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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:56 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030288

Secondary Accession Numbers

HMDB30288

Metabolite Identification

Common Name

Muricinine

Description

Muricinine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Muricinine has been detected, but not quantified in, a few different foods, such as custard apples (Annona reticulata), fruits, and soursops (Annona muricata). This could make muricinine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Muricinine.

Structure

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

HMDB0030288
     RDKit          3D
Muricinine
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.8031    1.0982    0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4441    1.4696    0.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.4888    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -0.8353    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -1.7854   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.4251   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731   -0.0709   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539    0.8618    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9350    2.1888    0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    0.3082   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6438    1.6089   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527    2.6769    0.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    1.8832   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    3.1822   -0.0384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    3.5296   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9258    0.8717   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.4318   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -0.7243   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.1595   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.5185   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -2.9559    0.4798 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0314   -2.5923    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4165   -1.5855   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    1.9617    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3428    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1076    0.6001   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376   -1.1439    0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.8225   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    2.8989    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    3.6164    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9247    4.5662    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    3.5997   -1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606    2.8874    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    1.1209   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320   -2.4600   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240   -3.2519    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007   -3.1110   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -2.8939    1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -2.0864    1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -3.4928    0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -2.1002   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -1.3148   -0.4104 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 10  1  0
 20  6  1  0
 23 17  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
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

  Mrv0541 05061305082D          

 23 26  0  0  0  0            999 V2000
    6.4302   -0.4125    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
    4.2868   -1.6500    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
    0.7145   -0.4125    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
    2.8579   -1.6500    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
    3.5724   -1.2375    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    3.5724   -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
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  1  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 12  2  0  0  0  0
 17 15  1  0  0  0  0
 18 13  2  0  0  0  0
 18 16  1  0  0  0  0
 19  6  1  0  0  0  0
 19 11  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 12  1  0  0  0  0
 23  2  1  0  0  0  0
 23 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030288

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(O)C2=C34)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO4/c1-22-12-4-3-9-7-11-14-10(5-6-19-11)8-13(23-2)18(21)16(14)15(9)17(12)20/h3-4,8,11,19-21H,5-7H2,1-2H3

> <INCHI_KEY>
POIRVLZGTSWEMG-UHFFFAOYSA-N

> <FORMULA>
C18H19NO4

> <MOLECULAR_WEIGHT>
313.3478

> <EXACT_MASS>
313.131408101

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.53480369205932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,15-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,16-diol

> <ALOGPS_LOGP>
1.64

> <JCHEM_LOGP>
1.7920350899412427

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.240519125266855

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.530359269253191

> <JCHEM_PKA_STRONGEST_BASIC>
8.886359544132421

> <JCHEM_POLAR_SURFACE_AREA>
70.95

> <JCHEM_REFRACTIVITY>
87.61979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,15-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,16-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030288
     RDKit          3D
Muricinine
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.8031    1.0982    0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4441    1.4696    0.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.4888    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -0.8353    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -1.7854   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.4251   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731   -0.0709   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539    0.8618    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9350    2.1888    0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    0.3082   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6438    1.6089   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527    2.6769    0.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    1.8832   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    3.1822   -0.0384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    3.5296   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9258    0.8717   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.4318   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -0.7243   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.1595   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.5185   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -2.9559    0.4798 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0314   -2.5923    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4165   -1.5855   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    1.9617    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3428    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1076    0.6001   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376   -1.1439    0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.8225   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    2.8989    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    3.6164    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9247    4.5662    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    3.5997   -1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606    2.8874    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    1.1209   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320   -2.4600   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240   -3.2519    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007   -3.1110   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -2.8939    1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -2.0864    1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -3.4928    0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -2.1002   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -1.3148   -0.4104 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 10  1  0
 20  6  1  0
 23 17  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
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  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      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    9                                                       
CONECT    4    3   12                                                       
CONECT    5    6   10                                                       
CONECT    6    5   19                                                       
CONECT    7    9   11                                                       
CONECT    8   10   13                                                       
CONECT    9    3    7   15                                                  
CONECT   10    5    8   14                                                  
CONECT   11    7   14   19                                                  
CONECT   12    4   17   22                                                  
CONECT   13    8   18   23                                                  
CONECT   14   10   11   16                                                  
CONECT   15    9   16   17                                                  
CONECT   16   14   15   18                                                  
CONECT   17   12   15   20                                                  
CONECT   18   13   16   21                                                  
CONECT   19    6   11                                                       
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22    1   12                                                       
CONECT   23    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0030288
HETATM    1  C1  UNL     1       5.803   1.098   0.427  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.444   1.470   0.349  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.503   0.489   0.190  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.805  -0.835   0.101  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.825  -1.785  -0.059  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.497  -1.425  -0.135  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.173  -0.071  -0.046  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.154   0.862   0.113  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.935   2.189   0.208  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.240   0.308  -0.140  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.644   1.609  -0.045  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.153   2.677   0.125  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.009   1.883  -0.128  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.485   3.182  -0.038  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.833   3.530  -0.113  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.926   0.872  -0.302  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.501  -0.432  -0.396  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.150  -0.724  -0.316  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.849  -2.159  -0.445  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.555  -2.519  -0.296  1.00  0.00           C  
HETATM   21  N1  UNL     1      -1.653  -2.956   0.480  1.00  0.00           N  
HETATM   22  C17 UNL     1      -3.031  -2.592   0.505  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.416  -1.585  -0.581  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.466   1.962   0.660  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.989   0.343   1.229  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.108   0.600  -0.523  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.838  -1.144   0.158  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.123  -2.823  -0.124  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.664   2.899   0.326  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.207   3.616   0.190  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.925   4.566   0.324  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.230   3.600  -1.148  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.461   2.887   0.535  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.973   1.121  -0.361  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.232  -2.460  -1.464  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.724  -3.252   0.550  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.901  -3.111  -1.196  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.244  -2.894   1.431  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.255  -2.086   1.467  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.674  -3.493   0.442  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.246  -2.100  -1.541  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.474  -1.315  -0.410  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   20
CONECT    7    8    8   10
CONECT    8    9
CONECT    9   29
CONECT   10   11   11   18
CONECT   11   12   13
CONECT   12   30
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   31   32   33
CONECT   16   17   34
CONECT   17   18   18   23
CONECT   18   19
CONECT   19   20   21   35
CONECT   20   36   37
CONECT   21   22   38
CONECT   22   23   39   40
CONECT   23   41   42
END

HMDB0030288
     RDKit          3D
Muricinine
 42 45  0  0  0  0  0  0  0  0999 V2000
    5.8031    1.0982    0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4441    1.4696    0.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.4888    0.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8052   -0.8353    0.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253   -1.7854   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4974   -1.4251   -0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1731   -0.0709   -0.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1539    0.8618    0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9350    2.1888    0.2076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    0.3082   -0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6438    1.6089   -0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1527    2.6769    0.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091    1.8832   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854    3.1822   -0.0384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8329    3.5296   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9258    0.8717   -0.3015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.4318   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1505   -0.7243   -0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.1595   -0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5548   -2.5185   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526   -2.9559    0.4798 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0314   -2.5923    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4165   -1.5855   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    1.9617    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.3428    1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1076    0.6001   -0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376   -1.1439    0.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228   -2.8225   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641    2.8989    0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066    3.6164    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9247    4.5662    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2300    3.5997   -1.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4606    2.8874    0.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    1.1209   -0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320   -2.4600   -1.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7240   -3.2519    0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9007   -3.1110   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -2.8939    1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -2.0864    1.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6738   -3.4928    0.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459   -2.1002   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4740   -1.3148   -0.4104 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  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 18 10  1  0
 20  6  1  0
 23 17  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
 12 30  1  0
 15 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,11-Dihydroxy-2,10-dimethoxynoraporphine	HMDB

Chemical Formula

C₁₈H₁₉NO₄

Average Molecular Weight

313.3478

Monoisotopic Molecular Weight

313.131408101

IUPAC Name

4,15-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,16-diol

Traditional Name

4,15-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,16-diol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(O)C2=C34)C=C1

InChI Identifier

InChI=1S/C18H19NO4/c1-22-12-4-3-9-7-11-14-10(5-6-19-11)8-13(23-2)18(21)16(14)15(9)17(12)20/h3-4,8,11,19-21H,5-7H2,1-2H3

InChI Key

POIRVLZGTSWEMG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
1-naphthol
Naphthalene
Quinoline
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
Azacycle
Ether
Secondary aliphatic amine
Secondary amine
Organoheterocyclic compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030288)
Cytoplasm (HMDB: HMDB0030288)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030288)

Source

Endogenous

Endogenous (HMDB: HMDB0030288)

Plant

Plant (HMDB: HMDB0030288)

Exogenous

Food

Food (HMDB: HMDB0030288)

Fruit

Tropical fruit

Custard apple (FooDB: FOOD00014)
Soursop (FooDB: FOOD00478)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030288)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	1.64	ALOGPS
logP	1.79	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	8.89	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	70.95 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.62 m³·mol⁻¹	ChemAxon
Polarizability	33.53 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]+	173.095	31661259
DarkChem	[M-H]-	174.61	31661259
DeepCCS	[M-2H]-	216.755	30932474
DeepCCS	[M+Na]+	192.27	30932474
AllCCS	[M+H]+	174.1	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.2	32859911
AllCCS	[M+Na]+	178.1	32859911
AllCCS	[M-H]-	179.5	32859911
AllCCS	[M+Na-2H]-	179.0	32859911
AllCCS	[M+HCOO]-	178.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Muricinine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(O)C2=C34)C=C1	4193.7	Standard polar	33892256
Muricinine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(O)C2=C34)C=C1	2834.8	Standard non polar	33892256
Muricinine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(O)C2=C34)C=C1	3063.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Muricinine,1TMS,isomer #1	COC1=CC2=C3C(=C1O)C1=C(C=CC(OC)=C1O[Si](C)(C)C)CC3NCC2	2939.7	Semi standard non polar	33892256
Muricinine,1TMS,isomer #2	COC1=CC=C2CC3NCCC4=C3C(=C(O[Si](C)(C)C)C(OC)=C4)C2=C1O	2934.6	Semi standard non polar	33892256
Muricinine,1TMS,isomer #3	COC1=CC=C2CC3C4=C(C=C(OC)C(O)=C4C2=C1O)CCN3[Si](C)(C)C	2836.2	Semi standard non polar	33892256
Muricinine,2TMS,isomer #1	COC1=CC=C2CC3NCCC4=C3C(=C(O[Si](C)(C)C)C(OC)=C4)C2=C1O[Si](C)(C)C	2871.3	Semi standard non polar	33892256
Muricinine,2TMS,isomer #2	COC1=CC2=C3C(=C1O)C1=C(C=CC(OC)=C1O[Si](C)(C)C)CC3N([Si](C)(C)C)CC2	2782.3	Semi standard non polar	33892256
Muricinine,2TMS,isomer #3	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C)=C4C2=C1O)CCN3[Si](C)(C)C	2789.0	Semi standard non polar	33892256
Muricinine,3TMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C)=C4C2=C1O[Si](C)(C)C)CCN3[Si](C)(C)C	2790.5	Semi standard non polar	33892256
Muricinine,3TMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C)=C4C2=C1O[Si](C)(C)C)CCN3[Si](C)(C)C	2970.6	Standard non polar	33892256
Muricinine,1TBDMS,isomer #1	COC1=CC2=C3C(=C1O)C1=C(C=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CC3NCC2	3175.3	Semi standard non polar	33892256
Muricinine,1TBDMS,isomer #2	COC1=CC=C2CC3NCCC4=C3C(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C4)C2=C1O	3161.7	Semi standard non polar	33892256
Muricinine,1TBDMS,isomer #3	COC1=CC=C2CC3C4=C(C=C(OC)C(O)=C4C2=C1O)CCN3[Si](C)(C)C(C)(C)C	3094.3	Semi standard non polar	33892256
Muricinine,2TBDMS,isomer #1	COC1=CC=C2CC3NCCC4=C3C(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C4)C2=C1O[Si](C)(C)C(C)(C)C	3258.6	Semi standard non polar	33892256
Muricinine,2TBDMS,isomer #2	COC1=CC2=C3C(=C1O)C1=C(C=CC(OC)=C1O[Si](C)(C)C(C)(C)C)CC3N([Si](C)(C)C(C)(C)C)CC2	3245.1	Semi standard non polar	33892256
Muricinine,2TBDMS,isomer #3	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4C2=C1O)CCN3[Si](C)(C)C(C)(C)C	3264.4	Semi standard non polar	33892256
Muricinine,3TBDMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4C2=C1O[Si](C)(C)C(C)(C)C)CCN3[Si](C)(C)C(C)(C)C	3407.3	Semi standard non polar	33892256
Muricinine,3TBDMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(O[Si](C)(C)C(C)(C)C)=C4C2=C1O[Si](C)(C)C(C)(C)C)CCN3[Si](C)(C)C(C)(C)C	3601.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Muricinine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0012-0090000000-011fc5b2c9a6df94078f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Muricinine GC-MS (2 TMS) - 70eV, Positive	splash10-01ox-1019700000-ac16204b854db9dc9735	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Muricinine 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 - Muricinine 10V, Positive-QTOF	splash10-03di-0019000000-7a8a504864d8fc53912d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 20V, Positive-QTOF	splash10-03di-0295000000-2f0a315330d7d129d625	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 40V, Positive-QTOF	splash10-004i-0490000000-7c24e316221594f99bf8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 10V, Negative-QTOF	splash10-03di-0009000000-fd09946fbdf02e62ea95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 20V, Negative-QTOF	splash10-03di-0069000000-395b0a26220b82e4ba49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 40V, Negative-QTOF	splash10-01bd-0090000000-edc9180b385f2d7d98da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 10V, Positive-QTOF	splash10-03di-0009000000-7a1d998903fa1bad0b1e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 20V, Positive-QTOF	splash10-03di-0019000000-fe57c9f6328132dd625b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 40V, Positive-QTOF	splash10-0f8c-0190000000-07586b3a82ebd617b809	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 10V, Negative-QTOF	splash10-03di-0009000000-5cd9c8e6e0b2900b51af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 20V, Negative-QTOF	splash10-03di-0039000000-6d4b198d37408d14a9c7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Muricinine 40V, Negative-QTOF	splash10-03di-0095000000-54e09f16083d1b8a7a55	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

FDB002124

KNApSAcK ID

Not Available

Chemspider ID

35013173

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750994

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 Muricinine (HMDB0030288)

MOL for HMDB0030288 (Muricinine)

3D MOL for HMDB0030288 (Muricinine)

3D SDF for HMDB0030288 (Muricinine)

3D-SDF for HMDB0030288 (Muricinine)

PDB for HMDB0030288 (Muricinine)

3D PDB for HMDB0030288 (Muricinine)

SMILES for HMDB0030288 (Muricinine)

INCHI for HMDB0030288 (Muricinine)

Structure for HMDB0030288 (Muricinine)

3D Structure for HMDB0030288 (Muricinine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra