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Showing metabocard for (+)-Thaliporphine (HMDB0242264)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-08-28 21:29:43 UTC
Update Date2021-09-26 22:48:54 UTC
HMDB IDHMDB0242264
Secondary Accession NumbersNone
Metabolite Identification
Common Name(+)-Thaliporphine
DescriptionThaliporphine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Thaliporphine is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-thaliporphine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Thaliporphine 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0242264 ((+)-Thaliporphine)


  Mrv1533004261516522D          

 25 28  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  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  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  5 25  2  0  0  0  0
 10 25  1  0  0  0  0
M  END
Download

3D MOL for HMDB0242264 ((+)-Thaliporphine)

HMDB0242264
     RDKit          3D
(+)-Thaliporphine
 48 51  0  0  0  0  0  0  0  0999 V2000
    5.5286   -1.2476   -1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912   -0.2398   -0.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -0.0618   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222   -0.8695   -1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4671   -0.6877   -0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399    0.3034    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    1.0983    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3128    0.9101    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777    1.7179    1.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856    2.6986    2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3912    0.4067    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354    1.4650    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    2.4065    1.8123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    1.6140    1.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    2.6656    2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554    2.8839    2.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0841    0.7213    0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307   -0.3480    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713   -0.5117   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375   -1.7046   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -1.4741   -1.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.4964   -1.4494 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -2.0506   -2.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204   -2.6223   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087   -1.3069   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9425   -1.2010   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5897   -1.0947   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3632   -2.2538   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1078   -1.6573   -1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854    1.8559    1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    3.3752    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    3.2429    2.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    2.1511    2.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183    3.1828    2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5722    3.4492    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    1.9738    2.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1378    3.5048    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1563    0.8041    1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253   -2.4010    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.0006   -2.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700   -2.4805   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1210   -2.3847   -3.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682   -0.9687   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8720   -2.5716   -3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5649   -3.4036   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -2.9668    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -0.9515   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4704   -1.4744    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  8  3  1  0
 19 11  1  0
 21  5  1  0
 25 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
M  END
Download

3D SDF for HMDB0242264 ((+)-Thaliporphine)


  Mrv1533004261516522D          

 25 28  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  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  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
  5 25  2  0  0  0  0
 10 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242264

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO4/c1-21-6-5-11-8-17(25-4)20(22)19-13-10-16(24-3)15(23-2)9-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3

> <INCHI_KEY>
SAERKXUSZPTMCQ-UHFFFAOYSA-N

> <FORMULA>
C20H23NO4

> <MOLECULAR_WEIGHT>
341.407

> <EXACT_MASS>
341.162708225

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.88232646045023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5,15-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-16-ol

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
2.924832909

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.922206131418967

> <JCHEM_PKA_STRONGEST_BASIC>
6.570596709208694

> <JCHEM_POLAR_SURFACE_AREA>
51.160000000000004

> <JCHEM_REFRACTIVITY>
97.39679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,15-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0242264 ((+)-Thaliporphine)

HMDB0242264
     RDKit          3D
(+)-Thaliporphine
 48 51  0  0  0  0  0  0  0  0999 V2000
    5.5286   -1.2476   -1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0912   -0.2398   -0.6193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -0.0618   -0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222   -0.8695   -1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4671   -0.6877   -0.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399    0.3034    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9459    1.0983    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3128    0.9101    0.5016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777    1.7179    1.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856    2.6986    2.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3912    0.4067    0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8354    1.4650    1.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    2.4065    1.8123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    1.6140    1.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    2.6656    2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0554    2.8839    2.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0841    0.7213    0.8784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6307   -0.3480    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2713   -0.5117   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7375   -1.7046   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -1.4741   -1.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7313   -2.4964   -1.4494 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9765   -2.0506   -2.7775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9204   -2.6223   -0.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6087   -1.3069   -0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9425   -1.2010   -2.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5897   -1.0947   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3632   -2.2538   -1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1078   -1.6573   -1.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854    1.8559    1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    3.3752    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5715    3.2429    2.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    2.1511    2.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183    3.1828    2.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5722    3.4492    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6480    1.9738    2.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1378    3.5048    3.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1563    0.8041    1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4253   -2.4010    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2911   -1.0006   -2.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700   -2.4805   -1.6983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1210   -2.3847   -3.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1682   -0.9687   -2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8720   -2.5716   -3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5649   -3.4036   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -2.9668    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187   -0.9515   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4704   -1.4744    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
  8  3  1  0
 19 11  1  0
 21  5  1  0
 25 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
M  END
Download

PDB for HMDB0242264 ((+)-Thaliporphine)

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.669  -0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   12   22                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23                                                            
CONECT   25   22    5   10                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END
Download

3D PDB for HMDB0242264 ((+)-Thaliporphine)

COMPND    HMDB0242264
HETATM    1  C1  UNL     1       5.529  -1.248  -1.529  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.091  -0.240  -0.619  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.718  -0.062  -0.373  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.822  -0.869  -1.018  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.467  -0.688  -0.770  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.040   0.303   0.127  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.946   1.098   0.759  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.313   0.910   0.502  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.278   1.718   1.140  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.786   2.699   2.028  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.391   0.407   0.485  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.835   1.465   1.231  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.043   2.406   1.812  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.194   1.614   1.423  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.705   2.666   2.169  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.055   2.884   2.408  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.084   0.721   0.878  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.631  -0.348   0.127  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.271  -0.512  -0.072  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.737  -1.705  -0.747  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.472  -1.474  -1.534  1.00  0.00           C  
HETATM   22  N1  UNL     1      -1.731  -2.496  -1.449  1.00  0.00           N  
HETATM   23  C18 UNL     1      -1.977  -2.051  -2.777  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.920  -2.622  -0.635  1.00  0.00           C  
HETATM   25  C20 UNL     1      -3.609  -1.307  -0.458  1.00  0.00           C  
HETATM   26  H1  UNL     1       4.943  -1.201  -2.480  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.590  -1.095  -1.800  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.363  -2.254  -1.096  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.108  -1.657  -1.723  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.685   1.856   1.449  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.054   3.375   1.526  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.571   3.243   2.552  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.203   2.151   2.826  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.318   3.183   2.356  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.572   3.449   1.619  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.648   1.974   2.607  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.138   3.505   3.341  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.156   0.804   1.004  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.425  -2.401   0.116  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.291  -1.001  -2.529  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.970  -2.480  -1.698  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.121  -2.385  -3.428  1.00  0.00           H  
HETATM   43  H18 UNL     1      -2.168  -0.969  -2.883  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.872  -2.572  -3.163  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.565  -3.404  -1.056  1.00  0.00           H  
HETATM   46  H21 UNL     1      -2.581  -2.967   0.371  1.00  0.00           H  
HETATM   47  H22 UNL     1      -4.019  -0.952  -1.419  1.00  0.00           H  
HETATM   48  H23 UNL     1      -4.470  -1.474   0.235  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   21
CONECT    6    7   11
CONECT    7    8    8   30
CONECT    8    9
CONECT    9   10
CONECT   10   31   32   33
CONECT   11   12   12   19
CONECT   12   13   14
CONECT   13   34
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   35   36   37
CONECT   17   18   38
CONECT   18   19   19   25
CONECT   19   20
CONECT   20   21   22   39
CONECT   21   40   41
CONECT   22   23   24
CONECT   23   42   43   44
CONECT   24   25   45   46
CONECT   25   47   48
END
Download

SMILES for HMDB0242264 ((+)-Thaliporphine)

COC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC2
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INCHI for HMDB0242264 ((+)-Thaliporphine)

InChI=1S/C20H23NO4/c1-21-6-5-11-8-17(25-4)20(22)19-13-10-16(24-3)15(23-2)9-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Thaliporphine hydrochlorideMeSH
Chemical FormulaC20H23NO4
Average Molecular Weight341.407
Monoisotopic Molecular Weight341.162708225
IUPAC Name4,5,15-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-16-ol
Traditional Name4,5,15-trimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-16-ol
CAS Registry NumberNot Available
SMILES
COC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC2
InChI Identifier
InChI=1S/C20H23NO4/c1-21-6-5-11-8-17(25-4)20(22)19-13-10-16(24-3)15(23-2)9-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3
InChI KeySAERKXUSZPTMCQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAporphines
Sub ClassNot Available
Direct ParentAporphines
Alternative Parents
Substituents
  • Aporphine
  • Benzoquinoline
  • Phenanthrene
  • 1-naphthol
  • Naphthalene
  • Quinoline
  • Tetrahydroisoquinoline
  • Anisole
  • Alkyl aryl ether
  • Aralkylamine
  • Benzenoid
  • Tertiary amine
  • Tertiary aliphatic amine
  • Organoheterocyclic compound
  • Azacycle
  • Ether
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.87ALOGPS
logP2.92ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.92ChemAxon
pKa (Strongest Basic)6.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area51.16 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity97.4 m³·mol⁻¹ChemAxon
Polarizability37.88 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+186.95730932474
DeepCCS[M-H]-184.59930932474
DeepCCS[M-2H]-218.8930932474
DeepCCS[M+Na]+194.12330932474
AllCCS[M+H]+183.132859911
AllCCS[M+H-H2O]+180.332859911
AllCCS[M+NH4]+185.732859911
AllCCS[M+Na]+186.432859911
AllCCS[M-H]-184.632859911
AllCCS[M+Na-2H]-184.232859911
AllCCS[M+HCOO]-183.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(+)-ThaliporphineCOC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC24268.2Standard polar33892256
(+)-ThaliporphineCOC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC22828.3Standard non polar33892256
(+)-ThaliporphineCOC1=CC2=C3C(CC4=CC(OC)=C(OC)C=C4C3=C1O)N(C)CC23075.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (+)-Thaliporphine GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ta-0079000000-c1eb0b8205b2450e1a032021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (+)-Thaliporphine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 10V, Positive-QTOFsplash10-0006-0009000000-42979e7a08c4dbd17e082021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 20V, Positive-QTOFsplash10-03di-0019000000-bfbf0ef1bc54978865622021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 40V, Positive-QTOFsplash10-01ow-1094000000-0ffd0825365b66f4d4872021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 10V, Negative-QTOFsplash10-0006-0009000000-85b9e8beb51ecaaece2c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 20V, Negative-QTOFsplash10-0006-0009000000-bcc54966eb5a9a0f858c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (+)-Thaliporphine 40V, Negative-QTOFsplash10-053l-0096000000-60602db3df14079865ed2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100020
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]