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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:41:05 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259781

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Veratramine

Description

2-(1-{3-hydroxy-10,11b-dimethyl-1H,2H,3H,4H,6H,6aH,11H,11aH,11bH-cyclohexa[a]fluoren-9-yl}ethyl)-5-methylpiperidin-3-ol belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. Based on a literature review very few articles have been published on 2-(1-{3-hydroxy-10,11b-dimethyl-1H,2H,3H,4H,6H,6aH,11H,11aH,11bH-cyclohexa[a]fluoren-9-yl}ethyl)-5-methylpiperidin-3-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Veratramine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Veratramine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004241502402D          

 30 34  0  0  0  0            999 V2000
    2.2428   -3.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820   -2.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547   -2.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998   -0.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4943   -0.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271   -1.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -1.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776   -0.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6486   -0.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -0.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9249   -0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7486   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2012   -1.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0249   -1.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302   -2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0066   -2.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5539   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1829   -2.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7303   -1.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426   -2.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093   -2.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6701   -3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0259781
     RDKit          3D
VERATRAMINE
 69 73  0  0  0  0  0  0  0  0999 V2000
    0.7106    0.7736    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.0480    0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -0.7495    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632   -0.4789    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355   -1.4037    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    0.7728    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    0.7830   -1.0962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    0.4583   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -0.2386   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -0.2770   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0891    0.5250    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.3646    0.9984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.9973    2.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743   -1.5695   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344   -1.7308   -1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545   -1.0393   -1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.2139    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    0.3811    0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8656   -0.7617    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.9730   -1.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.1763   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.0744   -1.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4900    0.7962   -0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5856    1.6675   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9375    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5144    1.8547    1.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4961   -0.2686    1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261   -0.5419    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3037   -0.5074   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8635   -1.5866   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    1.5380    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202    0.1638    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5936    1.3522    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686   -1.1640   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.7725    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064   -2.3415    1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246   -1.0320    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    1.6077    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1522   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3476   -0.1381   -2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818    1.3924   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135   -1.3245   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7683   -1.1255   -1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.7155   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1825   -0.3684    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2199   -0.0891    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822    1.2079    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    2.2428    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773    2.9685    2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.1547   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.3786   -2.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477    1.2948   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    0.5220    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967   -1.7001    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455   -1.9468   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -0.1760   -3.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.8702   -2.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8188    2.0067   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1657    2.2232    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9070    2.4595   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4672    0.7090   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250    1.3221    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.1498    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9259   -0.1561    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9551   -1.5974    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    0.2059    1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.2796   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256   -2.5592   -0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9432   -1.6744   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  3 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  2  1  0
 29 19  1  0
 12  6  1  0
 20 16  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 28 66  1  0
 30 67  1  0
 30 68  1  0
 30 69  1  0
M  END


  Mrv1533004241502402D          

 30 34  0  0  0  0            999 V2000
    2.2428   -3.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820   -2.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547   -2.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1606   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998   -0.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4943   -0.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9331   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6271   -1.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -1.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7877   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -1.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2776   -0.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6486   -0.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723   -0.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9249   -0.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7486   -0.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2012   -1.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0249   -1.4844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8302   -2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0066   -2.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5539   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1829   -2.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7303   -1.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2142   -2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426   -2.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093   -2.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6701   -3.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259781

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C1NCC(C)CC1O)C1=CC=C2C3CC=C4CC(O)CCC4(C)C3CC2=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3

> <INCHI_KEY>
MALFODICFSIXPO-UHFFFAOYSA-N

> <FORMULA>
C27H39NO2

> <MOLECULAR_WEIGHT>
409.614

> <EXACT_MASS>
409.2980795

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
49.83333143219829

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-7,11,13,15-tetraen-14-yl}ethyl)-5-methylpiperidin-3-ol

> <ALOGPS_LOGP>
4.57

> <JCHEM_LOGP>
4.41318638

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.204289255855077

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.57388006587033

> <JCHEM_PKA_STRONGEST_BASIC>
9.913187751691336

> <JCHEM_POLAR_SURFACE_AREA>
52.489999999999995

> <JCHEM_REFRACTIVITY>
124.08889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.95e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
veratramine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259781
     RDKit          3D
VERATRAMINE
 69 73  0  0  0  0  0  0  0  0999 V2000
    0.7106    0.7736    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.0480    0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -0.7495    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632   -0.4789    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355   -1.4037    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    0.7728    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    0.7830   -1.0962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    0.4583   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -0.2386   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -0.2770   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0891    0.5250    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.3646    0.9984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.9973    2.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743   -1.5695   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344   -1.7308   -1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545   -1.0393   -1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.2139    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    0.3811    0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8656   -0.7617    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.9730   -1.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.1763   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.0744   -1.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4900    0.7962   -0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5856    1.6675   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9375    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5144    1.8547    1.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4961   -0.2686    1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261   -0.5419    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3037   -0.5074   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8635   -1.5866   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    1.5380    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202    0.1638    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5936    1.3522    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686   -1.1640   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.7725    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064   -2.3415    1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246   -1.0320    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    1.6077    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1522   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3476   -0.1381   -2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818    1.3924   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135   -1.3245   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7683   -1.1255   -1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.7155   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1825   -0.3684    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2199   -0.0891    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822    1.2079    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    2.2428    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773    2.9685    2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.1547   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.3786   -2.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477    1.2948   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    0.5220    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967   -1.7001    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455   -1.9468   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -0.1760   -3.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.8702   -2.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8188    2.0067   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1657    2.2232    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9070    2.4595   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4672    0.7090   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250    1.3221    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.1498    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9259   -0.1561    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9551   -1.5974    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    0.2059    1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.2796   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256   -2.5592   -0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9432   -1.6744   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  3 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  2  1  0
 29 19  1  0
 12  6  1  0
 20 16  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 28 66  1  0
 30 67  1  0
 30 68  1  0
 30 69  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.187  -5.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.260  -4.358   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.964  -3.526   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.595  -4.232   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.300  -3.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.373  -1.861   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.923  -1.028   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.742  -1.155   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.037  -1.988   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.406  -1.282   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.628  -3.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.702  -2.114   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.070  -1.409   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.366  -2.241   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.852  -1.835   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.544  -0.460   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.082  -0.372   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.927  -1.659   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.464  -1.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.309  -2.859   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.846  -2.771   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.616  -4.234   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.079  -4.322   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.234  -3.035   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.541  -4.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.697  -3.123   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.733  -4.324   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.293  -3.779   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.924  -4.485   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.851  -6.023   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    2   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   28                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   15   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   14   29                                                  
CONECT   29   28   11   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0259781
HETATM    1  C1  UNL     1       0.711   0.774   1.879  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.600  -0.048   0.674  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.721  -0.749   0.190  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.063  -0.479   0.768  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.535  -1.404   1.813  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.672   0.773   0.384  1.00  0.00           C  
HETATM    7  N1  UNL     1       3.969   0.783  -1.096  1.00  0.00           N  
HETATM    8  C7  UNL     1       5.332   0.458  -1.349  1.00  0.00           C  
HETATM    9  C8  UNL     1       6.119  -0.239  -0.302  1.00  0.00           C  
HETATM   10  C9  UNL     1       7.595  -0.277  -0.793  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.089   0.525   0.992  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.852   1.365   0.998  1.00  0.00           C  
HETATM   13  O1  UNL     1       4.719   1.997   2.214  1.00  0.00           O  
HETATM   14  C12 UNL     1       1.474  -1.570  -0.888  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.234  -1.731  -1.494  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.855  -1.039  -1.011  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.629  -0.214   0.071  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.970   0.381   0.498  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.866  -0.762   0.076  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.293  -0.973  -1.343  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.590   0.176  -2.228  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.687   1.074  -1.751  1.00  0.00           C  
HETATM   23  C21 UNL     1      -4.490   0.796  -0.746  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.586   1.667  -0.245  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.777   0.937   0.254  1.00  0.00           C  
HETATM   26  O2  UNL     1      -7.514   1.855   1.048  1.00  0.00           O  
HETATM   27  C24 UNL     1      -6.496  -0.269   1.092  1.00  0.00           C  
HETATM   28  C25 UNL     1      -5.026  -0.542   1.282  1.00  0.00           C  
HETATM   29  C26 UNL     1      -4.304  -0.507  -0.038  1.00  0.00           C  
HETATM   30  C27 UNL     1      -4.863  -1.587  -0.983  1.00  0.00           C  
HETATM   31  H1  UNL     1      -0.133   1.538   1.877  1.00  0.00           H  
HETATM   32  H2  UNL     1       0.420   0.164   2.816  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.594   1.352   2.065  1.00  0.00           H  
HETATM   34  H4  UNL     1       3.669  -1.164  -0.145  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.568  -1.773   1.741  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.906  -2.341   1.698  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.425  -1.032   2.857  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.888   1.608   0.373  1.00  0.00           H  
HETATM   39  H9  UNL     1       3.327   0.152  -1.597  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.348  -0.138  -2.318  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.882   1.392  -1.617  1.00  0.00           H  
HETATM   42  H12 UNL     1       5.914  -1.325  -0.179  1.00  0.00           H  
HETATM   43  H13 UNL     1       7.768  -1.126  -1.464  1.00  0.00           H  
HETATM   44  H14 UNL     1       7.851   0.716  -1.211  1.00  0.00           H  
HETATM   45  H15 UNL     1       8.183  -0.368   0.158  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.220  -0.089   1.897  1.00  0.00           H  
HETATM   47  H17 UNL     1       6.982   1.208   1.009  1.00  0.00           H  
HETATM   48  H18 UNL     1       5.124   2.243   0.298  1.00  0.00           H  
HETATM   49  H19 UNL     1       4.477   2.968   2.147  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.274  -2.155  -1.336  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.122  -2.379  -2.330  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.148   1.295  -0.042  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.957   0.522   1.588  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.597  -1.700   0.610  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.645  -1.947  -1.767  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.859  -0.176  -3.249  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.722   0.870  -2.407  1.00  0.00           H  
HETATM   58  H28 UNL     1      -3.819   2.007  -2.277  1.00  0.00           H  
HETATM   59  H29 UNL     1      -5.166   2.223   0.642  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.907   2.459  -0.956  1.00  0.00           H  
HETATM   61  H31 UNL     1      -7.467   0.709  -0.619  1.00  0.00           H  
HETATM   62  H32 UNL     1      -7.925   1.322   1.767  1.00  0.00           H  
HETATM   63  H33 UNL     1      -7.021  -1.150   0.658  1.00  0.00           H  
HETATM   64  H34 UNL     1      -6.926  -0.156   2.131  1.00  0.00           H  
HETATM   65  H35 UNL     1      -4.955  -1.597   1.649  1.00  0.00           H  
HETATM   66  H36 UNL     1      -4.594   0.206   1.941  1.00  0.00           H  
HETATM   67  H37 UNL     1      -4.569  -1.280  -2.001  1.00  0.00           H  
HETATM   68  H38 UNL     1      -4.326  -2.559  -0.804  1.00  0.00           H  
HETATM   69  H39 UNL     1      -5.943  -1.674  -0.957  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   17
CONECT    3    4   14
CONECT    4    5    6   34
CONECT    5   35   36   37
CONECT    6    7   12   38
CONECT    7    8   39
CONECT    8    9   40   41
CONECT    9   10   11   42
CONECT   10   43   44   45
CONECT   11   12   46   47
CONECT   12   13   48
CONECT   13   49
CONECT   14   15   15   50
CONECT   15   16   51
CONECT   16   17   17   20
CONECT   17   18
CONECT   18   19   52   53
CONECT   19   20   29   54
CONECT   20   21   55
CONECT   21   22   56   57
CONECT   22   23   23   58
CONECT   23   24   29
CONECT   24   25   59   60
CONECT   25   26   27   61
CONECT   26   62
CONECT   27   28   63   64
CONECT   28   29   65   66
CONECT   29   30
CONECT   30   67   68   69
END

HMDB0259781
     RDKit          3D
VERATRAMINE
 69 73  0  0  0  0  0  0  0  0999 V2000
    0.7106    0.7736    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.0480    0.6741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -0.7495    0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632   -0.4789    0.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5355   -1.4037    1.8127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718    0.7728    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    0.7830   -1.0962 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3321    0.4583   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -0.2386   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5947   -0.2770   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0891    0.5250    0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.3646    0.9984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7193    1.9973    2.2143 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743   -1.5695   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2344   -1.7308   -1.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8545   -1.0393   -1.0107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294   -0.2139    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    0.3811    0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8656   -0.7617    0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -0.9730   -1.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5904    0.1763   -2.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.0744   -1.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4900    0.7962   -0.7456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5856    1.6675   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7769    0.9375    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5144    1.8547    1.0483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4961   -0.2686    1.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261   -0.5419    1.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3037   -0.5074   -0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8635   -1.5866   -0.9830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    1.5380    1.8769 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4202    0.1638    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5936    1.3522    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686   -1.1640   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.7725    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9064   -2.3415    1.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4246   -1.0320    2.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879    1.6077    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1522   -1.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3476   -0.1381   -2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8818    1.3924   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9135   -1.3245   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7683   -1.1255   -1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8507    0.7155   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1825   -0.3684    0.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2199   -0.0891    1.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822    1.2079    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1235    2.2428    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4773    2.9685    2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -2.1547   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1221   -2.3786   -2.3299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477    1.2948   -0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572    0.5220    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967   -1.7001    0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6455   -1.9468   -1.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594   -0.1760   -3.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7221    0.8702   -2.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8188    2.0067   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1657    2.2232    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9070    2.4595   -0.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4672    0.7090   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250    1.3221    1.7674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.1498    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9259   -0.1561    2.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9551   -1.5974    1.6487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5943    0.2059    1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5687   -1.2796   -2.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256   -2.5592   -0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9432   -1.6744   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  3 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 17  2  1  0
 29 19  1  0
 12  6  1  0
 20 16  1  0
 29 23  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 24 60  1  0
 25 61  1  0
 26 62  1  0
 27 63  1  0
 27 64  1  0
 28 65  1  0
 28 66  1  0
 30 67  1  0
 30 68  1  0
 30 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₃₉NO₂

Average Molecular Weight

409.614

Monoisotopic Molecular Weight

409.2980795

IUPAC Name

2-(1-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-7,11,13,15-tetraen-14-yl}ethyl)-5-methylpiperidin-3-ol

Traditional Name

veratramine

CAS Registry Number

Not Available

SMILES

CC(C1NCC(C)CC1O)C1=CC=C2C3CC=C4CC(O)CCC4(C)C3CC2=C1C

InChI Identifier

InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3

InChI Key

MALFODICFSIXPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Fluorenes

Sub Class

Not Available

Direct Parent

Fluorenes

Alternative Parents

Substituents

Fluorene
Indane
Aralkylamine
Piperidine
Cyclic alcohol
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Secondary amine
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

extracellular (HMDB: HMDB0259781)
Membrane (HMDB: HMDB0259781)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.57	ALOGPS
logP	4.41	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	14.57	ChemAxon
pKa (Strongest Basic)	9.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	124.09 m³·mol⁻¹	ChemAxon
Polarizability	49.83 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	207.384	32859911
AllCCS	[M+H-H2O]+	205.052	32859911
AllCCS	[M+Na]+	210.146	32859911
AllCCS	[M+NH4]+	209.532	32859911
AllCCS	[M-H]-	207.013	32859911
AllCCS	[M+Na-2H]-	208.434	32859911
AllCCS	[M+HCOO]-	210.155	32859911
DeepCCS	[M+H]+	199.898	30932474
DeepCCS	[M-H]-	197.54	30932474
DeepCCS	[M-2H]-	231.566	30932474
DeepCCS	[M+Na]+	206.793	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
VERATRAMINE	CC(C1NCC(C)CC1O)C1=CC=C2C3CC=C4CC(O)CCC4(C)C3CC2=C1C	3178.3	Standard polar	33892256
VERATRAMINE	CC(C1NCC(C)CC1O)C1=CC=C2C3CC=C4CC(O)CCC4(C)C3CC2=C1C	3373.5	Standard non polar	33892256
VERATRAMINE	CC(C1NCC(C)CC1O)C1=CC=C2C3CC=C4CC(O)CCC4(C)C3CC2=C1C	3560.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
VERATRAMINE,3TMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C)CC(C)CN2[Si](C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C)CCC21C	3482.3	Semi standard non polar	33892256
VERATRAMINE,3TMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C)CC(C)CN2[Si](C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C)CCC21C	3621.7	Standard non polar	33892256
VERATRAMINE,3TMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C)CC(C)CN2[Si](C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C)CCC21C	3879.7	Standard polar	33892256
VERATRAMINE,3TBDMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C(C)(C)C)CC(C)CN2[Si](C)(C)C(C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C(C)(C)C)CCC21C	4050.9	Semi standard non polar	33892256
VERATRAMINE,3TBDMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C(C)(C)C)CC(C)CN2[Si](C)(C)C(C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C(C)(C)C)CCC21C	4352.2	Standard non polar	33892256
VERATRAMINE,3TBDMS,isomer #1	CC1=C(C(C)C2C(O[Si](C)(C)C(C)(C)C)CC(C)CN2[Si](C)(C)C(C)(C)C)C=CC2=C1CC1C2CC=C2CC(O[Si](C)(C)C(C)(C)C)CCC21C	4122.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1119000000-49646e86ad448bedd797	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Veratramine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

200149

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

229854

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

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

Showing metabocard for Veratramine (HMDB0259781)

MOL for HMDB0259781 (Veratramine)

3D MOL for HMDB0259781 (Veratramine)

3D SDF for HMDB0259781 (Veratramine)

3D-SDF for HMDB0259781 (Veratramine)

PDB for HMDB0259781 (Veratramine)

3D PDB for HMDB0259781 (Veratramine)

SMILES for HMDB0259781 (Veratramine)

INCHI for HMDB0259781 (Veratramine)

Structure for HMDB0259781 (Veratramine)

3D Structure for HMDB0259781 (Veratramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra