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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:43 UTC

Update Date

2022-03-07 02:53:28 UTC

HMDB ID

HMDB0032774

Secondary Accession Numbers

HMDB32774

Metabolite Identification

Common Name

Eremopetasitenin D2

Description

Eremopetasitenin D2 belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Eremopetasitenin D2.

Structure

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


  Mrv0541 05061306412D          

 33 35  0  0  0  0            999 V2000
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7858    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    0.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    2.3479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20 15  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24  5  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  1  0  0  0  0
 25 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 19  2  0  0  0  0
 27 22  2  0  0  0  0
 28 23  2  0  0  0  0
 29  6  1  0  0  0  0
 29 25  1  0  0  0  0
 30 18  1  0  0  0  0
 30 19  1  0  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 32 25  1  0  0  0  0
 33  7  1  0  0  0  0
 33 12  1  0  0  0  0
M  END

HMDB0032774
     RDKit          3D
Eremopetasitenin D2
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.8765   -4.3248   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -4.3123   -0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -3.2440    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415   -3.3283    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.0001   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2466   -1.8389   -1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -0.8768    0.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.3862   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    1.4166    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363    1.4194    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795    0.2664    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    2.7443    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121    3.2138    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    3.5146    0.0458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.7590   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709    2.5599   -1.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    3.6644   -2.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0192    3.2604   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    2.1848   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941    2.6680   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    2.0294   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    0.7051    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558   -0.1382    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761   -0.5682    1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -0.1530    2.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418   -1.4389    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122   -1.8951    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -2.9663    0.6356 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5176   -2.1913   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014    0.0353   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -1.3322    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    0.9523    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024    1.3658    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -5.3419   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779   -4.0468   -2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207   -3.5924   -2.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -5.2560   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.8619    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -4.3957    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3408   -2.8385    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6623    0.3834   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303   -0.5543    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    0.6011    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3569   -0.0323    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    4.3304   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022    4.3080   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    3.2970   -3.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168    3.5467    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720    4.1509   -0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    1.9383   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914    3.7716   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    2.7149   -2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.8094   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.7482    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8767    0.9163    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -1.7190    2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -1.6244   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2492   -3.0017   -0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0742   -1.5601    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -1.6242   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.0203   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131   -1.3802    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -1.6017    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.1271   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378    1.7541    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    2.2192    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    0.5516    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 22 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  8  1  0
 15  9  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
M  END


  Mrv0541 05061306412D          

 33 35  0  0  0  0            999 V2000
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -0.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7858    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3569    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549    0.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    2.3479    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  3  1  0  0  0  0
 16  4  1  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20 15  2  0  0  0  0
 21 20  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24  5  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
 24 21  1  0  0  0  0
 25 13  1  0  0  0  0
 25 20  1  0  0  0  0
 26 19  2  0  0  0  0
 27 22  2  0  0  0  0
 28 23  2  0  0  0  0
 29  6  1  0  0  0  0
 29 25  1  0  0  0  0
 30 18  1  0  0  0  0
 30 19  1  0  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 23  1  0  0  0  0
 32 25  1  0  0  0  0
 33  7  1  0  0  0  0
 33 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032774

> <DATABASE_NAME>
hmdb

> <SMILES>
COC12CC3CCC(OC(=O)\C=C\SC)C(C)C3(C)C(OC(=O)C(\C)=C/C)C1=C(C)C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O7S/c1-8-14(2)22(27)31-21-20-15(3)23(28)32-25(20,29-6)13-17-9-10-18(16(4)24(17,21)5)30-19(26)11-12-33-7/h8,11-12,16-18,21H,9-10,13H2,1-7H3/b12-11+,14-8-

> <INCHI_KEY>
WAJCGTCCWFRXDF-LVIRMKODSA-N

> <FORMULA>
C25H34O7S

> <MOLECULAR_WEIGHT>
478.598

> <EXACT_MASS>
478.202524132

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
51.02853040262012

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9a-methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
5.400151074333332

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.338358621268687

> <JCHEM_POLAR_SURFACE_AREA>
88.13000000000001

> <JCHEM_REFRACTIVITY>
126.90979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.64e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9a-methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-2-oxo-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032774
     RDKit          3D
Eremopetasitenin D2
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.8765   -4.3248   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -4.3123   -0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -3.2440    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415   -3.3283    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.0001   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2466   -1.8389   -1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -0.8768    0.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.3862   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    1.4166    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363    1.4194    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795    0.2664    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    2.7443    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121    3.2138    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    3.5146    0.0458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.7590   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709    2.5599   -1.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    3.6644   -2.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0192    3.2604   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    2.1848   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941    2.6680   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    2.0294   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    0.7051    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558   -0.1382    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761   -0.5682    1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -0.1530    2.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418   -1.4389    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122   -1.8951    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -2.9663    0.6356 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5176   -2.1913   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014    0.0353   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -1.3322    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    0.9523    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024    1.3658    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -5.3419   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779   -4.0468   -2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207   -3.5924   -2.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -5.2560   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.8619    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -4.3957    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3408   -2.8385    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6623    0.3834   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303   -0.5543    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    0.6011    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3569   -0.0323    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    4.3304   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022    4.3080   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    3.2970   -3.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168    3.5467    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720    4.1509   -0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    1.9383   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914    3.7716   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    2.7149   -2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.8094   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.7482    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8767    0.9163    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -1.7190    2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -1.6244   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2492   -3.0017   -0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0742   -1.5601    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -1.6242   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.0203   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131   -1.3802    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -1.6017    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.1271   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378    1.7541    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    2.2192    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    0.5516    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 22 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  8  1  0
 15  9  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 33 65  1  0
 33 66  1  0
 33 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       3.864   8.233   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.137   9.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.744   5.553   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864   5.153   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.371  -0.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.533   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   9.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.532   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.866   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   8.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.199   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.199   2.073   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.137   5.923   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.713   2.843   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.036   0.541   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0      13.200   4.383   0.000  0.00  0.00           S+0
CONECT    1    8                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   24                                                            
CONECT    6   29                                                            
CONECT    7   33                                                            
CONECT    8    1   14                                                       
CONECT    9   10   17                                                       
CONECT   10    9   18                                                       
CONECT   11   12   19                                                       
CONECT   12   11   33                                                       
CONECT   13   17   25                                                       
CONECT   14    2    8   22                                                  
CONECT   15    3   20   23                                                  
CONECT   16    4   18   24                                                  
CONECT   17    9   13   24                                                  
CONECT   18   10   16   30                                                  
CONECT   19   11   26   30                                                  
CONECT   20   15   21   25                                                  
CONECT   21   20   24   31                                                  
CONECT   22   14   27   31                                                  
CONECT   23   15   28   32                                                  
CONECT   24    5   16   17   21                                             
CONECT   25   13   20   29   32                                             
CONECT   26   19                                                            
CONECT   27   22                                                            
CONECT   28   23                                                            
CONECT   29    6   25                                                       
CONECT   30   18   19                                                       
CONECT   31   21   22                                                       
CONECT   32   23   25                                                       
CONECT   33    7   12                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0032774
HETATM    1  C1  UNL     1      -2.877  -4.325  -2.108  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.799  -4.312  -0.631  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.495  -3.244   0.072  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.442  -3.328   1.550  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.219  -2.000  -0.618  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.247  -1.839  -1.855  1.00  0.00           O  
HETATM    7  O2  UNL     1      -1.897  -0.877   0.122  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.606   0.386  -0.316  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.608   1.417   0.095  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.636   1.419   0.881  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.180   0.266   1.694  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.206   2.744   0.886  1.00  0.00           C  
HETATM   13  O3  UNL     1      -5.212   3.214   1.501  1.00  0.00           O  
HETATM   14  O4  UNL     1      -3.435   3.515   0.046  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.426   2.759  -0.514  1.00  0.00           C  
HETATM   16  O5  UNL     1      -2.571   2.560  -1.885  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.608   3.664  -2.667  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.019   3.260  -0.279  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.077   2.185  -0.820  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.294   2.668  -1.033  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.413   2.029  -0.326  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.124   0.705   0.330  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.256  -0.138   0.359  1.00  0.00           O  
HETATM   24  C18 UNL     1       3.876  -0.568   1.536  1.00  0.00           C  
HETATM   25  O7  UNL     1       3.360  -0.153   2.605  1.00  0.00           O  
HETATM   26  C19 UNL     1       5.042  -1.439   1.517  1.00  0.00           C  
HETATM   27  C20 UNL     1       5.612  -1.895   0.445  1.00  0.00           C  
HETATM   28  S1  UNL     1       7.054  -2.966   0.636  1.00  0.00           S  
HETATM   29  C21 UNL     1       8.518  -2.191  -0.054  1.00  0.00           C  
HETATM   30  C22 UNL     1       0.901   0.035  -0.266  1.00  0.00           C  
HETATM   31  C23 UNL     1       0.814  -1.332   0.308  1.00  0.00           C  
HETATM   32  C24 UNL     1      -0.254   0.952   0.035  1.00  0.00           C  
HETATM   33  C25 UNL     1      -0.302   1.366   1.490  1.00  0.00           C  
HETATM   34  H1  UNL     1      -3.109  -5.342  -2.500  1.00  0.00           H  
HETATM   35  H2  UNL     1      -1.878  -4.047  -2.500  1.00  0.00           H  
HETATM   36  H3  UNL     1      -3.621  -3.592  -2.493  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.011  -5.256  -0.108  1.00  0.00           H  
HETATM   38  H5  UNL     1      -1.571  -2.862   2.009  1.00  0.00           H  
HETATM   39  H6  UNL     1      -2.477  -4.396   1.881  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.341  -2.839   1.987  1.00  0.00           H  
HETATM   41  H8  UNL     1      -1.662   0.383  -1.441  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.530  -0.554   1.074  1.00  0.00           H  
HETATM   43  H10 UNL     1      -5.029   0.601   2.324  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.357  -0.032   2.383  1.00  0.00           H  
HETATM   45  H12 UNL     1      -1.748   4.330  -2.671  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.502   4.308  -2.531  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.711   3.297  -3.732  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.817   3.547   0.749  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.872   4.151  -0.905  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.529   1.938  -1.831  1.00  0.00           H  
HETATM   51  H18 UNL     1       1.291   3.772  -0.758  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.539   2.715  -2.141  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.254   1.809  -1.053  1.00  0.00           H  
HETATM   54  H21 UNL     1       2.898   2.748   0.397  1.00  0.00           H  
HETATM   55  H22 UNL     1       1.877   0.916   1.391  1.00  0.00           H  
HETATM   56  H23 UNL     1       5.455  -1.719   2.491  1.00  0.00           H  
HETATM   57  H24 UNL     1       5.213  -1.624  -0.515  1.00  0.00           H  
HETATM   58  H25 UNL     1       9.249  -3.002  -0.332  1.00  0.00           H  
HETATM   59  H26 UNL     1       9.074  -1.560   0.691  1.00  0.00           H  
HETATM   60  H27 UNL     1       8.251  -1.624  -0.966  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.971  -0.020  -1.377  1.00  0.00           H  
HETATM   62  H29 UNL     1       0.113  -1.380   1.170  1.00  0.00           H  
HETATM   63  H30 UNL     1       1.805  -1.602   0.748  1.00  0.00           H  
HETATM   64  H31 UNL     1       0.641  -2.127  -0.451  1.00  0.00           H  
HETATM   65  H32 UNL     1      -1.338   1.754   1.675  1.00  0.00           H  
HETATM   66  H33 UNL     1       0.361   2.219   1.735  1.00  0.00           H  
HETATM   67  H34 UNL     1      -0.037   0.552   2.184  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    3   37
CONECT    3    4    5
CONECT    4   38   39   40
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   32   41
CONECT    9   10   10   15
CONECT   10   11   12
CONECT   11   42   43   44
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   18
CONECT   16   17
CONECT   17   45   46   47
CONECT   18   19   48   49
CONECT   19   20   32   50
CONECT   20   21   51   52
CONECT   21   22   53   54
CONECT   22   23   30   55
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27   56
CONECT   27   28   57
CONECT   28   29
CONECT   29   58   59   60
CONECT   30   31   32   61
CONECT   31   62   63   64
CONECT   32   33
CONECT   33   65   66   67
END

HMDB0032774
     RDKit          3D
Eremopetasitenin D2
 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.8765   -4.3248   -2.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -4.3123   -0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4946   -3.2440    0.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415   -3.3283    1.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2194   -2.0001   -0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2466   -1.8389   -1.8549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966   -0.8768    0.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062    0.3862   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    1.4166    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363    1.4194    0.8814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1795    0.2664    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064    2.7443    0.8859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2121    3.2138    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4352    3.5146    0.0458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4256    2.7590   -0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5709    2.5599   -1.8852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    3.6644   -2.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0192    3.2604   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    2.1848   -0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941    2.6680   -1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132    2.0294   -0.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1242    0.7051    0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558   -0.1382    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761   -0.5682    1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3599   -0.1530    2.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418   -1.4389    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6122   -1.8951    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0541   -2.9663    0.6356 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5176   -2.1913   -0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014    0.0353   -0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8140   -1.3322    0.3083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544    0.9523    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3024    1.3658    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -5.3419   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8779   -4.0468   -2.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6207   -3.5924   -2.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0113   -5.2560   -0.1076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705   -2.8619    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775   -4.3957    1.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3408   -2.8385    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6623    0.3834   -1.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5303   -0.5543    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    0.6011    2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3569   -0.0323    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482    4.3304   -2.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022    4.3080   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7111    3.2970   -3.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8168    3.5467    0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720    4.1509   -0.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5290    1.9383   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2914    3.7716   -0.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    2.7149   -2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.8094   -1.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    2.7482    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8767    0.9163    1.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4546   -1.7190    2.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -1.6244   -0.5146 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2492   -3.0017   -0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0742   -1.5601    0.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2510   -1.6242   -0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9710   -0.0203   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1131   -1.3802    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8048   -1.6017    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -2.1271   -0.4505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3378    1.7541    1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3614    2.2192    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    0.5516    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 22 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  8  1  0
 15  9  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  8 41  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9a-Methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-2-oxo-2H,4H,4ah,5H,6H,7H,8H,8ah,9H,9ah-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoic acid	Generator
9a-Methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulphanyl)prop-2-enoyl]oxy}-2-oxo-2H,4H,4ah,5H,6H,7H,8H,8ah,9H,9ah-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoate	Generator
9a-Methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulphanyl)prop-2-enoyl]oxy}-2-oxo-2H,4H,4ah,5H,6H,7H,8H,8ah,9H,9ah-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₅H₃₄O₇S

Average Molecular Weight

478.598

Monoisotopic Molecular Weight

478.202524132

IUPAC Name

9a-methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoate

Traditional Name

9a-methoxy-3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-2-oxo-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC12CC3CCC(OC(=O)\C=C\SC)C(C)C3(C)C(OC(=O)C(\C)=C/C)C1=C(C)C(=O)O2

InChI Identifier

InChI=1S/C25H34O7S/c1-8-14(2)22(27)31-21-20-15(3)23(28)32-25(20,29-6)13-17-9-10-18(16(4)24(17,21)5)30-19(26)11-12-33-7/h8,11-12,16-18,21H,9-10,13H2,1-7H3/b12-11+,14-8-

InChI Key

WAJCGTCCWFRXDF-LVIRMKODSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Eremophilanolide or secoeremophilanolide
Sesquiterpenoid
Naphthofuran
Tricarboxylic acid or derivatives
Ketal
Fatty acid ester
2-furanone
Vinylogous thioester
Fatty acyl
Acrylic acid or derivatives
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Thioenolether
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Sulfenyl compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0032774)
Cell membrane (HMDB: HMDB0032774)

Cellular substructure

Extracellular (HMDB: HMDB0032774)
Membrane (HMDB: HMDB0032774)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032774)

Source

Endogenous

Animal

Animal (HMDB: HMDB0032774)

Endogenous (HMDB: HMDB0032774)

Plant

Plant (HMDB: HMDB0032774)

Exogenous

Food

Food (HMDB: HMDB0032774)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0032774)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0032774)

Cellular process

Cell signaling (HMDB: HMDB0032774)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0032774)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0032774)

Nutrient

Nutrient (HMDB: HMDB0032774)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032774)

Emulsifier (HMDB: HMDB0032774)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0026 g/L	ALOGPS
logP	3.86	ALOGPS
logP	5.4	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	88.13 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	126.91 m³·mol⁻¹	ChemAxon
Polarizability	51.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	213.204	31661259
DarkChem	[M-H]-	203.247	31661259
DeepCCS	[M-2H]-	248.636	30932474
DeepCCS	[M+Na]+	223.997	30932474
AllCCS	[M+H]+	214.0	32859911
AllCCS	[M+H-H2O]+	212.3	32859911
AllCCS	[M+NH4]+	215.6	32859911
AllCCS	[M+Na]+	216.0	32859911
AllCCS	[M-H]-	210.2	32859911
AllCCS	[M+Na-2H]-	211.6	32859911
AllCCS	[M+HCOO]-	213.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eremopetasitenin D2	COC12CC3CCC(OC(=O)\C=C\SC)C(C)C3(C)C(OC(=O)C(\C)=C/C)C1=C(C)C(=O)O2	4798.1	Standard polar	33892256
Eremopetasitenin D2	COC12CC3CCC(OC(=O)\C=C\SC)C(C)C3(C)C(OC(=O)C(\C)=C/C)C1=C(C)C(=O)O2	3348.5	Standard non polar	33892256
Eremopetasitenin D2	COC12CC3CCC(OC(=O)\C=C\SC)C(C)C3(C)C(OC(=O)C(\C)=C/C)C1=C(C)C(=O)O2	3328.2	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 - Eremopetasitenin D2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bu0-9148600000-14eda79f2176d63b48a1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eremopetasitenin D2 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 - Eremopetasitenin D2 10V, Positive-QTOF	splash10-0059-3205900000-f4b51f1b75ea2d380444	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 20V, Positive-QTOF	splash10-0zir-9414300000-b24b75cc80e960c6ec2c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 40V, Positive-QTOF	splash10-0f89-9220000000-38692adefad551477b02	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 10V, Negative-QTOF	splash10-004j-7004900000-e3f98218f33669562c44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 20V, Negative-QTOF	splash10-0002-9002200000-ddaac6e370dec2929eae	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 40V, Negative-QTOF	splash10-0002-9003000000-a6dea0f1ac1e2bc96267	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 10V, Negative-QTOF	splash10-0002-9000200000-06011957f19fb5ad097f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 20V, Negative-QTOF	splash10-0002-9001100000-55dbbed39c6b61fd26c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 40V, Negative-QTOF	splash10-0a4i-9000000000-d9a9690cb04b046f9e88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 10V, Positive-QTOF	splash10-004i-0138900000-b649e16c2a2909f11164	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 20V, Positive-QTOF	splash10-03di-0092100000-5341731460e72a3ecaa9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin D2 40V, Positive-QTOF	splash10-0a4i-8953000000-5cb116ba6edfb9215b40	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010742

KNApSAcK ID

C00049156

Chemspider ID

35013492

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751305

PDB ID

Not Available

ChEBI ID

176161

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 ]
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Showing metabocard for Eremopetasitenin D2 (HMDB0032774)

MOL for HMDB0032774 (Eremopetasitenin D2)

3D MOL for HMDB0032774 (Eremopetasitenin D2)

3D SDF for HMDB0032774 (Eremopetasitenin D2)

3D-SDF for HMDB0032774 (Eremopetasitenin D2)

PDB for HMDB0032774 (Eremopetasitenin D2)

3D PDB for HMDB0032774 (Eremopetasitenin D2)

SMILES for HMDB0032774 (Eremopetasitenin D2)

INCHI for HMDB0032774 (Eremopetasitenin D2)

Structure for HMDB0032774 (Eremopetasitenin D2)

3D Structure for HMDB0032774 (Eremopetasitenin D2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra