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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:55:23 UTC

Update Date

2022-03-07 02:55:50 UTC

HMDB ID

HMDB0038598

Secondary Accession Numbers

HMDB38598

Metabolite Identification

Common Name

Narceinone

Description

Narceinone belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Narceinone has been detected, but not quantified in, opium poppies (Papaver somniferum). This could make narceinone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Narceinone.

Structure

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


  Mrv0541 05061310322D          

 33 35  0  0  0  0            999 V2000
    1.3556   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 13  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 22 21  1  0  0  0  0
 23 17  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  9  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  2  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29  3  1  0  0  0  0
 29 14  1  0  0  0  0
 30  4  1  0  0  0  0
 30 20  1  0  0  0  0
 31  5  1  0  0  0  0
 31 22  1  0  0  0  0
 32 11  1  0  0  0  0
 32 15  1  0  0  0  0
 33 11  1  0  0  0  0
 33 21  1  0  0  0  0
M  END

HMDB0038598
     RDKit          3D
Narceinone
 58 60  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.2817    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4863   -0.8158    0.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1328   -0.6079    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5733    0.6546    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747    0.7684    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -0.3027    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.2368    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -1.3673    0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587    0.9693    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686    1.9755   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143    1.4045    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3148    0.6270    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.8264    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -1.4815    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.3484   -0.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7329   -2.0054   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -2.1079   -1.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    1.1636    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    2.4948    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    3.3052    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951    2.7826   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    3.6319   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0545    3.9916   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    4.6032   -0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679    4.5926    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9607    3.2403    0.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.5578    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1763   -2.7603    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -3.3004    1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -3.2653   -1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3231   -1.7080    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572   -2.9829    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3109   -3.6310   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1896    1.0403    0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4304   -0.0326    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1921    0.7866    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.5360    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183    1.7842    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207   -1.0417    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.3324   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1210   -1.1899    1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.5826    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344   -1.7206   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6191   -3.1063    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -1.6719    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400   -1.4867   -2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6484   -2.4620   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -2.9707   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    0.5511    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    4.4832   -1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262    4.7665   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    3.1830   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737    5.0602    1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    5.0615   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -3.5941   -1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208   -4.6477   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4151   -3.5473   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026   -3.0472   -1.4267 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 21 11  1  0
 26 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END


  Mrv0541 05061310322D          

 33 35  0  0  0  0            999 V2000
    1.3556   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 13  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 14  2  0  0  0  0
 20 17  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 22 21  1  0  0  0  0
 23 17  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24  9  1  0  0  0  0
 25 18  2  0  0  0  0
 26 19  2  0  0  0  0
 27 23  2  0  0  0  0
 28 23  1  0  0  0  0
 29  3  1  0  0  0  0
 29 14  1  0  0  0  0
 30  4  1  0  0  0  0
 30 20  1  0  0  0  0
 31  5  1  0  0  0  0
 31 22  1  0  0  0  0
 32 11  1  0  0  0  0
 32 15  1  0  0  0  0
 33 11  1  0  0  0  0
 33 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038598

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)C(=O)C1=C(OC)C2=C(OCO2)C=C1CCN(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO9/c1-24(2)9-8-12-10-15-21(33-11-32-15)22(31-5)16(12)19(26)18(25)13-6-7-14(29-3)20(30-4)17(13)23(27)28/h6-7,10H,8-9,11H2,1-5H3,(H,27,28)

> <INCHI_KEY>
HXFMRYFLZVSZMP-UHFFFAOYSA-N

> <FORMULA>
C23H25NO9

> <MOLECULAR_WEIGHT>
459.4459

> <EXACT_MASS>
459.152931403

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
45.53770915236951

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}-2-oxoacetyl)-2,3-dimethoxybenzoic acid

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
-0.4380458743935757

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3270227522635794

> <JCHEM_PKA_STRONGEST_BASIC>
7.400156242463443

> <JCHEM_POLAR_SURFACE_AREA>
120.83000000000003

> <JCHEM_REFRACTIVITY>
117.78319999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}-2-oxoacetyl)-2,3-dimethoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038598
     RDKit          3D
Narceinone
 58 60  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.2817    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4863   -0.8158    0.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1328   -0.6079    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5733    0.6546    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747    0.7684    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -0.3027    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.2368    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -1.3673    0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587    0.9693    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686    1.9755   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143    1.4045    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3148    0.6270    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.8264    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -1.4815    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.3484   -0.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7329   -2.0054   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -2.1079   -1.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    1.1636    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    2.4948    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    3.3052    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951    2.7826   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    3.6319   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0545    3.9916   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    4.6032   -0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679    4.5926    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9607    3.2403    0.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.5578    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1763   -2.7603    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -3.3004    1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -3.2653   -1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3231   -1.7080    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572   -2.9829    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3109   -3.6310   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1896    1.0403    0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4304   -0.0326    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1921    0.7866    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.5360    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183    1.7842    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207   -1.0417    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.3324   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1210   -1.1899    1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.5826    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344   -1.7206   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6191   -3.1063    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -1.6719    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400   -1.4867   -2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6484   -2.4620   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -2.9707   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    0.5511    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    4.4832   -1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262    4.7665   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    3.1830   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737    5.0602    1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    5.0615   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -3.5941   -1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208   -4.6477   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4151   -3.5473   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026   -3.0472   -1.4267 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 21 11  1  0
 26 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.530  -0.237   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864  -2.547   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.532  10.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.531  11.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.865   5.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.199   6.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198  -0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.531   6.693   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.199   8.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.531   8.233   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.865   9.003   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.198   9.003   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.864  -1.007   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       3.864   6.693   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.531   3.613   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.198  10.543   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.864   8.233   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      10.532   9.003   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.865  10.543   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   29                                                            
CONECT    4   30                                                            
CONECT    5   31                                                            
CONECT    6    7   13                                                       
CONECT    7    6   14                                                       
CONECT    8    9   12                                                       
CONECT    9    8   24                                                       
CONECT   10   12   15                                                       
CONECT   11   32   33                                                       
CONECT   12    8   10   16                                                  
CONECT   13    6   17   18                                                  
CONECT   14    7   20   29                                                  
CONECT   15   10   21   32                                                  
CONECT   16   12   19   22                                                  
CONECT   17   13   20   23                                                  
CONECT   18   13   19   25                                                  
CONECT   19   16   18   26                                                  
CONECT   20   14   17   30                                                  
CONECT   21   15   22   33                                                  
CONECT   22   16   21   31                                                  
CONECT   23   17   27   28                                                  
CONECT   24    1    2    9                                                  
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   23                                                            
CONECT   28   23                                                            
CONECT   29    3   14                                                       
CONECT   30    4   20                                                       
CONECT   31    5   22                                                       
CONECT   32   11   15                                                       
CONECT   33   11   21                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0038598
HETATM    1  C1  UNL     1      -7.377   0.282   1.072  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.486  -0.816   0.912  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.133  -0.608   0.733  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.573   0.655   0.692  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.175   0.768   0.505  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.353  -0.303   0.361  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.872  -0.237   0.202  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.359  -1.367   0.210  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.159   0.969   0.064  1.00  0.00           C  
HETATM   10  O3  UNL     1      -0.969   1.976  -0.177  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.214   1.405   0.121  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.315   0.627   0.389  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.243  -0.826   0.579  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.618  -1.482   0.757  1.00  0.00           C  
HETATM   15  N1  UNL     1       4.463  -1.348  -0.391  1.00  0.00           N  
HETATM   16  C12 UNL     1       5.733  -2.005  -0.093  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.847  -2.108  -1.490  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.604   1.164   0.488  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.799   2.495   0.316  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.741   3.305   0.045  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.495   2.783  -0.050  1.00  0.00           C  
HETATM   22  O4  UNL     1       0.439   3.632  -0.335  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.054   3.992  -1.645  1.00  0.00           C  
HETATM   24  O5  UNL     1       3.221   4.603  -0.084  1.00  0.00           O  
HETATM   25  C19 UNL     1       4.568   4.593   0.276  1.00  0.00           C  
HETATM   26  O6  UNL     1       4.961   3.240   0.367  1.00  0.00           O  
HETATM   27  C20 UNL     1      -2.976  -1.558   0.410  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.176  -2.760   0.268  1.00  0.00           C  
HETATM   29  O7  UNL     1      -1.702  -3.300   1.297  1.00  0.00           O  
HETATM   30  O8  UNL     1      -1.969  -3.265  -1.011  1.00  0.00           O  
HETATM   31  C22 UNL     1      -4.323  -1.708   0.590  1.00  0.00           C  
HETATM   32  O9  UNL     1      -4.857  -2.983   0.626  1.00  0.00           O  
HETATM   33  C23 UNL     1      -5.311  -3.631  -0.570  1.00  0.00           C  
HETATM   34  H1  UNL     1      -7.190   1.040   0.296  1.00  0.00           H  
HETATM   35  H2  UNL     1      -8.430  -0.033   1.020  1.00  0.00           H  
HETATM   36  H3  UNL     1      -7.192   0.787   2.057  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.174   1.536   0.800  1.00  0.00           H  
HETATM   38  H5  UNL     1      -2.818   1.784   0.503  1.00  0.00           H  
HETATM   39  H6  UNL     1       1.721  -1.042   1.508  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.874  -1.332  -0.349  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.121  -1.190   1.677  1.00  0.00           H  
HETATM   42  H9  UNL     1       3.370  -2.583   0.846  1.00  0.00           H  
HETATM   43  H10 UNL     1       6.534  -1.721  -0.796  1.00  0.00           H  
HETATM   44  H11 UNL     1       5.619  -3.106   0.004  1.00  0.00           H  
HETATM   45  H12 UNL     1       6.080  -1.672   0.929  1.00  0.00           H  
HETATM   46  H13 UNL     1       3.140  -1.487  -2.072  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.648  -2.462  -2.182  1.00  0.00           H  
HETATM   48  H15 UNL     1       3.294  -2.971  -1.104  1.00  0.00           H  
HETATM   49  H16 UNL     1       4.475   0.551   0.723  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.934   4.483  -1.571  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.726   4.767  -2.076  1.00  0.00           H  
HETATM   52  H19 UNL     1      -0.001   3.183  -2.366  1.00  0.00           H  
HETATM   53  H20 UNL     1       4.774   5.060   1.257  1.00  0.00           H  
HETATM   54  H21 UNL     1       5.132   5.061  -0.552  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.076  -3.594  -1.291  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.921  -4.648  -0.670  1.00  0.00           H  
HETATM   57  H24 UNL     1      -6.415  -3.547  -0.602  1.00  0.00           H  
HETATM   58  H25 UNL     1      -4.903  -3.047  -1.427  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   31
CONECT    4    5   37
CONECT    5    6    6   38
CONECT    6    7   27
CONECT    7    8    8    9
CONECT    9   10   10   11
CONECT   11   12   12   21
CONECT   12   13   18
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   17
CONECT   16   43   44   45
CONECT   17   46   47   48
CONECT   18   19   19   49
CONECT   19   20   26
CONECT   20   21   21   24
CONECT   21   22
CONECT   22   23
CONECT   23   50   51   52
CONECT   24   25
CONECT   25   26   53   54
CONECT   27   28   31   31
CONECT   28   29   29   30
CONECT   30   55
CONECT   31   32
CONECT   32   33
CONECT   33   56   57   58
END

HMDB0038598
     RDKit          3D
Narceinone
 58 60  0  0  0  0  0  0  0  0999 V2000
   -7.3773    0.2817    1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4863   -0.8158    0.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1328   -0.6079    0.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5733    0.6546    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747    0.7684    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528   -0.3027    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -0.2368    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -1.3673    0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587    0.9693    0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9686    1.9755   -0.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143    1.4045    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3148    0.6270    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2431   -0.8264    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -1.4815    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632   -1.3484   -0.3905 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7329   -2.0054   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -2.1079   -1.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6041    1.1636    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993    2.4948    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    3.3052    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4951    2.7826   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    3.6319   -0.3346 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0545    3.9916   -1.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    4.6032   -0.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5679    4.5926    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9607    3.2403    0.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.5578    0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1763   -2.7603    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022   -3.3004    1.2968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692   -3.2653   -1.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3231   -1.7080    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8572   -2.9829    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3109   -3.6310   -0.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1896    1.0403    0.2964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4304   -0.0326    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1921    0.7866    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    1.5360    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183    1.7842    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7207   -1.0417    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8742   -1.3324   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1210   -1.1899    1.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.5826    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5344   -1.7206   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6191   -3.1063    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0802   -1.6719    0.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1400   -1.4867   -2.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6484   -2.4620   -2.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2938   -2.9707   -1.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749    0.5511    0.7233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342    4.4832   -1.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262    4.7665   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0011    3.1830   -2.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737    5.0602    1.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    5.0615   -0.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -3.5941   -1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9208   -4.6477   -0.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4151   -3.5473   -0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026   -3.0472   -1.4267 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
  6 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 27 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 21 11  1  0
 26 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  5 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 25 53  1  0
 25 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}-2-oxoacetyl)-2,3-dimethoxybenzoate	HMDB

Chemical Formula

C₂₃H₂₅NO₉

Average Molecular Weight

459.4459

Monoisotopic Molecular Weight

459.152931403

IUPAC Name

6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}-2-oxoacetyl)-2,3-dimethoxybenzoic acid

Traditional Name

6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}-2-oxoacetyl)-2,3-dimethoxybenzoic acid

CAS Registry Number

125187-48-6

SMILES

COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)C(=O)C1=C(OC)C2=C(OCO2)C=C1CCN(C)C

InChI Identifier

InChI=1S/C23H25NO9/c1-24(2)9-8-12-10-15-21(33-11-32-15)22(31-5)16(12)19(26)18(25)13-6-7-14(29-3)20(30-4)17(13)23(27)28/h6-7,10H,8-9,11H2,1-5H3,(H,27,28)

InChI Key

HXFMRYFLZVSZMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
M-methoxybenzoic acid or derivatives
O-methoxybenzoic acid or derivatives
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Benzoic acid or derivatives
Benzoic acid
Phenethylamine
Methoxybenzene
Aryl ketone
Anisole
Phenol ether
Phenoxy compound
Benzoyl
Aralkylamine
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Alpha-diketone
Amino acid
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Ketone
Oxacycle
Organoheterocyclic compound
Acetal
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Organic oxide
Amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen 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: HMDB0038598)
Cytoplasm (HMDB: HMDB0038598)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038598)

Source

Exogenous

Food

Food (HMDB: HMDB0038598)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Endogenous

Plant

Plant (HMDB: HMDB0038598)

Not Available

Nutrient (HMDB: HMDB0038598)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 °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	0.14 g/L	ALOGPS
logP	1.99	ALOGPS
logP	-0.44	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	117.78 m³·mol⁻¹	ChemAxon
Polarizability	45.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.2	31661259
DarkChem	[M-H]-	201.544	31661259
DeepCCS	[M+H]+	206.15	30932474
DeepCCS	[M-H]-	203.755	30932474
DeepCCS	[M-2H]-	236.666	30932474
DeepCCS	[M+Na]+	212.063	30932474
AllCCS	[M+H]+	206.1	32859911
AllCCS	[M+H-H2O]+	203.8	32859911
AllCCS	[M+NH4]+	208.2	32859911
AllCCS	[M+Na]+	208.9	32859911
AllCCS	[M-H]-	211.4	32859911
AllCCS	[M+Na-2H]-	212.1	32859911
AllCCS	[M+HCOO]-	213.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Narceinone	COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)C(=O)C1=C(OC)C2=C(OCO2)C=C1CCN(C)C	4601.5	Standard polar	33892256
Narceinone	COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)C(=O)C1=C(OC)C2=C(OCO2)C=C1CCN(C)C	3158.9	Standard non polar	33892256
Narceinone	COC1=C(OC)C(C(O)=O)=C(C=C1)C(=O)C(=O)C1=C(OC)C2=C(OCO2)C=C1CCN(C)C	3401.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Narceinone,1TMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=C(CCN(C)C)C=C3OCOC3=C2OC)C(C(=O)O[Si](C)(C)C)=C1OC	3425.3	Semi standard non polar	33892256
Narceinone,1TBDMS,isomer #1	COC1=CC=C(C(=O)C(=O)C2=C(CCN(C)C)C=C3OCOC3=C2OC)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1OC	3627.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Narceinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9530500000-1e54bbe78dbb230e38b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narceinone GC-MS (1 TMS) - 70eV, Positive	splash10-0aor-9230340000-f0d5406a85d117e866f1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narceinone 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 - Narceinone 10V, Positive-QTOF	splash10-03di-0020900000-11db2cbdfc5750a581b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 20V, Positive-QTOF	splash10-0wml-0163900000-46f3934bc0cc19d9cda1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 40V, Positive-QTOF	splash10-0umi-0591000000-0381be487e43f4e094cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 10V, Negative-QTOF	splash10-0bt9-0011900000-fddde9283a2673b33902	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 20V, Negative-QTOF	splash10-01ot-0328900000-cd7583199ca1741934e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 40V, Negative-QTOF	splash10-0005-0219100000-a63e5c30c0d1de07fe11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 10V, Negative-QTOF	splash10-06r5-0004900000-0dd9ea4648c054b066a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 20V, Negative-QTOF	splash10-0a4i-0124900000-8c765f6873e47de32342	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 40V, Negative-QTOF	splash10-0aba-0319600000-b8869b8b91a7cb31570d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 10V, Positive-QTOF	splash10-03di-0000900000-5a39426fb7cfd4e5759a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 20V, Positive-QTOF	splash10-0007-0054900000-9dbba6aa84f4991ba227	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narceinone 40V, Positive-QTOF	splash10-0a4i-6695600000-a7c0c15693e587d7bcb3	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB017989

KNApSAcK ID

C00028646

Chemspider ID

30777273

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14355673

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 Narceinone (HMDB0038598)

MOL for HMDB0038598 (Narceinone)

3D MOL for HMDB0038598 (Narceinone)

3D SDF for HMDB0038598 (Narceinone)

3D-SDF for HMDB0038598 (Narceinone)

PDB for HMDB0038598 (Narceinone)

3D PDB for HMDB0038598 (Narceinone)

SMILES for HMDB0038598 (Narceinone)

INCHI for HMDB0038598 (Narceinone)

Structure for HMDB0038598 (Narceinone)

3D Structure for HMDB0038598 (Narceinone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra