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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:06 UTC

Update Date

2022-03-07 02:52:30 UTC

HMDB ID

HMDB0030322

Secondary Accession Numbers

HMDB30322

Metabolite Identification

Common Name

Papaveraldine

Description

Papaveraldine, also known as xanthaline, belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Based on a literature review very few articles have been published on Papaveraldine.

Structure

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


  Mrv0541 05061305092D          

 26 28  0  0  0  0            999 V2000
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
    3.5724   -1.2375    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  2  0  0  0  0
 23  1  1  0  0  0  0
 23 15  1  0  0  0  0
 24  2  1  0  0  0  0
 24 16  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
 26 18  1  0  0  0  0
M  END

HMDB0030322
     RDKit          3D
Papaveraldine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.1937    2.3177   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907    1.0235    0.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4754    0.6170    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324    1.4228   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9637   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -0.3236   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669   -0.8177   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096   -1.8156    0.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.1330   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    0.4374   -2.1277 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    1.0590   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134    1.1593   -2.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6854    0.5970   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.7013   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5180    0.1598    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8683    0.2804    0.2789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741    0.9135   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -0.4853    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057   -1.0171    2.0727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704   -1.6807    3.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3353   -0.5820    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -0.0478   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -1.1201    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.6991    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.5127    0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -2.8405    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0578    2.6625    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5809    2.3820   -1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    3.0583   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5872    2.4392   -0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    1.6483   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.4775   -3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.6620   -3.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6847    1.2143   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8390    0.3910   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    1.9731   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8164    0.9034   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953   -2.2237    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9054    3.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -2.3656    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -1.0707    1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6331   -2.1351    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -2.9176    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8595   -3.2464    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -3.5245    0.3069 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24  3  1  0
 22  9  1  0
 22 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
M  END


  Mrv0541 05061305092D          

 26 28  0  0  0  0            999 V2000
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   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
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
    3.5724   -1.2375    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  2  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 19  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  2  0  0  0  0
 22 20  2  0  0  0  0
 23  1  1  0  0  0  0
 23 15  1  0  0  0  0
 24  2  1  0  0  0  0
 24 16  1  0  0  0  0
 25  3  1  0  0  0  0
 25 17  1  0  0  0  0
 26  4  1  0  0  0  0
 26 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030322

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C(C=C1)C(=O)C1=NC=CC2=CC(OC)=C(OC)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H19NO5/c1-23-15-6-5-13(10-16(15)24-2)20(22)19-14-11-18(26-4)17(25-3)9-12(14)7-8-21-19/h5-11H,1-4H3

> <INCHI_KEY>
QJTBIAMBPGGIGI-UHFFFAOYSA-N

> <FORMULA>
C20H19NO5

> <MOLECULAR_WEIGHT>
353.3686

> <EXACT_MASS>
353.126322723

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.4988524043488

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(3,4-dimethoxybenzoyl)-6,7-dimethoxyisoquinoline

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
2.9595684459999996

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.789372829350862

> <JCHEM_POLAR_SURFACE_AREA>
66.88000000000001

> <JCHEM_REFRACTIVITY>
96.40759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,4-dimethoxybenzoyl)-6,7-dimethoxyisoquinoline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030322
     RDKit          3D
Papaveraldine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.1937    2.3177   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907    1.0235    0.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4754    0.6170    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324    1.4228   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9637   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -0.3236   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669   -0.8177   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096   -1.8156    0.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.1330   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    0.4374   -2.1277 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    1.0590   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134    1.1593   -2.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6854    0.5970   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.7013   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5180    0.1598    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8683    0.2804    0.2789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741    0.9135   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -0.4853    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057   -1.0171    2.0727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704   -1.6807    3.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3353   -0.5820    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -0.0478   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -1.1201    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.6991    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.5127    0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -2.8405    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0578    2.6625    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5809    2.3820   -1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    3.0583   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5872    2.4392   -0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    1.6483   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.4775   -3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.6620   -3.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6847    1.2143   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8390    0.3910   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    1.9731   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8164    0.9034   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953   -2.2237    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9054    3.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -2.3656    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -1.0707    1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6331   -2.1351    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -2.9176    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8595   -3.2464    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -3.5245    0.3069 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24  3  1  0
 22  9  1  0
 22 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7    8   12                                                       
CONECT    8    7   21                                                       
CONECT    9   12   17                                                       
CONECT   10   13   16                                                       
CONECT   11   14   18                                                       
CONECT   12    7    9   14                                                  
CONECT   13    5   10   20                                                  
CONECT   14   11   12   19                                                  
CONECT   15    6   16   23                                                  
CONECT   16   10   15   24                                                  
CONECT   17    9   18   25                                                  
CONECT   18   11   17   26                                                  
CONECT   19   14   20   21                                                  
CONECT   20   13   19   22                                                  
CONECT   21    8   19                                                       
CONECT   22   20                                                            
CONECT   23    1   15                                                       
CONECT   24    2   16                                                       
CONECT   25    3   17                                                       
CONECT   26    4   18                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0030322
HETATM    1  C1  UNL     1       6.194   2.318  -0.243  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.791   1.023   0.100  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.475   0.617   0.040  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.432   1.423  -0.358  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.124   0.964  -0.401  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.833  -0.324  -0.044  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.467  -0.818  -0.103  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.210  -1.816   0.586  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.493  -0.133  -0.943  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.085   0.437  -2.128  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.873   1.059  -2.976  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.213   1.159  -2.679  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.685   0.597  -1.486  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.020   0.701  -1.183  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.518   0.160   0.004  1.00  0.00           C  
HETATM   16  O3  UNL     1      -5.868   0.280   0.279  1.00  0.00           O  
HETATM   17  C13 UNL     1      -6.774   0.914  -0.579  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.686  -0.485   0.890  1.00  0.00           C  
HETATM   19  O4  UNL     1      -4.206  -1.017   2.073  1.00  0.00           O  
HETATM   20  C15 UNL     1      -3.370  -1.681   3.000  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.335  -0.582   0.565  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.827  -0.048  -0.617  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.889  -1.120   0.352  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.188  -0.699   0.406  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.240  -1.513   0.809  1.00  0.00           O  
HETATM   26  C20 UNL     1       5.012  -2.840   1.185  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.058   2.662   0.381  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.581   2.382  -1.297  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.393   3.058  -0.135  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.587   2.439  -0.654  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.334   1.648  -0.719  1.00  0.00           H  
HETATM   32  H6  UNL     1      -0.436   1.478  -3.897  1.00  0.00           H  
HETATM   33  H7  UNL     1      -2.871   1.662  -3.364  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.685   1.214  -1.884  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.839   0.391  -1.572  1.00  0.00           H  
HETATM   36  H10 UNL     1      -6.546   1.973  -0.782  1.00  0.00           H  
HETATM   37  H11 UNL     1      -7.816   0.903  -0.182  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.995  -2.224   3.742  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.766  -0.905   3.520  1.00  0.00           H  
HETATM   40  H14 UNL     1      -2.679  -2.366   2.476  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.687  -1.071   1.264  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.633  -2.135   0.631  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.098  -2.918   1.796  1.00  0.00           H  
HETATM   44  H18 UNL     1       5.860  -3.246   1.808  1.00  0.00           H  
HETATM   45  H19 UNL     1       4.878  -3.525   0.307  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   23
CONECT    7    8    8    9
CONECT    9   10   10   22
CONECT   10   11
CONECT   11   12   12   32
CONECT   12   13   33
CONECT   13   14   14   22
CONECT   14   15   34
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   35   36   37
CONECT   18   19   21
CONECT   19   20
CONECT   20   38   39   40
CONECT   21   22   22   41
CONECT   23   24   24   42
CONECT   24   25
CONECT   25   26
CONECT   26   43   44   45
END

HMDB0030322
     RDKit          3D
Papaveraldine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.1937    2.3177   -0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7907    1.0235    0.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4754    0.6170    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324    1.4228   -0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1239    0.9637   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -0.3236   -0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4669   -0.8177   -0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2096   -1.8156    0.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4927   -0.1330   -0.9425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0851    0.4374   -2.1277 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734    1.0590   -2.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2134    1.1593   -2.6786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6854    0.5970   -1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195    0.7013   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5180    0.1598    0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8683    0.2804    0.2789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741    0.9135   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -0.4853    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2057   -1.0171    2.0727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3704   -1.6807    3.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3353   -0.5820    0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8266   -0.0478   -0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8885   -1.1201    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875   -0.6991    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.5127    0.8091 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0115   -2.8405    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0578    2.6625    0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5809    2.3820   -1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    3.0583   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5872    2.4392   -0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    1.6483   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4360    1.4775   -3.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711    1.6620   -3.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6847    1.2143   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8390    0.3910   -1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    1.9731   -0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8164    0.9034   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953   -2.2237    3.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662   -0.9054    3.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -2.3656    2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -1.0707    1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6331   -2.1351    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0983   -2.9176    1.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8595   -3.2464    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781   -3.5245    0.3069 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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
  6 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24  3  1  0
 22  9  1  0
 22 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 26 43  1  0
 26 44  1  0
 26 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6,7-Dimethoxy-1-isoquinolyl) (3,4-dimethoxyphenyl) ketone	HMDB
6, 7-Dimethoxy-1-veratroylisoquinoline	HMDB
6,7-Dimethoxy-1-(3,4-dimethoxybenzoyl)isoquinoline	HMDB
6,7-Dimethoxy-1-veratroylisoquinoline	HMDB
Ketone, 6,7-dimethoxy-1-isoquinolyl 3,4-dimethoxyphenyl	HMDB
Papaveraldin	HMDB
Xanthaline	HMDB
Xanthaline?	HMDB
Papaveraldine	MeSH

Chemical Formula

C₂₀H₁₉NO₅

Average Molecular Weight

353.3686

Monoisotopic Molecular Weight

353.126322723

IUPAC Name

1-(3,4-dimethoxybenzoyl)-6,7-dimethoxyisoquinoline

Traditional Name

1-(3,4-dimethoxybenzoyl)-6,7-dimethoxyisoquinoline

CAS Registry Number

522-57-6

SMILES

COC1=C(OC)C=C(C=C1)C(=O)C1=NC=CC2=CC(OC)=C(OC)C=C12

InChI Identifier

InChI=1S/C20H19NO5/c1-23-15-6-5-13(10-16(15)24-2)20(22)19-14-11-18(26-4)17(25-3)9-12(14)7-8-21-19/h5-11H,1-4H3

InChI Key

QJTBIAMBPGGIGI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Aryl-phenylketone
O-dimethoxybenzene
Dimethoxybenzene
Pyridine carboxylic acid or derivatives
Phenoxy compound
Anisole
Benzoyl
Phenol ether
Methoxybenzene
Aryl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Ketone
Ether
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030322)

Cellular substructure

Membrane (HMDB: HMDB0030322)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030322)

Source

Endogenous

Endogenous (HMDB: HMDB0030322)

Plant

Plant (HMDB: HMDB0030322)

Exogenous

Food

Food (HMDB: HMDB0030322)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	210 °C	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
Water Solubility	0.042 g/L	ALOGPS
logP	3.2	ALOGPS
logP	2.96	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	3.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.88 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.41 m³·mol⁻¹	ChemAxon
Polarizability	37.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	184.948	31661259
DarkChem	[M-H]-	187.564	31661259
DeepCCS	[M-2H]-	215.6	30932474
DeepCCS	[M+Na]+	190.827	30932474
AllCCS	[M+H]+	184.3	32859911
AllCCS	[M+H-H2O]+	181.1	32859911
AllCCS	[M+NH4]+	187.3	32859911
AllCCS	[M+Na]+	188.2	32859911
AllCCS	[M-H]-	188.1	32859911
AllCCS	[M+Na-2H]-	187.8	32859911
AllCCS	[M+HCOO]-	187.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Papaveraldine	COC1=C(OC)C=C(C=C1)C(=O)C1=NC=CC2=CC(OC)=C(OC)C=C12	3776.7	Standard polar	33892256
Papaveraldine	COC1=C(OC)C=C(C=C1)C(=O)C1=NC=CC2=CC(OC)=C(OC)C=C12	3047.2	Standard non polar	33892256
Papaveraldine	COC1=C(OC)C=C(C=C1)C(=O)C1=NC=CC2=CC(OC)=C(OC)C=C12	3253.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Papaveraldine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0927000000-477214fdadbb16a63e1b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Papaveraldine 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 - Papaveraldine 10V, Positive-QTOF	splash10-0udi-0009000000-cce02cc7e41811e29193	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 20V, Positive-QTOF	splash10-0udi-0109000000-86dceac1990a245949dc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 40V, Positive-QTOF	splash10-0670-2797000000-ca8caabfcf5d9406e78c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 10V, Negative-QTOF	splash10-0udi-0009000000-d4d7e62890b08abac65c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 20V, Negative-QTOF	splash10-0udi-0049000000-988e35af022acc0c5693	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 40V, Negative-QTOF	splash10-0bu3-1192000000-0808d2e5b3194134a561	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 10V, Positive-QTOF	splash10-0udi-0039000000-d69d5be9e2090e219efa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 20V, Positive-QTOF	splash10-0uxr-0139000000-308e449ad04b533e9053	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 40V, Positive-QTOF	splash10-00dl-2495000000-01dfa6fd47658b0b3be6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 10V, Negative-QTOF	splash10-0udi-0009000000-f71db31d05be47dcf661	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 20V, Negative-QTOF	splash10-0udr-0759000000-477b72f4aa3ac64716cf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaveraldine 40V, Negative-QTOF	splash10-0fur-0391000000-93f8a689824d64755621	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002164

KNApSAcK ID

C00037598

Chemspider ID

87524

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

96932

PDB ID

Not Available

ChEBI ID

444431

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Papaveraldine (HMDB0030322)

MOL for HMDB0030322 (Papaveraldine)

3D MOL for HMDB0030322 (Papaveraldine)

3D SDF for HMDB0030322 (Papaveraldine)

3D-SDF for HMDB0030322 (Papaveraldine)

PDB for HMDB0030322 (Papaveraldine)

3D PDB for HMDB0030322 (Papaveraldine)

SMILES for HMDB0030322 (Papaveraldine)

INCHI for HMDB0030322 (Papaveraldine)

Structure for HMDB0030322 (Papaveraldine)

3D Structure for HMDB0030322 (Papaveraldine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra