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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:04:51 UTC

Update Date

2021-09-26 22:51:10 UTC

HMDB ID

HMDB0243857

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Demethylmethergoline

Description

1-Demethylmethergoline belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline. Based on a literature review very few articles have been published on 1-Demethylmethergoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-demethylmethergoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Demethylmethergoline 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


  Mrv1652309102123052D          

 29 33  0  0  0  0            999 V2000
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9947    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7092    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7092    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9947   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.0000    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
  3  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
  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
M  END

HMDB0243857
     RDKit          3D
1-Demethylmethergoline
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.0825   -0.3746    2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257    0.2184    1.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    0.6730    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    1.2471   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    2.0746   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    1.5120   -0.9116 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899    0.9890    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753    0.9489    1.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916    0.4459    0.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131   -0.0800    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8266   -0.5575    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -0.4482   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3484   -0.8772   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -1.4478   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -1.5765    0.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7707   -1.1344    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    2.0577   -1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2082    1.5048   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    0.1676   -1.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.2662   -2.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5371   -1.5540   -2.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -2.3795   -1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6782   -1.9409   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -2.4298    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307   -1.4928    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7426   -0.3693    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889   -0.6755   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.9762    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    1.3359    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    0.2253    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -0.6147    2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -1.3585    2.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672   -0.2444    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962    1.3692    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.3965   -1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.0023   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3916    2.5988   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308    1.4648   -1.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898   -0.9368    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    0.6787    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4298   -0.0010   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5980   -0.7852   -2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2203   -1.7927   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7114   -2.0242    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181   -1.2245    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    3.0888   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    2.1551   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    2.2422   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    0.3942   -3.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.8440   -3.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732   -3.3604   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8183   -3.3686    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -1.5826    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4479    1.0155    2.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1292    1.6925    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.2664    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29  2  1  0
 16 11  1  0
 29 18  1  0
 27 19  1  0
 27 23  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
M  END


  Mrv1652309102123052D          

 29 33  0  0  0  0            999 V2000
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9947    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7092    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7092    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9947   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.0000    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
  3  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
  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243857

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C1CC1=CNC3=CC=CC2=C13

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O2/c1-27-14-17(12-26-24(28)29-15-16-6-3-2-4-7-16)10-20-19-8-5-9-21-23(19)18(13-25-21)11-22(20)27/h2-9,13,17,20,22,25H,10-12,14-15H2,1H3,(H,26,28)

> <INCHI_KEY>
REJFPXMKRRYBSC-UHFFFAOYSA-N

> <FORMULA>
C24H27N3O2

> <MOLECULAR_WEIGHT>
389.499

> <EXACT_MASS>
389.210327121

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.03720674953841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl N-({6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)carbamate

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.763309961999999

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.359704003521152

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.670373430590622

> <JCHEM_PKA_STRONGEST_BASIC>
8.312874427957137

> <JCHEM_POLAR_SURFACE_AREA>
57.36

> <JCHEM_REFRACTIVITY>
114.40199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl N-({6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)carbamate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243857
     RDKit          3D
1-Demethylmethergoline
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.0825   -0.3746    2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257    0.2184    1.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    0.6730    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    1.2471   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    2.0746   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    1.5120   -0.9116 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899    0.9890    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753    0.9489    1.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916    0.4459    0.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131   -0.0800    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8266   -0.5575    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -0.4482   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3484   -0.8772   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -1.4478   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -1.5765    0.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7707   -1.1344    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    2.0577   -1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2082    1.5048   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    0.1676   -1.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.2662   -2.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5371   -1.5540   -2.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -2.3795   -1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6782   -1.9409   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -2.4298    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307   -1.4928    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7426   -0.3693    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889   -0.6755   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.9762    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    1.3359    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    0.2253    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -0.6147    2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -1.3585    2.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672   -0.2444    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962    1.3692    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.3965   -1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.0023   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3916    2.5988   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308    1.4648   -1.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898   -0.9368    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    0.6787    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4298   -0.0010   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5980   -0.7852   -2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2203   -1.7927   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7114   -2.0242    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181   -1.2245    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    3.0888   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    2.1551   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    2.2422   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    0.3942   -3.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.8440   -3.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732   -3.3604   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8183   -3.3686    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -1.5826    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4479    1.0155    2.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1292    1.6925    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.2664    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29  2  1  0
 16 11  1  0
 29 18  1  0
 27 19  1  0
 27 23  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      10.122   1.540   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.789   1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      14.123   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.456   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.790   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.124   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.124   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.790  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.456   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    6   17                                                  
CONECT   17   16    9   12                                                  
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0243857
HETATM    1  C1  UNL     1      -2.083  -0.375   2.302  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.126   0.218   1.018  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.778   0.673   0.646  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.711   1.247  -0.690  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.494   2.075  -0.970  1.00  0.00           C  
HETATM    6  N2  UNL     1       1.780   1.512  -0.912  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.490   0.989   0.179  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.075   0.949   1.346  1.00  0.00           O  
HETATM    9  O2  UNL     1       3.792   0.446   0.008  1.00  0.00           O  
HETATM   10  C6  UNL     1       4.513  -0.080   1.087  1.00  0.00           C  
HETATM   11  C7  UNL     1       5.827  -0.557   0.545  1.00  0.00           C  
HETATM   12  C8  UNL     1       6.156  -0.448  -0.785  1.00  0.00           C  
HETATM   13  C9  UNL     1       7.348  -0.877  -1.298  1.00  0.00           C  
HETATM   14  C10 UNL     1       8.272  -1.448  -0.455  1.00  0.00           C  
HETATM   15  C11 UNL     1       7.980  -1.577   0.889  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.771  -1.134   1.374  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.917   2.058  -1.110  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.208   1.505  -0.603  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.543   0.168  -1.152  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.149  -0.266  -2.407  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.537  -1.554  -2.809  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.287  -2.379  -1.996  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.678  -1.941  -0.741  1.00  0.00           C  
HETATM   24  N3  UNL     1      -5.382  -2.430   0.296  1.00  0.00           N  
HETATM   25  C20 UNL     1      -5.431  -1.493   1.297  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.743  -0.369   0.901  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.289  -0.675  -0.363  1.00  0.00           C  
HETATM   28  C23 UNL     1      -4.398   0.976   1.460  1.00  0.00           C  
HETATM   29  C24 UNL     1      -3.038   1.336   0.898  1.00  0.00           C  
HETATM   30  H1  UNL     1      -2.543   0.225   3.108  1.00  0.00           H  
HETATM   31  H2  UNL     1      -1.040  -0.615   2.652  1.00  0.00           H  
HETATM   32  H3  UNL     1      -2.602  -1.358   2.260  1.00  0.00           H  
HETATM   33  H4  UNL     1      -0.167  -0.244   0.749  1.00  0.00           H  
HETATM   34  H5  UNL     1      -0.496   1.369   1.458  1.00  0.00           H  
HETATM   35  H6  UNL     1      -0.676   0.397  -1.457  1.00  0.00           H  
HETATM   36  H7  UNL     1       0.491   3.002  -0.284  1.00  0.00           H  
HETATM   37  H8  UNL     1       0.392   2.599  -1.985  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.331   1.465  -1.865  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.990  -0.937   1.581  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.724   0.679   1.860  1.00  0.00           H  
HETATM   41  H12 UNL     1       5.430  -0.001  -1.439  1.00  0.00           H  
HETATM   42  H13 UNL     1       7.598  -0.785  -2.353  1.00  0.00           H  
HETATM   43  H14 UNL     1       9.220  -1.793  -0.844  1.00  0.00           H  
HETATM   44  H15 UNL     1       8.711  -2.024   1.535  1.00  0.00           H  
HETATM   45  H16 UNL     1       6.518  -1.224   2.425  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.819   3.089  -0.713  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.943   2.155  -2.213  1.00  0.00           H  
HETATM   48  H19 UNL     1      -4.003   2.242  -0.836  1.00  0.00           H  
HETATM   49  H20 UNL     1      -2.573   0.394  -3.008  1.00  0.00           H  
HETATM   50  H21 UNL     1      -3.205  -1.844  -3.796  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.573  -3.360  -2.321  1.00  0.00           H  
HETATM   52  H23 UNL     1      -5.818  -3.369   0.331  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.919  -1.583   2.256  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.448   1.016   2.544  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.129   1.693   1.039  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.653   2.266   1.327  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   29
CONECT    3    4   33   34
CONECT    4    5   17   35
CONECT    5    6   36   37
CONECT    6    7   38
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   39   40
CONECT   11   12   12   16
CONECT   12   13   41
CONECT   13   14   14   42
CONECT   14   15   43
CONECT   15   16   16   44
CONECT   16   45
CONECT   17   18   46   47
CONECT   18   19   29   48
CONECT   19   20   20   27
CONECT   20   21   49
CONECT   21   22   22   50
CONECT   22   23   51
CONECT   23   24   27   27
CONECT   24   25   52
CONECT   25   26   26   53
CONECT   26   27   28
CONECT   28   29   54   55
CONECT   29   56
END

HMDB0243857
     RDKit          3D
1-Demethylmethergoline
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.0825   -0.3746    2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257    0.2184    1.0183 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    0.6730    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7107    1.2471   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936    2.0746   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    1.5120   -0.9116 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899    0.9890    0.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0753    0.9489    1.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916    0.4459    0.0077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5131   -0.0800    1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8266   -0.5575    0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -0.4482   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3484   -0.8772   -1.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2721   -1.4478   -0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9801   -1.5765    0.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7707   -1.1344    1.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9167    2.0577   -1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2082    1.5048   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5425    0.1676   -1.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492   -0.2662   -2.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5371   -1.5540   -2.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -2.3795   -1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6782   -1.9409   -0.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -2.4298    0.2965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4307   -1.4928    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7426   -0.3693    0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2889   -0.6755   -0.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.9762    1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    1.3359    0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    0.2253    3.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395   -0.6147    2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -1.3585    2.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1672   -0.2444    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962    1.3692    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758    0.3965   -1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914    3.0023   -0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3916    2.5988   -1.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308    1.4648   -1.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898   -0.9368    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241    0.6787    1.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4298   -0.0010   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5980   -0.7852   -2.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2203   -1.7927   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7114   -2.0242    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181   -1.2245    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    3.0888   -0.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434    2.1551   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    2.2422   -0.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    0.3942   -3.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2048   -1.8440   -3.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732   -3.3604   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8183   -3.3686    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9193   -1.5826    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4479    1.0155    2.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1292    1.6925    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6533    2.2664    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29  2  1  0
 16 11  1  0
 29 18  1  0
 27 19  1  0
 27 23  2  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₇N₃O₂

Average Molecular Weight

389.499

Monoisotopic Molecular Weight

389.210327121

IUPAC Name

benzyl N-({6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)carbamate

Traditional Name

benzyl N-({6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}methyl)carbamate

CAS Registry Number

Not Available

SMILES

CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C1CC1=CNC3=CC=CC2=C13

InChI Identifier

InChI=1S/C24H27N3O2/c1-27-14-17(12-26-24(28)29-15-16-6-3-2-4-7-16)10-20-19-8-5-9-21-23(19)18(13-25-21)11-22(20)27/h2-9,13,17,20,22,25H,10-12,14-15H2,1H3,(H,26,28)

InChI Key

REJFPXMKRRYBSC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Indoloquinolines

Direct Parent

Indoloquinolines

Alternative Parents

Substituents

Ergoline skeleton
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
Benzyloxycarbonyl
3-alkylindole
Indole
Indole or derivatives
Alkaloid or derivatives
Isoindole or derivatives
Aralkylamine
Benzenoid
Piperidine
Monocyclic benzene moiety
Pyrrole
Carbamic acid ester
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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)

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	3.07	ALOGPS
logP	3.76	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.67	ChemAxon
pKa (Strongest Basic)	8.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.4 m³·mol⁻¹	ChemAxon
Polarizability	44.04 Å³	ChemAxon
Number of Rings	5	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]-	221.329	30932474
DeepCCS	[M+Na]+	196.556	30932474
AllCCS	[M+H]+	198.2	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.6	32859911
AllCCS	[M+Na]+	201.3	32859911
AllCCS	[M-H]-	197.1	32859911
AllCCS	[M+Na-2H]-	197.1	32859911
AllCCS	[M+HCOO]-	197.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Demethylmethergoline	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C1CC1=CNC3=CC=CC2=C13	4725.4	Standard polar	33892256
1-Demethylmethergoline	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C1CC1=CNC3=CC=CC2=C13	3210.5	Standard non polar	33892256
1-Demethylmethergoline	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C1CC1=CNC3=CC=CC2=C13	3782.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Demethylmethergoline,1TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	3400.7	Semi standard non polar	33892256
1-Demethylmethergoline,1TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	3560.9	Standard non polar	33892256
1-Demethylmethergoline,1TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	4400.6	Standard polar	33892256
1-Demethylmethergoline,1TMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	3442.2	Semi standard non polar	33892256
1-Demethylmethergoline,1TMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	3453.5	Standard non polar	33892256
1-Demethylmethergoline,1TMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	4326.7	Standard polar	33892256
1-Demethylmethergoline,2TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	3383.6	Semi standard non polar	33892256
1-Demethylmethergoline,2TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	3504.9	Standard non polar	33892256
1-Demethylmethergoline,2TMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	4196.0	Standard polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	3614.0	Semi standard non polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	3787.6	Standard non polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=C[NH]4)CC21	4475.8	Standard polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3621.5	Semi standard non polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3651.6	Standard non polar	33892256
1-Demethylmethergoline,1TBDMS,isomer #2	CN1CC(CNC(=O)OCC2=CC=CC=C2)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	4415.1	Standard polar	33892256
1-Demethylmethergoline,2TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3764.6	Semi standard non polar	33892256
1-Demethylmethergoline,2TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	3903.9	Standard non polar	33892256
1-Demethylmethergoline,2TBDMS,isomer #1	CN1CC(CN(C(=O)OCC2=CC=CC=C2)[Si](C)(C)C(C)(C)C)CC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	4312.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Demethylmethergoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9641000000-12a85baa8f6deaf9dac2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Demethylmethergoline 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 - 1-Demethylmethergoline 10V, Positive-QTOF	splash10-0006-0009000000-92a6aad8763aa30589f0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Demethylmethergoline 20V, Positive-QTOF	splash10-0006-2059000000-4756f12c91dbcb315e32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Demethylmethergoline 40V, Positive-QTOF	splash10-0006-9050000000-72d2f672ac931ebe7909	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Demethylmethergoline 10V, Negative-QTOF	splash10-000i-0019000000-3f00c213a320358c7626	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Demethylmethergoline 20V, Negative-QTOF	splash10-0kbu-8589000000-8df553641afe9b9f252a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Demethylmethergoline 40V, Negative-QTOF	splash10-002f-9060000000-8f5a8297af9db45be7e6	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

11418507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13650595

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 1-Demethylmethergoline (HMDB0243857)

MOL for HMDB0243857 (1-Demethylmethergoline)

3D MOL for HMDB0243857 (1-Demethylmethergoline)

3D SDF for HMDB0243857 (1-Demethylmethergoline)

3D-SDF for HMDB0243857 (1-Demethylmethergoline)

PDB for HMDB0243857 (1-Demethylmethergoline)

3D PDB for HMDB0243857 (1-Demethylmethergoline)

SMILES for HMDB0243857 (1-Demethylmethergoline)

INCHI for HMDB0243857 (1-Demethylmethergoline)

Structure for HMDB0243857 (1-Demethylmethergoline)

3D Structure for HMDB0243857 (1-Demethylmethergoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra