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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:31:50 UTC

Update Date

2021-09-26 23:11:42 UTC

HMDB ID

HMDB0256206

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Peiminine

Description

Peiminine, also known as sipeimine or fritillarine, belongs to the class of organic compounds known as cerveratrum-type alkaloids. These are steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids. Based on a literature review a significant number of articles have been published on Peiminine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Peiminine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Peiminine 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

  Mrv1533004201500072D          

 31 36  0  0  0  0            999 V2000
    5.5937   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9178    0.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421    0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836   -0.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -1.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0079   -0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3908    0.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2151    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7918   -0.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5311    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4112    1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0582    1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8250    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4720    1.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9448    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7117    0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8315   -0.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5983   -1.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1845   -1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4177   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2979   -0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6509   -0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564    1.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9493    1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0624    1.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080    1.4534    0.0000 O   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
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0258308
     RDKit          3D
sipeimine
 74 79  0  0  0  0  0  0  0  0999 V2000
   -5.5934    1.9910   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    1.3063   -1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.1591   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389   -0.8450    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192   -0.9903   -0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293    0.1055   -0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281    1.3399   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9293    0.2081   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354   -0.6886   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -0.1924    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -1.1056   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207   -0.7846    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.3647    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842    1.7062    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7450    1.6384   -0.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4411   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    0.6226   -1.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9862    1.3028   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860    0.4283   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3186    1.2702   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349   -0.2688   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.3997    0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614   -0.5433   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.7965   -1.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.0275    1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802    1.0570    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    0.4148    2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7866    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -1.1350    1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -2.5895    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.3592    2.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6798    2.5545   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341    2.7122   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7763    1.2210   -3.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1221    1.8258   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9740   -0.2683   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3600   -0.5780   -2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109   -0.2865    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8102   -1.8467    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -1.9333   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.6560    0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4615    2.1232   -1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.2594   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5414    0.0245   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1996   -1.7165   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.8271   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.9923   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -2.1567   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.6703    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    0.2618    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260    2.4009    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298    2.2389    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    0.3127   -2.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0135    1.7066   -2.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0880    2.1749   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3025   -0.2818   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691    0.8070   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549   -1.2693   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8974    0.3197    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463    0.3849    1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324   -1.3696    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -1.6975   -2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -2.0587   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -2.6633   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446   -0.9104    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541    1.9170    1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058    1.3988    3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    0.0787    3.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507    1.1812    2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387   -1.6564    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036   -2.7147    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2455   -3.2207    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.8517    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -0.8244    3.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 13 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
  7  2  1  0
 28  9  1  0
 29  5  1  0
 25 10  1  0
 23 12  1  0
 23 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
 31 74  1  0
M  END

  Mrv1533004201500072D          

 31 36  0  0  0  0            999 V2000
    5.5937   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9178    0.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421    0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836   -0.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -1.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0079   -0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3908    0.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2151    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7918   -0.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5311    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4112    1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0582    1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8250    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4720    1.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9448    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7117    0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8315   -0.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5983   -1.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1845   -1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4177   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2979   -0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6509   -0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564    1.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9493    1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0624    1.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080    1.4534    0.0000 O   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
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 13 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256206

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC45C)C3CCC1C2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3

> <INCHI_KEY>
IQDIERHFZVCNRZ-UHFFFAOYSA-N

> <FORMULA>
C27H43NO3

> <MOLECULAR_WEIGHT>
429.645

> <EXACT_MASS>
429.324294249

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
51.55816795793991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.2205300113333335

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.27246015207231

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.159263398761237

> <JCHEM_PKA_STRONGEST_BASIC>
9.858593282801106

> <JCHEM_POLAR_SURFACE_AREA>
60.77000000000001

> <JCHEM_REFRACTIVITY>
122.4585

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258308
     RDKit          3D
sipeimine
 74 79  0  0  0  0  0  0  0  0999 V2000
   -5.5934    1.9910   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    1.3063   -1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.1591   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389   -0.8450    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192   -0.9903   -0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293    0.1055   -0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281    1.3399   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9293    0.2081   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354   -0.6886   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -0.1924    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -1.1056   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207   -0.7846    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.3647    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842    1.7062    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7450    1.6384   -0.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4411   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    0.6226   -1.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9862    1.3028   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860    0.4283   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3186    1.2702   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349   -0.2688   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.3997    0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614   -0.5433   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.7965   -1.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.0275    1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802    1.0570    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    0.4148    2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7866    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -1.1350    1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -2.5895    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.3592    2.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6798    2.5545   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341    2.7122   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7763    1.2210   -3.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1221    1.8258   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9740   -0.2683   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3600   -0.5780   -2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109   -0.2865    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8102   -1.8467    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -1.9333   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.6560    0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4615    2.1232   -1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.2594   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5414    0.0245   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1996   -1.7165   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.8271   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.9923   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -2.1567   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.6703    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    0.2618    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260    2.4009    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298    2.2389    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    0.3127   -2.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0135    1.7066   -2.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0880    2.1749   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3025   -0.2818   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691    0.8070   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549   -1.2693   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8974    0.3197    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463    0.3849    1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324   -1.3696    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -1.6975   -2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -2.0587   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -2.6633   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446   -0.9104    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541    1.9170    1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058    1.3988    3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    0.0787    3.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507    1.1812    2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387   -1.6564    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036   -2.7147    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2455   -3.2207    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.8517    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -0.8244    3.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
  7  2  1  0
 28  9  1  0
 29  5  1  0
 25 10  1  0
 23 12  1  0
 23 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
 31 74  1  0
M  END

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      10.442  -3.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.156  -2.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.332  -0.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.047   0.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.585   0.587   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      13.409  -0.714   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.695  -2.078   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.948  -0.651   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.663   0.714   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.201   0.777   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.278  -0.324   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.658   0.359   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.434   1.883   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.642   2.838   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.073   2.270   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      23.281   3.226   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      22.297   0.747   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.728   0.179   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.952  -1.345   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      25.384  -1.913   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      22.744  -2.301   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.313  -1.733   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.089  -0.209   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.882  -1.164   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.916   2.141   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.092   3.442   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.553   3.379   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.839   2.014   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.300   1.951   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.183   3.487   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.962   2.713   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   29                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   12   17   24                                             
CONECT   24   23                                                            
CONECT   25   13   10   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    9   29                                                  
CONECT   29   28    5   30   31                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

COMPND    HMDB0258308
HETATM    1  C1  UNL     1      -5.593   1.991  -2.412  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.461   1.306  -1.074  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.882  -0.159  -1.165  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.339  -0.845   0.071  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.819  -0.990  -0.055  1.00  0.00           C  
HETATM    6  N1  UNL     1      -3.329   0.106  -0.801  1.00  0.00           N  
HETATM    7  C6  UNL     1      -4.028   1.340  -0.636  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.929   0.208  -0.938  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.135  -0.689  -0.004  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.255  -0.192   0.029  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.312  -1.106  -0.470  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.521  -0.785   0.371  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.129   0.365   1.284  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.384   1.706   0.668  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.745   1.638  -0.772  1.00  0.00           C  
HETATM   16  O1  UNL     1       2.274   2.441  -1.582  1.00  0.00           O  
HETATM   17  C15 UNL     1       3.679   0.623  -1.335  1.00  0.00           C  
HETATM   18  C16 UNL     1       4.986   1.303  -1.591  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.186   0.428  -1.413  1.00  0.00           C  
HETATM   20  O2  UNL     1       7.319   1.270  -1.510  1.00  0.00           O  
HETATM   21  C18 UNL     1       6.235  -0.269  -0.088  1.00  0.00           C  
HETATM   22  C19 UNL     1       4.909  -0.400   0.587  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.761  -0.543  -0.402  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.058  -1.797  -1.209  1.00  0.00           C  
HETATM   25  C22 UNL     1       0.693   0.028   1.483  1.00  0.00           C  
HETATM   26  C23 UNL     1      -0.180   1.057   2.063  1.00  0.00           C  
HETATM   27  C24 UNL     1      -1.568   0.415   2.220  1.00  0.00           C  
HETATM   28  C25 UNL     1      -1.753  -0.787   1.365  1.00  0.00           C  
HETATM   29  C26 UNL     1      -3.209  -1.135   1.315  1.00  0.00           C  
HETATM   30  C27 UNL     1      -3.463  -2.589   1.740  1.00  0.00           C  
HETATM   31  O3  UNL     1      -3.928  -0.359   2.250  1.00  0.00           O  
HETATM   32  H1  UNL     1      -4.680   2.554  -2.700  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.434   2.712  -2.373  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.776   1.221  -3.217  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.122   1.826  -0.324  1.00  0.00           H  
HETATM   36  H5  UNL     1      -6.974  -0.268  -1.200  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.360  -0.578  -2.042  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.611  -0.286   0.996  1.00  0.00           H  
HETATM   39  H8  UNL     1      -5.810  -1.847   0.167  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.632  -1.933  -0.618  1.00  0.00           H  
HETATM   41  H10 UNL     1      -4.001   1.656   0.427  1.00  0.00           H  
HETATM   42  H11 UNL     1      -3.461   2.123  -1.197  1.00  0.00           H  
HETATM   43  H12 UNL     1      -1.615   1.259  -0.686  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.541   0.025  -1.964  1.00  0.00           H  
HETATM   45  H14 UNL     1      -1.200  -1.717  -0.452  1.00  0.00           H  
HETATM   46  H15 UNL     1       0.361   0.827  -0.446  1.00  0.00           H  
HETATM   47  H16 UNL     1       1.504  -0.992  -1.555  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.985  -2.157  -0.319  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.714  -1.670   1.044  1.00  0.00           H  
HETATM   50  H19 UNL     1       2.687   0.262   2.256  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.526   2.401   0.761  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.230   2.239   1.197  1.00  0.00           H  
HETATM   53  H22 UNL     1       3.265   0.313  -2.333  1.00  0.00           H  
HETATM   54  H23 UNL     1       5.014   1.707  -2.623  1.00  0.00           H  
HETATM   55  H24 UNL     1       5.088   2.175  -0.915  1.00  0.00           H  
HETATM   56  H25 UNL     1       6.302  -0.282  -2.283  1.00  0.00           H  
HETATM   57  H26 UNL     1       8.069   0.807  -1.943  1.00  0.00           H  
HETATM   58  H27 UNL     1       6.755  -1.269  -0.157  1.00  0.00           H  
HETATM   59  H28 UNL     1       6.897   0.320   0.613  1.00  0.00           H  
HETATM   60  H29 UNL     1       4.746   0.385   1.328  1.00  0.00           H  
HETATM   61  H30 UNL     1       4.932  -1.370   1.166  1.00  0.00           H  
HETATM   62  H31 UNL     1       3.735  -1.698  -2.263  1.00  0.00           H  
HETATM   63  H32 UNL     1       5.146  -2.059  -1.159  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.530  -2.663  -0.763  1.00  0.00           H  
HETATM   65  H34 UNL     1       0.645  -0.910   2.068  1.00  0.00           H  
HETATM   66  H35 UNL     1      -0.354   1.917   1.372  1.00  0.00           H  
HETATM   67  H36 UNL     1       0.206   1.399   3.035  1.00  0.00           H  
HETATM   68  H37 UNL     1      -1.605   0.079   3.292  1.00  0.00           H  
HETATM   69  H38 UNL     1      -2.351   1.181   2.117  1.00  0.00           H  
HETATM   70  H39 UNL     1      -1.239  -1.656   1.871  1.00  0.00           H  
HETATM   71  H40 UNL     1      -4.504  -2.715   2.078  1.00  0.00           H  
HETATM   72  H41 UNL     1      -3.246  -3.221   0.847  1.00  0.00           H  
HETATM   73  H42 UNL     1      -2.727  -2.852   2.528  1.00  0.00           H  
HETATM   74  H43 UNL     1      -3.922  -0.824   3.146  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    7   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   29   40
CONECT    6    7    8
CONECT    7   41   42
CONECT    8    9   43   44
CONECT    9   10   28   45
CONECT   10   11   25   46
CONECT   11   12   47   48
CONECT   12   13   23   49
CONECT   13   14   25   50
CONECT   14   15   51   52
CONECT   15   16   16   17
CONECT   17   18   23   53
CONECT   18   19   54   55
CONECT   19   20   21   56
CONECT   20   57
CONECT   21   22   58   59
CONECT   22   23   60   61
CONECT   23   24
CONECT   24   62   63   64
CONECT   25   26   65
CONECT   26   27   66   67
CONECT   27   28   68   69
CONECT   28   29   70
CONECT   29   30   31
CONECT   30   71   72   73
CONECT   31   74
END

HMDB0258308
     RDKit          3D
sipeimine
 74 79  0  0  0  0  0  0  0  0999 V2000
   -5.5934    1.9910   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    1.3063   -1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8819   -0.1591   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3389   -0.8450    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8192   -0.9903   -0.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293    0.1055   -0.8010 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281    1.3399   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9293    0.2081   -0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354   -0.6886   -0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -0.1924    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -1.1056   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207   -0.7846    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    0.3647    1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842    1.7062    0.6676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7450    1.6384   -0.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4411   -1.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6794    0.6226   -1.3348 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9862    1.3028   -1.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1860    0.4283   -1.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3186    1.2702   -1.5100 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2349   -0.2688   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.3997    0.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614   -0.5433   -0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.7965   -1.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6925    0.0275    1.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802    1.0570    2.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    0.4148    2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -0.7866    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088   -1.1350    1.3152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -2.5895    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.3592    2.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6798    2.5545   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4341    2.7122   -2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7763    1.2210   -3.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1221    1.8258   -0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9740   -0.2683   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3600   -0.5780   -2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6109   -0.2865    0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8102   -1.8467    0.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6323   -1.9333   -0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    1.6560    0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4615    2.1232   -1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.2594   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5414    0.0245   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1996   -1.7165   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.8271   -0.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.9923   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -2.1567   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141   -1.6703    1.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    0.2618    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5260    2.4009    0.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298    2.2389    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    0.3127   -2.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0135    1.7066   -2.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0880    2.1749   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3025   -0.2818   -2.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0691    0.8070   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549   -1.2693   -0.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8974    0.3197    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7463    0.3849    1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324   -1.3696    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7354   -1.6975   -2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -2.0587   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -2.6633   -0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6446   -0.9104    2.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3541    1.9170    1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2058    1.3988    3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045    0.0787    3.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3507    1.1812    2.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387   -1.6564    1.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036   -2.7147    2.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2455   -3.2207    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.8517    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9221   -0.8244    3.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 13 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
  7  2  1  0
 28  9  1  0
 29  5  1  0
 25 10  1  0
 23 12  1  0
 23 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 24 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
 27 69  1  0
 28 70  1  0
 30 71  1  0
 30 72  1  0
 30 73  1  0
 31 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fritillarine	HMDB
Imperialine	HMDB
Sipeimine	HMDB
Peiminine nitrate salt, (3beta,5alpha,17beta)-isomer	HMDB
Verticinone	HMDB
3beta, 20-Dihydroxy-5alpha-cevan-6-one	HMDB
Verticine	HMDB
Peimine	HMDB
Peiminine, (3beta,5alpha,17beta)-isomer	HMDB
Zhebeinone	HMDB
Peiminine hydrochloride, (3beta,5alpha,17beta)-isomer	HMDB
Peiminine, (3beta,5alpha,25alpha)-isomer	HMDB
Peiminine	MeSH

Chemical Formula

C₂₇H₄₃NO₃

Average Molecular Weight

429.645

Monoisotopic Molecular Weight

429.324294249

IUPAC Name

10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

Traditional Name

10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

CAS Registry Number

Not Available

SMILES

CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC45C)C3CCC1C2(C)O

InChI Identifier

InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3

InChI Key

IQDIERHFZVCNRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cerveratrum-type alkaloids. These are steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]Pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Cerveratrum-type alkaloids

Alternative Parents

Substituents

Cerveratrum-type alkaloid
Azasteroid
Quinolizidine
Alkaloid or derivatives
Piperidine
Cyclic alcohol
Tertiary alcohol
Ketone
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.32	ALOGPS
logP	3.22	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.16	ChemAxon
pKa (Strongest Basic)	9.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	122.46 m³·mol⁻¹	ChemAxon
Polarizability	51.56 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	240.581	30932474
DeepCCS	[M+Na]+	215.809	30932474
AllCCS	[M+H]+	208.3	32859911
AllCCS	[M+H-H2O]+	206.2	32859911
AllCCS	[M+NH4]+	210.2	32859911
AllCCS	[M+Na]+	210.7	32859911
AllCCS	[M-H]-	209.4	32859911
AllCCS	[M+Na-2H]-	210.9	32859911
AllCCS	[M+HCOO]-	212.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Peiminine	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC45C)C3CCC1C2(C)O	3521.5	Standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Peiminine,1TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3792.2	Semi standard non polar	33892256
Peiminine,1TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3635.3	Standard non polar	33892256
Peiminine,1TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	4215.4	Standard polar	33892256
Peiminine,1TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3821.6	Semi standard non polar	33892256
Peiminine,1TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3641.4	Standard non polar	33892256
Peiminine,1TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4167.9	Standard polar	33892256
Peiminine,1TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	3721.5	Semi standard non polar	33892256
Peiminine,1TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	3494.9	Standard non polar	33892256
Peiminine,1TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	4257.7	Standard polar	33892256
Peiminine,1TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	3730.0	Semi standard non polar	33892256
Peiminine,1TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	3426.3	Standard non polar	33892256
Peiminine,1TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	4278.4	Standard polar	33892256
Peiminine,2TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3781.2	Semi standard non polar	33892256
Peiminine,2TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3673.4	Standard non polar	33892256
Peiminine,2TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4135.5	Standard polar	33892256
Peiminine,2TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3731.0	Semi standard non polar	33892256
Peiminine,2TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3649.7	Standard non polar	33892256
Peiminine,2TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	4272.2	Standard polar	33892256
Peiminine,2TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3722.8	Semi standard non polar	33892256
Peiminine,2TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	3533.1	Standard non polar	33892256
Peiminine,2TMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O	4254.1	Standard polar	33892256
Peiminine,2TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3712.6	Semi standard non polar	33892256
Peiminine,2TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3609.6	Standard non polar	33892256
Peiminine,2TMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4178.6	Standard polar	33892256
Peiminine,2TMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3669.5	Semi standard non polar	33892256
Peiminine,2TMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3517.9	Standard non polar	33892256
Peiminine,2TMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4198.4	Standard polar	33892256
Peiminine,3TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3658.1	Semi standard non polar	33892256
Peiminine,3TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3703.5	Standard non polar	33892256
Peiminine,3TMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C)=C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4129.8	Standard polar	33892256
Peiminine,3TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3640.4	Semi standard non polar	33892256
Peiminine,3TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	3575.5	Standard non polar	33892256
Peiminine,3TMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C	4111.7	Standard polar	33892256
Peiminine,1TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4027.0	Semi standard non polar	33892256
Peiminine,1TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	3950.2	Standard non polar	33892256
Peiminine,1TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4351.2	Standard polar	33892256
Peiminine,1TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4035.2	Semi standard non polar	33892256
Peiminine,1TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	3952.9	Standard non polar	33892256
Peiminine,1TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4294.0	Standard polar	33892256
Peiminine,1TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	3964.2	Semi standard non polar	33892256
Peiminine,1TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	3764.9	Standard non polar	33892256
Peiminine,1TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O	4391.9	Standard polar	33892256
Peiminine,1TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	3976.5	Semi standard non polar	33892256
Peiminine,1TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	3619.1	Standard non polar	33892256
Peiminine,1TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O	4411.6	Standard polar	33892256
Peiminine,2TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4215.0	Semi standard non polar	33892256
Peiminine,2TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4257.3	Standard non polar	33892256
Peiminine,2TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(=O)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4308.4	Standard polar	33892256
Peiminine,2TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4189.5	Semi standard non polar	33892256
Peiminine,2TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4188.2	Standard non polar	33892256
Peiminine,2TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4454.4	Standard polar	33892256
Peiminine,2TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4185.6	Semi standard non polar	33892256
Peiminine,2TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	3946.0	Standard non polar	33892256
Peiminine,2TBDMS,isomer #3	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O	4440.1	Standard polar	33892256
Peiminine,2TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4159.1	Semi standard non polar	33892256
Peiminine,2TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4137.8	Standard non polar	33892256
Peiminine,2TBDMS,isomer #4	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4355.3	Standard polar	33892256
Peiminine,2TBDMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4120.4	Semi standard non polar	33892256
Peiminine,2TBDMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	3939.9	Standard non polar	33892256
Peiminine,2TBDMS,isomer #5	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4377.7	Standard polar	33892256
Peiminine,3TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4357.1	Semi standard non polar	33892256
Peiminine,3TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4472.2	Standard non polar	33892256
Peiminine,3TBDMS,isomer #1	CC1CCC2N(C1)CC1C3CC4C(CC(O[Si](C)(C)C(C)(C)C)=C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4331.4	Standard polar	33892256
Peiminine,3TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4339.8	Semi standard non polar	33892256
Peiminine,3TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4160.4	Standard non polar	33892256
Peiminine,3TBDMS,isomer #2	CC1CCC2N(C1)CC1C3CC4C(C=C(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC54C)C3CCC1C2(C)O[Si](C)(C)C(C)(C)C	4304.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Peiminine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dr-1478900000-aa1b7038d6c78d3b6722	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Peiminine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Peiminine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Peiminine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Imperialin

METLIN ID

Not Available

PubChem Compound

5221

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 Peiminine (HMDB0256206)

MOL for HMDB0256206 (Peiminine)

3D MOL for HMDB0256206 (Peiminine)

3D SDF for HMDB0256206 (Peiminine)

3D-SDF for HMDB0256206 (Peiminine)

PDB for HMDB0256206 (Peiminine)

3D PDB for HMDB0256206 (Peiminine)

SMILES for HMDB0256206 (Peiminine)

INCHI for HMDB0256206 (Peiminine)

Structure for HMDB0256206 (Peiminine)

3D Structure for HMDB0256206 (Peiminine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra