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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:49:28 UTC

Update Date

2022-03-07 02:56:32 UTC

HMDB ID

HMDB0040291

Secondary Accession Numbers

HMDB40291

Metabolite Identification

Common Name

Erinacine A

Description

Erinacine A 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 A.

Structure

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

  Mrv0541 05061311442D          

 31 34  0  0  0  0            999 V2000
    3.5076   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296   -1.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6073    1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -0.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4615   -0.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    0.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798    0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141    1.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905    1.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067    0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304   -0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4162    3.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9278   -1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069   -0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461   -0.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    0.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298    1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307    0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272    4.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8317    3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285    2.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    1.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149    4.4210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    4.8814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395    3.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    2.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330    2.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  5  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  1  0  0  0  0
 17  6  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24  3  1  0  0  0  0
 24  8  1  0  0  0  0
 24  9  1  0  0  0  0
 24 20  1  0  0  0  0
 25  4  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 25 19  1  0  0  0  0
 26 12  2  0  0  0  0
 27 18  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 23  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0040291
     RDKit          3D
Erinacine A
 67 70  0  0  0  0  0  0  0  0999 V2000
   -3.2127    1.1327    2.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1421    0.9653    1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1752    2.0145    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7081    0.2410    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1577   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930    0.8008   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354    2.0545    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4412    2.9581    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    2.5801    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910    3.6207    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937    3.2979    2.3923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702    1.2136    1.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    0.2205    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2810    0.4223    0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.5892    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611   -0.2082    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.4229    1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -1.8476    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -3.2220    0.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1745   -1.0825   -0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661   -1.5452   -2.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.1689   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307   -2.4910   -0.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.0472   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526    0.5591   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606   -1.4046   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -1.5193   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.7735   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.1450   -2.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.6705   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426   -0.5685   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    0.4363    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6760    0.8708    3.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148    2.2014    2.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1375    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7576    3.0503    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776    2.0606    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6945    1.7838    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145    2.3891    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565    3.9623    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467    4.6222    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9369    2.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    1.1997    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -0.8302    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026   -1.4415    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298   -1.3428    2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -2.2019    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8141   -1.5673    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -3.7192    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.0097   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.7597   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.6135   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -3.0365   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -0.2819   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194    1.1912   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.2376   -2.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211   -1.8420    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.0094   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5630   -2.6140   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -1.2307   -2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -0.2088   -3.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584    0.9534   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9943   -0.5004   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326   -2.2283   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451   -2.2815   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226    0.0453   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -0.9861   -0.1026 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 13 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
 22 15  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
  7 39  1  0
  8 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 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 05061311442D          

 31 34  0  0  0  0            999 V2000
    3.5076   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1296   -1.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6073    1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -0.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4615   -0.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180    0.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798    0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141    1.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8905    1.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067    0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7304   -0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4162    3.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9278   -1.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0069   -0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461   -0.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    0.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298    1.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6307    0.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4272    4.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8317    3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0285    2.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    1.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4196    0.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8149    4.4210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2305    4.8814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0395    3.7394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    2.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4330    2.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  5  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  7  1  0  0  0  0
 16 14  1  0  0  0  0
 17  6  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  1  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24  3  1  0  0  0  0
 24  8  1  0  0  0  0
 24  9  1  0  0  0  0
 24 20  1  0  0  0  0
 25  4  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 25 19  1  0  0  0  0
 26 12  2  0  0  0  0
 27 18  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 13  1  0  0  0  0
 30 23  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040291

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=C2C3=CC=C(CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1)C=O

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

> <INCHI_KEY>
LPPCHLAEVDUIIW-UHFFFAOYSA-N

> <FORMULA>
C25H36O6

> <MOLECULAR_WEIGHT>
432.5497

> <EXACT_MASS>
432.251188884

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
48.104179423552694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3a,5a-dimethyl-1-(propan-2-yl)-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,3aH,4H,5H,5aH,6H,7H-cyclohepta[e]indene-8-carbaldehyde

> <ALOGPS_LOGP>
2.98

> <JCHEM_LOGP>
1.9733997313333345

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.403212287166475

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.246231746121753

> <JCHEM_PKA_STRONGEST_BASIC>
-3.52658062854581

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
118.83849999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-isopropyl-3a,5a-dimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,4H,5H,6H,7H-cyclohepta[e]indene-8-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040291
     RDKit          3D
Erinacine A
 67 70  0  0  0  0  0  0  0  0999 V2000
   -3.2127    1.1327    2.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1421    0.9653    1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1752    2.0145    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7081    0.2410    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1577   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930    0.8008   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354    2.0545    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4412    2.9581    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    2.5801    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910    3.6207    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937    3.2979    2.3923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702    1.2136    1.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    0.2205    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2810    0.4223    0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.5892    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611   -0.2082    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.4229    1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -1.8476    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -3.2220    0.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1745   -1.0825   -0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661   -1.5452   -2.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.1689   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307   -2.4910   -0.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.0472   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526    0.5591   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606   -1.4046   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -1.5193   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.7735   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.1450   -2.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.6705   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426   -0.5685   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    0.4363    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6760    0.8708    3.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148    2.2014    2.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1375    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7576    3.0503    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776    2.0606    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6945    1.7838    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145    2.3891    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565    3.9623    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467    4.6222    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9369    2.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    1.1997    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -0.8302    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026   -1.4415    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298   -1.3428    2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -2.2019    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8141   -1.5673    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -3.7192    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.0097   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.7597   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.6135   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -3.0365   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -0.2819   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194    1.1912   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.2376   -2.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211   -1.8420    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.0094   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5630   -2.6140   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -1.2307   -2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -0.2088   -3.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584    0.9534   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9943   -0.5004   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326   -2.2283   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451   -2.2815   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226    0.0453   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -0.9861   -0.1026 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 13 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
 22 15  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
  7 39  1  0
  8 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 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                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.548  -3.074   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.975  -2.368   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.734   3.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.096   3.600   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.233  -0.966   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.728  -0.599   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.314   0.050   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.242   1.588   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.066   3.372   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.529   3.462   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.013   1.514   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.363  -0.717   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.510   5.691   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.465  -1.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.013  -0.026   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.873  -0.493   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.373   0.799   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.143   7.187   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.176   2.493   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.911   0.709   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.664   7.616   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.553   6.551   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.920   5.055   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.757   1.996   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.682   2.175   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.650   0.129   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.254   8.253   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.297   9.112   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.074   6.980   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.399   4.625   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.808   3.989   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5    6   15                                                       
CONECT    6    5   17                                                       
CONECT    7    8   16                                                       
CONECT    8    7   24                                                       
CONECT    9   10   24                                                       
CONECT   10    9   25                                                       
CONECT   11   15   19                                                       
CONECT   12   15   26                                                       
CONECT   13   18   30                                                       
CONECT   14    1    2   16                                                  
CONECT   15    5   11   12                                                  
CONECT   16    7   14   20                                                  
CONECT   17    6   20   25                                                  
CONECT   18   13   21   27                                                  
CONECT   19   11   25   31                                                  
CONECT   20   16   17   24                                                  
CONECT   21   18   22   28                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   30   31                                                  
CONECT   24    3    8    9   20                                             
CONECT   25    4   10   17   19                                             
CONECT   26   12                                                            
CONECT   27   18                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   13   23                                                       
CONECT   31   19   23                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0040291
HETATM    1  C1  UNL     1      -3.213   1.133   2.491  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.142   0.965   1.357  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.175   2.014   1.145  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.708   0.241   0.133  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.548   0.158  -0.482  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.293   0.801  -0.114  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.535   2.054   0.244  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.441   2.958   0.681  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.613   2.580   1.390  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.591   3.621   1.722  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.594   3.298   2.392  1.00  0.00           O  
HETATM   12  C11 UNL     1       0.870   1.214   1.901  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.997   0.221   0.820  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.281   0.422   0.265  1.00  0.00           O  
HETATM   15  C13 UNL     1       3.150  -0.589   0.515  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.261  -0.208   1.274  1.00  0.00           O  
HETATM   17  C14 UNL     1       4.943  -1.423   1.532  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.728  -1.848   0.296  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.707  -3.222   0.107  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.174  -1.083  -0.859  1.00  0.00           C  
HETATM   21  O5  UNL     1       5.566  -1.545  -2.099  1.00  0.00           O  
HETATM   22  C17 UNL     1       3.646  -1.169  -0.782  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.231  -2.491  -0.947  1.00  0.00           O  
HETATM   24  C18 UNL     1       0.010   0.047  -0.235  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.653   0.559  -1.537  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.361  -1.405  -0.551  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.300  -1.519  -1.686  1.00  0.00           C  
HETATM   28  C22 UNL     1      -2.566  -0.774  -1.636  1.00  0.00           C  
HETATM   29  C23 UNL     1      -3.012  -0.145  -2.912  1.00  0.00           C  
HETATM   30  C24 UNL     1      -3.725  -1.671  -1.182  1.00  0.00           C  
HETATM   31  C25 UNL     1      -4.643  -0.569  -0.713  1.00  0.00           C  
HETATM   32  H1  UNL     1      -2.351   0.436   2.480  1.00  0.00           H  
HETATM   33  H2  UNL     1      -3.676   0.871   3.506  1.00  0.00           H  
HETATM   34  H3  UNL     1      -2.915   2.201   2.715  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.849   0.138   1.812  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.758   3.050   1.119  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.978   2.061   1.910  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.694   1.784   0.182  1.00  0.00           H  
HETATM   39  H8  UNL     1      -2.514   2.389   0.169  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.557   3.962   0.399  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.447   4.622   1.397  1.00  0.00           H  
HETATM   42  H11 UNL     1      -0.046   0.937   2.499  1.00  0.00           H  
HETATM   43  H12 UNL     1       1.725   1.200   2.619  1.00  0.00           H  
HETATM   44  H13 UNL     1       1.076  -0.830   1.330  1.00  0.00           H  
HETATM   45  H14 UNL     1       2.703  -1.442   1.103  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.630  -1.343   2.380  1.00  0.00           H  
HETATM   47  H16 UNL     1       4.189  -2.202   1.725  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.814  -1.567   0.431  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.475  -3.719   0.931  1.00  0.00           H  
HETATM   50  H19 UNL     1       5.418  -0.010  -0.722  1.00  0.00           H  
HETATM   51  H20 UNL     1       5.926  -0.760  -2.607  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.294  -0.614  -1.674  1.00  0.00           H  
HETATM   53  H22 UNL     1       3.825  -3.036  -1.497  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.000  -0.282  -2.134  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.519   1.191  -1.277  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.032   1.238  -2.084  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.821  -1.842   0.356  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.540  -2.009  -0.780  1.00  0.00           H  
HETATM   59  H28 UNL     1      -1.563  -2.614  -1.785  1.00  0.00           H  
HETATM   60  H29 UNL     1      -0.753  -1.231  -2.613  1.00  0.00           H  
HETATM   61  H30 UNL     1      -2.205  -0.209  -3.671  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.158   0.953  -2.698  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.994  -0.500  -3.277  1.00  0.00           H  
HETATM   64  H33 UNL     1      -4.133  -2.228  -2.022  1.00  0.00           H  
HETATM   65  H34 UNL     1      -3.445  -2.282  -0.304  1.00  0.00           H  
HETATM   66  H35 UNL     1      -5.023   0.045  -1.554  1.00  0.00           H  
HETATM   67  H36 UNL     1      -5.471  -0.986  -0.103  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    7   24
CONECT    7    8   39
CONECT    8    9    9   40
CONECT    9   10   12
CONECT   10   11   11   41
CONECT   12   13   42   43
CONECT   13   14   24   44
CONECT   14   15
CONECT   15   16   22   45
CONECT   16   17
CONECT   17   18   46   47
CONECT   18   19   20   48
CONECT   19   49
CONECT   20   21   22   50
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

HMDB0040291
     RDKit          3D
Erinacine A
 67 70  0  0  0  0  0  0  0  0999 V2000
   -3.2127    1.1327    2.4914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1421    0.9653    1.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1752    2.0145    1.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7081    0.2410    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.1577   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930    0.8008   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354    2.0545    0.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4412    2.9581    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129    2.5801    1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910    3.6207    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937    3.2979    2.3923 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8702    1.2136    1.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9974    0.2205    0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2810    0.4223    0.2655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -0.5892    0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2611   -0.2082    1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -1.4229    1.5318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -1.8476    0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7068   -3.2220    0.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1745   -1.0825   -0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5661   -1.5452   -2.0987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6463   -1.1689   -0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307   -2.4910   -0.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098    0.0472   -0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6526    0.5591   -1.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606   -1.4046   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3000   -1.5193   -1.6859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659   -0.7735   -1.6364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117   -0.1450   -2.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7249   -1.6705   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426   -0.5685   -0.7128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    0.4363    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6760    0.8708    3.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9148    2.2014    2.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.1375    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7576    3.0503    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9776    2.0606    1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6945    1.7838    0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5145    2.3891    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565    3.9623    0.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4467    4.6222    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0464    0.9369    2.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    1.1997    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -0.8302    1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026   -1.4415    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6298   -1.3428    2.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1892   -2.2019    1.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8141   -1.5673    0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -3.7192    0.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4183   -0.0097   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9258   -0.7597   -2.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.6135   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -3.0365   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0003   -0.2819   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194    1.1912   -1.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.2376   -2.0836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8211   -1.8420    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.0094   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5630   -2.6140   -1.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -1.2307   -2.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -0.2088   -3.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584    0.9534   -2.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9943   -0.5004   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1326   -2.2283   -2.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451   -2.2815   -0.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0226    0.0453   -1.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4708   -0.9861   -0.1026 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 13 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
 22 15  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
  7 39  1  0
  8 40  1  0
 10 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 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 a	MeSH

Chemical Formula

C₂₅H₃₆O₆

Average Molecular Weight

432.5497

Monoisotopic Molecular Weight

432.251188884

IUPAC Name

3a,5a-dimethyl-1-(propan-2-yl)-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,3aH,4H,5H,5aH,6H,7H-cyclohepta[e]indene-8-carbaldehyde

Traditional Name

1-isopropyl-3a,5a-dimethyl-6-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2H,3H,4H,5H,6H,7H-cyclohepta[e]indene-8-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2C3=CC=C(CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1)C=O

InChI Identifier

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

InChI Key

LPPCHLAEVDUIIW-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
Oxane
Monosaccharide
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aldehyde
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040291)

Source

Endogenous

Endogenous (HMDB: HMDB0040291)

Plant

Plant (HMDB: HMDB0040291)

Animal

Animal (HMDB: HMDB0040291)

Exogenous

Food

Food (HMDB: HMDB0040291)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0040291)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040291)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040291)

Lipid metabolism pathway (HMDB: HMDB0040291)

Cellular process

Cell signaling (HMDB: HMDB0040291)

Biochemical process

Lipid transport (HMDB: HMDB0040291)

Role

Biological role

Energy source (HMDB: HMDB0040291)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040291)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	74 - 76 °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	0.057 g/L	ALOGPS
logP	2.98	ALOGPS
logP	1.97	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.25	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.84 m³·mol⁻¹	ChemAxon
Polarizability	48.1 Å³	ChemAxon
Number of Rings	4	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]+	196.941	31661259
DarkChem	[M-H]-	193.535	31661259
DeepCCS	[M+H]+	201.717	30932474
DeepCCS	[M-H]-	199.359	30932474
DeepCCS	[M-2H]-	233.221	30932474
DeepCCS	[M+Na]+	208.45	30932474
AllCCS	[M+H]+	207.5	32859911
AllCCS	[M+H-H2O]+	205.4	32859911
AllCCS	[M+NH4]+	209.4	32859911
AllCCS	[M+Na]+	210.0	32859911
AllCCS	[M-H]-	202.2	32859911
AllCCS	[M+Na-2H]-	203.3	32859911
AllCCS	[M+HCOO]-	204.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erinacine A	CC(C)C1=C2C3=CC=C(CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1)C=O	4617.6	Standard polar	33892256
Erinacine A	CC(C)C1=C2C3=CC=C(CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1)C=O	3175.4	Standard non polar	33892256
Erinacine A	CC(C)C1=C2C3=CC=C(CC(OC4OCC(O)C(O)C4O)C3(C)CCC2(C)CC1)C=O	3439.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Erinacine A,1TMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C)C(O)C4O)C3(C)CCC2(C)CC1	3436.3	Semi standard non polar	33892256
Erinacine A,1TMS,isomer #2	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O[Si](C)(C)C)C4O)C3(C)CCC2(C)CC1	3418.8	Semi standard non polar	33892256
Erinacine A,1TMS,isomer #3	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O)C4O[Si](C)(C)C)C3(C)CCC2(C)CC1	3390.9	Semi standard non polar	33892256
Erinacine A,2TMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O)C3(C)CCC2(C)CC1	3380.9	Semi standard non polar	33892256
Erinacine A,2TMS,isomer #2	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C)C(O)C4O[Si](C)(C)C)C3(C)CCC2(C)CC1	3370.7	Semi standard non polar	33892256
Erinacine A,2TMS,isomer #3	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C3(C)CCC2(C)CC1	3368.6	Semi standard non polar	33892256
Erinacine A,3TMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C)C(O[Si](C)(C)C)C4O[Si](C)(C)C)C3(C)CCC2(C)CC1	3353.6	Semi standard non polar	33892256
Erinacine A,1TBDMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C(C)(C)C)C(O)C4O)C3(C)CCC2(C)CC1	3664.2	Semi standard non polar	33892256
Erinacine A,1TBDMS,isomer #2	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O[Si](C)(C)C(C)(C)C)C4O)C3(C)CCC2(C)CC1	3631.9	Semi standard non polar	33892256
Erinacine A,1TBDMS,isomer #3	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O)C4O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	3612.7	Semi standard non polar	33892256
Erinacine A,2TBDMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O)C3(C)CCC2(C)CC1	3817.6	Semi standard non polar	33892256
Erinacine A,2TBDMS,isomer #2	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C(C)(C)C)C(O)C4O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	3803.9	Semi standard non polar	33892256
Erinacine A,2TBDMS,isomer #3	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	3802.4	Semi standard non polar	33892256
Erinacine A,3TBDMS,isomer #1	CC(C)C1=C2C3=CC=C(C=O)CC(OC4OCC(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C4O[Si](C)(C)C(C)(C)C)C3(C)CCC2(C)CC1	4030.1	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 A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0159-5124900000-8891ee6338673389f85a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine A GC-MS (3 TMS) - 70eV, Positive	splash10-001i-1141019000-9f63173b4a4959b44e38	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erinacine A 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 A 10V, Positive-QTOF	splash10-0f89-0077900000-ab6a7a62e33e345b3482	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 20V, Positive-QTOF	splash10-0f89-1396000000-ea789f9cd7be62b45066	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 40V, Positive-QTOF	splash10-0uk9-3491000000-5c56c2636cdabcb632ed	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 10V, Negative-QTOF	splash10-001j-2170900000-389b06f611a7301a2944	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 20V, Negative-QTOF	splash10-007k-0190200000-7929982da9e2cac3216c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 40V, Negative-QTOF	splash10-00xr-2090000000-1007fd347a5d6e23dd16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 10V, Positive-QTOF	splash10-0udi-0079100000-3d8af979c1d8681820e4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 20V, Positive-QTOF	splash10-001i-1290100000-bd86375054b32bcc5519	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 40V, Positive-QTOF	splash10-0079-5930000000-63196de7cc19484780a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 10V, Negative-QTOF	splash10-001i-0101900000-dcea4140a12b0bfc27cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 20V, Negative-QTOF	splash10-001j-7492300000-17dcdca28e4b1ea317d9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erinacine A 40V, Negative-QTOF	splash10-052f-9182100000-b2ae4934d9137a9e8478	2021-09-24	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

FDB020012

KNApSAcK ID

Not Available

Chemspider ID

8043168

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9867477

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 A (HMDB0040291)

MOL for HMDB0040291 (Erinacine A)

3D MOL for HMDB0040291 (Erinacine A)

3D SDF for HMDB0040291 (Erinacine A)

3D-SDF for HMDB0040291 (Erinacine A)

PDB for HMDB0040291 (Erinacine A)

3D PDB for HMDB0040291 (Erinacine A)

SMILES for HMDB0040291 (Erinacine A)

INCHI for HMDB0040291 (Erinacine A)

Structure for HMDB0040291 (Erinacine A)

3D Structure for HMDB0040291 (Erinacine A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra