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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:16:48 UTC

Update Date

2022-03-07 02:55:10 UTC

HMDB ID

HMDB0037037

Secondary Accession Numbers

HMDB37037

Metabolite Identification

Common Name

Glycinoeclepin A

Description

Glycinoeclepin A belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain. Based on a literature review a significant number of articles have been published on Glycinoeclepin A.

Structure

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


  Mrv0541 01111301522D          

 32 35  0  0  0  0            999 V2000
   -4.0242    6.6657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7387    6.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    5.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    6.5081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3097    6.2532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3097    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    5.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402    5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1676    5.4281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8821    5.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5965    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5965    4.6031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8821    4.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1676    4.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    4.1906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    3.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5966    3.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    5.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    4.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097    3.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    3.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    7.4907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097    7.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    6.9206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5140    7.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0962    6.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3817    6.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3328    6.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3817    7.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    7.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
  1  6  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 16 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 15 19  1  0  0  0  0
 14 20  1  1  0  0  0
 11 20  1  1  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  1 24  1  1  0  0  0
  6 25  1  6  0  0  0
  5 26  1  0  0  0  0
  5 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 26 32  1  6  0  0  0
M  END

HMDB0037037
     RDKit          3D
Glycinoeclepin A
 66 69  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3210   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    0.3203   -0.0249 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9199   -0.4024    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0643    0.3517    1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    0.0199    1.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    1.5130    2.5436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -0.2245   -0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6155   -1.6571   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124    0.5145   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7308    1.0430   -2.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350    0.7590   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.0409   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9011    2.1909   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.5010   -0.5962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    3.0427   -1.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104    0.2294    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.4463    1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -0.3201    0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2589   -1.8040    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6718   -2.0723    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940   -0.8053   -0.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6395   -0.1419   -0.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5797    0.1699    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8805   -0.3343    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7218    1.5146   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039    0.2337    1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.6252    2.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441   -0.9728    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1609   -1.3036    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6512   -1.6858   -1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.0395   -0.0124 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0721    0.6589    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616    1.2224   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6241    0.4279   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658   -0.6202   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4113    1.4138    0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.5098    2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -1.4016    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    2.4269    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -2.2109   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -2.2681   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -1.6030   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627    1.3251   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.1573   -2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    1.6152   -2.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    3.9347   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463    1.4894    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.0773    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -2.1910   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -2.2560    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -2.1896    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6777   -2.9723   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3841   -0.8898   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096   -0.8942    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4979    0.5787    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4825   -0.8788   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7585    1.7929   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0066    2.2671    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5613    1.4185   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.7791    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6886   -1.8676    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.1010    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -2.6174   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910    1.3926    1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604   -0.0231    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.3160    1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 18 17  1  1
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  2  0
 16 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31  7  1  0
 31 11  1  0
 22 18  1  0
 26 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  1
 30 63  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
M  END


  Mrv0541 01111301522D          

 32 35  0  0  0  0            999 V2000
   -4.0242    6.6657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7387    6.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    5.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    6.5081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3097    6.2532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3097    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5251    5.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0402    5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1676    5.4281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8821    5.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5965    5.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5965    4.6031    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8821    4.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1676    4.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4531    4.1906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    3.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5966    3.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8821    5.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    4.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097    3.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    3.7781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0242    7.4907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3097    7.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    6.9206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5140    7.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0962    6.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3817    6.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3328    6.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3817    7.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    7.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  7  1  0  0  0  0
  1  6  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 16 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 15 19  1  0  0  0  0
 14 20  1  1  0  0  0
 11 20  1  1  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  1 24  1  1  0  0  0
  6 25  1  6  0  0  0
  5 26  1  0  0  0  0
  5 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 26 32  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0037037

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CC(O)=O)[C@]1(C)CC=C2C(C(O)=O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O7/c1-13(10-18(27)28)23(4)8-6-15-19(20(29)30)14(11-16(26)24(15,23)5)12-25-9-7-17(32-25)22(2,3)21(25)31/h6,13,16-17,26H,7-12H2,1-5H3,(H,27,28)(H,29,30)/t13-,16-,17+,23+,24+,25+/m1/s1

> <INCHI_KEY>
XOLYVYHBERHQBZ-FMNVCWJRSA-N

> <FORMULA>
C25H34O7

> <MOLECULAR_WEIGHT>
446.5333

> <EXACT_MASS>
446.230453442

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
47.47517423745387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,7R,7aS)-1-[(2R)-1-carboxypropan-2-yl]-5-{[(1S,4S)-3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl]methyl}-7-hydroxy-1,7a-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.8948703579999995

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.773573448766323

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.094203356986784

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3565655176447099

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000002

> <JCHEM_REFRACTIVITY>
117.23369999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,7R,7aS)-1-[(2R)-1-carboxypropan-2-yl]-5-{[(1S,4S)-3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl]methyl}-7-hydroxy-1,7a-dimethyl-6,7-dihydro-2H-indene-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037037
     RDKit          3D
Glycinoeclepin A
 66 69  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3210   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    0.3203   -0.0249 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9199   -0.4024    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0643    0.3517    1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    0.0199    1.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    1.5130    2.5436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -0.2245   -0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6155   -1.6571   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124    0.5145   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7308    1.0430   -2.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350    0.7590   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.0409   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9011    2.1909   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.5010   -0.5962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    3.0427   -1.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104    0.2294    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.4463    1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -0.3201    0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2589   -1.8040    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6718   -2.0723    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940   -0.8053   -0.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6395   -0.1419   -0.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5797    0.1699    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8805   -0.3343    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7218    1.5146   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039    0.2337    1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.6252    2.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441   -0.9728    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1609   -1.3036    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6512   -1.6858   -1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.0395   -0.0124 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0721    0.6589    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616    1.2224   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6241    0.4279   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658   -0.6202   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4113    1.4138    0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.5098    2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -1.4016    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    2.4269    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -2.2109   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -2.2681   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -1.6030   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627    1.3251   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.1573   -2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    1.6152   -2.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    3.9347   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463    1.4894    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.0773    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -2.1910   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -2.2560    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -2.1896    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6777   -2.9723   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3841   -0.8898   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096   -0.8942    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4979    0.5787    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4825   -0.8788   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7585    1.7929   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0066    2.2671    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5613    1.4185   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.7791    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6886   -1.8676    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.1010    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -2.6174   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910    1.3926    1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604   -0.0231    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.3160    1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 18 17  1  1
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  2  0
 16 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31  7  1  0
 31 11  1  0
 22 18  1  0
 26 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  1
 30 63  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
M  END

HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0      -7.512  12.443   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.846  11.673   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.846  10.132   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.512   9.362   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.714  12.148   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.178  11.673   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.178  10.132   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.714   9.657   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.808  10.902   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.179  10.902   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -11.513  10.132   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.847  10.903   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.180  10.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.180   8.592   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.847   7.822   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.513   8.592   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -10.179   7.822   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0     -12.847   6.282   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.180   7.052   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -12.847   9.362   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -7.512   7.822   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.178   7.052   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.846   7.052   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -7.512  13.983   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.178  13.213   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.380  12.918   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.693  13.685   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.046  12.149   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.713  12.919   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.621  12.149   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.713  14.459   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -3.380  14.458   0.000  0.00  0.00           C+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    7   21                                                  
CONECT    5    6    9   26   27                                             
CONECT    6    1    5    7   25                                             
CONECT    7    4    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    3   11                                                       
CONECT   11   10   16   12   20                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   18   19                                             
CONECT   16   11   15   17                                                  
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
CONECT   20   14   11                                                       
CONECT   21    4   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    1                                                            
CONECT   25    6                                                            
CONECT   26    5   28   32                                                  
CONECT   27    5                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   26                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0037037
HETATM    1  C1  UNL     1       5.736   0.321  -0.962  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.520   0.320  -0.025  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.920  -0.402   1.215  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.064   0.352   1.846  1.00  0.00           C  
HETATM    5  O1  UNL     1       7.252   0.020   1.786  1.00  0.00           O  
HETATM    6  O2  UNL     1       5.691   1.513   2.544  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.280  -0.225  -0.718  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.615  -1.657  -1.122  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.112   0.515  -2.056  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.731   1.043  -2.030  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.135   0.759  -0.933  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.221   1.041  -0.408  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.901   2.191  -0.917  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.056   2.501  -0.596  1.00  0.00           O  
HETATM   15  O4  UNL     1      -0.273   3.043  -1.827  1.00  0.00           O  
HETATM   16  C12 UNL     1      -0.810   0.229   0.470  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.133   0.446   1.027  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.274  -0.320   0.524  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.259  -1.804   0.603  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.672  -2.072   0.015  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.894  -0.805  -0.759  1.00  0.00           C  
HETATM   22  O5  UNL     1      -3.640  -0.142  -0.798  1.00  0.00           O  
HETATM   23  C18 UNL     1      -5.580   0.170   0.212  1.00  0.00           C  
HETATM   24  C19 UNL     1      -6.880  -0.334   0.729  1.00  0.00           C  
HETATM   25  C20 UNL     1      -5.722   1.515  -0.477  1.00  0.00           C  
HETATM   26  C21 UNL     1      -4.504   0.234   1.239  1.00  0.00           C  
HETATM   27  O6  UNL     1      -4.567   0.625   2.371  1.00  0.00           O  
HETATM   28  C22 UNL     1      -0.044  -0.973   0.973  1.00  0.00           C  
HETATM   29  C23 UNL     1       1.161  -1.304   0.166  1.00  0.00           C  
HETATM   30  O7  UNL     1       0.651  -1.686  -1.107  1.00  0.00           O  
HETATM   31  C24 UNL     1       2.015  -0.039  -0.012  1.00  0.00           C  
HETATM   32  C25 UNL     1       2.072   0.659   1.325  1.00  0.00           C  
HETATM   33  H1  UNL     1       5.762   1.222  -1.613  1.00  0.00           H  
HETATM   34  H2  UNL     1       6.624   0.428  -0.309  1.00  0.00           H  
HETATM   35  H3  UNL     1       5.866  -0.620  -1.501  1.00  0.00           H  
HETATM   36  H4  UNL     1       4.411   1.414   0.235  1.00  0.00           H  
HETATM   37  H5  UNL     1       4.185  -0.510   2.002  1.00  0.00           H  
HETATM   38  H6  UNL     1       5.390  -1.402   0.963  1.00  0.00           H  
HETATM   39  H7  UNL     1       5.729   2.427   2.108  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.176  -2.211  -0.362  1.00  0.00           H  
HETATM   41  H9  UNL     1       2.754  -2.268  -1.387  1.00  0.00           H  
HETATM   42  H10 UNL     1       4.231  -1.603  -2.067  1.00  0.00           H  
HETATM   43  H11 UNL     1       3.863   1.325  -2.176  1.00  0.00           H  
HETATM   44  H12 UNL     1       3.284  -0.157  -2.926  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.254   1.615  -2.848  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.134   3.935  -1.590  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.446   1.489   1.218  1.00  0.00           H  
HETATM   48  H16 UNL     1      -2.056   0.077   2.142  1.00  0.00           H  
HETATM   49  H17 UNL     1      -2.603  -2.191  -0.218  1.00  0.00           H  
HETATM   50  H18 UNL     1      -3.118  -2.256   1.573  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.324  -2.190   0.893  1.00  0.00           H  
HETATM   52  H20 UNL     1      -4.678  -2.972  -0.610  1.00  0.00           H  
HETATM   53  H21 UNL     1      -5.384  -0.890  -1.710  1.00  0.00           H  
HETATM   54  H22 UNL     1      -6.810  -0.894   1.687  1.00  0.00           H  
HETATM   55  H23 UNL     1      -7.498   0.579   0.983  1.00  0.00           H  
HETATM   56  H24 UNL     1      -7.483  -0.879  -0.022  1.00  0.00           H  
HETATM   57  H25 UNL     1      -4.759   1.793  -0.950  1.00  0.00           H  
HETATM   58  H26 UNL     1      -6.007   2.267   0.274  1.00  0.00           H  
HETATM   59  H27 UNL     1      -6.561   1.419  -1.195  1.00  0.00           H  
HETATM   60  H28 UNL     1       0.168  -0.779   2.064  1.00  0.00           H  
HETATM   61  H29 UNL     1      -0.689  -1.868   0.992  1.00  0.00           H  
HETATM   62  H30 UNL     1       1.731  -2.101   0.638  1.00  0.00           H  
HETATM   63  H31 UNL     1       0.333  -2.617  -1.067  1.00  0.00           H  
HETATM   64  H32 UNL     1       2.891   1.393   1.428  1.00  0.00           H  
HETATM   65  H33 UNL     1       1.960  -0.023   2.177  1.00  0.00           H  
HETATM   66  H34 UNL     1       1.141   1.316   1.396  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    7   36
CONECT    3    4   37   38
CONECT    4    5    5    6
CONECT    6   39
CONECT    7    8    9   31
CONECT    8   40   41   42
CONECT    9   10   43   44
CONECT   10   11   11   45
CONECT   11   12   31
CONECT   12   13   16   16
CONECT   13   14   14   15
CONECT   15   46
CONECT   16   17   28
CONECT   17   18   47   48
CONECT   18   19   22   26
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   23   53
CONECT   23   24   25   26
CONECT   24   54   55   56
CONECT   25   57   58   59
CONECT   26   27   27
CONECT   28   29   60   61
CONECT   29   30   31   62
CONECT   30   63
CONECT   31   32
CONECT   32   64   65   66
END

HMDB0037037
     RDKit          3D
Glycinoeclepin A
 66 69  0  0  0  0  0  0  0  0999 V2000
    5.7365    0.3210   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    0.3203   -0.0249 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9199   -0.4024    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0643    0.3517    1.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2518    0.0199    1.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912    1.5130    2.5436 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -0.2245   -0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6155   -1.6571   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124    0.5145   -2.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7308    1.0430   -2.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1350    0.7590   -0.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.0409   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9011    2.1909   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0559    2.5010   -0.5962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    3.0427   -1.8270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104    0.2294    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.4463    1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744   -0.3201    0.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2589   -1.8040    0.6032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6718   -2.0723    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8940   -0.8053   -0.7592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6395   -0.1419   -0.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5797    0.1699    0.2121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8805   -0.3343    0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7218    1.5146   -0.4772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5039    0.2337    1.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669    0.6252    2.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0441   -0.9728    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1609   -1.3036    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6512   -1.6858   -1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -0.0395   -0.0124 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0721    0.6589    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7616    1.2224   -1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6241    0.4279   -0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658   -0.6202   -1.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4113    1.4138    0.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850   -0.5098    2.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -1.4016    0.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7286    2.4269    2.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763   -2.2109   -0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7543   -2.2681   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -1.6030   -2.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627    1.3251   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2840   -0.1573   -2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    1.6152   -2.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    3.9347   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4463    1.4894    1.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    0.0773    2.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6028   -2.1910   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -2.2560    1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -2.1896    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6777   -2.9723   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3841   -0.8898   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096   -0.8942    1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4979    0.5787    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4825   -0.8788   -0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7585    1.7929   -0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0066    2.2671    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5613    1.4185   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681   -0.7791    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6886   -1.8676    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -2.1010    0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334   -2.6174   -1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910    1.3926    1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604   -0.0231    2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1411    1.3160    1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  2  0
 16 17  1  0
 18 17  1  1
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  2  0
 16 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  1
 31  7  1  0
 31 11  1  0
 22 18  1  0
 26 18  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  1
  3 37  1  0
  3 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  1
 30 63  1  0
 32 64  1  0
 32 65  1  0
 32 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₇

Average Molecular Weight

446.5333

Monoisotopic Molecular Weight

446.230453442

IUPAC Name

(1S,7R,7aS)-1-[(2R)-1-carboxypropan-2-yl]-5-{[(1S,4S)-3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl]methyl}-7-hydroxy-1,7a-dimethyl-2,6,7,7a-tetrahydro-1H-indene-4-carboxylic acid

Traditional Name

(1S,7R,7aS)-1-[(2R)-1-carboxypropan-2-yl]-5-{[(1S,4S)-3,3-dimethyl-2-oxo-7-oxabicyclo[2.2.1]heptan-1-yl]methyl}-7-hydroxy-1,7a-dimethyl-6,7-dihydro-2H-indene-4-carboxylic acid

CAS Registry Number

83216-10-8

SMILES

C[C@H](CC(O)=O)[C@]1(C)CC=C2C(C(O)=O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@@]12C

InChI Identifier

InChI=1S/C25H34O7/c1-13(10-18(27)28)23(4)8-6-15-19(20(29)30)14(11-16(26)24(15,23)5)12-25-9-7-17(32-25)22(2,3)21(25)31/h6,13,16-17,26H,7-12H2,1-5H3,(H,27,28)(H,29,30)/t13-,16-,17+,23+,24+,25+/m1/s1

InChI Key

XOLYVYHBERHQBZ-FMNVCWJRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Heterocyclic fatty acids

Alternative Parents

Substituents

Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
3-furanone
Tetrahydrofuran
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0037037)

Cellular substructure

Extracellular (HMDB: HMDB0037037)
Membrane (HMDB: HMDB0037037)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037037)

Source

Endogenous

Endogenous (HMDB: HMDB0037037)

Plant

Fabaceae (HMDB: HMDB0037037)

Animal

Animal (HMDB: HMDB0037037)

Exogenous

Food

Food (HMDB: HMDB0037037)

Pulse

Bean

Pulses (FooDB: FOOD00867)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037037)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037037)

Cellular process

Cell signaling (HMDB: HMDB0037037)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037037)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037037)

Nutrient

Nutrient (HMDB: HMDB0037037)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037037)

Emulsifier (HMDB: HMDB0037037)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.82 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.89	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-0.36	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.23 m³·mol⁻¹	ChemAxon
Polarizability	47.48 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.973	31661259
DarkChem	[M-H]-	193.816	31661259
DeepCCS	[M-2H]-	232.018	30932474
DeepCCS	[M+Na]+	206.886	30932474
AllCCS	[M+H]+	205.4	32859911
AllCCS	[M+H-H2O]+	203.4	32859911
AllCCS	[M+NH4]+	207.3	32859911
AllCCS	[M+Na]+	207.8	32859911
AllCCS	[M-H]-	210.7	32859911
AllCCS	[M+Na-2H]-	212.1	32859911
AllCCS	[M+HCOO]-	213.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycinoeclepin A	C[C@H](CC(O)=O)[C@]1(C)CC=C2C(C(O)=O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@@]12C	4438.8	Standard polar	33892256
Glycinoeclepin A	C[C@H](CC(O)=O)[C@]1(C)CC=C2C(C(O)=O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@@]12C	2900.5	Standard non polar	33892256
Glycinoeclepin A	C[C@H](CC(O)=O)[C@]1(C)CC=C2C(C(O)=O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@@]12C	3439.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycinoeclepin A,1TMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3326.3	Semi standard non polar	33892256
Glycinoeclepin A,1TMS,isomer #2	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3253.2	Semi standard non polar	33892256
Glycinoeclepin A,1TMS,isomer #3	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C)[C@]21C	3259.2	Semi standard non polar	33892256
Glycinoeclepin A,2TMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3239.9	Semi standard non polar	33892256
Glycinoeclepin A,2TMS,isomer #2	C[C@H](CC(=O)O[Si](C)(C)C)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C)[C@]21C	3241.7	Semi standard non polar	33892256
Glycinoeclepin A,2TMS,isomer #3	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C)[C@]21C	3192.2	Semi standard non polar	33892256
Glycinoeclepin A,3TMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C)[C@]21C	3171.0	Semi standard non polar	33892256
Glycinoeclepin A,1TBDMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3584.8	Semi standard non polar	33892256
Glycinoeclepin A,1TBDMS,isomer #2	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3512.0	Semi standard non polar	33892256
Glycinoeclepin A,1TBDMS,isomer #3	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]21C	3499.5	Semi standard non polar	33892256
Glycinoeclepin A,2TBDMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O)[C@]21C	3717.5	Semi standard non polar	33892256
Glycinoeclepin A,2TBDMS,isomer #2	C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)[C@]1(C)CC=C2C(C(=O)O)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]21C	3749.3	Semi standard non polar	33892256
Glycinoeclepin A,2TBDMS,isomer #3	C[C@H](CC(=O)O)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]21C	3677.3	Semi standard non polar	33892256
Glycinoeclepin A,3TBDMS,isomer #1	C[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)[C@]1(C)CC=C2C(C(=O)O[Si](C)(C)C(C)(C)C)=C(C[C@]34CC[C@H](O3)C(C)(C)C4=O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@]21C	3874.5	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 - Glycinoeclepin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ke9-2324900000-c94b4ba65beddab297c6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycinoeclepin A GC-MS (3 TMS) - 70eV, Positive	splash10-0002-4100089000-184999cc39626d65c6f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glycinoeclepin 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 - Glycinoeclepin A 10V, Positive-QTOF	splash10-01ta-0003900000-cd88c8bf992634b7552d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 20V, Positive-QTOF	splash10-0gx9-0219500000-95f59699fc2814a95349	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 40V, Positive-QTOF	splash10-000w-4395100000-50aeb50cb50061967cd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 10V, Negative-QTOF	splash10-0f6t-0102900000-54895d70a4abdaaaf280	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 20V, Negative-QTOF	splash10-0zgi-1207900000-b68d91e61f61df3f75e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 40V, Negative-QTOF	splash10-0zg0-8936200000-a325d228559dad140989	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 10V, Negative-QTOF	splash10-0002-0000900000-83ae1490b1a0545eb4b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 20V, Negative-QTOF	splash10-000t-0006900000-d065b1168fdece303f6b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 40V, Negative-QTOF	splash10-01pk-1029100000-37c3f3fad7be43c36384	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 10V, Positive-QTOF	splash10-052g-0009400000-e16eb062382e556f63df	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 20V, Positive-QTOF	splash10-01p6-0009400000-493b61a1177780943e90	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycinoeclepin A 40V, Positive-QTOF	splash10-0006-8942200000-1e6ead7f1a157be64cec	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14010691

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1858841

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 Glycinoeclepin A (HMDB0037037)

MOL for HMDB0037037 (Glycinoeclepin A)

3D MOL for HMDB0037037 (Glycinoeclepin A)

3D SDF for HMDB0037037 (Glycinoeclepin A)

3D-SDF for HMDB0037037 (Glycinoeclepin A)

PDB for HMDB0037037 (Glycinoeclepin A)

3D PDB for HMDB0037037 (Glycinoeclepin A)

SMILES for HMDB0037037 (Glycinoeclepin A)

INCHI for HMDB0037037 (Glycinoeclepin A)

Structure for HMDB0037037 (Glycinoeclepin A)

3D Structure for HMDB0037037 (Glycinoeclepin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra