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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:34:04 UTC

Update Date

2022-03-07 02:54:12 UTC

HMDB ID

HMDB0034669

Secondary Accession Numbers

HMDB34669

Metabolite Identification

Common Name

Anaxagoreine

Description

Anaxagoreine belongs to the class of organic compounds known as hydroxy-7-aporphines. These are aporphines containing a hydroxyl group at the 7-position. Anaxagoreine is a very strong basic compound (based on its pKa). Anaxagoreine is an alkaloid from Cananga odorata (ylang ylang.

Structure

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

HMDB0034669
     RDKit          3D
Anaxagoreine
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.3773    1.7672   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    1.7032    0.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252    1.5495    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.7343   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    3.8984   -0.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216    2.7410   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.5557   -0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.3818    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108    0.3799    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.8805    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463   -0.8719    0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -2.1298    1.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287   -3.3019    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.2563    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.0608    0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -2.0485   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053   -2.0319   -1.6306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211   -0.8686    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536   -0.8704   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.3564    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    1.5687   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.9445   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    2.7090   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822    1.6318   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    4.8004   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    3.6527   -0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653   -0.0299    0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -2.1732    1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   -4.2676    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -4.1537    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -2.9651    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2910   -2.5830   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.0271    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -1.6439    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998    0.4060    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7704    0.2730   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    1.6582   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5755    2.4525    0.0477 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  3  1  0
 15 10  1  0
 21  7  1  0
 18  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  END


  Mrv0541 05061308002D          

 21 24  0  0  0  0            999 V2000
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 11  5  2  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  2  0  0  0  0
 17 14  1  0  0  0  0
 18  7  1  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 20 16  1  0  0  0  0
 21  1  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034669

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2CCNC3C(O)C4=CC=CC=C4C1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO3/c1-21-17-12(19)8-9-6-7-18-15-13(9)14(17)10-4-2-3-5-11(10)16(15)20/h2-5,8,15-16,18-20H,6-7H2,1H3

> <INCHI_KEY>
QDXOCDFPAQQYKD-UHFFFAOYSA-N

> <FORMULA>
C17H17NO3

> <MOLECULAR_WEIGHT>
283.3218

> <EXACT_MASS>
283.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.21204440488946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-8,15-diol

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
0.9142966210568698

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.89796874087401

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.236087590746707

> <JCHEM_PKA_STRONGEST_BASIC>
11.474079955082374

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
80.3832

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-8,15-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034669
     RDKit          3D
Anaxagoreine
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.3773    1.7672   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    1.7032    0.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252    1.5495    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.7343   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    3.8984   -0.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216    2.7410   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.5557   -0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.3818    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108    0.3799    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.8805    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463   -0.8719    0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -2.1298    1.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287   -3.3019    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.2563    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.0608    0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -2.0485   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053   -2.0319   -1.6306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211   -0.8686    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536   -0.8704   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.3564    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    1.5687   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.9445   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    2.7090   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822    1.6318   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    4.8004   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    3.6527   -0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653   -0.0299    0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -2.1732    1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   -4.2676    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -4.1537    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -2.9651    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2910   -2.5830   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.0271    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -1.6439    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998    0.4060    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7704    0.2730   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    1.6582   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5755    2.4525    0.0477 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  3  1  0
 15 10  1  0
 21  7  1  0
 18  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  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       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   10                                                       
CONECT    5    3   11                                                       
CONECT    6    7    9                                                       
CONECT    7    6   18                                                       
CONECT    8    9   12                                                       
CONECT    9    6    8   13                                                  
CONECT   10    4   11   14                                                  
CONECT   11    5   10   16                                                  
CONECT   12    8   17   19                                                  
CONECT   13    9   14   15                                                  
CONECT   14   10   13   17                                                  
CONECT   15   13   16   18                                                  
CONECT   16   11   15   20                                                  
CONECT   17   12   14   21                                                  
CONECT   18    7   15                                                       
CONECT   19   12                                                            
CONECT   20   16                                                            
CONECT   21    1   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0034669
HETATM    1  C1  UNL     1      -3.377   1.767  -0.778  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.457   1.703   0.321  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.125   1.550   0.173  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.425   2.734  -0.097  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.186   3.898  -0.160  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.922   2.741  -0.286  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.641   1.556  -0.212  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.979   0.382   0.058  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.411   0.380   0.250  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.132  -0.880   0.384  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.446  -0.872   0.777  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.024  -2.130   1.060  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.329  -3.302   0.958  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.001  -3.256   0.558  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.425  -2.061   0.277  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.995  -2.048  -0.236  1.00  0.00           C  
HETATM   17  O3  UNL     1       1.005  -2.032  -1.631  1.00  0.00           O  
HETATM   18  C15 UNL     1       1.721  -0.869   0.278  1.00  0.00           C  
HETATM   19  N1  UNL     1       3.054  -0.870  -0.302  1.00  0.00           N  
HETATM   20  C16 UNL     1       3.753   0.356   0.076  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.098   1.569  -0.441  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.173   0.944  -1.481  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.357   2.709  -1.309  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.382   1.632  -0.330  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.815   4.800  -0.343  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.461   3.653  -0.496  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.065  -0.030   0.947  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.054  -2.173   1.371  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.760  -4.268   1.172  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.417  -4.154   0.465  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.527  -2.965   0.079  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.291  -2.583  -2.023  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.818  -1.027   1.409  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.579  -1.644   0.196  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.900   0.406   1.177  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.770   0.273  -0.371  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.271   1.658  -1.537  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.576   2.452   0.048  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5    6
CONECT    5   25
CONECT    6    7    7   26
CONECT    7    8   21
CONECT    8    9    9   18
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16
CONECT   16   17   18   31
CONECT   17   32
CONECT   18   19   33
CONECT   19   20   34
CONECT   20   21   35   36
CONECT   21   37   38
END

HMDB0034669
     RDKit          3D
Anaxagoreine
 38 41  0  0  0  0  0  0  0  0999 V2000
   -3.3773    1.7672   -0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570    1.7032    0.3211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252    1.5495    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.7343   -0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1856    3.8984   -0.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9216    2.7410   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413    1.5557   -0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794    0.3818    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4108    0.3799    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1319   -0.8805    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463   -0.8719    0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0241   -2.1298    1.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3287   -3.3019    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0008   -3.2563    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4252   -2.0608    0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -2.0485   -0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0053   -2.0319   -1.6306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211   -0.8686    0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536   -0.8704   -0.3019 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530    0.3564    0.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    1.5687   -0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1727    0.9445   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3573    2.7090   -1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3822    1.6318   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146    4.8004   -0.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    3.6527   -0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653   -0.0299    0.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -2.1732    1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   -4.2676    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4174   -4.1537    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -2.9651    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2910   -2.5830   -2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.0271    1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793   -1.6439    0.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998    0.4060    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7704    0.2730   -0.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2712    1.6582   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5755    2.4525    0.0477 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  3  1  0
 15 10  1  0
 21  7  1  0
 18  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  6 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₇NO₃

Average Molecular Weight

283.3218

Monoisotopic Molecular Weight

283.120843415

IUPAC Name

16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-8,15-diol

Traditional Name

16-methoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-8,15-diol

CAS Registry Number

77410-38-9

SMILES

COC1=C(O)C=C2CCNC3C(O)C4=CC=CC=C4C1=C23

InChI Identifier

InChI=1S/C17H17NO3/c1-21-17-12(19)8-9-6-7-18-15-13(9)14(17)10-4-2-3-5-11(10)16(15)20/h2-5,8,15-16,18-20H,6-7H2,1H3

InChI Key

QDXOCDFPAQQYKD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy-7-aporphines. These are aporphines containing a hydroxyl group at the 7-position.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Hydroxy-7-aporphines

Direct Parent

Hydroxy-7-aporphines

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034669)
Cytoplasm (HMDB: HMDB0034669)

Source

Exogenous

Food

Food (HMDB: HMDB0034669)

Not Available

Nutrient (HMDB: HMDB0034669)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	198 - 200 °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	0.61 g/L	ALOGPS
logP	1.08	ALOGPS
logP	0.91	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	11.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.38 m³·mol⁻¹	ChemAxon
Polarizability	30.21 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]+	162.979	31661259
DarkChem	[M-H]-	163.634	31661259
DeepCCS	[M-2H]-	199.751	30932474
DeepCCS	[M+Na]+	175.317	30932474
AllCCS	[M+H]+	166.7	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	170.1	32859911
AllCCS	[M+Na]+	171.1	32859911
AllCCS	[M-H]-	171.6	32859911
AllCCS	[M+Na-2H]-	170.9	32859911
AllCCS	[M+HCOO]-	170.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Anaxagoreine	COC1=C(O)C=C2CCNC3C(O)C4=CC=CC=C4C1=C23	3639.3	Standard polar	33892256
Anaxagoreine	COC1=C(O)C=C2CCNC3C(O)C4=CC=CC=C4C1=C23	2557.0	Standard non polar	33892256
Anaxagoreine	COC1=C(O)C=C2CCNC3C(O)C4=CC=CC=C4C1=C23	2759.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Anaxagoreine,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCNC3C2=C1C1=CC=CC=C1C3O	2675.5	Semi standard non polar	33892256
Anaxagoreine,1TMS,isomer #2	COC1=C(O)C=C2CCNC3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C	2597.8	Semi standard non polar	33892256
Anaxagoreine,1TMS,isomer #3	COC1=C(O)C=C2CCN([Si](C)(C)C)C3C2=C1C1=CC=CC=C1C3O	2596.0	Semi standard non polar	33892256
Anaxagoreine,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCNC3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C	2558.8	Semi standard non polar	33892256
Anaxagoreine,2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C2CCN([Si](C)(C)C)C3C2=C1C1=CC=CC=C1C3O	2581.4	Semi standard non polar	33892256
Anaxagoreine,2TMS,isomer #3	COC1=C(O)C=C2CCN([Si](C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C	2561.7	Semi standard non polar	33892256
Anaxagoreine,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCN([Si](C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C	2577.3	Semi standard non polar	33892256
Anaxagoreine,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCN([Si](C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C	2714.4	Standard non polar	33892256
Anaxagoreine,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCNC3C2=C1C1=CC=CC=C1C3O	2921.6	Semi standard non polar	33892256
Anaxagoreine,1TBDMS,isomer #2	COC1=C(O)C=C2CCNC3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C(C)(C)C	2820.6	Semi standard non polar	33892256
Anaxagoreine,1TBDMS,isomer #3	COC1=C(O)C=C2CCN([Si](C)(C)C(C)(C)C)C3C2=C1C1=CC=CC=C1C3O	2848.1	Semi standard non polar	33892256
Anaxagoreine,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCNC3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C(C)(C)C	2946.0	Semi standard non polar	33892256
Anaxagoreine,2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN([Si](C)(C)C(C)(C)C)C3C2=C1C1=CC=CC=C1C3O	3036.6	Semi standard non polar	33892256
Anaxagoreine,2TBDMS,isomer #3	COC1=C(O)C=C2CCN([Si](C)(C)C(C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C(C)(C)C	2968.0	Semi standard non polar	33892256
Anaxagoreine,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN([Si](C)(C)C(C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C(C)(C)C	3163.5	Semi standard non polar	33892256
Anaxagoreine,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN([Si](C)(C)C(C)(C)C)C3C2=C1C1=CC=CC=C1C3O[Si](C)(C)C(C)(C)C	3332.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Anaxagoreine GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0190000000-31acf9f22c2fb469b749	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anaxagoreine GC-MS (2 TMS) - 70eV, Positive	splash10-08fr-1209400000-ef55e4fb34cba6279a15	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Anaxagoreine 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 - Anaxagoreine 10V, Positive-QTOF	splash10-0159-0090000000-7b47da063c0469942627	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 20V, Positive-QTOF	splash10-014i-0090000000-040490615b55111feac0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 40V, Positive-QTOF	splash10-0a6s-2980000000-335f509d93e9f5959e1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 10V, Negative-QTOF	splash10-001i-0090000000-277b5667ce28f5360b4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 20V, Negative-QTOF	splash10-01q9-0090000000-b0dad47958fa284cce8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 40V, Negative-QTOF	splash10-014u-1190000000-72c8abf2dba257b03375	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 10V, Positive-QTOF	splash10-001i-0090000000-89c9bdd1a019fa2ef1ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 20V, Positive-QTOF	splash10-001i-0090000000-07160a1674ee4f1c86f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 40V, Positive-QTOF	splash10-0ht9-0290000000-6a95bfa8b8f8221a189c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 10V, Negative-QTOF	splash10-001i-0090000000-3e8e120b117b579b526d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 20V, Negative-QTOF	splash10-001i-0090000000-09dcf84b8a1ae5701af5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Anaxagoreine 40V, Negative-QTOF	splash10-001i-0090000000-20364754e21b229980b7	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

FDB013194

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13891860

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 Anaxagoreine (HMDB0034669)

MOL for HMDB0034669 (Anaxagoreine)

3D MOL for HMDB0034669 (Anaxagoreine)

3D SDF for HMDB0034669 (Anaxagoreine)

3D-SDF for HMDB0034669 (Anaxagoreine)

PDB for HMDB0034669 (Anaxagoreine)

3D PDB for HMDB0034669 (Anaxagoreine)

SMILES for HMDB0034669 (Anaxagoreine)

INCHI for HMDB0034669 (Anaxagoreine)

Structure for HMDB0034669 (Anaxagoreine)

3D Structure for HMDB0034669 (Anaxagoreine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra