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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:42 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030249

Secondary Accession Numbers

HMDB30249

Metabolite Identification

Common Name

Norisocorydine

Description

Norisocorydine 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. Norisocorydine has been detected, but not quantified in, cherimoyas (Annona cherimola). This could make norisocorydine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Norisocorydine.

Structure

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

HMDB0030249
     RDKit          3D
Norisocorydine
 45 48  0  0  0  0  0  0  0  0999 V2000
    5.8385    0.3294    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    0.7353    0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.0128    0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034   -1.2319   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707   -1.9742   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -1.4904   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469   -0.2615   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.5038    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696    1.7041    0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494    0.1479    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.3428    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    2.3455    0.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193    3.4412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    1.6490    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2856    2.8724    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    3.2791    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    0.7406    0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4584   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.7660   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -2.0854   -0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.3804   -1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -3.0904   -0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -2.8709   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.5068   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3164    0.4661   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3990    0.9460    1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -0.7435    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955   -1.6409   -0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671   -2.9449   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8472    2.1983    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    4.1586    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6038    2.9554   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    3.8863   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0311    2.6508    2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715    4.3490    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880    3.1233    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509    0.9720    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -2.0280   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070   -3.4488   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3450   -2.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -4.0195   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -3.1006    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6190   -3.6043   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097   -1.4814   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5255   -1.3111    0.0588 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
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 19 10  1  0
 21  6  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END

  Mrv0541 05061305062D          

 24 27  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
    3.5724    2.0625    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
    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
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  2  0  0  0  0
 17 15  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  2  0  0  0  0
 18 16  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 20 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23  2  1  0  0  0  0
 23 14  1  0  0  0  0
 24  3  1  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030249

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-22-13-5-4-10-8-12-15-11(6-7-20-12)9-14(23-2)19(24-3)17(15)16(10)18(13)21/h4-5,9,12,20-21H,6-8H2,1-3H3

> <INCHI_KEY>
OHDQLTAYHMLRBA-UHFFFAOYSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.3743

> <EXACT_MASS>
327.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.30630766142427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.8336519321522

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.153552393835508

> <JCHEM_PKA_STRONGEST_BASIC>
9.851650077378933

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
92.1021

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030249
     RDKit          3D
Norisocorydine
 45 48  0  0  0  0  0  0  0  0999 V2000
    5.8385    0.3294    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    0.7353    0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.0128    0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034   -1.2319   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707   -1.9742   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -1.4904   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469   -0.2615   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.5038    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696    1.7041    0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494    0.1479    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.3428    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    2.3455    0.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193    3.4412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    1.6490    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2856    2.8724    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    3.2791    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    0.7406    0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4584   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.7660   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -2.0854   -0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.3804   -1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -3.0904   -0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -2.8709   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.5068   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3164    0.4661   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3990    0.9460    1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -0.7435    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955   -1.6409   -0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671   -2.9449   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8472    2.1983    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    4.1586    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6038    2.9554   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    3.8863   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0311    2.6508    2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715    4.3490    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880    3.1233    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509    0.9720    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -2.0280   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070   -3.4488   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3450   -2.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -4.0195   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -3.1006    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6190   -3.6043   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097   -1.4814   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5255   -1.3111    0.0588 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
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 19 10  1  0
 21  6  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 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      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       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   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  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       8.002   1.540   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
HETATM   24  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4    5   10                                                       
CONECT    5    4   13                                                       
CONECT    6    7   11                                                       
CONECT    7    6   20                                                       
CONECT    8   10   12                                                       
CONECT    9   11   14                                                       
CONECT   10    4    8   16                                                  
CONECT   11    6    9   15                                                  
CONECT   12    8   15   20                                                  
CONECT   13    5   18   22                                                  
CONECT   14    9   19   23                                                  
CONECT   15   11   12   17                                                  
CONECT   16   10   17   18                                                  
CONECT   17   15   16   19                                                  
CONECT   18   13   16   21                                                  
CONECT   19   14   17   24                                                  
CONECT   20    7   12                                                       
CONECT   21   18                                                            
CONECT   22    1   13                                                       
CONECT   23    2   14                                                       
CONECT   24    3   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0030249
HETATM    1  C1  UNL     1       5.838   0.329   0.764  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.505   0.735   0.791  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.462  -0.013   0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.703  -1.232  -0.290  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.671  -1.974  -0.794  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.366  -1.490  -0.728  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.147  -0.261  -0.149  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.156   0.504   0.368  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.070   1.704   0.975  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.249   0.148   0.072  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.574   1.343   0.612  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.281   2.346   0.966  1.00  0.00           O  
HETATM   13  C10 UNL     1       0.319   3.441  -0.041  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.938   1.649   0.821  1.00  0.00           C  
HETATM   15  O4  UNL     1      -2.286   2.872   1.387  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.590   3.279   1.638  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.897   0.741   0.465  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.603  -0.458  -0.088  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.238  -0.766  -0.292  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.004  -2.085  -0.913  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.353  -2.380  -1.327  1.00  0.00           C  
HETATM   22  N1  UNL     1      -1.697  -3.090  -0.131  1.00  0.00           N  
HETATM   23  C18 UNL     1      -3.101  -2.871  -0.044  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.572  -1.507  -0.497  1.00  0.00           C  
HETATM   25  H1  UNL     1       6.316   0.466  -0.226  1.00  0.00           H  
HETATM   26  H2  UNL     1       6.399   0.946   1.514  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.957  -0.743   1.029  1.00  0.00           H  
HETATM   28  H4  UNL     1       4.695  -1.641  -0.363  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.867  -2.945  -1.248  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.847   2.198   1.342  1.00  0.00           H  
HETATM   31  H7  UNL     1       1.072   4.159   0.269  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.604   2.955  -0.977  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.677   3.886  -0.122  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.031   2.651   2.425  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.572   4.349   1.931  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.188   3.123   0.706  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.951   0.972   0.626  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.636  -2.028  -1.878  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.607  -3.449  -1.050  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.501  -2.345  -2.432  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.521  -4.020  -0.568  1.00  0.00           H  
HETATM   42  H18 UNL     1      -3.459  -3.101   0.994  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.619  -3.604  -0.695  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.810  -1.481  -1.573  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.525  -1.311   0.059  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   29
CONECT    6    7   21
CONECT    7    8    8   10
CONECT    8    9
CONECT    9   30
CONECT   10   11   11   19
CONECT   11   12   14
CONECT   12   13
CONECT   13   31   32   33
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   34   35   36
CONECT   17   18   37
CONECT   18   19   19   24
CONECT   19   20
CONECT   20   21   22   38
CONECT   21   39   40
CONECT   22   23   41
CONECT   23   24   42   43
CONECT   24   44   45
END

HMDB0030249
     RDKit          3D
Norisocorydine
 45 48  0  0  0  0  0  0  0  0999 V2000
    5.8385    0.3294    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5048    0.7353    0.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.0128    0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034   -1.2319   -0.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707   -1.9742   -0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661   -1.4904   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469   -0.2615   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561    0.5038    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696    1.7041    0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494    0.1479    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    1.3428    0.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    2.3455    0.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193    3.4412   -0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9382    1.6490    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2856    2.8724    1.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5900    3.2791    1.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8973    0.7406    0.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6026   -0.4584   -0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -0.7660   -0.2921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -2.0854   -0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.3804   -1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -3.0904   -0.1306 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -2.8709   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.5068   -0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3164    0.4661   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3990    0.9460    1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9571   -0.7435    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955   -1.6409   -0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671   -2.9449   -1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8472    2.1983    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    4.1586    0.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6038    2.9554   -0.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    3.8863   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0311    2.6508    2.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715    4.3490    1.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880    3.1233    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509    0.9720    0.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -2.0280   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6070   -3.4488   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5006   -2.3450   -2.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207   -4.0195   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -3.1006    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6190   -3.6043   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097   -1.4814   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5255   -1.3111    0.0588 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
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
  8  3  1  0
 19 10  1  0
 21  6  1  0
 24 18  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  9 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Sanjoinine ib	HMDB

Chemical Formula

C₁₉H₂₁NO₄

Average Molecular Weight

327.3743

Monoisotopic Molecular Weight

327.147058165

IUPAC Name

4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaen-3-ol

Traditional Name

4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaen-3-ol

CAS Registry Number

475-70-7

SMILES

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

InChI Identifier

InChI=1S/C19H21NO4/c1-22-13-5-4-10-8-12-15-11(6-7-20-12)9-14(23-2)19(24-3)17(15)16(10)18(13)21/h4-5,9,12,20-21H,6-8H2,1-3H3

InChI Key

OHDQLTAYHMLRBA-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: HMDB0030249)
Cytoplasm (HMDB: HMDB0030249)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030249)

Source

Endogenous

Endogenous (HMDB: HMDB0030249)

Plant

Plant (HMDB: HMDB0030249)

Exogenous

Food

Food (HMDB: HMDB0030249)

Fruit

Tropical fruit

Cherimoya (FooDB: FOOD00326)

Exogenous (HMDB: HMDB0030249)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	203 - 205 °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	0.048 g/L	ALOGPS
logP	1.63	ALOGPS
logP	1.83	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.15	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.95 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.1 m³·mol⁻¹	ChemAxon
Polarizability	35.31 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]+	176.366	31661259
DarkChem	[M-H]-	175.228	31661259
DeepCCS	[M-2H]-	219.827	30932474
DeepCCS	[M+Na]+	195.494	30932474
AllCCS	[M+H]+	177.7	32859911
AllCCS	[M+H-H2O]+	174.5	32859911
AllCCS	[M+NH4]+	180.7	32859911
AllCCS	[M+Na]+	181.6	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
Norisocorydine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(OC)C2=C34)C=C1	4141.5	Standard polar	33892256
Norisocorydine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(OC)C2=C34)C=C1	2772.0	Standard non polar	33892256
Norisocorydine	COC1=C(O)C2=C(CC3NCCC4=CC(OC)=C(OC)C2=C34)C=C1	2934.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Norisocorydine,1TMS,isomer #1	COC1=CC=C2CC3NCCC4=C3C(=C(OC)C(OC)=C4)C2=C1O[Si](C)(C)C	2840.0	Semi standard non polar	33892256
Norisocorydine,1TMS,isomer #2	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O)CCN3[Si](C)(C)C	2779.6	Semi standard non polar	33892256
Norisocorydine,2TMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O[Si](C)(C)C)CCN3[Si](C)(C)C	2758.3	Semi standard non polar	33892256
Norisocorydine,2TMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O[Si](C)(C)C)CCN3[Si](C)(C)C	2955.6	Standard non polar	33892256
Norisocorydine,1TBDMS,isomer #1	COC1=CC=C2CC3NCCC4=C3C(=C(OC)C(OC)=C4)C2=C1O[Si](C)(C)C(C)(C)C	3057.0	Semi standard non polar	33892256
Norisocorydine,1TBDMS,isomer #2	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O)CCN3[Si](C)(C)C(C)(C)C	3015.4	Semi standard non polar	33892256
Norisocorydine,2TBDMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O[Si](C)(C)C(C)(C)C)CCN3[Si](C)(C)C(C)(C)C	3179.7	Semi standard non polar	33892256
Norisocorydine,2TBDMS,isomer #1	COC1=CC=C2CC3C4=C(C=C(OC)C(OC)=C4C2=C1O[Si](C)(C)C(C)(C)C)CCN3[Si](C)(C)C(C)(C)C	3389.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Norisocorydine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03ea-0093000000-702dc5f9a049fc65595b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norisocorydine GC-MS (1 TMS) - 70eV, Positive	splash10-05ai-1019000000-994d45d0dea1d9ba615b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norisocorydine 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 - Norisocorydine 10V, Positive-QTOF	splash10-004i-0019000000-76d8dfe1a4fac310d0c9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 20V, Positive-QTOF	splash10-004i-0179000000-c8b0215623f577233630	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 40V, Positive-QTOF	splash10-01po-0390000000-d59fb94e78b9149c5be5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 10V, Negative-QTOF	splash10-004i-0009000000-924037e1e2fe46925c3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 20V, Negative-QTOF	splash10-01t9-0029000000-ec4d92da4463cc12473b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 40V, Negative-QTOF	splash10-0gx0-0090000000-dafe5293bb9bf43d9151	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 10V, Positive-QTOF	splash10-004i-0009000000-354160c39518aa1987e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 20V, Positive-QTOF	splash10-004i-0009000000-1c87c114abceb95d50f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 40V, Positive-QTOF	splash10-0i01-0091000000-634a442b7d8309978d94	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 10V, Negative-QTOF	splash10-004i-0009000000-82e8b7e0c70cdc0f9fe6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 20V, Negative-QTOF	splash10-004i-0029000000-619b747ef3dd6bb6f88d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisocorydine 40V, Negative-QTOF	splash10-00di-0079000000-fa6b46408d22a1a66e5a	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

FDB002072

KNApSAcK ID

C00027438

Chemspider ID

4478358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320211

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1818351

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 Norisocorydine (HMDB0030249)

MOL for HMDB0030249 (Norisocorydine)

3D MOL for HMDB0030249 (Norisocorydine)

3D SDF for HMDB0030249 (Norisocorydine)

3D-SDF for HMDB0030249 (Norisocorydine)

PDB for HMDB0030249 (Norisocorydine)

3D PDB for HMDB0030249 (Norisocorydine)

SMILES for HMDB0030249 (Norisocorydine)

INCHI for HMDB0030249 (Norisocorydine)

Structure for HMDB0030249 (Norisocorydine)

3D Structure for HMDB0030249 (Norisocorydine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra