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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:21:23 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040773

Secondary Accession Numbers

HMDB40773

Metabolite Identification

Common Name

Bismahanine

Description

Bismahanine belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Bismahanine is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, bismahanine has been detected, but not quantified in, herbs and spices. This could make bismahanine a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061312072D          

 52 59  0  0  0  0            999 V2000
   -5.0717   -8.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0921   -7.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6375    1.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467    1.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8565    0.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243   -5.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8147   -8.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8757   -1.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -8.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6256    0.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -8.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2263    0.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1991   -0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9323   -0.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350   -7.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198   -2.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7014   -7.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151   -0.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -7.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8435   -2.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6618   -0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7480   -4.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3774   -3.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0892   -4.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2816   -8.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0368    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4855   -0.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006   -5.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950   -1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0060   -6.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -1.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382   -4.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2908   -0.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -4.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -3.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -4.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9715   -1.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -3.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775   -2.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -5.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7435   -1.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4558   -1.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296   -6.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381   -0.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113   -7.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2144   -1.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -5.5136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -2.1410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -2.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -2.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2823   -6.9710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7618   -0.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25 11  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 12  2  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 22  1  0  0  0  0
 29 13  1  0  0  0  0
 30 15  1  0  0  0  0
 31 16  1  0  0  0  0
 32 23  2  0  0  0  0
 33 21  2  0  0  0  0
 33 29  1  0  0  0  0
 34 22  2  0  0  0  0
 34 32  1  0  0  0  0
 35 23  1  0  0  0  0
 36 24  2  0  0  0  0
 36 32  1  0  0  0  0
 37 14  1  0  0  0  0
 38 24  1  0  0  0  0
 38 35  2  0  0  0  0
 39 35  1  0  0  0  0
 39 37  2  0  0  0  0
 40 30  2  0  0  0  0
 40 34  1  0  0  0  0
 41 31  2  0  0  0  0
 41 33  1  0  0  0  0
 42 29  2  0  0  0  0
 42 39  1  0  0  0  0
 43 28  2  0  0  0  0
 43 30  1  0  0  0  0
 44 27  2  0  0  0  0
 44 31  1  0  0  0  0
 45  7  1  0  0  0  0
 45 17  1  0  0  0  0
 45 19  1  0  0  0  0
 46  8  1  0  0  0  0
 46 18  1  0  0  0  0
 46 20  1  0  0  0  0
 47 36  1  0  0  0  0
 47 40  1  0  0  0  0
 48 41  1  0  0  0  0
 48 42  1  0  0  0  0
 49 37  1  0  0  0  0
 50 38  1  0  0  0  0
 51 43  1  0  0  0  0
 51 45  1  0  0  0  0
 52 44  1  0  0  0  0
 52 46  1  0  0  0  0
M  END

HMDB0040773
     RDKit          3D
Bismahanine
100107  0  0  0  0  0  0  0  0999 V2000
  -10.5575   -2.3715    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4916   -0.9044    0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7324   -0.0914    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3010   -0.2881    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2341    1.1926    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6057    1.7184    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1854    1.3584    2.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723    2.0479    3.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8869   -0.0656    2.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8914   -0.7116    1.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    0.0241    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289    1.3547    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5549    2.1007   -0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8222    3.5490   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264    1.4324   -0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637    0.0950   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0279   -0.6353    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693   -1.9121    0.1674 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -2.0414   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797   -3.0624   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -2.8584   -1.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2057   -3.8930   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630   -1.6137   -2.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -1.3299   -3.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869   -1.4616   -4.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -1.8875   -5.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949   -1.1876   -5.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6448   -0.7681   -5.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.6355   -3.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8180   -0.9148   -3.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -0.7037   -1.7886 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.2965   -1.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574    0.0364   -0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    0.4265   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    0.4648   -2.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4571    0.8857   -2.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103    0.1373   -3.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -0.2502   -3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221    0.7590   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486    0.7382    1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394    2.1011    1.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3338   -0.2818    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7376    0.2204    1.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756   -0.6852    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6615   -0.2411    2.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6015    1.1786    3.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7160   -1.1764    3.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9625    0.3142    1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928   -0.0085    0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -0.5940   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -0.7914   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553    2.0093    1.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0412   -2.6848   -0.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1929   -2.7588    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.6183   -0.7681    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6438    3.1139    3.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4843   -0.6527    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6870   -1.7529    1.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8525    4.0478   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4791    3.6486   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2372    4.0417    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9097    1.9985   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772   -2.6672    0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -4.0561   -0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -4.8271   -1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -1.9871   -6.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -1.3002   -6.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555   -0.5452   -5.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4938    2.5791    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1753   -0.4324    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1788   -1.2164    1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378    0.3388    0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8640    1.2179    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8288   -1.7370    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4368    1.3465    4.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6273    1.3942    3.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7122    1.8824    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5946   -0.5698    3.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2832   -1.6831    4.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9328   -1.9379    2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298    0.2614    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765   -0.3170    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835    0.4011   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
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 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
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 35 37  1  0
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M  END


  Mrv0541 05061312072D          

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M  END
> <DATABASE_ID>
HMDB0040773

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1(C)OC2=C(C)C=C3C(NC4=CC(O)=C(C=C34)C3=C(O)C=CC4=C3NC3=C5C=CC(C)(CCC=C(C)C)OC5=C(C)C=C43)=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C46H48N2O4/c1-25(2)11-9-17-45(7)19-15-30-40-34(22-28(6)43(30)51-45)32-23-35(38(50)24-36(32)47-40)39-37(49)14-13-29-33-21-27(5)44-31(41(33)48-42(29)39)16-20-46(8,52-44)18-10-12-26(3)4/h11-16,19-24,47-50H,9-10,17-18H2,1-8H3

> <INCHI_KEY>
DUWZYYIUQUHQBX-UHFFFAOYSA-N

> <FORMULA>
C46H48N2O4

> <MOLECULAR_WEIGHT>
692.8843

> <EXACT_MASS>
692.361408034

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
84.03499996643177

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-8-yl]-5,8-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,3,7,9,11(16),12,14-heptaen-14-ol

> <ALOGPS_LOGP>
8.10

> <JCHEM_LOGP>
11.552045874000001

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.79914382003757

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.949341723194026

> <JCHEM_PKA_STRONGEST_BASIC>
-4.619587325493365

> <JCHEM_POLAR_SURFACE_AREA>
90.50000000000001

> <JCHEM_REFRACTIVITY>
216.3048000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.01e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11H-pyrano[3,2-a]carbazol-8-yl]-5,8-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,3,7,9,11(16),12,14-heptaen-14-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040773
     RDKit          3D
Bismahanine
100107  0  0  0  0  0  0  0  0999 V2000
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    7.6966    1.8062   -2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1692    0.0564   -2.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5796    1.1262   -3.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4620    0.1637   -4.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    2.7531    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957    1.9364    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4938    2.5791    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1753   -0.4324    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1788   -1.2164    1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378    0.3388    0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8640    1.2179    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8288   -1.7370    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4368    1.3465    4.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6273    1.3942    3.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7122    1.8824    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5946   -0.5698    3.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2832   -1.6831    4.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9328   -1.9379    2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298    0.2614    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765   -0.3170    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835    0.4011   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
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 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 34 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
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 43 44  1  0
 44 45  2  3
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 45 47  1  0
 40 48  1  0
 48 49  2  0
 23 50  1  0
 50 51  2  0
 12 52  1  0
 52  7  1  0
 17 11  1  0
 51 19  1  0
 51 16  1  0
 30 24  1  0
 38 32  1  0
 38 29  1  0
 49 33  1  0
  1 53  1  0
  1 54  1  0
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  3 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  5 60  1  0
  5 61  1  0
  6 62  1  0
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  9 67  1  0
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 15 72  1  0
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 42 87  1  0
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 43 89  1  0
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 46 94  1  0
 47 95  1  0
 47 96  1  0
 47 97  1  0
 48 98  1  0
 49 99  1  0
 50100  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      -9.467 -16.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.639 -14.219   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.523   3.634   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.927   3.021   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.332   1.331   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.645 -10.262   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.387 -15.917   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.101  -3.452   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.396 -16.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.634   0.024   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.871 -16.773   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.756   1.079   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.372  -1.081   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.740  -1.787   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.185 -13.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.637  -3.995   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.043 -14.831   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.988  -1.475   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.030 -14.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.175  -3.907   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.102  -0.132   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.263  -9.062   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.704  -6.528   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.033  -7.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.992 -15.718   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.402   2.578   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.640  -0.044   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.108 -10.350   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.924  -1.913   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.878 -11.813   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.792  -2.707   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.631  -8.066   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.409  -1.508   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.725  -9.150   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.591  -5.696   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.738  -8.772   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.813  -3.325   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.960  -6.401   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.518  -4.157   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.033 -10.526   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.255  -2.795   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.851  -3.452   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.415 -11.725   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.484  -1.332   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -3.568 -14.388   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -7.867  -2.531   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0       0.489 -10.292   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      -2.291  -3.997   0.000  0.00  0.00           N+0
HETATM   49  O   UNK     0       3.182  -4.031   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       3.255  -5.569   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -4.260 -13.013   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -7.022  -1.244   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   45                                                            
CONECT    8   46                                                            
CONECT    9   11   17                                                       
CONECT   10   12   18                                                       
CONECT   11    9   25                                                       
CONECT   12   10   26                                                       
CONECT   13   14   29                                                       
CONECT   14   13   37                                                       
CONECT   15   19   30                                                       
CONECT   16   20   31                                                       
CONECT   17    9   45                                                       
CONECT   18   10   46                                                       
CONECT   19   15   45                                                       
CONECT   20   16   46                                                       
CONECT   21   27   33                                                       
CONECT   22   28   34                                                       
CONECT   23   32   35                                                       
CONECT   24   36   38                                                       
CONECT   25    1    2   11                                                  
CONECT   26    3    4   12                                                  
CONECT   27    5   21   44                                                  
CONECT   28    6   22   43                                                  
CONECT   29   13   33   42                                                  
CONECT   30   15   40   43                                                  
CONECT   31   16   41   44                                                  
CONECT   32   23   34   36                                                  
CONECT   33   21   29   41                                                  
CONECT   34   22   32   40                                                  
CONECT   35   23   38   39                                                  
CONECT   36   24   32   47                                                  
CONECT   37   14   39   49                                                  
CONECT   38   24   35   50                                                  
CONECT   39   35   37   42                                                  
CONECT   40   30   34   47                                                  
CONECT   41   31   33   48                                                  
CONECT   42   29   39   48                                                  
CONECT   43   28   30   51                                                  
CONECT   44   27   31   52                                                  
CONECT   45    7   17   19   51                                             
CONECT   46    8   18   20   52                                             
CONECT   47   36   40                                                       
CONECT   48   41   42                                                       
CONECT   49   37                                                            
CONECT   50   38                                                            
CONECT   51   43   45                                                       
CONECT   52   44   46                                                       
MASTER        0    0    0    0    0    0    0    0   52    0  118    0
END

COMPND    HMDB0040773
HETATM    1  C1  UNL     1     -10.558  -2.371   0.580  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.492  -0.904   0.609  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.732  -0.091   0.592  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.301  -0.288   0.653  1.00  0.00           C  
HETATM    5  C5  UNL     1      -9.234   1.193   0.683  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.606   1.718   1.909  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.185   1.358   2.171  1.00  0.00           C  
HETATM    8  C8  UNL     1      -6.772   2.048   3.524  1.00  0.00           C  
HETATM    9  C9  UNL     1      -6.887  -0.066   2.356  1.00  0.00           C  
HETATM   10  C10 UNL     1      -5.891  -0.712   1.720  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.065   0.024   0.795  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.329   1.355   0.590  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.555   2.101  -0.292  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.822   3.549  -0.530  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.526   1.432  -0.934  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.264   0.095  -0.726  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.028  -0.635   0.142  1.00  0.00           C  
HETATM   18  N1  UNL     1      -3.569  -1.912   0.167  1.00  0.00           N  
HETATM   19  C18 UNL     1      -2.525  -2.041  -0.659  1.00  0.00           C  
HETATM   20  C19 UNL     1      -1.680  -3.062  -1.037  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.661  -2.858  -1.950  1.00  0.00           C  
HETATM   22  O1  UNL     1       0.206  -3.893  -2.341  1.00  0.00           O  
HETATM   23  C21 UNL     1      -0.463  -1.614  -2.511  1.00  0.00           C  
HETATM   24  C22 UNL     1       0.582  -1.330  -3.472  1.00  0.00           C  
HETATM   25  C23 UNL     1       0.387  -1.462  -4.823  1.00  0.00           C  
HETATM   26  O2  UNL     1      -0.886  -1.888  -5.242  1.00  0.00           O  
HETATM   27  C24 UNL     1       1.395  -1.188  -5.722  1.00  0.00           C  
HETATM   28  C25 UNL     1       2.645  -0.768  -5.283  1.00  0.00           C  
HETATM   29  C26 UNL     1       2.845  -0.635  -3.946  1.00  0.00           C  
HETATM   30  C27 UNL     1       1.818  -0.915  -3.035  1.00  0.00           C  
HETATM   31  N2  UNL     1       2.281  -0.704  -1.789  1.00  0.00           N  
HETATM   32  C28 UNL     1       3.571  -0.297  -1.839  1.00  0.00           C  
HETATM   33  C29 UNL     1       4.457   0.036  -0.836  1.00  0.00           C  
HETATM   34  C30 UNL     1       5.737   0.426  -1.154  1.00  0.00           C  
HETATM   35  C31 UNL     1       6.076   0.465  -2.499  1.00  0.00           C  
HETATM   36  C32 UNL     1       7.457   0.886  -2.831  1.00  0.00           C  
HETATM   37  C33 UNL     1       5.210   0.137  -3.518  1.00  0.00           C  
HETATM   38  C34 UNL     1       3.933  -0.250  -3.167  1.00  0.00           C  
HETATM   39  O3  UNL     1       6.622   0.759  -0.155  1.00  0.00           O  
HETATM   40  C35 UNL     1       6.349   0.738   1.216  1.00  0.00           C  
HETATM   41  C36 UNL     1       6.639   2.101   1.821  1.00  0.00           C  
HETATM   42  C37 UNL     1       7.334  -0.282   1.816  1.00  0.00           C  
HETATM   43  C38 UNL     1       8.738   0.220   1.507  1.00  0.00           C  
HETATM   44  C39 UNL     1       9.776  -0.685   2.036  1.00  0.00           C  
HETATM   45  C40 UNL     1      10.662  -0.241   2.912  1.00  0.00           C  
HETATM   46  C41 UNL     1      10.601   1.179   3.359  1.00  0.00           C  
HETATM   47  C42 UNL     1      11.716  -1.176   3.443  1.00  0.00           C  
HETATM   48  C43 UNL     1       4.962   0.314   1.519  1.00  0.00           C  
HETATM   49  C44 UNL     1       4.093  -0.008   0.578  1.00  0.00           C  
HETATM   50  C45 UNL     1      -1.310  -0.594  -2.131  1.00  0.00           C  
HETATM   51  C46 UNL     1      -2.325  -0.791  -1.225  1.00  0.00           C  
HETATM   52  O4  UNL     1      -6.355   2.009   1.235  1.00  0.00           O  
HETATM   53  H1  UNL     1     -11.041  -2.685  -0.373  1.00  0.00           H  
HETATM   54  H2  UNL     1     -11.193  -2.759   1.422  1.00  0.00           H  
HETATM   55  H3  UNL     1      -9.554  -2.831   0.596  1.00  0.00           H  
HETATM   56  H4  UNL     1     -11.732   0.487  -0.360  1.00  0.00           H  
HETATM   57  H5  UNL     1     -11.799   0.604   1.455  1.00  0.00           H  
HETATM   58  H6  UNL     1     -12.618  -0.768   0.585  1.00  0.00           H  
HETATM   59  H7  UNL     1      -8.443  -0.934   0.656  1.00  0.00           H  
HETATM   60  H8  UNL     1     -10.271   1.589   0.539  1.00  0.00           H  
HETATM   61  H9  UNL     1      -8.637   1.564  -0.191  1.00  0.00           H  
HETATM   62  H10 UNL     1      -8.742   2.849   1.886  1.00  0.00           H  
HETATM   63  H11 UNL     1      -9.197   1.446   2.846  1.00  0.00           H  
HETATM   64  H12 UNL     1      -7.553   1.790   4.243  1.00  0.00           H  
HETATM   65  H13 UNL     1      -5.807   1.573   3.776  1.00  0.00           H  
HETATM   66  H14 UNL     1      -6.644   3.114   3.320  1.00  0.00           H  
HETATM   67  H15 UNL     1      -7.484  -0.653   3.035  1.00  0.00           H  
HETATM   68  H16 UNL     1      -5.687  -1.753   1.875  1.00  0.00           H  
HETATM   69  H17 UNL     1      -3.853   4.048  -0.735  1.00  0.00           H  
HETATM   70  H18 UNL     1      -5.479   3.649  -1.404  1.00  0.00           H  
HETATM   71  H19 UNL     1      -5.237   4.042   0.378  1.00  0.00           H  
HETATM   72  H20 UNL     1      -2.910   1.999  -1.628  1.00  0.00           H  
HETATM   73  H21 UNL     1      -3.977  -2.667   0.746  1.00  0.00           H  
HETATM   74  H22 UNL     1      -1.822  -4.056  -0.602  1.00  0.00           H  
HETATM   75  H23 UNL     1       0.124  -4.827  -1.974  1.00  0.00           H  
HETATM   76  H24 UNL     1      -1.039  -1.987  -6.239  1.00  0.00           H  
HETATM   77  H25 UNL     1       1.214  -1.300  -6.789  1.00  0.00           H  
HETATM   78  H26 UNL     1       3.455  -0.545  -5.958  1.00  0.00           H  
HETATM   79  H27 UNL     1       1.713  -0.838  -0.901  1.00  0.00           H  
HETATM   80  H28 UNL     1       7.697   1.806  -2.254  1.00  0.00           H  
HETATM   81  H29 UNL     1       8.169   0.056  -2.573  1.00  0.00           H  
HETATM   82  H30 UNL     1       7.580   1.126  -3.907  1.00  0.00           H  
HETATM   83  H31 UNL     1       5.462   0.164  -4.560  1.00  0.00           H  
HETATM   84  H32 UNL     1       5.754   2.753   1.835  1.00  0.00           H  
HETATM   85  H33 UNL     1       6.996   1.936   2.870  1.00  0.00           H  
HETATM   86  H34 UNL     1       7.494   2.579   1.284  1.00  0.00           H  
HETATM   87  H35 UNL     1       7.175  -0.432   2.885  1.00  0.00           H  
HETATM   88  H36 UNL     1       7.179  -1.216   1.257  1.00  0.00           H  
HETATM   89  H37 UNL     1       8.838   0.339   0.412  1.00  0.00           H  
HETATM   90  H38 UNL     1       8.864   1.218   1.953  1.00  0.00           H  
HETATM   91  H39 UNL     1       9.829  -1.737   1.713  1.00  0.00           H  
HETATM   92  H40 UNL     1      11.437   1.347   4.100  1.00  0.00           H  
HETATM   93  H41 UNL     1       9.627   1.394   3.842  1.00  0.00           H  
HETATM   94  H42 UNL     1      10.712   1.882   2.502  1.00  0.00           H  
HETATM   95  H43 UNL     1      12.595  -0.570   3.720  1.00  0.00           H  
HETATM   96  H44 UNL     1      11.283  -1.683   4.313  1.00  0.00           H  
HETATM   97  H45 UNL     1      11.933  -1.938   2.663  1.00  0.00           H  
HETATM   98  H46 UNL     1       4.630   0.261   2.573  1.00  0.00           H  
HETATM   99  H47 UNL     1       3.076  -0.317   0.841  1.00  0.00           H  
HETATM  100  H48 UNL     1      -1.183   0.401  -2.554  1.00  0.00           H  
CONECT    1    2   53   54   55
CONECT    2    3    4    4
CONECT    3   56   57   58
CONECT    4    5   59
CONECT    5    6   60   61
CONECT    6    7   62   63
CONECT    7    8    9   52
CONECT    8   64   65   66
CONECT    9   10   10   67
CONECT   10   11   68
CONECT   11   12   12   17
CONECT   12   13   52
CONECT   13   14   15   15
CONECT   14   69   70   71
CONECT   15   16   72
CONECT   16   17   17   51
CONECT   17   18
CONECT   18   19   73
CONECT   19   20   20   51
CONECT   20   21   74
CONECT   21   22   23   23
CONECT   22   75
CONECT   23   24   50
CONECT   24   25   25   30
CONECT   25   26   27
CONECT   26   76
CONECT   27   28   28   77
CONECT   28   29   78
CONECT   29   30   30   38
CONECT   30   31
CONECT   31   32   79
CONECT   32   33   33   38
CONECT   33   34   49
CONECT   34   35   35   39
CONECT   35   36   37
CONECT   36   80   81   82
CONECT   37   38   38   83
CONECT   39   40
CONECT   40   41   42   48
CONECT   41   84   85   86
CONECT   42   43   87   88
CONECT   43   44   89   90
CONECT   44   45   45   91
CONECT   45   46   47
CONECT   46   92   93   94
CONECT   47   95   96   97
CONECT   48   49   49   98
CONECT   49   99
CONECT   50   51   51  100
END

HMDB0040773
     RDKit          3D
Bismahanine
100107  0  0  0  0  0  0  0  0999 V2000
  -10.5575   -2.3715    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4916   -0.9044    0.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7324   -0.0914    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3010   -0.2881    0.6531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2341    1.1926    0.6827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6057    1.7184    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1854    1.3584    2.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723    2.0479    3.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8869   -0.0656    2.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8914   -0.7116    1.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    0.0241    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3289    1.3547    0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5549    2.1007   -0.2916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8222    3.5490   -0.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264    1.4324   -0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637    0.0950   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0279   -0.6353    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693   -1.9121    0.1674 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -2.0414   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797   -3.0624   -1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -2.8584   -1.9497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2057   -3.8930   -2.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630   -1.6137   -2.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -1.3299   -3.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3869   -1.4616   -4.8232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -1.8875   -5.2417 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3949   -1.1876   -5.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6448   -0.7681   -5.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.6355   -3.9463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8180   -0.9148   -3.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -0.7037   -1.7886 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5711   -0.2965   -1.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574    0.0364   -0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    0.4265   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0765    0.4648   -2.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4571    0.8857   -2.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103    0.1373   -3.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9326   -0.2502   -3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221    0.7590   -0.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486    0.7382    1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6394    2.1011    1.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3338   -0.2818    1.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7376    0.2204    1.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7756   -0.6852    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6615   -0.2411    2.9120 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6015    1.1786    3.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7160   -1.1764    3.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9625    0.3142    1.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928   -0.0085    0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3101   -0.5940   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3246   -0.7914   -1.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3553    2.0093    1.2346 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0412   -2.6848   -0.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1929   -2.7588    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5543   -2.8311    0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7320    0.4868   -0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7992    0.6037    1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6183   -0.7681    0.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4433   -0.9342    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2713    1.5887    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6374    1.5636   -0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7422    2.8490    1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1970    1.4457    2.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5527    1.7902    4.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8074    1.5732    3.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6438    3.1139    3.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4843   -0.6527    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6870   -1.7529    1.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8525    4.0478   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4791    3.6486   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2372    4.0417    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9097    1.9985   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772   -2.6672    0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8224   -4.0561   -0.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1238   -4.8271   -1.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -1.9871   -6.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2139   -1.3002   -6.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4555   -0.5452   -5.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7130   -0.8379   -0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6966    1.8062   -2.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1692    0.0564   -2.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5796    1.1262   -3.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4620    0.1637   -4.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7537    2.7531    1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957    1.9364    2.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4938    2.5791    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1753   -0.4324    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1788   -1.2164    1.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8378    0.3388    0.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8640    1.2179    1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8288   -1.7370    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4368    1.3465    4.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6273    1.3942    3.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7122    1.8824    2.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5946   -0.5698    3.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2832   -1.6831    4.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9328   -1.9379    2.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298    0.2614    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0765   -0.3170    0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1835    0.4011   -2.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 34 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  3
 45 46  1  0
 45 47  1  0
 40 48  1  0
 48 49  2  0
 23 50  1  0
 50 51  2  0
 12 52  1  0
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 17 11  1  0
 51 19  1  0
 51 16  1  0
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 38 32  1  0
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  1 53  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  0
  3 57  1  0
  3 58  1  0
  4 59  1  0
  5 60  1  0
  5 61  1  0
  6 62  1  0
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 43 90  1  0
 44 91  1  0
 46 92  1  0
 46 93  1  0
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 47 96  1  0
 47 97  1  0
 48 98  1  0
 49 99  1  0
 50100  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₆H₄₈N₂O₄

Average Molecular Weight

692.8843

Monoisotopic Molecular Weight

692.361408034

IUPAC Name

15-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-3H,11H-pyrano[3,2-a]carbazol-8-yl]-5,8-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,3,7,9,11(16),12,14-heptaen-14-ol

Traditional Name

15-[9-hydroxy-3,5-dimethyl-3-(4-methylpent-3-en-1-yl)-11H-pyrano[3,2-a]carbazol-8-yl]-5,8-dimethyl-5-(4-methylpent-3-en-1-yl)-6-oxa-17-azatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1,3,7,9,11(16),12,14-heptaen-14-ol

CAS Registry Number

155519-87-2

SMILES

CC(C)=CCCC1(C)OC2=C(C)C=C3C(NC4=CC(O)=C(C=C34)C3=C(O)C=CC4=C3NC3=C5C=CC(C)(CCC=C(C)C)OC5=C(C)C=C43)=C2C=C1

InChI Identifier

InChI=1S/C46H48N2O4/c1-25(2)11-9-17-45(7)19-15-30-40-34(22-28(6)43(30)51-45)32-23-35(38(50)24-36(32)47-40)39-37(49)14-13-29-33-21-27(5)44-31(41(33)48-42(29)39)16-20-46(8,52-44)18-10-12-26(3)4/h11-16,19-24,47-50H,9-10,17-18H2,1-8H3

InChI Key

DUWZYYIUQUHQBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Benzopyran
1-benzopyran
Hydroxyindole
Indole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Heteroaromatic compound
Pyrrole
Oxacycle
Azacycle
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0040773)

Cellular substructure

Membrane (HMDB: HMDB0040773)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040773)

Source

Exogenous

Food

Food (HMDB: HMDB0040773)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040773)

Not Available

Nutrient (HMDB: HMDB0040773)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0001 g/L	ALOGPS
logP	8.1	ALOGPS
logP	11.55	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.5 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	216.3 m³·mol⁻¹	ChemAxon
Polarizability	84.03 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	265.259	31661259
DarkChem	[M-H]-	257.037	31661259
DeepCCS	[M-2H]-	307.127	30932474
DeepCCS	[M+Na]+	280.9	30932474
AllCCS	[M+H]+	267.6	32859911
AllCCS	[M+H-H2O]+	266.5	32859911
AllCCS	[M+NH4]+	268.5	32859911
AllCCS	[M+Na]+	268.8	32859911
AllCCS	[M-H]-	214.7	32859911
AllCCS	[M+Na-2H]-	216.9	32859911
AllCCS	[M+HCOO]-	219.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bismahanine	CC(C)=CCCC1(C)OC2=C(C)C=C3C(NC4=CC(O)=C(C=C34)C3=C(O)C=CC4=C3NC3=C5C=CC(C)(CCC=C(C)C)OC5=C(C)C=C43)=C2C=C1	7356.3	Standard polar	33892256
Bismahanine	CC(C)=CCCC1(C)OC2=C(C)C=C3C(NC4=CC(O)=C(C=C34)C3=C(O)C=CC4=C3NC3=C5C=CC(C)(CCC=C(C)C)OC5=C(C)C=C43)=C2C=C1	5244.3	Standard non polar	33892256
Bismahanine	CC(C)=CCCC1(C)OC2=C(C)C=C3C(NC4=CC(O)=C(C=C34)C3=C(O)C=CC4=C3NC3=C5C=CC(C)(CCC=C(C)C)OC5=C(C)C=C43)=C2C=C1	5928.0	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 - Bismahanine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bismahanine GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	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 - Bismahanine 10V, Positive-QTOF	splash10-0006-0000049000-aa6ae034c89a4929fdc2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 20V, Positive-QTOF	splash10-014j-3000694000-028f83d0f87134121107	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 40V, Positive-QTOF	splash10-014i-6000951000-f8adb9a027d20a9a8239	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 10V, Negative-QTOF	splash10-0006-0000019000-730db1cc6a5c603078b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 20V, Negative-QTOF	splash10-0005-0127049000-1de4feb842036d4267d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 40V, Negative-QTOF	splash10-06rj-0219082000-a7d028747ed4fadbbbaf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 10V, Positive-QTOF	splash10-052f-0000039000-5ab5b7d271f5a9bc7e5a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 20V, Positive-QTOF	splash10-0006-0100069000-19ef18564d1e344ac069	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 40V, Positive-QTOF	splash10-06u6-5200194000-f76a8b39564a6df37236	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 10V, Negative-QTOF	splash10-0006-0000009000-05b4e25b18b5cf3acc21	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 20V, Negative-QTOF	splash10-0006-0000009000-8cd77d1e891e8e5412fe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bismahanine 40V, Negative-QTOF	splash10-054o-2000098000-d144e009ebd3671131a7	2021-09-25	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

FDB020589

KNApSAcK ID

Not Available

Chemspider ID

8502781

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10327320

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 Bismahanine (HMDB0040773)

MOL for HMDB0040773 (Bismahanine)

3D MOL for HMDB0040773 (Bismahanine)

3D SDF for HMDB0040773 (Bismahanine)

3D-SDF for HMDB0040773 (Bismahanine)

PDB for HMDB0040773 (Bismahanine)

3D PDB for HMDB0040773 (Bismahanine)

SMILES for HMDB0040773 (Bismahanine)

INCHI for HMDB0040773 (Bismahanine)

Structure for HMDB0040773 (Bismahanine)

3D Structure for HMDB0040773 (Bismahanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra