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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:50 UTC

Update Date

2022-03-07 02:52:14 UTC

HMDB ID

HMDB0029656

Secondary Accession Numbers

HMDB29656

Metabolite Identification

Common Name

Erinacine E

Description

Erinacine E belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Erinacine E is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241218142D          

 31 36  0  0  0  0            999 V2000
   -2.4994    0.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843   -0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    0.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    0.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    0.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517    1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400    1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367    2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5157    1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1487    2.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2186    1.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2186    0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    1.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    0.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962   -0.7848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216    0.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922    2.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165   -0.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852   -1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557   -1.8823    0.0000 C   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
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
  3  4  1  0  0  0  0
  3 28  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 21  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 25  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0029656
     RDKit          3D
Erinacine E
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.0301    2.5897    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1827    1.5408    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7229    1.2525    2.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.3161    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1849   -0.2557   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.0960   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720    0.7399   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    1.0646   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.9463   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.3778   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    2.7767   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    0.7683   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394    1.3955   -0.9574 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -0.6927   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.5256   -0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.2850    1.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.7392    1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.0141    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    0.4032    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    0.2006    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    0.3555    2.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.0496    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    2.3864    0.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.1247    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.5637    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2950   -2.2264   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.6191   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6470   -1.4258   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -1.1252   -2.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339   -1.7458   -0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -0.3744    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172    2.5814   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    3.5677    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0948    2.3347    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    1.9591    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6579    1.8609    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.6047    3.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208    0.1692    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931    0.8624    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    1.7140   -1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.1852   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    1.4626   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979    1.1742   -2.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    3.2410   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2853    0.8375   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -0.9514   -1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.9661   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084   -1.7668    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351   -1.3384   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981    0.9944    1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503    1.2134    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872    0.9380    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    2.6851    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -1.8261    1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576   -2.4621    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3601   -0.7950    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2810   -3.1250   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -1.9284   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -3.2111    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830   -3.2871   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -1.5812   -3.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8125   -1.6168   -2.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0149   -0.0562   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728   -2.4722    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7191   -2.1346   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0437   -0.5441    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    0.1349   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  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
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31  4  1  0
 28  5  1  0
 24  6  1  0
 19  9  1  0
 22 12  1  0
 20 16  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
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  0
 31 67  1  0
M  END


  Mrv0541 02241218142D          

 31 36  0  0  0  0            999 V2000
   -2.4994    0.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843   -0.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692   -0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    0.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7843    0.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231   -0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790   -0.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7310    0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3790    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    0.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0025    0.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6517    1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400    1.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367    2.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5157    1.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1487    2.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2186    1.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2186    0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    1.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    0.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962   -0.7848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216    0.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922    2.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165   -0.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852   -1.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693   -1.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3536   -2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557   -1.8823    0.0000 C   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
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
  3  4  1  0  0  0  0
  3 28  2  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 21  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 19  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 25  1  0  0  0  0
 15 16  1  0  0  0  0
 15 24  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029656

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C2C3CC=C4C5C(OC6OCC(O)(C4O)C(O)C56O)C3(C)CCC2(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O6/c1-12(2)13-7-8-22(3)9-10-23(4)15(16(13)22)6-5-14-17-19(23)31-21-25(17,29)20(27)24(28,11-30-21)18(14)26/h5,12,15,17-21,26-29H,6-11H2,1-4H3

> <INCHI_KEY>
YUCYEVHMFBEBSC-UHFFFAOYSA-N

> <FORMULA>
C25H36O6

> <MOLECULAR_WEIGHT>
432.5497

> <EXACT_MASS>
432.251188884

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
47.49986820118179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,12-dimethyl-6-(propan-2-yl)-14,16-dioxahexacyclo[16.3.1.0⁴,¹².0⁵,⁹.0¹³,²¹.0¹⁵,²⁰]docosa-1,5-diene-18,19,20,22-tetrol

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
1.289339268666666

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.275155864529122

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.511551549157836

> <JCHEM_PKA_STRONGEST_BASIC>
-3.550272184927371

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
114.49199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-isopropyl-9,12-dimethyl-14,16-dioxahexacyclo[16.3.1.0⁴,¹².0⁵,⁹.0¹³,²¹.0¹⁵,²⁰]docosa-1,5-diene-18,19,20,22-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029656
     RDKit          3D
Erinacine E
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.0301    2.5897    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1827    1.5408    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7229    1.2525    2.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.3161    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1849   -0.2557   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.0960   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720    0.7399   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    1.0646   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.9463   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.3778   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    2.7767   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    0.7683   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394    1.3955   -0.9574 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -0.6927   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.5256   -0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.2850    1.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.7392    1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.0141    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    0.4032    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    0.2006    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    0.3555    2.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.0496    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    2.3864    0.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.1247    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.5637    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2950   -2.2264   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.6191   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6470   -1.4258   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -1.1252   -2.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339   -1.7458   -0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -0.3744    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172    2.5814   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    3.5677    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0948    2.3347    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    1.9591    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6579    1.8609    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.6047    3.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208    0.1692    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931    0.8624    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    1.7140   -1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.1852   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    1.4626   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979    1.1742   -2.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    3.2410   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2853    0.8375   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -0.9514   -1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.9661   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084   -1.7668    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351   -1.3384   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981    0.9944    1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503    1.2134    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872    0.9380    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    2.6851    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -1.8261    1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576   -2.4621    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3601   -0.7950    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2810   -3.1250   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -1.9284   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -3.2111    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830   -3.2871   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -1.5812   -3.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8125   -1.6168   -2.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0149   -0.0562   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728   -2.4722    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7191   -2.1346   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0437   -0.5441    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    0.1349   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  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
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31  4  1  0
 28  5  1  0
 24  6  1  0
 19  9  1  0
 22 12  1  0
 20 16  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
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  0
 31 67  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      -4.666   0.829   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.666  -0.718   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.331  -1.491   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.996  -0.718   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.996   0.829   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.331   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.790  -1.676   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.707  -1.331   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.365   0.055   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.707   1.429   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.790   1.751   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.880  -0.068   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.738   1.182   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.083   2.548   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.568   2.548   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.442   3.885   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.963   3.259   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.011   5.462   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.008   3.457   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.008   0.055   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.996   2.375   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.833   0.087   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.540  -1.465   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.094   1.143   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.905   3.859   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.817  -1.751   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.199  -3.160   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.676  -3.006   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.527  -3.916   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.527  -5.462   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.037  -3.514   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   20   26                                             
CONECT    3    2    4   28                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   11   21                                             
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11   15                                                  
CONECT   11    5   10   17                                                  
CONECT   12    9   13   23                                                  
CONECT   13   12   14   19   22                                             
CONECT   14   13   15   25                                                  
CONECT   15   10   14   16   24                                             
CONECT   16   15   17   18                                                  
CONECT   17   11   16                                                       
CONECT   18   16   19                                                       
CONECT   19   13   18                                                       
CONECT   20    2                                                            
CONECT   21    5                                                            
CONECT   22   13                                                            
CONECT   23   12                                                            
CONECT   24   15                                                            
CONECT   25   14                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28                                                       
CONECT   28    3   27   29                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

COMPND    HMDB0029656
HETATM    1  C1  UNL     1      -4.030   2.590   0.488  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.183   1.541   1.221  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.723   1.253   2.582  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.239   0.316   0.339  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.185  -0.256  -0.218  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.714   0.096  -0.159  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.372   0.740  -1.448  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.083   1.065  -1.614  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.094   0.946  -0.784  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.369   1.378  -1.340  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.500   2.777  -1.196  1.00  0.00           O  
HETATM   12  C11 UNL     1       4.550   0.768  -0.605  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.739   1.396  -0.957  1.00  0.00           O  
HETATM   14  C12 UNL     1       4.711  -0.693  -0.767  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.790  -1.526  -0.220  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.472  -1.285   1.101  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.152  -1.739   1.289  1.00  0.00           O  
HETATM   18  C14 UNL     1       1.486  -1.014   0.353  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.983   0.403   0.582  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.234   0.201   1.343  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.042   0.355   2.718  1.00  0.00           O  
HETATM   22  C17 UNL     1       4.353   1.050   0.891  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.971   2.386   0.975  1.00  0.00           O  
HETATM   24  C18 UNL     1       0.021  -1.125   0.238  1.00  0.00           C  
HETATM   25  C19 UNL     1      -0.519  -1.564   1.597  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.295  -2.226  -0.762  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.752  -2.619  -0.779  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.647  -1.426  -1.007  1.00  0.00           C  
HETATM   29  C23 UNL     1      -2.864  -1.125  -2.468  1.00  0.00           C  
HETATM   30  C24 UNL     1      -4.034  -1.746  -0.434  1.00  0.00           C  
HETATM   31  C25 UNL     1      -4.509  -0.374   0.024  1.00  0.00           C  
HETATM   32  H1  UNL     1      -3.717   2.581  -0.570  1.00  0.00           H  
HETATM   33  H2  UNL     1      -3.794   3.568   0.949  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.095   2.335   0.640  1.00  0.00           H  
HETATM   35  H4  UNL     1      -2.180   1.959   1.295  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.658   1.861   2.737  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.013   1.605   3.357  1.00  0.00           H  
HETATM   38  H7  UNL     1      -3.921   0.169   2.716  1.00  0.00           H  
HETATM   39  H8  UNL     1      -0.593   0.862   0.638  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.902   1.714  -1.493  1.00  0.00           H  
HETATM   41  H10 UNL     1      -0.651   0.185  -2.353  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.310   1.463  -2.593  1.00  0.00           H  
HETATM   43  H12 UNL     1       3.498   1.174  -2.419  1.00  0.00           H  
HETATM   44  H13 UNL     1       2.731   3.241  -1.625  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.285   0.837  -1.583  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.799  -0.951  -1.846  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.704  -0.966  -0.325  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.108  -1.767   1.826  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.935  -1.338  -0.643  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.298   0.994   1.226  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.550   1.213   2.830  1.00  0.00           H  
HETATM   52  H21 UNL     1       5.287   0.938   1.434  1.00  0.00           H  
HETATM   53  H22 UNL     1       3.765   2.685   1.882  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.575  -1.826   1.557  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.058  -2.462   1.892  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.360  -0.795   2.365  1.00  0.00           H  
HETATM   57  H26 UNL     1       0.281  -3.125  -0.448  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.036  -1.928  -1.768  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.032  -3.211   0.112  1.00  0.00           H  
HETATM   60  H29 UNL     1      -1.883  -3.287  -1.656  1.00  0.00           H  
HETATM   61  H30 UNL     1      -2.071  -1.581  -3.122  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.813  -1.617  -2.841  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.015  -0.056  -2.637  1.00  0.00           H  
HETATM   64  H33 UNL     1      -3.973  -2.472   0.399  1.00  0.00           H  
HETATM   65  H34 UNL     1      -4.719  -2.135  -1.188  1.00  0.00           H  
HETATM   66  H35 UNL     1      -5.044  -0.544   0.993  1.00  0.00           H  
HETATM   67  H36 UNL     1      -5.124   0.135  -0.722  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4   35
CONECT    3   36   37   38
CONECT    4    5    5   31
CONECT    5    6   28
CONECT    6    7   24   39
CONECT    7    8   40   41
CONECT    8    9    9   42
CONECT    9   10   19
CONECT   10   11   12   43
CONECT   11   44
CONECT   12   13   14   22
CONECT   13   45
CONECT   14   15   46   47
CONECT   15   16
CONECT   16   17   20   48
CONECT   17   18
CONECT   18   19   24   49
CONECT   19   20   50
CONECT   20   21   22
CONECT   21   51
CONECT   22   23   52
CONECT   23   53
CONECT   24   25   26
CONECT   25   54   55   56
CONECT   26   27   57   58
CONECT   27   28   59   60
CONECT   28   29   30
CONECT   29   61   62   63
CONECT   30   31   64   65
CONECT   31   66   67
END

HMDB0029656
     RDKit          3D
Erinacine E
 67 72  0  0  0  0  0  0  0  0999 V2000
   -4.0301    2.5897    0.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1827    1.5408    1.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7229    1.2525    2.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2392    0.3161    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1849   -0.2557   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.0960   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3720    0.7399   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0829    1.0646   -1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.9463   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.3778   -1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003    2.7767   -1.1960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    0.7683   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394    1.3955   -0.9574 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108   -0.6927   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7901   -1.5256   -0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4719   -1.2850    1.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.7392    1.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863   -1.0141    0.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9834    0.4032    0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    0.2006    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0420    0.3555    2.7183 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3529    1.0496    0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    2.3864    0.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0206   -1.1247    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.5637    1.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2950   -2.2264   -0.7618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7519   -2.6191   -0.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6470   -1.4258   -1.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -1.1252   -2.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339   -1.7458   -0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -0.3744    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7172    2.5814   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7941    3.5677    0.9485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0948    2.3347    0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1802    1.9591    1.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6579    1.8609    2.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0131    1.6047    3.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208    0.1692    2.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5931    0.8624    0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020    1.7140   -1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511    0.1852   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102    1.4626   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4979    1.1742   -2.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    3.2410   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2853    0.8375   -1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7989   -0.9514   -1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.9661   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084   -1.7668    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351   -1.3384   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981    0.9944    1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5503    1.2134    2.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872    0.9380    1.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    2.6851    1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5752   -1.8261    1.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576   -2.4621    1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3601   -0.7950    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2810   -3.1250   -0.4485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -1.9284   -1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0318   -3.2111    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8830   -3.2871   -1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -1.5812   -3.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8125   -1.6168   -2.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0149   -0.0562   -2.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9728   -2.4722    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7191   -2.1346   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0437   -0.5441    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240    0.1349   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  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
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31  4  1  0
 28  5  1  0
 24  6  1  0
 19  9  1  0
 22 12  1  0
 20 16  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
  3 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 16 48  1  0
 18 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
 27 60  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
 30 64  1  0
 30 65  1  0
 31 66  1  0
 31 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-Erinacine e	HMDB
Erinacine e	MeSH
Erinacine-e	MeSH

Chemical Formula

C₂₅H₃₆O₆

Average Molecular Weight

432.5497

Monoisotopic Molecular Weight

432.251188884

IUPAC Name

9,12-dimethyl-6-(propan-2-yl)-14,16-dioxahexacyclo[16.3.1.0⁴,¹².0⁵,⁹.0¹³,²¹.0¹⁵,²⁰]docosa-1,5-diene-18,19,20,22-tetrol

Traditional Name

6-isopropyl-9,12-dimethyl-14,16-dioxahexacyclo[16.3.1.0⁴,¹².0⁵,⁹.0¹³,²¹.0¹⁵,²⁰]docosa-1,5-diene-18,19,20,22-tetrol

CAS Registry Number

178120-47-3

SMILES

CC(C)C1=C2C3CC=C4C5C(OC6OCC(O)(C4O)C(O)C56O)C3(C)CCC2(C)CC1

InChI Identifier

InChI=1S/C25H36O6/c1-12(2)13-7-8-22(3)9-10-23(4)15(16(13)22)6-5-14-17-19(23)31-21-25(17,29)20(27)24(28,11-30-21)18(14)26/h5,12,15,17-21,26-29H,6-11H2,1-4H3

InChI Key

YUCYEVHMFBEBSC-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
Furopyran
Monosaccharide
Oxane
Pyran
Tertiary alcohol
Furan
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0029656)
Cell membrane (HMDB: HMDB0029656)

Cellular substructure

Extracellular (HMDB: HMDB0029656)
Membrane (HMDB: HMDB0029656)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029656)

Source

Endogenous

Endogenous (HMDB: HMDB0029656)

Plant

Plant (HMDB: HMDB0029656)

Animal

Animal (HMDB: HMDB0029656)

Exogenous

Food

Food (HMDB: HMDB0029656)

Vegetable

Mushroom

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0029656)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0029656)

Cellular process

Cell signaling (HMDB: HMDB0029656)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0029656)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029656)

Nutrient

Nutrient (HMDB: HMDB0029656)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029656)

Emulsifier (HMDB: HMDB0029656)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 163 °C	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	0.55 g/L	ALOGPS
logP	2.69	ALOGPS
logP	1.29	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.51	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	114.49 m³·mol⁻¹	ChemAxon
Polarizability	47.5 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.599	31661259
DarkChem	[M-H]-	192.504	31661259
DeepCCS	[M+H]+	208.65	30932474
DeepCCS	[M-H]-	206.292	30932474
DeepCCS	[M-2H]-	239.991	30932474
DeepCCS	[M+Na]+	215.199	30932474
AllCCS	[M+H]+	203.5	32859911
AllCCS	[M+H-H2O]+	201.4	32859911
AllCCS	[M+NH4]+	205.5	32859911
AllCCS	[M+Na]+	206.0	32859911
AllCCS	[M-H]-	206.3	32859911
AllCCS	[M+Na-2H]-	207.2	32859911
AllCCS	[M+HCOO]-	208.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erinacine E	CC(C)C1=C2C3CC=C4C5C(OC6OCC(O)(C4O)C(O)C56O)C3(C)CCC2(C)CC1	3370.6	Standard polar	33892256
Erinacine E	CC(C)C1=C2C3CC=C4C5C(OC6OCC(O)(C4O)C(O)C56O)C3(C)CCC2(C)CC1	3192.5	Standard non polar	33892256
Erinacine E	CC(C)C1=C2C3CC=C4C5C(OC6OCC(O)(C4O)C(O)C56O)C3(C)CCC2(C)CC1	3369.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Erinacine E,1TMS,isomer #1	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3550.3	Semi standard non polar	33892256
Erinacine E,1TMS,isomer #2	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3559.4	Semi standard non polar	33892256
Erinacine E,1TMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3573.3	Semi standard non polar	33892256
Erinacine E,1TMS,isomer #4	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O[Si](C)(C)C)C5O)C3(C)CCC2(C)CC1	3573.3	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O[Si](C)(C)C)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3525.9	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #2	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C)COC6OC(C4C6(O[Si](C)(C)C)C5O)C3(C)CCC2(C)CC1	3544.6	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C)COC6OC(C4C6(O)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3546.5	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #4	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O)COC6OC(C4C6(O[Si](C)(C)C)C5O)C3(C)CCC2(C)CC1	3533.4	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #5	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O)COC6OC(C4C6(O)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3530.6	Semi standard non polar	33892256
Erinacine E,2TMS,isomer #6	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O[Si](C)(C)C)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3558.8	Semi standard non polar	33892256
Erinacine E,3TMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O[Si](C)(C)C)COC6OC(C4C6(O[Si](C)(C)C)C5O)C3(C)CCC2(C)CC1	3524.6	Semi standard non polar	33892256
Erinacine E,3TMS,isomer #2	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O[Si](C)(C)C)COC6OC(C4C6(O)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3521.7	Semi standard non polar	33892256
Erinacine E,3TMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C)COC6OC(C4C6(O[Si](C)(C)C)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3547.4	Semi standard non polar	33892256
Erinacine E,3TMS,isomer #4	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O)COC6OC(C4C6(O[Si](C)(C)C)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3531.7	Semi standard non polar	33892256
Erinacine E,4TMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C)C5(O[Si](C)(C)C)COC6OC(C4C6(O[Si](C)(C)C)C5O[Si](C)(C)C)C3(C)CCC2(C)CC1	3536.3	Semi standard non polar	33892256
Erinacine E,1TBDMS,isomer #1	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3783.4	Semi standard non polar	33892256
Erinacine E,1TBDMS,isomer #2	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3780.2	Semi standard non polar	33892256
Erinacine E,1TBDMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	3793.3	Semi standard non polar	33892256
Erinacine E,1TBDMS,isomer #4	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O)C3(C)CCC2(C)CC1	3811.5	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O)C5O)C3(C)CCC2(C)CC1	3985.1	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #2	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O)C3(C)CCC2(C)CC1	4005.4	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4001.0	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #4	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O)C3(C)CCC2(C)CC1	3998.4	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #5	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O)COC6OC(C4C6(O)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	3978.4	Semi standard non polar	33892256
Erinacine E,2TBDMS,isomer #6	CC(C)C1=C2C3CC=C4C(O)C5(O)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4024.5	Semi standard non polar	33892256
Erinacine E,3TBDMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O)C3(C)CCC2(C)CC1	4210.5	Semi standard non polar	33892256
Erinacine E,3TBDMS,isomer #2	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4202.3	Semi standard non polar	33892256
Erinacine E,3TBDMS,isomer #3	CC(C)C1=C2C3CC=C4C(O)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4214.0	Semi standard non polar	33892256
Erinacine E,3TBDMS,isomer #4	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4210.1	Semi standard non polar	33892256
Erinacine E,4TBDMS,isomer #1	CC(C)C1=C2C3CC=C4C(O[Si](C)(C)C(C)(C)C)C5(O[Si](C)(C)C(C)(C)C)COC6OC(C4C6(O[Si](C)(C)C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4408.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine E GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-0410900000-1ad5a91fdfa8c7e250f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine E GC-MS (3 TMS) - 70eV, Positive	splash10-003i-4900028000-9c041d7285d992d9f60a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine E 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 E 10V, Positive-QTOF	splash10-001i-0001900000-8235166d526906268361	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 20V, Positive-QTOF	splash10-00lr-4415900000-7c3d1b50df3a6053647c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 40V, Positive-QTOF	splash10-014i-9241400000-187fe0b4f94956a9c455	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 10V, Negative-QTOF	splash10-001i-0000900000-cdcb61565e29ec4379bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 20V, Negative-QTOF	splash10-01q9-0000900000-08187b2b1330b8dd0ace	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 40V, Negative-QTOF	splash10-0gb9-0134900000-a8eb4aa21f80799b232b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 10V, Negative-QTOF	splash10-001i-0000900000-63d9e1b4ab71c248f93c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 20V, Negative-QTOF	splash10-001i-0001900000-a0c704fd34c51f268988	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 40V, Negative-QTOF	splash10-0il0-0005900000-4b9ee6fec66599451d38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 10V, Positive-QTOF	splash10-001i-0000900000-dda5185f54f69a4c1aa6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 20V, Positive-QTOF	splash10-001i-2505900000-46e93f4d64a1ddd8b87f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine E 40V, Positive-QTOF	splash10-00dr-4901000000-5536bd6c8fc96b041cf1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB000830

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

73082498

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

Watanabe H, Nakada M: Biomimetic total synthesis of (-)-erinacine E. J Am Chem Soc. 2008 Jan 30;130(4):1150-1. doi: 10.1021/ja7102795. Epub 2008 Jan 9. [PubMed:18181632 ]
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 E (HMDB0029656)

MOL for HMDB0029656 (Erinacine E)

3D MOL for HMDB0029656 (Erinacine E)

3D SDF for HMDB0029656 (Erinacine E)

3D-SDF for HMDB0029656 (Erinacine E)

PDB for HMDB0029656 (Erinacine E)

3D PDB for HMDB0029656 (Erinacine E)

SMILES for HMDB0029656 (Erinacine E)

INCHI for HMDB0029656 (Erinacine E)

Structure for HMDB0029656 (Erinacine E)

3D Structure for HMDB0029656 (Erinacine E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra