,1TMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C	2458.1	Standard non polar	33892256
5-Methoxy-N,N-diisopropyltryptamine,1TMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C	2598.3	Standard polar	33892256
5-Methoxy-N,N-diisopropyltryptamine,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C(C)(C)C	2556.8	Semi standard non polar	33892256
5-Methoxy-N,N-diisopropyltryptamine,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C(C)(C)C	2648.9	Standard non polar	33892256
5-Methoxy-N,N-diisopropyltryptamine,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(CCN(C(C)C)C(C)C)=CN2[Si](C)(C)C(C)(C)C	2702.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01vo-9550000000-9ccc6b8146967b3f342e	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 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 - 5-Methoxy-N,N-diisopropyltryptamine 10V, Positive-QTOF	splash10-004i-0190000000-0d0e234298182c809014	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 20V, Positive-QTOF	splash10-00fr-2970000000-4d96b002c1b891997a9c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 40V, Positive-QTOF	splash10-05fu-2910000000-8fd323dde6f47f589b0f	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 10V, Negative-QTOF	splash10-00di-0090000000-655b7bb80adf1c65e42d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 20V, Negative-QTOF	splash10-0fk9-1490000000-3a1574b34e8a8af1078e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 40V, Negative-QTOF	splash10-0udi-5910000000-bfbec7759b47f4941cf7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 10V, Positive-QTOF	splash10-00b9-0490000000-18cf48bd2c169b672d76	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 20V, Positive-QTOF	splash10-00di-1940000000-514aa1811627cf938e3c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 40V, Positive-QTOF	splash10-00dl-1900000000-bd380ce27deaf3988c1f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 10V, Negative-QTOF	splash10-00di-0090000000-f65ed1883e2d82087854	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 20V, Negative-QTOF	splash10-00di-1390000000-93de923497c22d30e933	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxy-N,N-diisopropyltryptamine 40V, Negative-QTOF	splash10-0006-0930000000-b039711e45ac3e067dac	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

DB01441

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

133247

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

5-Methoxy-N,N-diisopropyltryptamine

METLIN ID

Not Available

PubChem Compound

151182

PDB ID

Not Available

ChEBI ID

48282

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 5-Methoxy-N,N-diisopropyltryptamine (HMDB0246642)

MOL for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

3D MOL for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

3D SDF for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

3D-SDF for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

PDB for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

3D PDB for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

SMILES for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

INCHI for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

Structure for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

3D Structure for HMDB0246642 (5-Methoxy-N,N-diisopropyltryptamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra