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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:55:04 UTC

Update Date

2021-09-26 22:50:51 UTC

HMDB ID

HMDB0243674

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(R)-Canadine

Description

canadine, also known as xanthopuccine, belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. Based on a literature review a small amount of articles have been published on canadine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (r)-canadine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (R)-Canadine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004161520062D          

 25 29  0  0  0  0            999 V2000
    2.2354   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6370   -0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9366   -0.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3600   -0.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584    0.5787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817    1.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2066    1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4331    0.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8347   -0.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6389   -0.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127   -1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9540   -1.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4113   -0.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5864   -0.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849   -0.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335    0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7101   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8852   -0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837    0.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    0.6289    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 12 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0249579
     RDKit          3D
(S)-Canadine
 46 50  0  0  0  0  0  0  0  0999 V2000
   -5.9313   -1.7312    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.8187   -0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929   -0.6209    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -1.3313    1.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.1139    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514   -0.2085    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025    0.4689   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.2711   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.0003   -1.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022    2.2644   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855    1.4493   -0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    0.8504   -0.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -0.3983   -1.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -1.3439   -1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817   -0.6892   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927   -1.0839   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -0.4440   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    0.6317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4677    1.0276    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    0.3862    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0037    0.7934    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.0253    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9956    1.0867    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506    0.4843    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3992   -0.6436   -0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9870   -1.5794    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5866   -2.7611    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9114   -1.4770    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065   -2.0367    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439   -1.6511    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9449    2.1292   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    2.9531   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386    2.7546   -2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    2.4308   -0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141    1.5225   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.1488   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -0.9194   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.2050   -0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -1.8275   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -1.9322   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    1.8654    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851    1.8531    0.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7323   -0.9999    1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    0.4823    2.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.1379    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.1473   -0.2995 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
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 21 12  1  0
 22  6  1  0
 20 15  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
M  END


  Mrv1533004161520062D          

 25 29  0  0  0  0            999 V2000
    2.2354   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6370   -0.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4619   -0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8635   -1.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6884   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1117   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9366   -0.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3600   -0.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584    0.5787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3817    1.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2066    1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6082    0.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4331    0.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8347   -0.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6389   -0.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7127   -1.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9540   -1.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4113   -0.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5864   -0.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849   -0.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1335    0.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7101   -0.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8852   -0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4837    0.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    0.6289    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 12 20  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243674

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3

> <INCHI_KEY>
VZTUIEROBZXUFA-UHFFFAOYSA-N

> <FORMULA>
C20H21NO4

> <MOLECULAR_WEIGHT>
339.391

> <EXACT_MASS>
339.14705816

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
37.72145803107781

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-2,4(8),9,15,17,19-hexaene

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.0865507193333337

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.902648773833444

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
94.196

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
canadin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249579
     RDKit          3D
(S)-Canadine
 46 50  0  0  0  0  0  0  0  0999 V2000
   -5.9313   -1.7312    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.8187   -0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929   -0.6209    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -1.3313    1.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.1139    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514   -0.2085    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025    0.4689   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.2711   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.0003   -1.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022    2.2644   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855    1.4493   -0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    0.8504   -0.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -0.3983   -1.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -1.3439   -1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817   -0.6892   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927   -1.0839   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -0.4440   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    0.6317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4677    1.0276    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    0.3862    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0037    0.7934    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.0253    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9956    1.0867    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506    0.4843    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3992   -0.6436   -0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9870   -1.5794    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5866   -2.7611    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9114   -1.4770    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065   -2.0367    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439   -1.6511    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9449    2.1292   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    2.9531   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386    2.7546   -2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    2.4308   -0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141    1.5225   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.1488   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -0.9194   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.2050   -0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -1.8275   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -1.9322   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    1.8654    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851    1.8531    0.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7323   -0.9999    1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    0.4823    2.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.1379    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.1473   -0.2995 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
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 21 12  1  0
 22  6  1  0
 20 15  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.173  -0.148   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.922  -1.493   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.462  -1.517   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.212  -2.862   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.752  -2.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.542  -1.563   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.082  -1.587   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.872  -0.265   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      11.122   1.080   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.912   2.402   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.452   2.379   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.202   1.033   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.742   1.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.491  -0.335   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.993  -0.678   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.130  -2.212   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.714  -2.817   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      15.701  -1.657   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.161  -1.634   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.412  -0.288   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.582   1.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.792  -0.218   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.252  -0.195   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.503   1.150   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.963   1.174   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    8   12                                                  
CONECT   21    9   22                                                       
CONECT   22   21    6   23                                                  
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0249579
HETATM    1  C1  UNL     1      -5.931  -1.731   0.495  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.113  -0.819  -0.210  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.793  -0.621   0.163  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.289  -1.331   1.236  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.979  -1.114   1.581  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.151  -0.208   0.889  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.703   0.469  -0.168  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.033   0.271  -0.545  1.00  0.00           C  
HETATM    9  O2  UNL     1      -3.522   1.000  -1.634  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.102   2.264  -1.310  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.885   1.449  -0.959  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.463   0.850  -0.982  1.00  0.00           N  
HETATM   13  C10 UNL     1       0.463  -0.398  -1.687  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.541  -1.344  -1.297  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.682  -0.689  -0.614  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.993  -1.084  -0.750  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.030  -0.444  -0.093  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.787   0.632   0.735  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.468   1.028   0.870  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.438   0.386   0.214  1.00  0.00           C  
HETATM   21  C18 UNL     1       1.004   0.793   0.342  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.255  -0.025   1.323  1.00  0.00           C  
HETATM   23  O3  UNL     1       5.996   1.087   1.267  1.00  0.00           O  
HETATM   24  C20 UNL     1       7.051   0.484   0.510  1.00  0.00           C  
HETATM   25  O4  UNL     1       6.399  -0.644  -0.064  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.987  -1.579   0.126  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.587  -2.761   0.348  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.911  -1.477   1.593  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.906  -2.037   1.788  1.00  0.00           H  
HETATM   30  H5  UNL     1      -1.544  -1.651   2.418  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.945   2.129  -0.596  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.329   2.953  -0.874  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.439   2.755  -2.258  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.825   2.431  -0.472  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.214   1.522  -1.995  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.503  -0.149  -2.785  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.518  -0.919  -1.553  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.139  -2.205  -0.694  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.924  -1.828  -2.243  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.193  -1.932  -1.402  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.242   1.865   1.510  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.985   1.853   0.725  1.00  0.00           H  
HETATM   43  H18 UNL     1       0.732  -1.000   1.559  1.00  0.00           H  
HETATM   44  H19 UNL     1       0.178   0.482   2.332  1.00  0.00           H  
HETATM   45  H20 UNL     1       7.844   0.138   1.177  1.00  0.00           H  
HETATM   46  H21 UNL     1       7.399   1.147  -0.299  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10
CONECT   10   31   32   33
CONECT   11   12   34   35
CONECT   12   13   21
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   16   20
CONECT   16   17   40
CONECT   17   18   18   25
CONECT   18   19   23
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   22   42
CONECT   22   43   44
CONECT   23   24
CONECT   24   25   45   46
END

HMDB0249579
     RDKit          3D
(S)-Canadine
 46 50  0  0  0  0  0  0  0  0999 V2000
   -5.9313   -1.7312    0.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.8187   -0.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929   -0.6209    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2890   -1.3313    1.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9789   -1.1139    1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1514   -0.2085    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7025    0.4689   -0.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.2711   -0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5218    1.0003   -1.6339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1022    2.2644   -1.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8855    1.4493   -0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    0.8504   -0.9818 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627   -0.3983   -1.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -1.3439   -1.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817   -0.6892   -0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927   -1.0839   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -0.4440   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7869    0.6317    0.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4677    1.0276    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4377    0.3862    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0037    0.7934    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -0.0253    1.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9956    1.0867    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506    0.4843    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3992   -0.6436   -0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9870   -1.5794    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5866   -2.7611    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9114   -1.4770    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065   -2.0367    1.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5439   -1.6511    2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9449    2.1292   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    2.9531   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4386    2.7546   -2.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    2.4308   -0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2141    1.5225   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.1488   -2.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -0.9194   -1.5531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1388   -2.2050   -0.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -1.8275   -2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1932   -1.9322   -1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2418    1.8654    1.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851    1.8531    0.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7323   -0.9999    1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782    0.4823    2.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8436    0.1379    1.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3994    1.1473   -0.2995 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
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 21 12  1  0
 22  6  1  0
 20 15  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine	ChEBI
5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizine	ChEBI
9,10-Dimethoxy-2,3-(methylenedioxy)berbine	ChEBI
Canadin	ChEBI
Tetrahydroberberine	ChEBI
Xanthopuccine	ChEBI
Canadine, (+-)-isomer	MeSH, HMDB
Canadine, (S)-isomer	MeSH, HMDB
Canadine hydrochloride	MeSH, HMDB
Canadine, (R)-isomer	MeSH, HMDB

Chemical Formula

C₂₀H₂₁NO₄

Average Molecular Weight

339.391

Monoisotopic Molecular Weight

339.14705816

IUPAC Name

16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-2,4(8),9,15,17,19-hexaene

Traditional Name

canadin

CAS Registry Number

Not Available

SMILES

COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC

InChI Identifier

InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3

InChI Key

VZTUIEROBZXUFA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Tetrahydroprotoberberine skeleton
Tetrahydroisoquinoline
Benzodioxole
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:22998 )
organic heteropentacyclic compound (CHEBI:22998 )
berberine alkaloid (CHEBI:22998 )
oxacycle (CHEBI:22998 )
a small molecule (S-TETRAHYDROBERBERINE )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.7	ALOGPS
logP	3.09	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.2 m³·mol⁻¹	ChemAxon
Polarizability	37.72 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
DeepCCS	[M-2H]-	220.132	30932474
DeepCCS	[M+Na]+	195.359	30932474
AllCCS	[M+H]+	182.2	32859911
AllCCS	[M+H-H2O]+	179.4	32859911
AllCCS	[M+NH4]+	184.8	32859911
AllCCS	[M+Na]+	185.6	32859911
AllCCS	[M-H]-	182.6	32859911
AllCCS	[M+Na-2H]-	181.9	32859911
AllCCS	[M+HCOO]-	181.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-Canadine	COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC	2703.4	Standard non polar	33892256
(R)-Canadine	COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC	2703.3	Standard non polar	33892256
(R)-Canadine	COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC	3020.6	Semi standard non polar	33892256
(R)-Canadine	COC1=CC=C2CC3N(CCC4=CC5=C(OCO5)C=C34)CC2=C1OC	3020.7	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 - (R)-Canadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ds-0936000000-2ef2ecf5b59bb80983c2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Canadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Canadine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Canadine 40V, Positive-QTOF	splash10-004i-0900000000-3534c40094334e877b54	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Canadine 20V, Positive-QTOF	splash10-004l-0904000000-2d53313907439723e6e3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Canadine 10V, Positive-QTOF	splash10-0006-0209000000-cc5ab71e8b9121723a26	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 10V, Positive-QTOF	splash10-0006-0009000000-f31964750248780eb770	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 20V, Positive-QTOF	splash10-0006-0019000000-c6398143436d0b8283dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 40V, Positive-QTOF	splash10-002f-0690000000-b2b45f4e103d82fb14fd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 10V, Negative-QTOF	splash10-000i-0009000000-fe3a00a1a08d036b48d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 20V, Negative-QTOF	splash10-000i-0019000000-cee6687b274772151a2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 40V, Negative-QTOF	splash10-00dl-0392000000-b5772255a7ead50853d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 10V, Positive-QTOF	splash10-0006-0009000000-952964009ca467e58825	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 20V, Positive-QTOF	splash10-0006-0009000000-e828629c20a2db682012	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 40V, Positive-QTOF	splash10-000i-0946000000-079dd7d3d8a3d7c8e15a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 10V, Negative-QTOF	splash10-000i-0009000000-a9f00908271fb71883c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 20V, Negative-QTOF	splash10-052r-0009000000-3ed8d3569e862d52f044	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Canadine 40V, Negative-QTOF	splash10-007c-0195000000-a9539962a59de76ca561	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00001827

Chemspider ID

31709

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Canadine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

22998

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (R)-Canadine (HMDB0243674)

MOL for HMDB0243674 ((R)-Canadine)

3D MOL for HMDB0243674 ((R)-Canadine)

3D SDF for HMDB0243674 ((R)-Canadine)

3D-SDF for HMDB0243674 ((R)-Canadine)

PDB for HMDB0243674 ((R)-Canadine)

3D PDB for HMDB0243674 ((R)-Canadine)

SMILES for HMDB0243674 ((R)-Canadine)

INCHI for HMDB0243674 ((R)-Canadine)

Structure for HMDB0243674 ((R)-Canadine)

3D Structure for HMDB0243674 ((R)-Canadine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra