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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:04:37 UTC

Update Date

2022-03-07 02:53:41 UTC

HMDB ID

HMDB0033361

Secondary Accession Numbers

HMDB33361

Metabolite Identification

Common Name

Norisodomesticine

Description

Norisodomesticine 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. Norisodomesticine has been detected, but not quantified in, several different foods, such as black tea, red tea, herbal tea, sweet bays (Laurus nobilis), and herbs and spices. This could make norisodomesticine a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Norisodomesticine.

Structure

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

HMDB0033361
     RDKit          3D
Norisodomesticine
 40 44  0  0  0  0  0  0  0  0999 V2000
    1.7482    3.1444   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917    2.5572    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    1.9265    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0051    2.8090    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    4.1739    0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945    2.3055    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181    0.9804    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    0.0998   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    0.5923    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9747   -0.3535    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    0.0688    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009   -0.8867    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829   -2.2045    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891   -2.6230   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536   -1.6970   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -2.2592   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -1.2912   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8673   -1.7878    0.5330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -0.7912    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8330    0.3142   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -2.9005    0.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2470   -1.9813    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -0.6969    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825    2.4940   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    3.3200   -0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    4.1113   -0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5913    4.8255    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    2.9747    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.0802    0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561   -3.6709   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.8376   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646   -3.0356    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -1.2754   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4224   -2.5518    0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4670   -0.3218    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8264   -1.2376    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736    0.9959    0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -0.1277   -1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7598   -1.9845   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -2.2582    1.0474 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
 22 23  1  0
  9  3  1  0
 15 10  1  0
 20  7  1  0
 17  8  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END


  Mrv0541 02241208282D          

 23 27  0  0  0  0            999 V2000
   -1.7385    1.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0107    0.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8490   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5252    0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3634    1.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107    1.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107    2.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    2.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239    2.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7385    1.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    0.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953   -0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0912   -2.1027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440   -2.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -2.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4447   -1.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2530   -1.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -0.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -0.3236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211   -1.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  4 23  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 23  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033361

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C3=CC4=C(OCO4)C=C3CC3NCCC(C=C1O)=C23

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO4/c1-21-18-13(20)5-9-2-3-19-12-4-10-6-14-15(23-8-22-14)7-11(10)17(18)16(9)12/h5-7,12,19-20H,2-4,8H2,1H3

> <INCHI_KEY>
GUVKEPNWVHYXGH-UHFFFAOYSA-N

> <FORMULA>
C18H17NO4

> <MOLECULAR_WEIGHT>
311.3319

> <EXACT_MASS>
311.115758037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.103102568690545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.9873821036385901

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.09362143252383

> <JCHEM_PKA_STRONGEST_BASIC>
9.23801902815496

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
84.94259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033361
     RDKit          3D
Norisodomesticine
 40 44  0  0  0  0  0  0  0  0999 V2000
    1.7482    3.1444   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917    2.5572    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    1.9265    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0051    2.8090    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    4.1739    0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945    2.3055    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181    0.9804    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    0.0998   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    0.5923    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9747   -0.3535    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    0.0688    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009   -0.8867    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829   -2.2045    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891   -2.6230   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536   -1.6970   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -2.2592   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -1.2912   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8673   -1.7878    0.5330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -0.7912    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8330    0.3142   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -2.9005    0.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2470   -1.9813    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -0.6969    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825    2.4940   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    3.3200   -0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    4.1113   -0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5913    4.8255    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    2.9747    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.0802    0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561   -3.6709   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.8376   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646   -3.0356    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -1.2754   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4224   -2.5518    0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4670   -0.3218    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8264   -1.2376    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736    0.9959    0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -0.1277   -1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7598   -1.9845   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -2.2582    1.0474 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
 22 23  1  0
  9  3  1  0
 15 10  1  0
 20  7  1  0
 17  8  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.245   1.961   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.887   1.509   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.585  -0.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.076  -0.452   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.980   0.452   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.678   1.961   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.887   3.019   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.887   4.528   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.245   4.981   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.151   3.773   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.245   2.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.697   1.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.489  -0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.791  -1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.735  -2.415   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.037  -3.925   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.829  -4.981   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.528  -4.529   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.830  -3.019   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.339  -2.567   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.641  -1.056   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.151  -0.604   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.226  -1.963   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    7   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    5   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21    3   20   22                                                  
CONECT   22   21                                                            
CONECT   23    4   15   19                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

COMPND    HMDB0033361
HETATM    1  C1  UNL     1       1.748   3.144  -0.911  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.292   2.557   0.356  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.082   1.927   0.238  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.005   2.809   0.317  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.849   4.174   0.506  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.295   2.305   0.202  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.518   0.980   0.016  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.428   0.100  -0.061  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.147   0.592   0.056  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.975  -0.353   0.033  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.264   0.069   0.197  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.301  -0.887   0.209  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.983  -2.205   0.060  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.689  -2.623  -0.102  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.654  -1.697  -0.118  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.692  -2.259  -0.282  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.806  -1.291  -0.304  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.867  -1.788   0.533  1.00  0.00           N  
HETATM   19  C16 UNL     1      -3.816  -0.791   0.927  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.833   0.314  -0.108  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.177  -2.900   0.111  1.00  0.00           O  
HETATM   22  C18 UNL     1       5.247  -1.981   0.205  1.00  0.00           C  
HETATM   23  O4  UNL     1       4.652  -0.697   0.356  1.00  0.00           O  
HETATM   24  H1  UNL     1       1.482   2.494  -1.742  1.00  0.00           H  
HETATM   25  H2  UNL     1       2.822   3.320  -0.877  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.220   4.111  -0.989  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.591   4.826   0.566  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.148   2.975   0.261  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.540   1.080   0.354  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.456  -3.671  -0.218  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.706  -2.838  -1.259  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.865  -3.036   0.500  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.280  -1.275  -1.355  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.422  -2.552   0.043  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.467  -0.322   1.886  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.826  -1.238   1.049  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.674   0.996   0.188  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.992  -0.128  -1.114  1.00  0.00           H  
HETATM   39  H16 UNL     1       5.760  -1.984  -0.775  1.00  0.00           H  
HETATM   40  H17 UNL     1       5.883  -2.258   1.047  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5    6
CONECT    5   27
CONECT    6    7    7   28
CONECT    7    8   20
CONECT    8    9    9   17
CONECT    9   10
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   23
CONECT   13   14   21
CONECT   14   15   15   30
CONECT   15   16
CONECT   16   17   31   32
CONECT   17   18   33
CONECT   18   19   34
CONECT   19   20   35   36
CONECT   20   37   38
CONECT   21   22
CONECT   22   23   39   40
END

HMDB0033361
     RDKit          3D
Norisodomesticine
 40 44  0  0  0  0  0  0  0  0999 V2000
    1.7482    3.1444   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917    2.5572    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    1.9265    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0051    2.8090    0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8488    4.1739    0.5057 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945    2.3055    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181    0.9804    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    0.0998   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470    0.5923    0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9747   -0.3535    0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2638    0.0688    0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3009   -0.8867    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9829   -2.2045    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891   -2.6230   -0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6536   -1.6970   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6918   -2.2592   -0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061   -1.2912   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8673   -1.7878    0.5330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159   -0.7912    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8330    0.3142   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -2.9005    0.1108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2470   -1.9813    0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -0.6969    0.3558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825    2.4940   -1.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    3.3200   -0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2204    4.1113   -0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5913    4.8255    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1481    2.9747    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395    1.0802    0.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4561   -3.6709   -0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7055   -2.8376   -1.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8646   -3.0356    0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -1.2754   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4224   -2.5518    0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4670   -0.3218    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8264   -1.2376    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6736    0.9959    0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9920   -0.1277   -1.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7598   -1.9845   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -2.2582    1.0474 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
 17 18  1  0
 18 19  1  0
 19 20  1  0
 13 21  1  0
 21 22  1  0
 22 23  1  0
  9  3  1  0
 15 10  1  0
 20  7  1  0
 17  8  1  0
 23 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
 11 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1-methoxy-9,10-methylenedioxynoraporphine	HMDB
Norjuzipjine	HMDB

Chemical Formula

C₁₈H₁₇NO₄

Average Molecular Weight

311.3319

Monoisotopic Molecular Weight

311.115758037

IUPAC Name

19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol

Traditional Name

19-methoxy-5,7-dioxa-13-azapentacyclo[10.7.1.0²,¹⁰.0⁴,⁸.0¹⁶,²⁰]icosa-1(19),2,4(8),9,16(20),17-hexaen-18-ol

CAS Registry Number

80151-84-4

SMILES

COC1=C2C3=CC4=C(OCO4)C=C3CC3NCCC(C=C1O)=C23

InChI Identifier

InChI=1S/C18H17NO4/c1-21-18-13(20)5-9-2-3-19-12-4-10-6-14-15(23-8-22-14)7-11(10)17(18)16(9)12/h5-7,12,19-20H,2-4,8H2,1H3

InChI Key

GUVKEPNWVHYXGH-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
2-naphthol
Naphthalene
Tetrahydroisoquinoline
Quinoline
Benzodioxole
Anisole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Alkyl aryl ether
Benzenoid
Organoheterocyclic compound
Azacycle
Ether
Secondary aliphatic amine
Acetal
Oxacycle
Secondary amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033361)
Cytoplasm (HMDB: HMDB0033361)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033361)

Source

Exogenous

Exogenous (HMDB: HMDB0033361)

Food

Food (HMDB: HMDB0033361)

Tea

Herb and spice

Herb

Sweet bay (FooDB: FOOD00097)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033361)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033361)

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	0.17 g/L	ALOGPS
logP	1.53	ALOGPS
logP	1.99	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	10.09	ChemAxon
pKa (Strongest Basic)	9.24	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	1	ChemAxon
Refractivity	84.94 m³·mol⁻¹	ChemAxon
Polarizability	33.1 Å³	ChemAxon
Number of Rings	5	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]+	170.212	31661259
DarkChem	[M-H]-	170.715	31661259
DeepCCS	[M-2H]-	206.748	30932474
DeepCCS	[M+Na]+	181.975	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.2	32859911
AllCCS	[M+NH4]+	175.8	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.0	32859911
AllCCS	[M+HCOO]-	177.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.82 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8773 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	971.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	224.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	132.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	54.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	280.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	304.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	603.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	676.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	274.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	924.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	513.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	443.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	161.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Norisodomesticine	COC1=C2C3=CC4=C(OCO4)C=C3CC3NCCC(C=C1O)=C23	4159.4	Standard polar	33892256
Norisodomesticine	COC1=C2C3=CC4=C(OCO4)C=C3CC3NCCC(C=C1O)=C23	2749.7	Standard non polar	33892256
Norisodomesticine	COC1=C2C3=CC4=C(OCO4)C=C3CC3NCCC(C=C1O)=C23	3023.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Norisodomesticine,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCNC3CC4=CC5=C(C=C4C1=C23)OCO5	2965.6	Semi standard non polar	33892256
Norisodomesticine,1TMS,isomer #2	COC1=C(O)C=C2CCN([Si](C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	2870.4	Semi standard non polar	33892256
Norisodomesticine,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCN([Si](C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	2855.4	Semi standard non polar	33892256
Norisodomesticine,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C2CCN([Si](C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	2942.8	Standard non polar	33892256
Norisodomesticine,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCNC3CC4=CC5=C(C=C4C1=C23)OCO5	3207.1	Semi standard non polar	33892256
Norisodomesticine,1TBDMS,isomer #2	COC1=C(O)C=C2CCN([Si](C)(C)C(C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	3099.2	Semi standard non polar	33892256
Norisodomesticine,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN([Si](C)(C)C(C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	3281.7	Semi standard non polar	33892256
Norisodomesticine,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C2CCN([Si](C)(C)C(C)(C)C)C3CC4=CC5=C(C=C4C1=C23)OCO5	3409.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Norisodomesticine GC-MS (Non-derivatized) - 70eV, Positive	splash10-003s-0090000000-4a236ae276ce4257db60	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norisodomesticine GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-5039000000-b6ca4e65cc5844fd83c6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Norisodomesticine 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 - Norisodomesticine 10V, Positive-QTOF	splash10-03di-0029000000-ae3a8ed498cf583ca171	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 20V, Positive-QTOF	splash10-03di-0096000000-d1f26ca68ece83a9fe28	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 40V, Positive-QTOF	splash10-0h2o-0390000000-1162f5ebf3635336d617	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 10V, Negative-QTOF	splash10-03di-0019000000-338dbb83bb78c235c6c7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 20V, Negative-QTOF	splash10-03di-0069000000-4d75d6af24e219a9fb2f	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 40V, Negative-QTOF	splash10-01p6-1090000000-536cbc24552b218b1662	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 10V, Negative-QTOF	splash10-03di-0009000000-43e89ef889a2eb4f124e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 20V, Negative-QTOF	splash10-03di-0019000000-c69dcebaacc3dea02a09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 40V, Negative-QTOF	splash10-0bti-0092000000-9270e39f37625d45e656	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 10V, Positive-QTOF	splash10-03di-0009000000-4631b5d1b4d93faf70b7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 20V, Positive-QTOF	splash10-03di-0009000000-4631b5d1b4d93faf70b7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Norisodomesticine 40V, Positive-QTOF	splash10-02ai-0090000000-419bc05173dc961931f4	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

FDB011389

KNApSAcK ID

C00028723

Chemspider ID

35013596

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69406100

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1835171

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 Norisodomesticine (HMDB0033361)

MOL for HMDB0033361 (Norisodomesticine)

3D MOL for HMDB0033361 (Norisodomesticine)

3D SDF for HMDB0033361 (Norisodomesticine)

3D-SDF for HMDB0033361 (Norisodomesticine)

PDB for HMDB0033361 (Norisodomesticine)

3D PDB for HMDB0033361 (Norisodomesticine)

SMILES for HMDB0033361 (Norisodomesticine)

INCHI for HMDB0033361 (Norisodomesticine)

Structure for HMDB0033361 (Norisodomesticine)

3D Structure for HMDB0033361 (Norisodomesticine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra