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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:26:37 UTC

Update Date

2022-03-07 02:54:52 UTC

HMDB ID

HMDB0036313

Secondary Accession Numbers

HMDB36313

Metabolite Identification

Common Name

Erinacine P

Description

Erinacine P belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a significant number of articles have been published on Erinacine P.

Structure

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


  Mrv0541 02241207552D          

 35 38  0  0  0  0            999 V2000
   -0.7941    2.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908    0.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891    2.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3038    2.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9260    1.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6149    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790   -0.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -1.4630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8604    0.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278    0.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6190   -0.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0032    0.8766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890    0.4637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3426   -0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0290   -1.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -1.8951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2001   -2.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694   -2.8887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3771   -2.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216    0.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216   -0.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -0.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351    0.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304    0.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304    1.6900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604    0.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
  3 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 16  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
 13 21  1  0  0  0  0
 14 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 18 27  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0036313
     RDKit          3D
Erinacine P
 75 78  0  0  0  0  0  0  0  0999 V2000
   -2.8357    5.6876    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317    4.5270   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    4.2162   -1.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636    3.7173    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6893    2.6003    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    1.2981    0.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    0.1195    0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -1.0480    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377   -1.0966   -0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255   -0.0329   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3146   -0.6027   -2.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1056    0.3097   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946   -2.4934   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -3.2990   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836   -2.3874    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589   -2.6525    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0411   -2.7607    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178   -1.7008    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5041   -0.3317    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6420   -0.2807    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806    0.5465   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.0231   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465   -0.0001   -1.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    0.9067   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143    0.6597   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.7227    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -0.8514    1.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7180   -1.8105   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658   -2.5215   -1.3544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -1.2914   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469   -2.2190   -2.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    1.8351    0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071    2.7027    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    3.8944    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    4.7740    1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    5.6690   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    6.6319   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075    5.6812    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175    2.4877   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    1.4988    0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0795    1.2723    1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.5116   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    0.8392   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792   -1.3851   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.0699   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.2627   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    1.3592   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827    0.2031    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.3241   -0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2786   -2.7853   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648   -2.6562    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9306   -3.2448   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -4.3062    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.6998    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5928   -3.6143    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7937   -1.8537    2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -2.9405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930   -3.6932    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264   -1.6895   -1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.9036    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    0.7073    2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -1.0272    2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860   -0.4789    2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    0.8069   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4726    0.4168   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    1.3124    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1268    1.1445   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4202   -0.9107    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -1.4408    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1366   -2.5544   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4899   -1.8495   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -1.0963   -2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -2.9741   -2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6095    2.0226    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    4.0021    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
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 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
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 21 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 33  5  1  0
 19  7  1  0
 30 23  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
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 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 34 75  1  0
M  END


  Mrv0541 02241207552D          

 35 38  0  0  0  0            999 V2000
   -0.7941    2.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2105    1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908    0.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798    1.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4891    2.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5896    2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3038    2.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9260    1.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6149    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7753    1.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905    0.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -0.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0790   -0.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5523   -1.4630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2670   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7216   -0.3689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1351   -0.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351    0.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304    0.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4304    1.6900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604    0.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  1  0  0  0  0
  3 19  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
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 14 24  1  0  0  0  0
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 22 23  2  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 34  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036313

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C2C3CC(OC(C)=O)C(C=O)=CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O8/c1-14(2)17-6-7-26(4)8-9-27(5)18(22(17)26)11-20(34-15(3)29)16(12-28)10-21(27)35-25-24(32)23(31)19(30)13-33-25/h10,12,14,18-21,23-25,30-32H,6-9,11,13H2,1-5H3

> <INCHI_KEY>
SEBFACPAABUJNW-UHFFFAOYSA-N

> <FORMULA>
C27H40O8

> <MOLECULAR_WEIGHT>
492.6017

> <EXACT_MASS>
492.272318256

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
53.141495564537735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-formyl-3a,5a-dimethyl-1-(propan-2-yl)-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,3aH,4H,5H,5aH,6H,9H,10H,10aH-cyclohepta[e]inden-9-yl acetate

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.7452010159999989

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.40306463554909

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.245759001804078

> <JCHEM_PKA_STRONGEST_BASIC>
-3.526580879352097

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
128.5015

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-formyl-1-isopropyl-3a,5a-dimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,4H,5H,6H,9H,10H,10aH-cyclohepta[e]inden-9-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036313
     RDKit          3D
Erinacine P
 75 78  0  0  0  0  0  0  0  0999 V2000
   -2.8357    5.6876    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317    4.5270   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    4.2162   -1.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636    3.7173    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6893    2.6003    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    1.2981    0.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    0.1195    0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -1.0480    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377   -1.0966   -0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255   -0.0329   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3146   -0.6027   -2.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1056    0.3097   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946   -2.4934   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -3.2990   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836   -2.3874    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589   -2.6525    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0411   -2.7607    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178   -1.7008    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5041   -0.3317    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6420   -0.2807    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806    0.5465   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.0231   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465   -0.0001   -1.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    0.9067   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143    0.6597   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.7227    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -0.8514    1.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7180   -1.8105   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658   -2.5215   -1.3544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -1.2914   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469   -2.2190   -2.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    1.8351    0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071    2.7027    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    3.8944    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    4.7740    1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    5.6690   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    6.6319   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075    5.6812    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175    2.4877   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    1.4988    0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0795    1.2723    1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.5116   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    0.8392   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792   -1.3851   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.0699   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.2627   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    1.3592   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827    0.2031    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.3241   -0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2786   -2.7853   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648   -2.6562    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9306   -3.2448   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -4.3062    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.6998    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5928   -3.6143    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7937   -1.8537    2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -2.9405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930   -3.6932    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264   -1.6895   -1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.9036    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    0.7073    2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -1.0272    2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860   -0.4789    2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    0.8069   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4726    0.4168   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    1.3124    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1268    1.1445   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4202   -0.9107    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -1.4408    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1366   -2.5544   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4899   -1.8495   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -1.0963   -2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -2.9741   -2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6095    2.0226    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    4.0021    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  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
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 21 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 33  5  1  0
 19  7  1  0
 30 23  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 34 75  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.482   4.324   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.393   3.234   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.729   1.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.709   2.302   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.780   5.392   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.967   3.879   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.300   4.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.462   3.658   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.881   2.245   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.314   2.379   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.222   1.289   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.785  -0.126   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.014  -1.462   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.898  -2.731   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -7.206   0.909   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.652   0.909   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.889  -0.411   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.873   1.636   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.539   0.866   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.640  -0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.498  -1.706   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.054  -3.183   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.446  -3.538   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.240  -4.126   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.116  -5.392   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.704  -4.252   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.214   0.863   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.214  -0.689   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.534  -1.452   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.852  -0.691   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.852   0.832   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.537   1.629   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.537   3.155   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       7.206   1.613   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.203  -1.469   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11   19                                             
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    1    5    7   10                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    6    9   11                                                  
CONECT   11    3   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   24                                                       
CONECT   15   16                                                            
CONECT   16    9   15   17                                                  
CONECT   17   16                                                            
CONECT   18   19   27                                                       
CONECT   19    3   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   13   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   14   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   18   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32   34                                                  
CONECT   32   27   31   33                                                  
CONECT   33   32                                                            
CONECT   34   31                                                            
CONECT   35   30                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0036313
HETATM    1  C1  UNL     1      -2.836   5.688   0.134  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.032   4.527  -0.280  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.823   4.216  -1.480  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.464   3.717   0.686  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.689   2.600   0.381  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.321   1.298   0.912  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.884   0.119   0.134  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.783  -1.048   0.118  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.038  -1.097  -0.378  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.826  -0.033  -1.017  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.315  -0.603  -2.375  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.106   0.310  -0.303  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.595  -2.493  -0.209  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.278  -3.299  -0.295  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.484  -2.387   0.640  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.059  -2.653   2.022  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.041  -2.761   0.665  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.818  -1.701   0.031  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.504  -0.332   0.569  1.00  0.00           C  
HETATM   20  C18 UNL     1       0.642  -0.281   2.080  1.00  0.00           C  
HETATM   21  C19 UNL     1       1.581   0.546  -0.025  1.00  0.00           C  
HETATM   22  O3  UNL     1       2.817  -0.023  -0.143  1.00  0.00           O  
HETATM   23  C20 UNL     1       3.247  -0.000  -1.457  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.357   0.907  -1.471  1.00  0.00           O  
HETATM   25  C21 UNL     1       5.114   0.660  -0.376  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.315  -0.723   0.082  1.00  0.00           C  
HETATM   27  O5  UNL     1       4.783  -0.851   1.378  1.00  0.00           O  
HETATM   28  C23 UNL     1       4.718  -1.811  -0.754  1.00  0.00           C  
HETATM   29  O6  UNL     1       5.766  -2.522  -1.354  1.00  0.00           O  
HETATM   30  C24 UNL     1       3.848  -1.291  -1.865  1.00  0.00           C  
HETATM   31  O7  UNL     1       2.947  -2.219  -2.304  1.00  0.00           O  
HETATM   32  C25 UNL     1       1.662   1.835   0.765  1.00  0.00           C  
HETATM   33  C26 UNL     1       0.707   2.703   0.937  1.00  0.00           C  
HETATM   34  C27 UNL     1       0.989   3.894   1.740  1.00  0.00           C  
HETATM   35  O8  UNL     1       0.132   4.774   1.955  1.00  0.00           O  
HETATM   36  H1  UNL     1      -3.802   5.669  -0.447  1.00  0.00           H  
HETATM   37  H2  UNL     1      -2.322   6.632  -0.197  1.00  0.00           H  
HETATM   38  H3  UNL     1      -3.007   5.681   1.209  1.00  0.00           H  
HETATM   39  H4  UNL     1      -0.617   2.488  -0.702  1.00  0.00           H  
HETATM   40  H5  UNL     1      -2.386   1.499   0.712  1.00  0.00           H  
HETATM   41  H6  UNL     1      -1.080   1.272   1.992  1.00  0.00           H  
HETATM   42  H7  UNL     1      -0.699   0.512  -0.919  1.00  0.00           H  
HETATM   43  H8  UNL     1      -3.243   0.839  -1.372  1.00  0.00           H  
HETATM   44  H9  UNL     1      -5.079  -1.385  -2.223  1.00  0.00           H  
HETATM   45  H10 UNL     1      -3.457  -1.070  -2.895  1.00  0.00           H  
HETATM   46  H11 UNL     1      -4.697   0.263  -2.947  1.00  0.00           H  
HETATM   47  H12 UNL     1      -5.408   1.359  -0.525  1.00  0.00           H  
HETATM   48  H13 UNL     1      -4.983   0.203   0.812  1.00  0.00           H  
HETATM   49  H14 UNL     1      -5.954  -0.324  -0.578  1.00  0.00           H  
HETATM   50  H15 UNL     1      -4.279  -2.785  -1.001  1.00  0.00           H  
HETATM   51  H16 UNL     1      -3.965  -2.656   0.823  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.931  -3.245  -1.328  1.00  0.00           H  
HETATM   53  H18 UNL     1      -2.407  -4.306   0.108  1.00  0.00           H  
HETATM   54  H19 UNL     1      -1.250  -2.700   2.789  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.593  -3.614   2.084  1.00  0.00           H  
HETATM   56  H21 UNL     1      -2.794  -1.854   2.287  1.00  0.00           H  
HETATM   57  H22 UNL     1       0.339  -2.941   1.684  1.00  0.00           H  
HETATM   58  H23 UNL     1       0.093  -3.693   0.091  1.00  0.00           H  
HETATM   59  H24 UNL     1       0.626  -1.689  -1.052  1.00  0.00           H  
HETATM   60  H25 UNL     1       1.884  -1.904   0.199  1.00  0.00           H  
HETATM   61  H26 UNL     1       1.074   0.707   2.333  1.00  0.00           H  
HETATM   62  H27 UNL     1       1.437  -1.027   2.335  1.00  0.00           H  
HETATM   63  H28 UNL     1      -0.286  -0.479   2.607  1.00  0.00           H  
HETATM   64  H29 UNL     1       1.228   0.807  -1.069  1.00  0.00           H  
HETATM   65  H30 UNL     1       2.473   0.417  -2.140  1.00  0.00           H  
HETATM   66  H31 UNL     1       4.725   1.312   0.462  1.00  0.00           H  
HETATM   67  H32 UNL     1       6.127   1.144  -0.583  1.00  0.00           H  
HETATM   68  H33 UNL     1       6.420  -0.911   0.235  1.00  0.00           H  
HETATM   69  H34 UNL     1       5.312  -1.441   1.942  1.00  0.00           H  
HETATM   70  H35 UNL     1       4.137  -2.554  -0.181  1.00  0.00           H  
HETATM   71  H36 UNL     1       6.490  -1.850  -1.531  1.00  0.00           H  
HETATM   72  H37 UNL     1       4.525  -1.096  -2.772  1.00  0.00           H  
HETATM   73  H38 UNL     1       3.394  -2.974  -2.753  1.00  0.00           H  
HETATM   74  H39 UNL     1       2.609   2.023   1.217  1.00  0.00           H  
HETATM   75  H40 UNL     1       1.970   4.002   2.152  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   33   39
CONECT    6    7   40   41
CONECT    7    8   19   42
CONECT    8    9    9   15
CONECT    9   10   13
CONECT   10   11   12   43
CONECT   11   44   45   46
CONECT   12   47   48   49
CONECT   13   14   50   51
CONECT   14   15   52   53
CONECT   15   16   17
CONECT   16   54   55   56
CONECT   17   18   57   58
CONECT   18   19   59   60
CONECT   19   20   21
CONECT   20   61   62   63
CONECT   21   22   32   64
CONECT   22   23
CONECT   23   24   30   65
CONECT   24   25
CONECT   25   26   66   67
CONECT   26   27   28   68
CONECT   27   69
CONECT   28   29   30   70
CONECT   29   71
CONECT   30   31   72
CONECT   31   73
CONECT   32   33   33   74
CONECT   33   34
CONECT   34   35   35   75
END

HMDB0036313
     RDKit          3D
Erinacine P
 75 78  0  0  0  0  0  0  0  0999 V2000
   -2.8357    5.6876    0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317    4.5270   -0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8227    4.2162   -1.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636    3.7173    0.6857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6893    2.6003    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    1.2981    0.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8838    0.1195    0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832   -1.0480    0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0377   -1.0966   -0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8255   -0.0329   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3146   -0.6027   -2.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1056    0.3097   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946   -2.4934   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -3.2990   -0.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4836   -2.3874    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589   -2.6525    2.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0411   -2.7607    0.6649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178   -1.7008    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5041   -0.3317    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6420   -0.2807    2.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806    0.5465   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8173   -0.0231   -0.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465   -0.0001   -1.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    0.9067   -1.4710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143    0.6597   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.7227    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -0.8514    1.3777 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7180   -1.8105   -0.7539 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7658   -2.5215   -1.3544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -1.2914   -1.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469   -2.2190   -2.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622    1.8351    0.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071    2.7027    0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893    3.8944    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1325    4.7740    1.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8018    5.6690   -0.4468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    6.6319   -0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075    5.6812    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6175    2.4877   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    1.4988    0.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0795    1.2723    1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.5116   -0.9187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2427    0.8392   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792   -1.3851   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.0699   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6972    0.2627   -2.9474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4084    1.3592   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9827    0.2031    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -0.3241   -0.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2786   -2.7853   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9648   -2.6562    0.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9306   -3.2448   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4068   -4.3062    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.6998    2.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5928   -3.6143    2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7937   -1.8537    2.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390   -2.9405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0930   -3.6932    0.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264   -1.6895   -1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8838   -1.9036    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    0.7073    2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -1.0272    2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860   -0.4789    2.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    0.8069   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4726    0.4168   -2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    1.3124    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1268    1.1445   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4202   -0.9107    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -1.4408    1.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1366   -2.5544   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4899   -1.8495   -1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5247   -1.0963   -2.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3943   -2.9741   -2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6095    2.0226    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    4.0021    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  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
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 21 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 33  5  1  0
 19  7  1  0
 30 23  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  5 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 14 53  1  0
 16 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 20 61  1  0
 20 62  1  0
 20 63  1  0
 21 64  1  0
 23 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 32 74  1  0
 34 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Erinacin p	MeSH
Herical	HMDB
8-Formyl-3a,5a-dimethyl-1-(propan-2-yl)-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,3ah,4H,5H,5ah,6H,9H,10H,10ah-cyclohepta[e]inden-9-yl acetic acid	Generator

Chemical Formula

C₂₇H₄₀O₈

Average Molecular Weight

492.6017

Monoisotopic Molecular Weight

492.272318256

IUPAC Name

8-formyl-3a,5a-dimethyl-1-(propan-2-yl)-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,3aH,4H,5H,5aH,6H,9H,10H,10aH-cyclohepta[e]inden-9-yl acetate

Traditional Name

8-formyl-1-isopropyl-3a,5a-dimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,4H,5H,6H,9H,10H,10aH-cyclohepta[e]inden-9-yl acetate

CAS Registry Number

291532-17-7

SMILES

CC(C)C1=C2C3CC(OC(C)=O)C(C=O)=CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1

InChI Identifier

InChI=1S/C27H40O8/c1-14(2)17-6-7-26(4)8-9-27(5)18(22(17)26)11-20(34-15(3)29)16(12-28)10-21(27)35-25-24(32)23(31)19(30)13-33-25/h10,12,14,18-21,23-25,30-32H,6-9,11,13H2,1-5H3

InChI Key

SEBFACPAABUJNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036313)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036313)

Source

Endogenous

Endogenous (HMDB: HMDB0036313)

Plant

Plant (HMDB: HMDB0036313)

Animal

Animal (HMDB: HMDB0036313)

Exogenous

Food

Food (HMDB: HMDB0036313)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036313)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036313)

Cellular process

Cell signaling (HMDB: HMDB0036313)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036313)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036313)

Nutrient

Nutrient (HMDB: HMDB0036313)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036313)

Emulsifier (HMDB: HMDB0036313)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.75	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.25	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.5 m³·mol⁻¹	ChemAxon
Polarizability	53.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	212.004	31661259
DarkChem	[M-H]-	205.976	31661259
DeepCCS	[M+H]+	213.487	30932474
DeepCCS	[M-H]-	211.091	30932474
DeepCCS	[M-2H]-	243.975	30932474
DeepCCS	[M+Na]+	219.496	30932474
AllCCS	[M+H]+	218.1	32859911
AllCCS	[M+H-H2O]+	216.4	32859911
AllCCS	[M+NH4]+	219.6	32859911
AllCCS	[M+Na]+	220.0	32859911
AllCCS	[M-H]-	211.2	32859911
AllCCS	[M+Na-2H]-	213.0	32859911
AllCCS	[M+HCOO]-	215.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erinacine P	CC(C)C1=C2C3CC(OC(C)=O)C(C=O)=CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1	3701.6	Standard polar	33892256
Erinacine P	CC(C)C1=C2C3CC(OC(C)=O)C(C=O)=CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1	3381.3	Standard non polar	33892256
Erinacine P	CC(C)C1=C2C3CC(OC(C)=O)C(C=O)=CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1	3589.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Erinacine P,1TMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C)C(O)C2O)C=C1C=O	3809.5	Semi standard non polar	33892256
Erinacine P,1TMS,isomer #2	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O[Si](C)(C)C)C2O)C=C1C=O	3777.0	Semi standard non polar	33892256
Erinacine P,1TMS,isomer #3	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O)C2O[Si](C)(C)C)C=C1C=O	3755.9	Semi standard non polar	33892256
Erinacine P,2TMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=C1C=O	3770.0	Semi standard non polar	33892256
Erinacine P,2TMS,isomer #2	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=C1C=O	3729.4	Semi standard non polar	33892256
Erinacine P,2TMS,isomer #3	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1C=O	3742.0	Semi standard non polar	33892256
Erinacine P,3TMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=C1C=O	3727.7	Semi standard non polar	33892256
Erinacine P,1TBDMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=C1C=O	4031.2	Semi standard non polar	33892256
Erinacine P,1TBDMS,isomer #2	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1C=O	4006.6	Semi standard non polar	33892256
Erinacine P,1TBDMS,isomer #3	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1C=O	3984.6	Semi standard non polar	33892256
Erinacine P,2TBDMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=C1C=O	4203.4	Semi standard non polar	33892256
Erinacine P,2TBDMS,isomer #2	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=C1C=O	4181.3	Semi standard non polar	33892256
Erinacine P,2TBDMS,isomer #3	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1C=O	4197.0	Semi standard non polar	33892256
Erinacine P,3TBDMS,isomer #1	CC(=O)OC1CC2C3=C(C(C)C)CCC3(C)CCC2(C)C(OC2OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=C1C=O	4388.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine P GC-MS (Non-derivatized) - 70eV, Positive	splash10-055o-4511900000-3b6cc0753fbcb73120d2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine P GC-MS (2 TMS) - 70eV, Positive	splash10-00dl-4941038000-c158324854061932c51f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine P GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 10V, Positive-QTOF	splash10-01ox-0009800000-a3eb3323d5c9c756a5f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 20V, Positive-QTOF	splash10-0j4l-0109100000-7a6b7cfd9e548736001c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 40V, Positive-QTOF	splash10-0uxr-2369000000-9c129d472e498ac437ff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 10V, Negative-QTOF	splash10-052f-2105900000-4a457b435eddb686019e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 20V, Negative-QTOF	splash10-0a4j-3229300000-f8f0e4db484bac3b39e1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 40V, Negative-QTOF	splash10-066u-8049000000-47025346e556ad89aff2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 10V, Positive-QTOF	splash10-01ox-0009600000-d52040e63abfd6fb0592	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 20V, Positive-QTOF	splash10-000x-1459100000-4ce2306b2af49c08bc7c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 40V, Positive-QTOF	splash10-00el-3950000000-9512fb43c42e14a26fe2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 10V, Negative-QTOF	splash10-0a4l-9000600000-4f44a72bb20e851d5738	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 20V, Negative-QTOF	splash10-0a4i-9120300000-a5e13cf8a161138e1743	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine P 40V, Negative-QTOF	splash10-052f-9001100000-e5d461a15a24ea544331	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015182

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751956

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Erinacine P (HMDB0036313)

MOL for HMDB0036313 (Erinacine P)

3D MOL for HMDB0036313 (Erinacine P)

3D SDF for HMDB0036313 (Erinacine P)

3D-SDF for HMDB0036313 (Erinacine P)

PDB for HMDB0036313 (Erinacine P)

3D PDB for HMDB0036313 (Erinacine P)

SMILES for HMDB0036313 (Erinacine P)

INCHI for HMDB0036313 (Erinacine P)

Structure for HMDB0036313 (Erinacine P)

3D Structure for HMDB0036313 (Erinacine P)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra