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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:43:53 UTC

Update Date

2022-03-07 02:56:52 UTC

HMDB ID

HMDB0041086

Secondary Accession Numbers

HMDB41086

Metabolite Identification

Common Name

Citbismine A

Description

Citbismine A belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Citbismine A has been detected, but not quantified in, citrus. This could make citbismine a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Citbismine A.

Structure

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


  Mrv0541 05061312222D          

 47 53  0  0  0  0            999 V2000
    0.7286    1.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    3.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    2.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    9.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3600    2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6558    7.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879    1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6317    0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9384    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    6.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    7.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035    3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019    0.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625    5.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8259    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231    4.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7439    7.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628    3.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524    0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    4.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4086    1.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417    3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    5.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2144    1.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7218    5.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614    3.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242    6.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726    2.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    5.2946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706    2.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    3.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    5.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5761   -0.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    3.8720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    2.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    8.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    2.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0885    6.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  9  2  0  0  0  0
 18 13  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 23 18  1  0  0  0  0
 24 21  2  0  0  0  0
 25 20  2  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  2  0  0  0  0
 28 15  2  0  0  0  0
 28 17  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  1  0  0  0  0
 30 14  1  0  0  0  0
 30 22  1  0  0  0  0
 31 15  1  0  0  0  0
 31 23  1  0  0  0  0
 32 22  2  0  0  0  0
 32 25  1  0  0  0  0
 33 19  2  0  0  0  0
 33 27  1  0  0  0  0
 34 26  1  0  0  0  0
 35  1  1  0  0  0  0
 35  2  1  0  0  0  0
 35 34  1  0  0  0  0
 36 16  1  0  0  0  0
 36 27  1  0  0  0  0
 37  3  1  0  0  0  0
 37 28  1  0  0  0  0
 37 29  1  0  0  0  0
 38 17  1  0  0  0  0
 39 18  1  0  0  0  0
 40 30  2  0  0  0  0
 41 31  2  0  0  0  0
 42 32  1  0  0  0  0
 43 35  1  0  0  0  0
 44  4  1  0  0  0  0
 44 19  1  0  0  0  0
 45  5  1  0  0  0  0
 45 20  1  0  0  0  0
 46  6  1  0  0  0  0
 46 33  1  0  0  0  0
 47 21  1  0  0  0  0
 47 34  1  0  0  0  0
M  END

HMDB0041086
     RDKit          3D
Citbismine A
 79 85  0  0  0  0  0  0  0  0999 V2000
    0.0115    3.1903   -3.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942    1.9399   -2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3016    1.1481   -1.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    1.6202   -1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330    0.8505   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5561    1.3269   -0.1993 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    0.6045    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5831    1.1341    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    2.3915    0.4275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484    3.5258    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408    0.4322    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6722    0.9693    2.0971 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5958    0.3049    2.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.8253    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -1.3614    1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.6322    1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -1.1500    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4165   -2.2672    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9490   -0.3876   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -0.8376   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2308   -2.0220   -0.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.0791   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -0.5978   -1.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861   -1.1734   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2279   -2.5753   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521   -3.4487    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854   -2.9781    1.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -3.8371    1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -1.6314    1.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.1947    2.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.0179    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    0.1427    2.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    0.5709    3.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2246    1.9122    4.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.7901    3.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    2.3752    2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3084    3.3203    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.0423    1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1658    0.5555    0.6591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.4988   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567   -0.7559    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4565   -2.9347   -1.9151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.8107   -2.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -1.8412   -3.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -3.1768   -4.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4702   -1.8437   -3.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735   -0.7588   -4.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    3.1303   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185    3.7619   -3.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    3.7829   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9189    2.5805   -1.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.2738   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405    4.0869    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257    4.2602    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    3.2253    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9950   -0.6304    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0388    0.0533    3.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7588   -1.3557    2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -2.3180    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7765   -4.5463   -0.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6305   -0.1936    4.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    2.2187    4.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6396    3.8433    3.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    4.2940    1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6391   -3.5996   -5.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -3.9132   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -0.9597   -2.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764   -1.8886   -4.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010   -2.7743   -2.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -1.0816   -5.5510 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
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 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
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 39 40  1  0
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 25 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 44 46  1  0
 44 47  1  0
 22  3  1  0
 43 23  1  0
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 41 24  2  0
 16  7  1  0
 41 29  1  0
 38 32  1  0
  1 48  1  0
  1 49  1  0
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  4 51  1  0
  6 52  1  0
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 10 54  1  0
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 33 65  1  0
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 35 67  1  0
 37 68  1  0
 40 69  1  0
 40 70  1  0
 40 71  1  0
 43 72  1  0
 45 73  1  0
 45 74  1  0
 45 75  1  0
 46 76  1  0
 46 77  1  0
 46 78  1  0
 47 79  1  0
M  END


  Mrv0541 05061312222D          

 47 53  0  0  0  0            999 V2000
    0.7286    1.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    3.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042    2.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    9.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3600    2.8949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6558    7.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879    1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6317    0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9384    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5821    6.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9228    7.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5035    3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019    0.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625    5.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8259    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231    4.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7439    7.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628    3.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524    0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021    4.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4086    1.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417    3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    5.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2144    1.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7218    5.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8614    3.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242    6.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726    2.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    5.2946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7706    2.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9929    3.2315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9848   -0.8583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    5.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5761   -0.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    3.8720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108    2.9061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9052    8.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330    2.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0885    6.9271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  2  0  0  0  0
 17  9  2  0  0  0  0
 18 13  2  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  1  0  0  0  0
 23 18  1  0  0  0  0
 24 21  2  0  0  0  0
 25 20  2  0  0  0  0
 26 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  2  0  0  0  0
 28 15  2  0  0  0  0
 28 17  1  0  0  0  0
 29 23  2  0  0  0  0
 29 24  1  0  0  0  0
 30 14  1  0  0  0  0
 30 22  1  0  0  0  0
 31 15  1  0  0  0  0
 31 23  1  0  0  0  0
 32 22  2  0  0  0  0
 32 25  1  0  0  0  0
 33 19  2  0  0  0  0
 33 27  1  0  0  0  0
 34 26  1  0  0  0  0
 35  1  1  0  0  0  0
 35  2  1  0  0  0  0
 35 34  1  0  0  0  0
 36 16  1  0  0  0  0
 36 27  1  0  0  0  0
 37  3  1  0  0  0  0
 37 28  1  0  0  0  0
 37 29  1  0  0  0  0
 38 17  1  0  0  0  0
 39 18  1  0  0  0  0
 40 30  2  0  0  0  0
 41 31  2  0  0  0  0
 42 32  1  0  0  0  0
 43 35  1  0  0  0  0
 44  4  1  0  0  0  0
 44 19  1  0  0  0  0
 45  5  1  0  0  0  0
 45 20  1  0  0  0  0
 46  6  1  0  0  0  0
 46 33  1  0  0  0  0
 47 21  1  0  0  0  0
 47 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041086

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C3C(OC4=C3C3=C(C(O)=C4)C(=O)C4=C(N3C)C(O)=CC=C4)C(C)(C)O)=C(OC)C=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C35H32N2O10/c1-35(2,43)34-26(24-21(47-34)13-18(39)23-29(24)37(3)28-15(31(23)41)8-7-9-17(28)38)25-20(45-5)12-16-22(32(25)42)30(40)14-10-11-19(44-4)33(46-6)27(14)36-16/h7-13,26,34,38-39,42-43H,1-6H3,(H,36,40)

> <INCHI_KEY>
FTTSBKFANOKIKQ-UHFFFAOYSA-N

> <FORMULA>
C35H32N2O10

> <MOLECULAR_WEIGHT>
640.636

> <EXACT_MASS>
640.205695254

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
65.7462145483767

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-11-methyl-6-oxo-1H,2H,6H,11H-furo[2,3-c]acridin-1-yl]-1-hydroxy-3,5,6-trimethoxy-9,10-dihydroacridin-9-one

> <ALOGPS_LOGP>
5.03

> <JCHEM_LOGP>
6.713088903666665

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.562643479007935

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.975012127847528

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1155125231255774

> <JCHEM_POLAR_SURFACE_AREA>
167.24999999999997

> <JCHEM_REFRACTIVITY>
171.6533

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-11-methyl-6-oxo-1H,2H-furo[2,3-c]acridin-1-yl]-1-hydroxy-3,5,6-trimethoxy-10H-acridin-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041086
     RDKit          3D
Citbismine A
 79 85  0  0  0  0  0  0  0  0999 V2000
    0.0115    3.1903   -3.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942    1.9399   -2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3016    1.1481   -1.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    1.6202   -1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330    0.8505   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5561    1.3269   -0.1993 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    0.6045    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5831    1.1341    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    2.3915    0.4275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484    3.5258    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408    0.4322    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6722    0.9693    2.0971 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5958    0.3049    2.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.8253    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -1.3614    1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.6322    1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -1.1500    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4165   -2.2672    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9490   -0.3876   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -0.8376   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2308   -2.0220   -0.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.0791   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -0.5978   -1.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861   -1.1734   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2279   -2.5753   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521   -3.4487    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854   -2.9781    1.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -3.8371    1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -1.6314    1.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.1947    2.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.0179    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    0.1427    2.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    0.5709    3.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2246    1.9122    4.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.7901    3.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    2.3752    2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3084    3.3203    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.0423    1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1658    0.5555    0.6591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.4988   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567   -0.7559    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4565   -2.9347   -1.9151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.8107   -2.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -1.8412   -3.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -3.1768   -4.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4702   -1.8437   -3.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735   -0.7588   -4.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    3.1303   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185    3.7619   -3.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    3.7829   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9189    2.5805   -1.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.2738   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405    4.0869    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257    4.2602    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    3.2253    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4415    0.9256    3.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9950   -0.6304    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0388    0.0533    3.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7588   -1.3557    2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -2.3180    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852   -2.7764    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389    0.0447   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -4.5463   -0.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1267   -4.8404    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6305   -0.1936    4.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    2.2187    4.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6396    3.8433    3.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    4.2940    1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776    2.0733    0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320    2.3208   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009    1.2513   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -1.7429   -2.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456   -3.0137   -5.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -3.5996   -5.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -3.9132   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -0.9597   -2.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764   -1.8886   -4.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010   -2.7743   -2.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -1.0816   -5.5510 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
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 11 14  2  0
 14 15  1  0
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 43 44  1  0
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 44 46  1  0
 44 47  1  0
 22  3  1  0
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 41 24  2  0
 16  7  1  0
 41 29  1  0
 38 32  1  0
  1 48  1  0
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  4 51  1  0
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 45 75  1  0
 46 76  1  0
 46 77  1  0
 46 78  1  0
 47 79  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       1.360   3.496   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.528   5.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.661   4.467   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.570  16.844   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.005   5.404   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.557  14.127   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.417   2.749   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.379   1.612   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.952   4.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.820  12.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.456  13.639   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.407   7.229   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.790   0.329   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.717  10.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.875   1.943   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.510   8.481   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.448   4.548   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.294  -0.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.989  13.790   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.771   5.826   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.324   1.797   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.977   8.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.333   1.136   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.363   2.934   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.238   5.676   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.602   4.273   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.249  11.135   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.409   3.411   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.867   2.604   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.081   9.582   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.837   0.805   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.341   6.928   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.885  12.538   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.093   3.963   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.562   4.594   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       8.146   9.883   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0       8.905   3.741   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0      11.187   6.032   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       7.438  -1.602   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       3.516  10.028   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      10.409  -0.695   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.431   7.228   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.140   5.425   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       7.290  15.414   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       8.835   5.089   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       9.499  12.931   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.922   2.433   0.000  0.00  0.00           O+0
CONECT    1   35                                                            
CONECT    2   35                                                            
CONECT    3   37                                                            
CONECT    4   44                                                            
CONECT    5   45                                                            
CONECT    6   46                                                            
CONECT    7    8    9                                                       
CONECT    8    7   15                                                       
CONECT    9    7   17                                                       
CONECT   10   11   14                                                       
CONECT   11   10   19                                                       
CONECT   12   16   20                                                       
CONECT   13   18   21                                                       
CONECT   14   10   27   30                                                  
CONECT   15    8   28   31                                                  
CONECT   16   12   22   36                                                  
CONECT   17    9   28   38                                                  
CONECT   18   13   23   39                                                  
CONECT   19   11   33   44                                                  
CONECT   20   12   25   45                                                  
CONECT   21   13   24   47                                                  
CONECT   22   16   30   32                                                  
CONECT   23   18   29   31                                                  
CONECT   24   21   26   29                                                  
CONECT   25   20   26   32                                                  
CONECT   26   24   25   34                                                  
CONECT   27   14   33   36                                                  
CONECT   28   15   17   37                                                  
CONECT   29   23   24   37                                                  
CONECT   30   14   22   40                                                  
CONECT   31   15   23   41                                                  
CONECT   32   22   25   42                                                  
CONECT   33   19   27   46                                                  
CONECT   34   26   35   47                                                  
CONECT   35    1    2   34   43                                             
CONECT   36   16   27                                                       
CONECT   37    3   28   29                                                  
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   30                                                            
CONECT   41   31                                                            
CONECT   42   32                                                            
CONECT   43   35                                                            
CONECT   44    4   19                                                       
CONECT   45    5   20                                                       
CONECT   46    6   33                                                       
CONECT   47   21   34                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  106    0
END

COMPND    HMDB0041086
HETATM    1  C1  UNL     1       0.011   3.190  -3.007  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.494   1.940  -2.594  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.302   1.148  -1.759  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.529   1.620  -1.389  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.333   0.851  -0.565  1.00  0.00           C  
HETATM    6  N1  UNL     1       3.556   1.327  -0.199  1.00  0.00           N  
HETATM    7  C5  UNL     1       4.351   0.605   0.594  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.583   1.134   0.939  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.907   2.392   0.427  1.00  0.00           O  
HETATM   10  C7  UNL     1       5.548   3.526   1.190  1.00  0.00           C  
HETATM   11  C8  UNL     1       6.441   0.432   1.756  1.00  0.00           C  
HETATM   12  O3  UNL     1       7.672   0.969   2.097  1.00  0.00           O  
HETATM   13  C9  UNL     1       8.596   0.305   2.929  1.00  0.00           C  
HETATM   14  C10 UNL     1       6.076  -0.825   2.248  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.851  -1.361   1.910  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.991  -0.632   1.077  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.754  -1.150   0.726  1.00  0.00           C  
HETATM   18  O4  UNL     1       2.416  -2.267   1.155  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.949  -0.388  -0.094  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.694  -0.838  -0.489  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.231  -2.022  -0.088  1.00  0.00           O  
HETATM   22  C16 UNL     1      -0.123  -0.079  -1.313  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.498  -0.598  -1.721  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.286  -1.173  -0.706  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.228  -2.575  -0.826  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.852  -3.449   0.032  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.585  -2.978   1.083  1.00  0.00           C  
HETATM   28  O6  UNL     1      -4.233  -3.837   1.976  1.00  0.00           O  
HETATM   29  C22 UNL     1      -3.681  -1.631   1.256  1.00  0.00           C  
HETATM   30  C23 UNL     1      -4.390  -1.195   2.363  1.00  0.00           C  
HETATM   31  O7  UNL     1      -4.953  -2.018   3.135  1.00  0.00           O  
HETATM   32  C24 UNL     1      -4.484   0.143   2.626  1.00  0.00           C  
HETATM   33  C25 UNL     1      -5.163   0.571   3.749  1.00  0.00           C  
HETATM   34  C26 UNL     1      -5.225   1.912   4.029  1.00  0.00           C  
HETATM   35  C27 UNL     1      -4.607   2.790   3.183  1.00  0.00           C  
HETATM   36  C28 UNL     1      -3.916   2.375   2.040  1.00  0.00           C  
HETATM   37  O8  UNL     1      -3.308   3.320   1.240  1.00  0.00           O  
HETATM   38  C29 UNL     1      -3.855   1.042   1.753  1.00  0.00           C  
HETATM   39  N2  UNL     1      -3.166   0.556   0.659  1.00  0.00           N  
HETATM   40  C30 UNL     1      -2.696   1.499  -0.296  1.00  0.00           C  
HETATM   41  C31 UNL     1      -3.057  -0.756   0.393  1.00  0.00           C  
HETATM   42  O9  UNL     1      -1.456  -2.935  -1.915  1.00  0.00           O  
HETATM   43  C32 UNL     1      -1.116  -1.811  -2.608  1.00  0.00           C  
HETATM   44  C33 UNL     1      -2.001  -1.841  -3.876  1.00  0.00           C  
HETATM   45  C34 UNL     1      -1.732  -3.177  -4.533  1.00  0.00           C  
HETATM   46  C35 UNL     1      -3.470  -1.844  -3.450  1.00  0.00           C  
HETATM   47  O10 UNL     1      -1.773  -0.759  -4.688  1.00  0.00           O  
HETATM   48  H1  UNL     1       0.993   3.130  -3.515  1.00  0.00           H  
HETATM   49  H2  UNL     1      -0.719   3.762  -3.614  1.00  0.00           H  
HETATM   50  H3  UNL     1       0.224   3.783  -2.073  1.00  0.00           H  
HETATM   51  H4  UNL     1       1.919   2.580  -1.707  1.00  0.00           H  
HETATM   52  H5  UNL     1       3.847   2.274  -0.562  1.00  0.00           H  
HETATM   53  H6  UNL     1       6.440   4.087   1.540  1.00  0.00           H  
HETATM   54  H7  UNL     1       4.926   4.260   0.612  1.00  0.00           H  
HETATM   55  H8  UNL     1       4.993   3.225   2.107  1.00  0.00           H  
HETATM   56  H9  UNL     1       9.442   0.926   3.224  1.00  0.00           H  
HETATM   57  H10 UNL     1       8.995  -0.630   2.498  1.00  0.00           H  
HETATM   58  H11 UNL     1       8.039   0.053   3.867  1.00  0.00           H  
HETATM   59  H12 UNL     1       6.759  -1.356   2.884  1.00  0.00           H  
HETATM   60  H13 UNL     1       4.512  -2.318   2.252  1.00  0.00           H  
HETATM   61  H14 UNL     1       0.485  -2.776   0.445  1.00  0.00           H  
HETATM   62  H15 UNL     1      -1.839   0.045  -2.524  1.00  0.00           H  
HETATM   63  H16 UNL     1      -2.777  -4.546  -0.103  1.00  0.00           H  
HETATM   64  H17 UNL     1      -4.127  -4.840   1.803  1.00  0.00           H  
HETATM   65  H18 UNL     1      -5.630  -0.194   4.375  1.00  0.00           H  
HETATM   66  H19 UNL     1      -5.767   2.219   4.919  1.00  0.00           H  
HETATM   67  H20 UNL     1      -4.640   3.843   3.381  1.00  0.00           H  
HETATM   68  H21 UNL     1      -3.388   4.294   1.486  1.00  0.00           H  
HETATM   69  H22 UNL     1      -1.878   2.073   0.061  1.00  0.00           H  
HETATM   70  H23 UNL     1      -3.532   2.321  -0.298  1.00  0.00           H  
HETATM   71  H24 UNL     1      -2.801   1.251  -1.357  1.00  0.00           H  
HETATM   72  H25 UNL     1      -0.104  -1.743  -2.992  1.00  0.00           H  
HETATM   73  H26 UNL     1      -0.946  -3.014  -5.301  1.00  0.00           H  
HETATM   74  H27 UNL     1      -2.639  -3.600  -5.044  1.00  0.00           H  
HETATM   75  H28 UNL     1      -1.393  -3.913  -3.764  1.00  0.00           H  
HETATM   76  H29 UNL     1      -3.703  -0.960  -2.839  1.00  0.00           H  
HETATM   77  H30 UNL     1      -4.076  -1.889  -4.372  1.00  0.00           H  
HETATM   78  H31 UNL     1      -3.701  -2.774  -2.868  1.00  0.00           H  
HETATM   79  H32 UNL     1      -1.357  -1.082  -5.551  1.00  0.00           H  
CONECT    1    2   48   49   50
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   51
CONECT    5    6   19   19
CONECT    6    7   52
CONECT    7    8    8   16
CONECT    8    9   11
CONECT    9   10
CONECT   10   53   54   55
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   56   57   58
CONECT   14   15   59
CONECT   15   16   16   60
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   61
CONECT   22   23
CONECT   23   24   43   62
CONECT   24   25   41   41
CONECT   25   26   26   42
CONECT   26   27   63
CONECT   27   28   29   29
CONECT   28   64
CONECT   29   30   41
CONECT   30   31   31   32
CONECT   32   33   33   38
CONECT   33   34   65
CONECT   34   35   35   66
CONECT   35   36   67
CONECT   36   37   38   38
CONECT   37   68
CONECT   38   39
CONECT   39   40   41
CONECT   40   69   70   71
CONECT   42   43
CONECT   43   44   72
CONECT   44   45   46   47
CONECT   45   73   74   75
CONECT   46   76   77   78
CONECT   47   79
END

HMDB0041086
     RDKit          3D
Citbismine A
 79 85  0  0  0  0  0  0  0  0999 V2000
    0.0115    3.1903   -3.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942    1.9399   -2.5938 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3016    1.1481   -1.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290    1.6202   -1.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3330    0.8505   -0.5650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5561    1.3269   -0.1993 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    0.6045    0.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5831    1.1341    0.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9075    2.3915    0.4275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484    3.5258    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408    0.4322    1.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6722    0.9693    2.0971 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5958    0.3049    2.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0756   -0.8253    2.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508   -1.3614    1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9910   -0.6322    1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7541   -1.1500    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4165   -2.2672    1.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9490   -0.3876   -0.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -0.8376   -0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2308   -2.0220   -0.0883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.0791   -1.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981   -0.5978   -1.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2861   -1.1734   -0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2279   -2.5753   -0.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521   -3.4487    0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854   -2.9781    1.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -3.8371    1.9756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809   -1.6314    1.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.1947    2.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -2.0179    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4845    0.1427    2.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1634    0.5709    3.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2246    1.9122    4.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6070    2.7901    3.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    2.3752    2.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3084    3.3203    1.2401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    1.0423    1.7525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1658    0.5555    0.6591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6965    1.4988   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0567   -0.7559    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4565   -2.9347   -1.9151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -1.8107   -2.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0012   -1.8412   -3.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324   -3.1768   -4.5332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4702   -1.8437   -3.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735   -0.7588   -4.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    3.1303   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7185    3.7619   -3.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    3.7829   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9189    2.5805   -1.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8471    2.2738   -0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405    4.0869    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9257    4.2602    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9931    3.2253    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4415    0.9256    3.2238 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9950   -0.6304    2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0388    0.0533    3.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7588   -1.3557    2.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -2.3180    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852   -2.7764    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389    0.0447   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -4.5463   -0.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1267   -4.8404    1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6305   -0.1936    4.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    2.2187    4.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6396    3.8433    3.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3880    4.2940    1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8776    2.0733    0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320    2.3208   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009    1.2513   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037   -1.7429   -2.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456   -3.0137   -5.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391   -3.5996   -5.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -3.9132   -3.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7025   -0.9597   -2.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0764   -1.8886   -4.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7010   -2.7743   -2.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -1.0816   -5.5510 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  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 36 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 25 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 44 46  1  0
 44 47  1  0
 22  3  1  0
 43 23  1  0
 19  5  2  0
 41 24  2  0
 16  7  1  0
 41 29  1  0
 38 32  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
  4 51  1  0
  6 52  1  0
 10 53  1  0
 10 54  1  0
 10 55  1  0
 13 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 15 60  1  0
 21 61  1  0
 23 62  1  0
 26 63  1  0
 28 64  1  0
 33 65  1  0
 34 66  1  0
 35 67  1  0
 37 68  1  0
 40 69  1  0
 40 70  1  0
 40 71  1  0
 43 72  1  0
 45 73  1  0
 45 74  1  0
 45 75  1  0
 46 76  1  0
 46 77  1  0
 46 78  1  0
 47 79  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₅H₃₂N₂O₁₀

Average Molecular Weight

640.636

Monoisotopic Molecular Weight

640.205695254

IUPAC Name

2-[5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-11-methyl-6-oxo-1H,2H,6H,11H-furo[2,3-c]acridin-1-yl]-1-hydroxy-3,5,6-trimethoxy-9,10-dihydroacridin-9-one

Traditional Name

2-[5,10-dihydroxy-2-(2-hydroxypropan-2-yl)-11-methyl-6-oxo-1H,2H-furo[2,3-c]acridin-1-yl]-1-hydroxy-3,5,6-trimethoxy-10H-acridin-9-one

CAS Registry Number

161068-61-7

SMILES

COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C3C(OC4=C3C3=C(C(O)=C4)C(=O)C4=C(N3C)C(O)=CC=C4)C(C)(C)O)=C(OC)C=C1N2

InChI Identifier

InChI=1S/C35H32N2O10/c1-35(2,43)34-26(24-21(47-34)13-18(39)23-29(24)37(3)28-15(31(23)41)8-7-9-17(28)38)25-20(45-5)12-16-22(32(25)42)30(40)14-10-11-19(44-4)33(46-6)27(14)36-16/h7-13,26,34,38-39,42-43H,1-6H3,(H,36,40)

InChI Key

FTTSBKFANOKIKQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
8-hydroxyquinoline
Dihydroquinoline
Coumaran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Vinylogous acid
Vinylogous amide
Ether
Oxacycle
Azacycle
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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: HMDB0041086)

Cellular substructure

Membrane (HMDB: HMDB0041086)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041086)

Source

Exogenous

Food

Food (HMDB: HMDB0041086)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0041086)

Not Available

Nutrient (HMDB: HMDB0041086)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	335 - 336 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.048 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.038 g/L	ALOGPS
logP	5.03	ALOGPS
logP	6.71	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	171.65 m³·mol⁻¹	ChemAxon
Polarizability	65.75 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]+	240.587	31661259
DarkChem	[M-H]-	237.369	31661259
DeepCCS	[M+H]+	242.934	30932474
DeepCCS	[M-H]-	241.109	30932474
DeepCCS	[M-2H]-	274.535	30932474
DeepCCS	[M+Na]+	248.54	30932474
AllCCS	[M+H]+	248.8	32859911
AllCCS	[M+H-H2O]+	247.5	32859911
AllCCS	[M+NH4]+	250.0	32859911
AllCCS	[M+Na]+	250.3	32859911
AllCCS	[M-H]-	244.4	32859911
AllCCS	[M+Na-2H]-	246.7	32859911
AllCCS	[M+HCOO]-	249.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citbismine A	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C3C(OC4=C3C3=C(C(O)=C4)C(=O)C4=C(N3C)C(O)=CC=C4)C(C)(C)O)=C(OC)C=C1N2	6307.5	Standard polar	33892256
Citbismine A	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C3C(OC4=C3C3=C(C(O)=C4)C(=O)C4=C(N3C)C(O)=CC=C4)C(C)(C)O)=C(OC)C=C1N2	4636.2	Standard non polar	33892256
Citbismine A	COC1=C(OC)C2=C(C=C1)C(=O)C1=C(O)C(C3C(OC4=C3C3=C(C(O)=C4)C(=O)C4=C(N3C)C(O)=CC=C4)C(C)(C)O)=C(OC)C=C1N2	5794.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Citbismine A,1TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5516.7	Semi standard non polar	33892256
Citbismine A,1TMS,isomer #2	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5540.2	Semi standard non polar	33892256
Citbismine A,1TMS,isomer #3	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5512.7	Semi standard non polar	33892256
Citbismine A,1TMS,isomer #4	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5688.1	Semi standard non polar	33892256
Citbismine A,1TMS,isomer #5	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5704.8	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5343.8	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #10	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5632.6	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5352.2	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5448.3	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5471.6	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #5	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5359.4	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #6	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5462.0	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #7	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5481.9	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #8	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5450.1	Semi standard non polar	33892256
Citbismine A,2TMS,isomer #9	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5463.6	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5326.4	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #10	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5437.5	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5294.9	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5326.5	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5321.2	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #5	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5337.8	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #6	COC1=CC2=C(C(O[Si](C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5423.3	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #7	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5336.2	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #8	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5349.8	Semi standard non polar	33892256
Citbismine A,3TMS,isomer #9	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C)C=C3OC1C(C)(C)O[Si](C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C	5442.5	Semi standard non polar	33892256
Citbismine A,1TBDMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5713.6	Semi standard non polar	33892256
Citbismine A,1TBDMS,isomer #2	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5727.8	Semi standard non polar	33892256
Citbismine A,1TBDMS,isomer #3	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5688.8	Semi standard non polar	33892256
Citbismine A,1TBDMS,isomer #4	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5866.5	Semi standard non polar	33892256
Citbismine A,1TBDMS,isomer #5	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C(C)(C)C	5810.2	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #1	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C1C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5727.3	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #10	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C(C)(C)C	5944.0	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #2	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5724.6	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #3	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5810.9	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #4	COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C(C)(C)C	5800.1	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #5	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5739.5	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #6	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3OC1C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5823.2	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #7	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O[Si](C)(C)C(C)(C)C)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C(C)(C)C	5816.0	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #8	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O[Si](C)(C)C(C)(C)C)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1[NH]2	5806.6	Semi standard non polar	33892256
Citbismine A,2TBDMS,isomer #9	COC1=CC2=C(C(O)=C1C1C3=C4C(=C(O)C=C3OC1C(C)(C)O)C(=O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1N4C)C(=O)C1=CC=C(OC)C(OC)=C1N2[Si](C)(C)C(C)(C)C	5792.1	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 - Citbismine A GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i0-4100039000-8fda1441d1c6a58c73cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citbismine A GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-10-17	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 - Citbismine A 10V, Positive-QTOF	splash10-006x-0000019000-4d438265acf869bd4aa8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 20V, Positive-QTOF	splash10-05fu-0001029000-32d39bf656580a07babd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 40V, Positive-QTOF	splash10-000i-0010091000-05bbd638706bd914f62d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 10V, Negative-QTOF	splash10-000i-0000009000-cf0c9865d92f7230286a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 20V, Negative-QTOF	splash10-0fl9-0023049000-f3ed004e467d83ab3024	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 40V, Negative-QTOF	splash10-000f-0013091000-8f6ec0cac9a7f55612e2	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 10V, Negative-QTOF	splash10-000i-0000009000-f6b2185f8429a95e8380	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 20V, Negative-QTOF	splash10-0079-0000019000-21d26a0c198ac7e18604	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 40V, Negative-QTOF	splash10-014u-0000092000-f8452f0cd2f22e57890c	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 10V, Positive-QTOF	splash10-0006-0000009000-eef0ee9268682d2b520e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 20V, Positive-QTOF	splash10-0006-0001019000-77cb40a583c0d00c6d7c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citbismine A 40V, Positive-QTOF	splash10-0a4i-9000065000-fcaecc66f02a0f3c7c49	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

FDB020964

KNApSAcK ID

C00052236

Chemspider ID

35015101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753020

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1889411

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 Citbismine A (HMDB0041086)

MOL for HMDB0041086 (Citbismine A)

3D MOL for HMDB0041086 (Citbismine A)

3D SDF for HMDB0041086 (Citbismine A)

3D-SDF for HMDB0041086 (Citbismine A)

PDB for HMDB0041086 (Citbismine A)

3D PDB for HMDB0041086 (Citbismine A)

SMILES for HMDB0041086 (Citbismine A)

INCHI for HMDB0041086 (Citbismine A)

Structure for HMDB0041086 (Citbismine A)

3D Structure for HMDB0041086 (Citbismine A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra