Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:16:23 UTC

Update Date

2022-03-07 02:56:42 UTC

HMDB ID

HMDB0040697

Secondary Accession Numbers

HMDB40697

Metabolite Identification

Common Name

Oblongine

Description

Oblongine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Oblongine has been detected, but not quantified in, fruits. This could make oblongine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Oblongine.

Structure

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

HMDB0040697
     RDKit          3D
Oblongine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.0179    3.6020   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.8680    0.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.7202   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    1.3125   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853    0.1950   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   -0.4925   -1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.1033   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125    1.0089    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    1.4300    1.6844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.9595    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.5988    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657    0.4087    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.0040   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    0.8772   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718    2.1870   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    3.0756   -0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586    2.5959    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322    1.6955    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -2.3479    0.4796 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8430   -3.1907    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414   -2.5194    1.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -2.7797   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.7597   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8096    2.8430   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7159    4.0471   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    4.3262    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    1.8741   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877   -0.1634   -2.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1754    2.2071    2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677   -1.1428   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1215   -0.2337    2.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -1.4992    1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -1.0435   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235    0.5772   -1.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8833    3.2013   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    3.6122    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    2.1011    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -4.2710    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7039   -3.0140    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -3.2451    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -2.8421    2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -3.3556    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814   -1.6456    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -3.6800   -1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -3.1069   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711   -2.1197   -2.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6478   -2.4306 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  8  3  1  0
 18 12  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  CHG  1  19   1
M  END


  Mrv0541 05061312032D          

 23 25  0  0  0  0            999 V2000
    2.9559    1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    2.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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
    1.4289    0.8250    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
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    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
    3.5724    4.5375    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    2.1434    2.0625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 11 10  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17  9  1  0  0  0  0
 18 14  2  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 19 18  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23  3  1  0  0  0  0
 23 17  1  0  0  0  0
M  CHG  1  20   1
M  END
> <DATABASE_ID>
HMDB0040697

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C2=C(CC[N+](C)(C)C2CC2=CC=C(O)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO3/c1-20(2)11-10-14-6-9-17(23-3)19(22)18(14)16(20)12-13-4-7-15(21)8-5-13/h4-9,16H,10-12H2,1-3H3,(H-,21,22)/p+1

> <INCHI_KEY>
POJZOQWVMMYVBU-UHFFFAOYSA-O

> <FORMULA>
C19H24NO3

> <MOLECULAR_WEIGHT>
314.3988

> <EXACT_MASS>
314.175618639

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.21243401310805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
-0.8997060438050789

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.059414764737532

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.769797978477715

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8913290869530615

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
103.28669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040697
     RDKit          3D
Oblongine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.0179    3.6020   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.8680    0.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.7202   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    1.3125   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853    0.1950   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   -0.4925   -1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.1033   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125    1.0089    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    1.4300    1.6844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.9595    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.5988    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657    0.4087    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.0040   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    0.8772   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718    2.1870   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    3.0756   -0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586    2.5959    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322    1.6955    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -2.3479    0.4796 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8430   -3.1907    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414   -2.5194    1.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -2.7797   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.7597   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8096    2.8430   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7159    4.0471   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    4.3262    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    1.8741   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877   -0.1634   -2.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1754    2.2071    2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677   -1.1428   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1215   -0.2337    2.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -1.4992    1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -1.0435   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235    0.5772   -1.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8833    3.2013   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    3.6122    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    2.1011    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -4.2710    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7039   -3.0140    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -3.2451    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -2.8421    2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -3.3556    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814   -1.6456    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -3.6800   -1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -3.1069   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711   -2.1197   -2.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6478   -2.4306 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  8  3  1  0
 18 12  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  CHG  1  19   1
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       5.518   3.583   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.528   5.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+1
HETATM   21  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3   23                                                            
CONECT    4    7   13                                                       
CONECT    5    8   13                                                       
CONECT    6    9   14                                                       
CONECT    7    4   15                                                       
CONECT    8    5   15                                                       
CONECT    9    6   17                                                       
CONECT   10   11   14                                                       
CONECT   11   10   20                                                       
CONECT   12   13   16                                                       
CONECT   13    4    5   12                                                  
CONECT   14    6   10   18                                                  
CONECT   15    7    8   21                                                  
CONECT   16   12   18   20                                                  
CONECT   17    9   19   23                                                  
CONECT   18   14   16   19                                                  
CONECT   19   17   18   22                                                  
CONECT   20    1    2   11   16                                             
CONECT   21   15                                                            
CONECT   22   19                                                            
CONECT   23    3   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0040697
HETATM    1  C1  UNL     1       4.018   3.602  -0.035  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.947   2.868   0.564  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.444   1.720  -0.087  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.980   1.313  -1.287  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.485   0.195  -1.912  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.465  -0.492  -1.327  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.881  -0.103  -0.091  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.412   1.009   0.485  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.903   1.430   1.684  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.180  -0.960   0.359  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.314  -0.599   1.177  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.266   0.409   0.597  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.199  -0.004  -0.349  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.092   0.877  -0.854  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.072   2.187  -0.426  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.991   3.076  -0.952  1.00  0.00           O  
HETATM   17  C14 UNL     1      -3.159   2.596   0.503  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.232   1.695   1.032  1.00  0.00           C  
HETATM   19  N1  UNL     1       0.302  -2.348   0.480  1.00  0.00           N1+
HETATM   20  C16 UNL     1      -0.843  -3.191   0.744  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.241  -2.519   1.531  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.883  -2.780  -0.773  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.881  -1.760  -1.872  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.810   2.843  -0.258  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.716   4.047  -1.000  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.452   4.326   0.663  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.786   1.874  -1.730  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.888  -0.163  -2.872  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.175   2.207   2.232  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.768  -1.143  -0.674  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.122  -0.234   2.205  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.951  -1.499   1.335  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.187  -1.043  -0.665  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.823   0.577  -1.590  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.883   3.201  -0.510  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.154   3.612   0.826  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.559   2.101   1.780  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.556  -4.271   0.504  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.704  -3.014   0.074  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.131  -3.245   1.810  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.761  -2.842   2.484  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.936  -3.356   1.242  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.881  -1.646   1.732  1.00  0.00           H  
HETATM   44  H21 UNL     1       0.359  -3.680  -1.145  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.940  -3.107  -0.600  1.00  0.00           H  
HETATM   46  H23 UNL     1       1.671  -2.120  -2.604  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.032  -1.648  -2.431  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   23
CONECT    7    8    8   10
CONECT    8    9
CONECT    9   29
CONECT   10   11   19   30
CONECT   11   12   31   32
CONECT   12   13   13   18
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   17
CONECT   16   35
CONECT   17   18   18   36
CONECT   18   37
CONECT   19   20   21   22
CONECT   20   38   39   40
CONECT   21   41   42   43
CONECT   22   23   44   45
CONECT   23   46   47
END

HMDB0040697
     RDKit          3D
Oblongine
 47 49  0  0  0  0  0  0  0  0999 V2000
    4.0179    3.6020   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9473    2.8680    0.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4437    1.7202   -0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    1.3125   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853    0.1950   -1.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4647   -0.4925   -1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812   -0.1033   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125    1.0089    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    1.4300    1.6844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805   -0.9595    0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -0.5988    1.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2657    0.4087    0.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1986   -0.0040   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    0.8772   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718    2.1870   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9908    3.0756   -0.9523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586    2.5959    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2322    1.6955    1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -2.3479    0.4796 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.8430   -3.1907    0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2414   -2.5194    1.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831   -2.7797   -0.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.7597   -1.8720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8096    2.8430   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7159    4.0471   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    4.3262    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    1.8741   -1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877   -0.1634   -2.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1754    2.2071    2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677   -1.1428   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1215   -0.2337    2.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9515   -1.4992    1.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866   -1.0435   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8235    0.5772   -1.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8833    3.2013   -0.5100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1538    3.6122    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    2.1011    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5559   -4.2710    0.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7039   -3.0140    0.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311   -3.2451    1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7607   -2.8421    2.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -3.3556    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8814   -1.6456    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3587   -3.6800   -1.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -3.1069   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711   -2.1197   -2.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0324   -1.6478   -2.4306 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
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 10 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
  8  3  1  0
 18 12  1  0
 23  6  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
M  CHG  1  19   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,2,3,4-tetrahydro-8-Hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethylisoquinolinium	HMDB
Oblongine?	HMDB
Oblongine chloride, (-)-isomer	MeSH
Oblongine chloride, (+-)-isomer	MeSH
Oblongine chloride	MeSH

Chemical Formula

C₁₉H₂₄NO₃

Average Molecular Weight

314.3988

Monoisotopic Molecular Weight

314.175618639

IUPAC Name

8-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium

Traditional Name

8-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium

CAS Registry Number

152230-57-4

SMILES

COC1=C(O)C2=C(CC[N+](C)(C)C2CC2=CC=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C19H23NO3/c1-20(2)11-10-14-6-9-17(23-3)19(22)18(14)16(20)12-13-4-7-15(21)8-5-13/h4-9,16H,10-12H2,1-3H3,(H-,21,22)/p+1

InChI Key

POJZOQWVMMYVBU-UHFFFAOYSA-O

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
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tetraalkylammonium salt
Quaternary ammonium salt
Ether
Azacycle
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic salt
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	109.5 °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	0.0021 g/L	ALOGPS
logP	0.95	ALOGPS
logP	-0.9	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	6.77	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.29 m³·mol⁻¹	ChemAxon
Polarizability	34.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	174.874	31661259
DarkChem	[M-H]-	175.57	31661259
DeepCCS	[M+H]+	173.893	30932474
DeepCCS	[M-H]-	171.438	30932474
DeepCCS	[M-2H]-	205.826	30932474
DeepCCS	[M+Na]+	181.453	30932474
AllCCS	[M+H]+	176.5	32859911
AllCCS	[M+H-H2O]+	173.3	32859911
AllCCS	[M+NH4]+	179.5	32859911
AllCCS	[M+Na]+	180.4	32859911
AllCCS	[M-H]-	185.5	32859911
AllCCS	[M+Na-2H]-	186.0	32859911
AllCCS	[M+HCOO]-	186.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oblongine	COC1=C(O)C2=C(CC[N+](C)(C)C2CC2=CC=C(O)C=C2)C=C1	3946.9	Standard polar	33892256
Oblongine	COC1=C(O)C2=C(CC[N+](C)(C)C2CC2=CC=C(O)C=C2)C=C1	2563.8	Standard non polar	33892256
Oblongine	COC1=C(O)C2=C(CC[N+](C)(C)C2CC2=CC=C(O)C=C2)C=C1	2800.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oblongine,1TMS,isomer #1	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O)C=C3)C2=C1O[Si](C)(C)C	2695.5	Semi standard non polar	33892256
Oblongine,1TMS,isomer #2	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O[Si](C)(C)C)C=C3)C2=C1O	2664.9	Semi standard non polar	33892256
Oblongine,2TMS,isomer #1	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O[Si](C)(C)C)C=C3)C2=C1O[Si](C)(C)C	2673.6	Semi standard non polar	33892256
Oblongine,1TBDMS,isomer #1	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O)C=C3)C2=C1O[Si](C)(C)C(C)(C)C	2945.3	Semi standard non polar	33892256
Oblongine,1TBDMS,isomer #2	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C2=C1O	2921.2	Semi standard non polar	33892256
Oblongine,2TBDMS,isomer #1	COC1=CC=C2CC[N+](C)(C)C(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C2=C1O[Si](C)(C)C(C)(C)C	3133.1	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 - Oblongine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-1980000000-8c7ba667584a9c00635d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oblongine GC-MS (2 TMS) - 70eV, Positive	splash10-0096-3290300000-6ab44505350c6cd6a469	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oblongine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oblongine 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 - Oblongine 10V, Positive-QTOF	splash10-03di-0119000000-0a8fe1a7f5009a3206c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oblongine 20V, Positive-QTOF	splash10-0a4i-0951000000-eb604e5d3f9860c934d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oblongine 40V, Positive-QTOF	splash10-056r-7900000000-76057e2a01048e7fbbfa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oblongine 10V, Positive-QTOF	splash10-03di-0039000000-10ca57bb7feb54e5c37e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oblongine 20V, Positive-QTOF	splash10-03e9-0493000000-9c241a829012e0f2c0fd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oblongine 40V, Positive-QTOF	splash10-0fbc-5930000000-5f998176389fafbf347a	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020499

KNApSAcK ID

C00052460

Chemspider ID

138294

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157129

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

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

Showing metabocard for Oblongine (HMDB0040697)

MOL for HMDB0040697 (Oblongine)

3D MOL for HMDB0040697 (Oblongine)

3D SDF for HMDB0040697 (Oblongine)

3D-SDF for HMDB0040697 (Oblongine)

PDB for HMDB0040697 (Oblongine)

3D PDB for HMDB0040697 (Oblongine)

SMILES for HMDB0040697 (Oblongine)

INCHI for HMDB0040697 (Oblongine)

Structure for HMDB0040697 (Oblongine)

3D Structure for HMDB0040697 (Oblongine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra