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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:43 UTC

Update Date

2022-03-07 02:52:44 UTC

HMDB ID

HMDB0030900

Secondary Accession Numbers

HMDB30900

Metabolite Identification

Common Name

Eremopetasitenin A2

Description

Eremopetasitenin A2 belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Eremopetasitenin A2 has been detected, but not quantified in, green vegetables. This could make eremopetasitenin A2 a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Eremopetasitenin A2.

Structure

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


  Mrv0541 05061305352D          

 27 30  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 18  3  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 23  4  1  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  5  1  0  0  0  0
 27  9  1  0  0  0  0
M  END

HMDB0030900
     RDKit          3D
Eremopetasitenin A2
 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.3011    2.7951   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    1.4992   -0.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    0.6118    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -0.4273    0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -0.8364    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126   -1.6169   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -2.7141    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241   -2.2524    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3530   -0.8612   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.3705    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596    0.0265   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -0.0606   -1.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542    0.5241   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811    0.9152   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3805    1.5298   -0.6254 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6559    0.8438   -1.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    0.1388    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.6512    1.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.2106   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5281   -1.2011   -0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801   -1.5766   -0.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5935   -0.4272   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8070   -0.2742   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    0.4753    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804    1.9222    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    0.1208   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -0.1895   -1.7878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    3.2453   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    2.7709    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.3669   -0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    1.2391    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.0454    2.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -1.6202    2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -1.2554    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.3477   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -3.6614   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352   -2.9243    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -2.3662    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306   -2.9312   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.8484   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082    0.5918    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    0.8469   -2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9298   -0.1989   -1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5798    1.4519   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291    0.8238   -2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3904    0.9927   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    1.1866    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785    1.3792    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025   -0.1488    2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   -2.8153    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668   -2.8954   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    0.1366    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    2.3113   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0231    2.0038    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    2.4968    0.8982 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  9 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  3  1  0
 17  4  1  0
 26 20  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END


  Mrv0541 05061305352D          

 27 30  0  0  0  0            999 V2000
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 16 12  1  0  0  0  0
 18  3  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 12  1  0  0  0  0
 20 17  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 23  4  1  0  0  0  0
 23 17  1  0  0  0  0
 24 14  1  0  0  0  0
 24 15  1  0  0  0  0
 25 16  1  0  0  0  0
 25 19  1  0  0  0  0
 26 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  5  1  0  0  0  0
 27  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030900

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C23OC2(CC2CCC(OC(=O)\C=C\SC)C(C)C12C)OC(=O)C3C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6S/c1-11-14(24-15(21)8-9-27-5)7-6-13-10-19-20(26-19,12(2)16(22)25-19)17(23-4)18(11,13)3/h8-9,11-14,17H,6-7,10H2,1-5H3/b9-8+

> <INCHI_KEY>
ULNGGZOBSDELFB-CMDGGOBGSA-N

> <FORMULA>
C20H28O6S

> <MOLECULAR_WEIGHT>
396.498

> <EXACT_MASS>
396.160659318

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.54280093313208

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulfanyl)prop-2-enoate

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.4613693576666673

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.74752820453925

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9766781725221345

> <JCHEM_POLAR_SURFACE_AREA>
74.36000000000001

> <JCHEM_REFRACTIVITY>
100.18069999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulfanyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030900
     RDKit          3D
Eremopetasitenin A2
 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.3011    2.7951   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    1.4992   -0.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    0.6118    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -0.4273    0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -0.8364    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126   -1.6169   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -2.7141    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241   -2.2524    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3530   -0.8612   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.3705    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596    0.0265   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -0.0606   -1.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542    0.5241   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811    0.9152   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3805    1.5298   -0.6254 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6559    0.8438   -1.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    0.1388    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.6512    1.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.2106   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5281   -1.2011   -0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801   -1.5766   -0.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5935   -0.4272   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8070   -0.2742   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    0.4753    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804    1.9222    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    0.1208   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -0.1895   -1.7878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    3.2453   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    2.7709    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.3669   -0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    1.2391    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.0454    2.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -1.6202    2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -1.2554    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.3477   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -3.6614   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352   -2.9243    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -2.3662    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306   -2.9312   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.8484   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082    0.5918    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    0.8469   -2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9298   -0.1989   -1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5798    1.4519   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291    0.8238   -2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3904    0.9927   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    1.1866    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785    1.3792    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025   -0.1488    2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   -2.8153    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668   -2.8954   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    0.1366    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    2.3113   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0231    2.0038    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    2.4968    0.8982 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  9 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  3  1  0
 17  4  1  0
 26 20  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.179   3.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.787   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.120   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.456   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.122   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.790   0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.453   3.850   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.788   2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.655  -0.476   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.453   0.770   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0      14.123   2.310   0.000  0.00  0.00           S+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   18                                                            
CONECT    4   23                                                            
CONECT    5   27                                                            
CONECT    6    7   13                                                       
CONECT    7    6   14                                                       
CONECT    8    9   15                                                       
CONECT    9    8   27                                                       
CONECT   10   13   19                                                       
CONECT   11    1   14   18                                                  
CONECT   12    2   16   20                                                  
CONECT   13    6   10   18                                                  
CONECT   14    7   11   24                                                  
CONECT   15    8   21   24                                                  
CONECT   16   12   22   25                                                  
CONECT   17   18   20   23                                                  
CONECT   18    3   11   13   17                                             
CONECT   19   10   20   25   26                                             
CONECT   20   12   17   19   26                                             
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23    4   17                                                       
CONECT   24   14   15                                                       
CONECT   25   16   19                                                       
CONECT   26   19   20                                                       
CONECT   27    5    9                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0030900
HETATM    1  C1  UNL     1      -1.301   2.795  -0.284  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.392   1.499  -0.776  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.037   0.612   0.074  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.058  -0.427   0.516  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.342  -0.836   1.958  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.113  -1.617  -0.368  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.285  -2.714   0.322  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.124  -2.252   0.383  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.353  -0.861  -0.080  1.00  0.00           C  
HETATM   10  O2  UNL     1       2.626  -0.371   0.280  1.00  0.00           O  
HETATM   11  C9  UNL     1       3.560   0.026  -0.662  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.244  -0.061  -1.860  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.854   0.524  -0.271  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.781   0.915  -1.123  1.00  0.00           C  
HETATM   15  S1  UNL     1       7.381   1.530  -0.625  1.00  0.00           S  
HETATM   16  C12 UNL     1       8.656   0.844  -1.716  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.344   0.139   0.435  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.843   0.651   1.769  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.454  -2.211  -0.617  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.528  -1.201  -0.881  1.00  0.00           C  
HETATM   21  O4  UNL     1      -4.880  -1.577  -0.669  1.00  0.00           O  
HETATM   22  C17 UNL     1      -5.594  -0.427  -0.351  1.00  0.00           C  
HETATM   23  O5  UNL     1      -6.807  -0.274  -0.590  1.00  0.00           O  
HETATM   24  C18 UNL     1      -4.605   0.475   0.290  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.980   1.922   0.194  1.00  0.00           C  
HETATM   26  C20 UNL     1      -3.338   0.121  -0.434  1.00  0.00           C  
HETATM   27  O6  UNL     1      -3.370  -0.190  -1.788  1.00  0.00           O  
HETATM   28  H1  UNL     1      -2.300   3.245  -0.101  1.00  0.00           H  
HETATM   29  H2  UNL     1      -0.816   2.771   0.714  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.658   3.367  -0.957  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.282   1.239   0.992  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.640   0.045   2.579  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.131  -1.620   2.005  1.00  0.00           H  
HETATM   34  H7  UNL     1      -0.437  -1.255   2.446  1.00  0.00           H  
HETATM   35  H8  UNL     1      -0.672  -1.348  -1.348  1.00  0.00           H  
HETATM   36  H9  UNL     1      -0.401  -3.661  -0.283  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.735  -2.924   1.292  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.498  -2.366   1.435  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.731  -2.931  -0.276  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.296  -0.848  -1.186  1.00  0.00           H  
HETATM   41  H14 UNL     1       5.108   0.592   0.796  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.525   0.847  -2.189  1.00  0.00           H  
HETATM   43  H16 UNL     1       8.930  -0.199  -1.441  1.00  0.00           H  
HETATM   44  H17 UNL     1       9.580   1.452  -1.612  1.00  0.00           H  
HETATM   45  H18 UNL     1       8.329   0.824  -2.767  1.00  0.00           H  
HETATM   46  H19 UNL     1       0.390   0.993  -0.272  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.028   1.187   2.306  1.00  0.00           H  
HETATM   48  H21 UNL     1       1.679   1.379   1.558  1.00  0.00           H  
HETATM   49  H22 UNL     1       1.302  -0.149   2.388  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.751  -2.815   0.255  1.00  0.00           H  
HETATM   51  H24 UNL     1      -2.367  -2.895  -1.493  1.00  0.00           H  
HETATM   52  H25 UNL     1      -4.495   0.137   1.339  1.00  0.00           H  
HETATM   53  H26 UNL     1      -5.022   2.311  -0.820  1.00  0.00           H  
HETATM   54  H27 UNL     1      -6.023   2.004   0.618  1.00  0.00           H  
HETATM   55  H28 UNL     1      -4.345   2.497   0.898  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4   26   31
CONECT    4    5    6   17
CONECT    5   32   33   34
CONECT    6    7   19   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   17   40
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16
CONECT   16   43   44   45
CONECT   17   18   46
CONECT   18   47   48   49
CONECT   19   20   50   51
CONECT   20   21   26   27
CONECT   21   22
CONECT   22   23   23   24
CONECT   24   25   26   52
CONECT   25   53   54   55
CONECT   26   27
END

HMDB0030900
     RDKit          3D
Eremopetasitenin A2
 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.3011    2.7951   -0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921    1.4992   -0.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    0.6118    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -0.4273    0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3421   -0.8364    1.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126   -1.6169   -0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -2.7141    0.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241   -2.2524    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3530   -0.8612   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6263   -0.3705    0.2795 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596    0.0265   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2438   -0.0606   -1.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542    0.5241   -0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811    0.9152   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3805    1.5298   -0.6254 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6559    0.8438   -1.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    0.1388    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8430    0.6512    1.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -2.2106   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5281   -1.2011   -0.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8801   -1.5766   -0.6690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5935   -0.4272   -0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8070   -0.2742   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054    0.4753    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9804    1.9222    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3383    0.1208   -0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -0.1895   -1.7878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    3.2453   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8161    2.7709    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581    3.3669   -0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824    1.2391    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6401    0.0454    2.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314   -1.6202    2.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4372   -1.2554    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.3477   -1.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -3.6614   -0.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352   -2.9243    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -2.3662    1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306   -2.9312   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.8484   -1.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082    0.5918    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5246    0.8469   -2.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9298   -0.1989   -1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5798    1.4519   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291    0.8238   -2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3904    0.9927   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    1.1866    2.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785    1.3792    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3025   -0.1488    2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   -2.8153    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3668   -2.8954   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    0.1366    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221    2.3113   -0.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0231    2.0038    0.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445    2.4968    0.8982 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  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  9 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  3  1  0
 17  4  1  0
 26 20  1  0
 27 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  5 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 13 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulfanyl)prop-2-enoic acid	HMDB
2-Methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulphanyl)prop-2-enoate	HMDB
2-Methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulphanyl)prop-2-enoic acid	HMDB

Chemical Formula

C₂₀H₂₈O₆S

Average Molecular Weight

396.498

Monoisotopic Molecular Weight

396.160659318

IUPAC Name

2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulfanyl)prop-2-enoate

Traditional Name

2-methoxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.0¹,¹⁰.0³,⁸]tetradecan-5-yl (2E)-3-(methylsulfanyl)prop-2-enoate

CAS Registry Number

189100-11-6

SMILES

COC1C23OC2(CC2CCC(OC(=O)\C=C\SC)C(C)C12C)OC(=O)C3C

InChI Identifier

InChI=1S/C20H28O6S/c1-11-14(24-15(21)8-9-27-5)7-6-13-10-19-20(26-19,12(2)16(22)25-19)17(23-4)18(11,13)3/h8-9,11-14,17H,6-7,10H2,1-5H3/b9-8+

InChI Key

ULNGGZOBSDELFB-CMDGGOBGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Enol ester epoxide
Oxepane
Meta-dioxane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Vinylogous thioester
Acrylic acid or derivatives
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Thioenolether
Oxacycle
Ether
Oxirane
Dialkyl ether
Sulfenyl compound
Carboxylic acid derivative
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030900)

Source

Endogenous

Endogenous (HMDB: HMDB0030900)

Plant

Plant (HMDB: HMDB0030900)

Exogenous

Food

Food (HMDB: HMDB0030900)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0030900)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030900)

Role

Biological role

Energy source (HMDB: HMDB0030900)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030900)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.21	ALOGPS
logP	3.46	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	18.75	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.18 m³·mol⁻¹	ChemAxon
Polarizability	41.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.842	31661259
DarkChem	[M-H]-	186.267	31661259
DeepCCS	[M-2H]-	221.85	30932474
DeepCCS	[M+Na]+	197.077	30932474
AllCCS	[M+H]+	193.6	32859911
AllCCS	[M+H-H2O]+	191.3	32859911
AllCCS	[M+NH4]+	195.7	32859911
AllCCS	[M+Na]+	196.3	32859911
AllCCS	[M-H]-	192.9	32859911
AllCCS	[M+Na-2H]-	193.5	32859911
AllCCS	[M+HCOO]-	194.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.48 minutes	32390414
Predicted by Siyang on May 30, 2022	17.886 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.57 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3233.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	413.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	134.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	849.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	859.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1386.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	512.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1887.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	459.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	387.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	325.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	25.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eremopetasitenin A2	COC1C23OC2(CC2CCC(OC(=O)\C=C\SC)C(C)C12C)OC(=O)C3C	3946.9	Standard polar	33892256
Eremopetasitenin A2	COC1C23OC2(CC2CCC(OC(=O)\C=C\SC)C(C)C12C)OC(=O)C3C	2768.6	Standard non polar	33892256
Eremopetasitenin A2	COC1C23OC2(CC2CCC(OC(=O)\C=C\SC)C(C)C12C)OC(=O)C3C	2911.0	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 A2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w30-4791000000-02ee86695c2a402377eb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eremopetasitenin A2 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 A2 10V, Positive-QTOF	splash10-0002-0359000000-c3ac9a163a802363a256	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 20V, Positive-QTOF	splash10-0zi1-6593000000-73d9051976174af96442	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 40V, Positive-QTOF	splash10-0udi-9740000000-443575cbfbb38da36385	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 10V, Negative-QTOF	splash10-0002-6039000000-1e9cf079c0572ce72a9c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 20V, Negative-QTOF	splash10-0002-9033000000-b4869cb8abb4c81472b9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 40V, Negative-QTOF	splash10-0002-9040000000-80e27c18e09ba69d099c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 10V, Negative-QTOF	splash10-0002-1019000000-b82847790fe7783ebd8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 20V, Negative-QTOF	splash10-0002-9000000000-554ac6d3923fd5774b78	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 40V, Negative-QTOF	splash10-0002-9002000000-ed57f31edd8817061436	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 10V, Positive-QTOF	splash10-0002-0039000000-d1106a676b4cab757057	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 20V, Positive-QTOF	splash10-004j-0193000000-f458b287144da7b56227	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eremopetasitenin A2 40V, Positive-QTOF	splash10-02mi-9250000000-81af573e9c133557872e	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

FDB002864

KNApSAcK ID

Not Available

Chemspider ID

35013282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751094

PDB ID

Not Available

ChEBI ID

169680

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823551

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Eremopetasitenin A2 (HMDB0030900)

MOL for HMDB0030900 (Eremopetasitenin A2)

3D MOL for HMDB0030900 (Eremopetasitenin A2)

3D SDF for HMDB0030900 (Eremopetasitenin A2)

3D-SDF for HMDB0030900 (Eremopetasitenin A2)

PDB for HMDB0030900 (Eremopetasitenin A2)

3D PDB for HMDB0030900 (Eremopetasitenin A2)

SMILES for HMDB0030900 (Eremopetasitenin A2)

INCHI for HMDB0030900 (Eremopetasitenin A2)

Structure for HMDB0030900 (Eremopetasitenin A2)

3D Structure for HMDB0030900 (Eremopetasitenin A2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra