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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:15 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030172

Secondary Accession Numbers

HMDB30172

Metabolite Identification

Common Name

Oxyacanthine

Description

Oxyacanthine, also known as N-methylsepeerine, belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Oxyacanthine is a very strong basic compound (based on its pKa). Oxyacanthine is a bitter tasting compound. Outside of the human body, oxyacanthine has been detected, but not quantified in, fruits and tea. This could make oxyacanthine a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061305032D          

 45 51  0  0  0  0            999 V2000
    4.4339   -4.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7194    2.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3772    1.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 45 31  1  0  0  0  0
M  END

HMDB0030172
     RDKit          3D
Oxyacanthine
 85 91  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 05061305032D          

 45 51  0  0  0  0            999 V2000
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    0.8615   -0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3546   -3.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308   -3.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4339   -0.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905    1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049   -1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5590   -1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075   -4.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4339   -1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760    1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0459   -2.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7194   -3.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    0.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -4.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838   -4.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7194   -0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0049    1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760    0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0049    0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905    0.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4339   -3.4687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470    0.6563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3663   -5.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1319    0.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7194    1.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8962    0.5679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905   -0.5812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357   -3.7714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 22  6  2  0  0  0  0
 22  7  1  0  0  0  0
 22 16  1  0  0  0  0
 23  8  1  0  0  0  0
 23 17  1  0  0  0  0
 23 18  2  0  0  0  0
 24 12  1  0  0  0  0
 24 19  2  0  0  0  0
 25 13  1  0  0  0  0
 25 20  2  0  0  0  0
 26  9  2  0  0  0  0
 26 10  1  0  0  0  0
 27 21  2  0  0  0  0
 27 24  1  0  0  0  0
 28 17  1  0  0  0  0
 28 27  1  0  0  0  0
 29 16  1  0  0  0  0
 30 11  1  0  0  0  0
 31 18  1  0  0  0  0
 31 30  2  0  0  0  0
 32 19  1  0  0  0  0
 33 21  1  0  0  0  0
 33 32  2  0  0  0  0
 34 20  1  0  0  0  0
 35 25  1  0  0  0  0
 35 29  1  0  0  0  0
 36 34  2  0  0  0  0
 37 35  2  0  0  0  0
 37 36  1  0  0  0  0
 38  1  1  0  0  0  0
 38 14  1  0  0  0  0
 38 28  1  0  0  0  0
 39  2  1  0  0  0  0
 39 15  1  0  0  0  0
 39 29  1  0  0  0  0
 40 30  1  0  0  0  0
 41  3  1  0  0  0  0
 41 32  1  0  0  0  0
 42  4  1  0  0  0  0
 42 34  1  0  0  0  0
 43  5  1  0  0  0  0
 43 36  1  0  0  0  0
 44 33  1  0  0  0  0
 44 37  1  0  0  0  0
 45 26  1  0  0  0  0
 45 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030172

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC

> <INCHI_IDENTIFIER>
InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3

> <INCHI_KEY>
HGNHIFJNOKGSKI-UHFFFAOYSA-N

> <FORMULA>
C37H40N2O6

> <MOLECULAR_WEIGHT>
608.7233

> <EXACT_MASS>
608.288637022

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
66.45879922377799

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
5.722183992616716

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.941856445244547

> <JCHEM_PKA_STRONGEST_BASIC>
8.319613580932149

> <JCHEM_POLAR_SURFACE_AREA>
72.86000000000001

> <JCHEM_REFRACTIVITY>
175.63229999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030172
     RDKit          3D
Oxyacanthine
 85 91  0  0  0  0  0  0  0  0999 V2000
   -0.3606    1.8543   -4.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    1.4537   -2.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.3376   -1.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    1.6661   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    1.5787   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6321    1.1671   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978    0.8449    0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    0.9271   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0128    0.6502   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1780    0.6077    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654    1.2067    1.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    2.0030    2.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756    3.3973    2.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461    1.1114    2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1741    1.7462    3.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537    1.6531    3.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8433    0.3877    1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819   -0.2377    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2184   -0.1416   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -0.9222   -1.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -2.4159   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789   -2.9084   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022   -3.4371   -1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -3.8353   -0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780   -3.6975    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910   -3.1786    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467   -2.7715    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569   -4.0737    1.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1414   -3.1201    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.8199    1.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183   -1.0783    1.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3839   -1.6636    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639   -2.9618    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3577   -5.0264    0.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308    0.3989    1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073    1.1775    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4462    2.5531    0.4602 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5345    2.8589    1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    2.9777   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1228    1.9880   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -0.6950   -2.2231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4268    0.6893   -2.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3616   -1.3216   -1.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6229   -0.9614   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.9067   -4.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8527    1.9884   -3.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1959    0.5502    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7174    3.7808    2.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4176    3.6159    1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3974    2.0933    4.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2370    2.1890    3.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456    0.3011    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280   -0.5952   -1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3304   -2.9154   -2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -2.5754   -0.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6578   -3.6261   -2.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223   -4.2733   -1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694   -3.0178    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -2.3681    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1413   -1.4202    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3145   -1.0856    0.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3616   -3.3976    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054   -5.4061   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    0.6132    1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0503    0.8707    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186    0.6942   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899    3.9335    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    2.6300    2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    2.2895    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7708    3.0168   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790    3.9879   -1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635    2.6151   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329    1.1270   -2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225    1.2696   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2740    0.7636   -3.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    1.1321   -2.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2204   -0.9310   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -2.4177   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028   -1.7867    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5031   -0.2470   -0.1779 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
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  9 10  1  0
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 19 10  1  0
 27 22  1  0
 34 29  1  0
 41  5  1  0
 37  6  1  0
 45 18  1  0
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 45 84  1  0
 45 85  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       8.277  -8.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.059   0.455   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.253   0.228   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.943   5.075   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.171   2.311   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.480  -2.745   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.002  -3.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.736  -9.274   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.044  -4.178   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.438  -5.156   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.341  -9.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.610  -4.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.608   3.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.610  -5.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.274   2.765   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.608  -1.085   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.262  -7.086   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.604  -6.859   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.277  -1.855   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.276   3.535   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.609  -3.395   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.043  -2.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.867  -7.740   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.277  -3.395   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.942   2.765   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.086  -5.383   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.943  -4.165   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.943  -5.705   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.608   0.455   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.078  -9.046   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.210  -7.512   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.943  -1.085   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.609  -1.855   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.609   2.765   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.942   1.225   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.609   1.225   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.276   0.455   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       8.277  -6.475   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0       0.274   1.225   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0       0.684  -9.700   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       7.713   0.235   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.943   3.535   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.273   1.060   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.276  -1.085   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.440  -7.040   0.000  0.00  0.00           O+0
CONECT    1   38                                                            
CONECT    2   39                                                            
CONECT    3   41                                                            
CONECT    4   42                                                            
CONECT    5   43                                                            
CONECT    6    9   22                                                       
CONECT    7   10   22                                                       
CONECT    8   11   23                                                       
CONECT    9    6   26                                                       
CONECT   10    7   26                                                       
CONECT   11    8   30                                                       
CONECT   12   14   24                                                       
CONECT   13   15   25                                                       
CONECT   14   12   38                                                       
CONECT   15   13   39                                                       
CONECT   16   22   29                                                       
CONECT   17   23   28                                                       
CONECT   18   23   31                                                       
CONECT   19   24   32                                                       
CONECT   20   25   34                                                       
CONECT   21   27   33                                                       
CONECT   22    6    7   16                                                  
CONECT   23    8   17   18                                                  
CONECT   24   12   19   27                                                  
CONECT   25   13   20   35                                                  
CONECT   26    9   10   45                                                  
CONECT   27   21   24   28                                                  
CONECT   28   17   27   38                                                  
CONECT   29   16   35   39                                                  
CONECT   30   11   31   40                                                  
CONECT   31   18   30   45                                                  
CONECT   32   19   33   41                                                  
CONECT   33   21   32   44                                                  
CONECT   34   20   36   42                                                  
CONECT   35   25   29   37                                                  
CONECT   36   34   37   43                                                  
CONECT   37   35   36   44                                                  
CONECT   38    1   14   28                                                  
CONECT   39    2   15   29                                                  
CONECT   40   30                                                            
CONECT   41    3   32                                                       
CONECT   42    4   34                                                       
CONECT   43    5   36                                                       
CONECT   44   33   37                                                       
CONECT   45   26   31                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  102    0
END

COMPND    HMDB0030172
HETATM    1  C1  UNL     1      -0.361   1.854  -4.026  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.544   1.454  -2.717  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.480   1.338  -1.766  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.699   1.666  -2.273  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.760   1.579  -1.410  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.632   1.167  -0.048  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.398   0.845   0.444  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.280   0.927  -0.430  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.013   0.650  -0.129  1.00  0.00           O  
HETATM   10  C8  UNL     1      -2.178   0.608   0.467  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.565   1.207   1.642  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.736   2.003   2.455  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.676   3.397   2.226  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.846   1.111   2.200  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.174   1.746   3.400  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.454   1.653   3.963  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.843   0.388   1.594  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.482  -0.238   0.394  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.218  -0.142  -0.148  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.011  -0.922  -1.393  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.999  -2.416  -1.095  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.679  -2.908  -0.525  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.702  -3.437  -1.327  1.00  0.00           C  
HETATM   24  C20 UNL     1       0.544  -3.835  -0.755  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.778  -3.697   0.558  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.191  -3.179   1.356  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.447  -2.771   0.818  1.00  0.00           C  
HETATM   28  O5  UNL     1       2.057  -4.074   1.157  1.00  0.00           O  
HETATM   29  C24 UNL     1       3.141  -3.120   1.150  1.00  0.00           C  
HETATM   30  C25 UNL     1       3.077  -1.820   1.585  1.00  0.00           C  
HETATM   31  C26 UNL     1       4.218  -1.078   1.456  1.00  0.00           C  
HETATM   32  C27 UNL     1       5.384  -1.664   0.913  1.00  0.00           C  
HETATM   33  C28 UNL     1       5.464  -2.962   0.485  1.00  0.00           C  
HETATM   34  C29 UNL     1       4.293  -3.680   0.620  1.00  0.00           C  
HETATM   35  O6  UNL     1       4.358  -5.026   0.183  1.00  0.00           O  
HETATM   36  C30 UNL     1       4.431   0.399   1.673  1.00  0.00           C  
HETATM   37  C31 UNL     1       4.007   1.178   0.495  1.00  0.00           C  
HETATM   38  N1  UNL     1       4.446   2.553   0.460  1.00  0.00           N  
HETATM   39  C32 UNL     1       5.534   2.859   1.337  1.00  0.00           C  
HETATM   40  C33 UNL     1       4.669   2.978  -0.904  1.00  0.00           C  
HETATM   41  C34 UNL     1       4.123   1.988  -1.906  1.00  0.00           C  
HETATM   42  N2  UNL     1      -4.179  -0.695  -2.223  1.00  0.00           N  
HETATM   43  C35 UNL     1      -4.427   0.689  -2.471  1.00  0.00           C  
HETATM   44  C36 UNL     1      -5.362  -1.322  -1.670  1.00  0.00           C  
HETATM   45  C37 UNL     1      -5.623  -0.961  -0.255  1.00  0.00           C  
HETATM   46  H1  UNL     1       0.010   2.907  -4.019  1.00  0.00           H  
HETATM   47  H2  UNL     1      -1.312   1.764  -4.566  1.00  0.00           H  
HETATM   48  H3  UNL     1       0.385   1.222  -4.546  1.00  0.00           H  
HETATM   49  H4  UNL     1       1.853   1.988  -3.318  1.00  0.00           H  
HETATM   50  H5  UNL     1       1.196   0.550   1.519  1.00  0.00           H  
HETATM   51  H6  UNL     1      -0.986   3.841   2.973  1.00  0.00           H  
HETATM   52  H7  UNL     1      -2.717   3.781   2.398  1.00  0.00           H  
HETATM   53  H8  UNL     1      -1.418   3.616   1.184  1.00  0.00           H  
HETATM   54  H9  UNL     1      -5.695   0.579   4.091  1.00  0.00           H  
HETATM   55  H10 UNL     1      -5.397   2.093   4.987  1.00  0.00           H  
HETATM   56  H11 UNL     1      -6.237   2.189   3.428  1.00  0.00           H  
HETATM   57  H12 UNL     1      -5.846   0.301   2.011  1.00  0.00           H  
HETATM   58  H13 UNL     1      -2.128  -0.595  -1.930  1.00  0.00           H  
HETATM   59  H14 UNL     1      -3.330  -2.915  -2.035  1.00  0.00           H  
HETATM   60  H15 UNL     1      -3.894  -2.575  -0.468  1.00  0.00           H  
HETATM   61  H16 UNL     1      -0.658  -3.626  -2.444  1.00  0.00           H  
HETATM   62  H17 UNL     1       1.222  -4.273  -1.560  1.00  0.00           H  
HETATM   63  H18 UNL     1      -0.169  -3.018   2.475  1.00  0.00           H  
HETATM   64  H19 UNL     1      -2.058  -2.368   1.684  1.00  0.00           H  
HETATM   65  H20 UNL     1       2.141  -1.420   2.094  1.00  0.00           H  
HETATM   66  H21 UNL     1       6.314  -1.086   0.804  1.00  0.00           H  
HETATM   67  H22 UNL     1       6.362  -3.398   0.074  1.00  0.00           H  
HETATM   68  H23 UNL     1       5.205  -5.406  -0.197  1.00  0.00           H  
HETATM   69  H24 UNL     1       5.559   0.613   1.766  1.00  0.00           H  
HETATM   70  H25 UNL     1       4.050   0.871   2.571  1.00  0.00           H  
HETATM   71  H26 UNL     1       4.719   0.694  -0.301  1.00  0.00           H  
HETATM   72  H27 UNL     1       5.790   3.934   1.161  1.00  0.00           H  
HETATM   73  H28 UNL     1       5.354   2.630   2.384  1.00  0.00           H  
HETATM   74  H29 UNL     1       6.428   2.289   0.998  1.00  0.00           H  
HETATM   75  H30 UNL     1       5.771   3.017  -1.066  1.00  0.00           H  
HETATM   76  H31 UNL     1       4.279   3.988  -1.106  1.00  0.00           H  
HETATM   77  H32 UNL     1       3.963   2.615  -2.854  1.00  0.00           H  
HETATM   78  H33 UNL     1       4.733   1.127  -2.120  1.00  0.00           H  
HETATM   79  H34 UNL     1      -4.723   1.270  -1.569  1.00  0.00           H  
HETATM   80  H35 UNL     1      -5.274   0.764  -3.183  1.00  0.00           H  
HETATM   81  H36 UNL     1      -3.549   1.132  -2.989  1.00  0.00           H  
HETATM   82  H37 UNL     1      -6.220  -0.931  -2.292  1.00  0.00           H  
HETATM   83  H38 UNL     1      -5.382  -2.418  -1.839  1.00  0.00           H  
HETATM   84  H39 UNL     1      -5.903  -1.787   0.420  1.00  0.00           H  
HETATM   85  H40 UNL     1      -6.503  -0.247  -0.178  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   49
CONECT    5    6    6   41
CONECT    6    7   37
CONECT    7    8    8   50
CONECT    8    9
CONECT    9   10
CONECT   10   11   11   19
CONECT   11   12   14
CONECT   12   13
CONECT   13   51   52   53
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   54   55   56
CONECT   17   18   57
CONECT   18   19   19   45
CONECT   19   20
CONECT   20   21   42   58
CONECT   21   22   59   60
CONECT   22   23   23   27
CONECT   23   24   61
CONECT   24   25   25   62
CONECT   25   26   28
CONECT   26   27   27   63
CONECT   27   64
CONECT   28   29
CONECT   29   30   30   34
CONECT   30   31   65
CONECT   31   32   32   36
CONECT   32   33   66
CONECT   33   34   34   67
CONECT   34   35
CONECT   35   68
CONECT   36   37   69   70
CONECT   37   38   71
CONECT   38   39   40
CONECT   39   72   73   74
CONECT   40   41   75   76
CONECT   41   77   78
CONECT   42   43   44
CONECT   43   79   80   81
CONECT   44   45   82   83
CONECT   45   84   85
END

HMDB0030172
     RDKit          3D
Oxyacanthine
 85 91  0  0  0  0  0  0  0  0999 V2000
   -0.3606    1.8543   -4.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442    1.4537   -2.7172 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    1.3376   -1.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    1.6661   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7596    1.5787   -1.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6321    1.1671   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978    0.8449    0.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2798    0.9271   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0128    0.6502   -0.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1780    0.6077    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5654    1.2067    1.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355    2.0030    2.4550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6756    3.3973    2.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8461    1.1114    2.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1741    1.7462    3.4004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537    1.6531    3.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8433    0.3877    1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4819   -0.2377    0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2184   -0.1416   -0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0114   -0.9222   -1.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -2.4159   -1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6789   -2.9084   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022   -3.4371   -1.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5444   -3.8353   -0.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7780   -3.6975    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910   -3.1786    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467   -2.7715    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569   -4.0737    1.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1414   -3.1201    1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766   -1.8199    1.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2183   -1.0783    1.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3839   -1.6636    0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639   -2.9618    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2933   -3.6805    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3577   -5.0264    0.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308    0.3989    1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073    1.1775    0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4462    2.5531    0.4602 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5345    2.8589    1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6692    2.9777   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1228    1.9880   -1.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1789   -0.6950   -2.2231 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4268    0.6893   -2.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3616   -1.3216   -1.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6229   -0.9614   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.9067   -4.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3124    1.7637   -4.5656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3855    1.2221   -4.5462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527    1.9884   -3.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1959    0.5502    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9864    3.8414    2.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1694   -3.0178    2.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1413   -1.4202    2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3616   -3.3976    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054   -5.4061   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5590    0.6132    1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0503    0.8707    2.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186    0.6942   -0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899    3.9335    1.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    2.6300    2.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4279    2.2895    0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7708    3.0168   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2790    3.9879   -1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9635    2.6151   -2.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329    1.1270   -2.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225    1.2696   -1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2740    0.7636   -3.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    1.1321   -2.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2204   -0.9310   -2.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3819   -2.4177   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9028   -1.7867    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5031   -0.2470   -0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,6',7-Trimethoxy-2,2'-dimethyloxyacanthan-12'-ol	HMDB
6,6'7'-Trimethoxy-2,2'-dimethyl-oxyacanthan-12'-ol	HMDB
6,6'7-Trimethoxy-2,2'-dimethyl-oxyacanthan-12'-ol	HMDB
N-Methylocoteamine	HMDB
N-Methylsepeerine	HMDB
Oxycanthine	HMDB

Chemical Formula

C₃₇H₄₀N₂O₆

Average Molecular Weight

608.7233

Monoisotopic Molecular Weight

608.288637022

IUPAC Name

20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol

Traditional Name

20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3(36),4,6,9,11,18,20,22(33),24,26,31,34-dodecaen-6-ol

CAS Registry Number

548-40-3

SMILES

COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC

InChI Identifier

InChI=1S/C37H40N2O6/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)17-23-8-11-30(40)31(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3

InChI Key

HGNHIFJNOKGSKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Oxyneolignan skeleton
Diaryl ether
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

bitter

Disposition

Biological location

Cell membrane (HMDB: HMDB0030172)

Cellular substructure

Membrane (HMDB: HMDB0030172)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030172)

Source

Endogenous

Endogenous (HMDB: HMDB0030172)

Plant

Plant (HMDB: HMDB0030172)

Exogenous

Food

Food (HMDB: HMDB0030172)

Tea

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	212 - 214 °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	0.0074 g/L	ALOGPS
logP	5.52	ALOGPS
logP	5.72	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.94	ChemAxon
pKa (Strongest Basic)	8.32	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.86 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	175.63 m³·mol⁻¹	ChemAxon
Polarizability	66.46 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	230.991	31661259
DarkChem	[M-H]-	229.292	31661259
DeepCCS	[M+H]+	242.476	30932474
DeepCCS	[M-H]-	240.608	30932474
DeepCCS	[M-2H]-	273.847	30932474
DeepCCS	[M+Na]+	248.275	30932474
AllCCS	[M+H]+	245.0	32859911
AllCCS	[M+H-H2O]+	243.7	32859911
AllCCS	[M+NH4]+	246.1	32859911
AllCCS	[M+Na]+	246.5	32859911
AllCCS	[M-H]-	232.8	32859911
AllCCS	[M+Na-2H]-	234.2	32859911
AllCCS	[M+HCOO]-	235.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxyacanthine	COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC	5651.4	Standard polar	33892256
Oxyacanthine	COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC	4564.7	Standard non polar	33892256
Oxyacanthine	COC1=C2OC3=C4C(CC5=CC=C(OC6=C(O)C=CC(CC7N(C)CCC(=C1)C7=C2)=C6)C=C5)N(C)CCC4=CC(OC)=C3OC	4682.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxyacanthine,1TMS,isomer #1	COC1=CC2=C3C=C1OC1=C(OC)C(OC)=CC4=C1C(CC1=CC=C(C=C1)OC1=CC(=CC=C1O[Si](C)(C)C)CC3N(C)CC2)N(C)CC4	4810.8	Semi standard non polar	33892256
Oxyacanthine,1TBDMS,isomer #1	COC1=CC2=C3C=C1OC1=C(OC)C(OC)=CC4=C1C(CC1=CC=C(C=C1)OC1=CC(=CC=C1O[Si](C)(C)C(C)(C)C)CC3N(C)CC2)N(C)CC4	5018.7	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 - Oxyacanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-0000090000-c412b15bd9537b35a376	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyacanthine GC-MS (1 TMS) - 70eV, Positive	splash10-01b9-1000009000-1223820c9148dc5e06c5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyacanthine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxyacanthine GC-MS ("Oxyacanthine,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxyacanthine 6V, Positive-QTOF	splash10-0a4i-0000009000-28831833ea904387d520	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxyacanthine 6V, Positive-QTOF	splash10-0a4i-0000009000-38aaab7723d1f732dda6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 10V, Positive-QTOF	splash10-0a4i-0000039000-2bad9850c5dc0f081dd9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 20V, Positive-QTOF	splash10-0a7i-0000093000-2790909e7f0f30709acf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 40V, Positive-QTOF	splash10-0j4j-0000090000-25372cf1899667ad464e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 10V, Negative-QTOF	splash10-0a4i-0000009000-62bbbb52d6800c881d5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 20V, Negative-QTOF	splash10-0a4l-0000097000-49657eb97feeda86a735	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 40V, Negative-QTOF	splash10-0bt9-0000190000-9c83502b2c4a0e62bf78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 10V, Negative-QTOF	splash10-0a4i-0000009000-243a991931ec2986982a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 20V, Negative-QTOF	splash10-0a6r-0000094000-c16ffa8f9e1a6a7a1b98	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 40V, Negative-QTOF	splash10-03di-0000090000-baf9852cd591be14f779	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 10V, Positive-QTOF	splash10-0a4i-0000009000-5debb5ccf794890680ef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 20V, Positive-QTOF	splash10-0a4i-0000059000-9d376161adb6686be389	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxyacanthine 40V, Positive-QTOF	splash10-0pec-1000090000-60cd43712b70897111e5	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

371257

PDB ID

Not Available

ChEBI ID

7853

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)

Download (PDF)

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Oxyacanthine (HMDB0030172)

MOL for HMDB0030172 (Oxyacanthine)

3D MOL for HMDB0030172 (Oxyacanthine)

3D SDF for HMDB0030172 (Oxyacanthine)

3D-SDF for HMDB0030172 (Oxyacanthine)

PDB for HMDB0030172 (Oxyacanthine)

3D PDB for HMDB0030172 (Oxyacanthine)

SMILES for HMDB0030172 (Oxyacanthine)

INCHI for HMDB0030172 (Oxyacanthine)

Structure for HMDB0030172 (Oxyacanthine)

3D Structure for HMDB0030172 (Oxyacanthine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra