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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:55 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030286

Secondary Accession Numbers

HMDB30286

Metabolite Identification

Common Name

Coreximine

Description

Coreximine belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. Coreximine has been detected, but not quantified in, soursops (Annona muricata). This could make coreximine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Coreximine.

Structure

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

HMDB0030286
     RDKit          3D
Coreximine
 45 48  0  0  0  0  0  0  0  0999 V2000
   -6.3914   -0.4260   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9696   -0.6255   -0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330   -0.4050    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    0.0006   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3967    0.2129   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.0292    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -0.3722    1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.5857    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425   -0.9885    2.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.2440    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556    0.8824    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    0.6932    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    1.2059    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128    1.0516    1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2799    1.6108    2.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4881    0.3590    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8400    0.2064    0.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136   -0.4718    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.1585   -0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002    0.0047   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235   -0.5954   -1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -0.8073   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    0.4718   -1.2825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741    0.6437   -1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -1.1697   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875    0.6100   -1.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4980   -0.4584   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    0.1378   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256   -0.5227    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1460    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500    0.9410    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426   -0.7042    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    1.9945    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320    1.7467    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    1.4723    2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6923   -1.5458    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860   -0.3497   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7744   -0.1379    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841   -0.7046   -1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -1.5129   -2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    0.1651   -2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.5802   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.1803   -2.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    0.0572   -2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    1.7072   -1.8949 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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 23 11  1  0
 24  5  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 24 44  1  0
 24 45  1  0
M  END


  Mrv0541 05061305082D          

 24 27  0  0  0  0            999 V2000
   -1.1758    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6555    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 12  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  8  2  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 18 17  2  0  0  0  0
 19  8  1  0  0  0  0
 19 16  2  0  0  0  0
 20  4  1  0  0  0  0
 20 10  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23  1  1  0  0  0  0
 23 18  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030286

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C3CC4=CC(O)=C(OC)C=C4CN3CCC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-23-18-7-11-3-4-20-10-13-8-19(24-2)16(21)6-12(13)5-15(20)14(11)9-17(18)22/h6-9,15,21-22H,3-5,10H2,1-2H3

> <INCHI_KEY>
BWUQAWCUJMATJS-UHFFFAOYSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.3743

> <EXACT_MASS>
327.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.847573748806624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,10-dimethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene-2,11-diol

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.8561866083333336

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.952911671692481

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.139831350992003

> <JCHEM_PKA_STRONGEST_BASIC>
5.400121083783143

> <JCHEM_POLAR_SURFACE_AREA>
62.16000000000001

> <JCHEM_REFRACTIVITY>
92.39089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coreximine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030286
     RDKit          3D
Coreximine
 45 48  0  0  0  0  0  0  0  0999 V2000
   -6.3914   -0.4260   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9696   -0.6255   -0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330   -0.4050    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    0.0006   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3967    0.2129   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.0292    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -0.3722    1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.5857    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425   -0.9885    2.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.2440    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556    0.8824    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    0.6932    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    1.2059    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128    1.0516    1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2799    1.6108    2.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4881    0.3590    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8400    0.2064    0.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136   -0.4718    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.1585   -0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002    0.0047   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235   -0.5954   -1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -0.8073   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    0.4718   -1.2825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741    0.6437   -1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -1.1697   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875    0.6100   -1.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4980   -0.4584   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    0.1378   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256   -0.5227    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1460    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500    0.9410    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426   -0.7042    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    1.9945    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320    1.7467    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    1.4723    2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6923   -1.5458    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860   -0.3497   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7744   -0.1379    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841   -0.7046   -1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -1.5129   -2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    0.1651   -2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.5802   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.1803   -2.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    0.0572   -2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    1.7072   -1.8949 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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 23 11  1  0
 24  5  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 24 44  1  0
 24 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      -2.195   2.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.424   1.352   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.374  -1.558   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.862  -1.267   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      10.407   3.098   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.326   3.680   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.691   1.352   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      11.415   0.188   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   24                                                            
CONECT    3    4   11                                                       
CONECT    4    3   20                                                       
CONECT    5   12   15                                                       
CONECT    6   12   16                                                       
CONECT    7   11   18                                                       
CONECT    8   13   19                                                       
CONECT    9   14   17                                                       
CONECT   10   13   20                                                       
CONECT   11    3    7   14                                                  
CONECT   12    5    6   13                                                  
CONECT   13    8   10   12                                                  
CONECT   14    9   11   15                                                  
CONECT   15    5   14   20                                                  
CONECT   16    6   19   21                                                  
CONECT   17    9   18   22                                                  
CONECT   18    7   17   23                                                  
CONECT   19    8   16   24                                                  
CONECT   20    4   10   15                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    1   18                                                       
CONECT   24    2   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0030286
HETATM    1  C1  UNL     1      -6.391  -0.426  -1.543  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.970  -0.626  -0.208  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.633  -0.405   0.093  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.714   0.001  -0.871  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.397   0.213  -0.551  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.952   0.029   0.732  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.849  -0.372   1.699  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.175  -0.586   1.376  1.00  0.00           C  
HETATM    9  O2  UNL     1      -5.042  -0.989   2.378  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.555   0.244   1.120  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.256   0.882   0.025  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.716   0.693   0.223  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.360   1.206   1.332  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.713   1.052   1.551  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.280   1.611   2.713  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.488   0.359   0.641  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.840   0.206   0.862  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.714  -0.472   0.011  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.865  -0.158  -0.469  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.500   0.005  -0.678  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.924  -0.595  -1.913  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.443  -0.807  -1.673  1.00  0.00           C  
HETATM   23  N1  UNL     1      -0.092   0.472  -1.282  1.00  0.00           N  
HETATM   24  C19 UNL     1      -1.474   0.644  -1.629  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.888  -1.170  -2.197  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.087   0.610  -1.835  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.498  -0.458  -1.632  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.091   0.138  -1.874  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.526  -0.523   2.711  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.008  -1.146   2.153  1.00  0.00           H  
HETATM   31  H7  UNL     1      -0.550   0.941   1.999  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.143  -0.704   1.482  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.076   1.995   0.098  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.732   1.747   2.035  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.273   1.472   2.830  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.692  -1.546   0.247  1.00  0.00           H  
HETATM   37  H13 UNL     1       6.486  -0.350  -1.069  1.00  0.00           H  
HETATM   38  H14 UNL     1       7.774  -0.138   0.125  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.484  -0.705  -1.184  1.00  0.00           H  
HETATM   40  H16 UNL     1       2.450  -1.513  -2.213  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.021   0.165  -2.735  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.347  -1.580  -0.881  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.088  -1.180  -2.557  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.665   0.057  -2.567  1.00  0.00           H  
HETATM   45  H21 UNL     1      -1.645   1.707  -1.895  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   28
CONECT    5    6    6   24
CONECT    6    7   10
CONECT    7    8    8   29
CONECT    8    9
CONECT    9   30
CONECT   10   11   31   32
CONECT   11   12   23   33
CONECT   12   13   13   20
CONECT   13   14   34
CONECT   14   15   16   16
CONECT   15   35
CONECT   16   17   19
CONECT   17   18
CONECT   18   36   37   38
CONECT   19   20   20   39
CONECT   20   21
CONECT   21   22   40   41
CONECT   22   23   42   43
CONECT   23   24
CONECT   24   44   45
END

HMDB0030286
     RDKit          3D
Coreximine
 45 48  0  0  0  0  0  0  0  0999 V2000
   -6.3914   -0.4260   -1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9696   -0.6255   -0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6330   -0.4050    0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144    0.0006   -0.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3967    0.2129   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9524    0.0292    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8490   -0.3722    1.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1754   -0.5857    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0425   -0.9885    2.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5553    0.2440    1.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2556    0.8824    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159    0.6932    0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600    1.2059    1.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128    1.0516    1.5510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2799    1.6108    2.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4881    0.3590    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8400    0.2064    0.8624 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136   -0.4718    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.1585   -0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002    0.0047   -0.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235   -0.5954   -1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432   -0.8073   -1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919    0.4718   -1.2825 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4741    0.6437   -1.6286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8880   -1.1697   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0875    0.6100   -1.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4980   -0.4584   -1.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    0.1378   -1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5256   -0.5227    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0076   -1.1460    2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5500    0.9410    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1426   -0.7042    1.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    1.9945    0.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320    1.7467    2.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733    1.4723    2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6923   -1.5458    0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4860   -0.3497   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7744   -0.1379    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4841   -0.7046   -1.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497   -1.5129   -2.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215    0.1651   -2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.5802   -0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.1803   -2.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6651    0.0572   -2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447    1.7072   -1.8949 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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 23 11  1  0
 24  5  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 13 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 22 43  1  0
 24 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Coreximine	HMDB
Alkaloid F29	HMDB
Coramine	HMDB

Chemical Formula

C₁₉H₂₁NO₄

Average Molecular Weight

327.3743

Monoisotopic Molecular Weight

327.147058165

IUPAC Name

3,10-dimethoxy-7,8,12b,13-tetrahydro-5H-6-azatetraphene-2,11-diol

Traditional Name

coreximine

CAS Registry Number

483-45-4

SMILES

COC1=C(O)C=C2C3CC4=CC(O)=C(OC)C=C4CN3CCC2=C1

InChI Identifier

InChI=1S/C19H21NO4/c1-23-18-7-11-3-4-20-10-13-8-19(24-2)16(21)6-12(13)5-15(20)14(11)9-17(18)22/h6-9,15,21-22H,3-5,10H2,1-2H3

InChI Key

BWUQAWCUJMATJS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Tetrahydroprotoberberine skeleton
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Ether
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030286)
Cytoplasm (HMDB: HMDB0030286)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030286)

Source

Endogenous

Endogenous (HMDB: HMDB0030286)

Plant

Plant (HMDB: HMDB0030286)

Exogenous

Food

Food (HMDB: HMDB0030286)

Fruit

Tropical fruit

Soursop (FooDB: FOOD00478)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	254 - 256 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	412.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	2.27	ALOGPS
logP	2.86	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.14	ChemAxon
pKa (Strongest Basic)	5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.39 m³·mol⁻¹	ChemAxon
Polarizability	35.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	179.784	31661259
DarkChem	[M-H]-	176.114	31661259
DeepCCS	[M+H]+	179.777	30932474
DeepCCS	[M-H]-	177.419	30932474
DeepCCS	[M-2H]-	211.134	30932474
DeepCCS	[M+Na]+	186.361	30932474
AllCCS	[M+H]+	179.7	32859911
AllCCS	[M+H-H2O]+	176.5	32859911
AllCCS	[M+NH4]+	182.7	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	184.4	32859911
AllCCS	[M+Na-2H]-	184.0	32859911
AllCCS	[M+HCOO]-	183.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coreximine	COC1=C(O)C=C2C3CC4=CC(O)=C(OC)C=C4CN3CCC2=C1	4276.4	Standard polar	33892256
Coreximine	COC1=C(O)C=C2C3CC4=CC(O)=C(OC)C=C4CN3CCC2=C1	2812.4	Standard non polar	33892256
Coreximine	COC1=C(O)C=C2C3CC4=CC(O)=C(OC)C=C4CN3CCC2=C1	3176.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Coreximine,1TMS,isomer #1	COC1=CC2=C(C=C1O)CC1C3=CC(O[Si](C)(C)C)=C(OC)C=C3CCN1C2	3059.5	Semi standard non polar	33892256
Coreximine,1TMS,isomer #2	COC1=CC2=C(C=C1O)C1CC3=CC(O[Si](C)(C)C)=C(OC)C=C3CN1CC2	3060.5	Semi standard non polar	33892256
Coreximine,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC1C3=CC(O[Si](C)(C)C)=C(OC)C=C3CCN1C2	3005.4	Semi standard non polar	33892256
Coreximine,1TBDMS,isomer #1	COC1=CC2=C(C=C1O)CC1C3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C=C3CCN1C2	3330.1	Semi standard non polar	33892256
Coreximine,1TBDMS,isomer #2	COC1=CC2=C(C=C1O)C1CC3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C=C3CN1CC2	3336.0	Semi standard non polar	33892256
Coreximine,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CC1C3=CC(O[Si](C)(C)C(C)(C)C)=C(OC)C=C3CCN1C2	3452.2	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 - Coreximine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ikl-0952000000-ca204762d0ab8fd86d19	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coreximine GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-1062900000-3b854dbdf4dbe7e8f545	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coreximine 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 - Coreximine 10V, Positive-QTOF	splash10-004i-0009000000-507e8bac6eeb0165dca3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 20V, Positive-QTOF	splash10-004i-0149000000-82084a8af80adea350de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 40V, Positive-QTOF	splash10-004i-0971000000-f54cdc7b33f573ff676e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 10V, Negative-QTOF	splash10-004i-0009000000-cda3ec642065ddf854ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 20V, Negative-QTOF	splash10-004i-0029000000-01a98774c2f9b753a4ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 40V, Negative-QTOF	splash10-0wni-0191000000-3cbfae55541347f00a13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 10V, Negative-QTOF	splash10-004i-0009000000-82e8b7e0c70cdc0f9fe6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 20V, Negative-QTOF	splash10-004i-0019000000-4e3ae19accb2d0405381	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 40V, Negative-QTOF	splash10-0a4i-0096000000-284e07190763b4279e67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 10V, Positive-QTOF	splash10-004i-0009000000-354160c39518aa1987e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 20V, Positive-QTOF	splash10-004i-0009000000-1c890ec1c2a74cc4d7da	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coreximine 40V, Positive-QTOF	splash10-0kbf-0793000000-330fa58de37cf5e5316f	2021-09-23	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

FDB002121

KNApSAcK ID

C00025233

Chemspider ID

522694

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

601259

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1818711

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 Coreximine (HMDB0030286)

MOL for HMDB0030286 (Coreximine)

3D MOL for HMDB0030286 (Coreximine)

3D SDF for HMDB0030286 (Coreximine)

3D-SDF for HMDB0030286 (Coreximine)

PDB for HMDB0030286 (Coreximine)

3D PDB for HMDB0030286 (Coreximine)

SMILES for HMDB0030286 (Coreximine)

INCHI for HMDB0030286 (Coreximine)

Structure for HMDB0030286 (Coreximine)

3D Structure for HMDB0030286 (Coreximine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra