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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:47:34 UTC

Update Date

2022-03-07 02:56:54 UTC

HMDB ID

HMDB0041139

Secondary Accession Numbers

HMDB41139

Metabolite Identification

Common Name

Sonchifolin

Description

Sonchifolin belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Based on a literature review a small amount of articles have been published on Sonchifolin.

Structure

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


  Mrv0541 05061312252D          

 27 28  0  0  0  0            999 V2000
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    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
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    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
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    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
    4.7079   -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
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7239    0.4125    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
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    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
    3.2088    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 12  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13  6  2  0  0  0  0
 14  4  2  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  2  0  0  0  0
 25  5  1  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END

HMDB0041139
     RDKit          3D
Sonchifolin
 53 54  0  0  0  0  0  0  0  0999 V2000
    1.5931   -0.0719   -2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.8322   -1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -2.1451   -2.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680   -2.6610   -3.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -2.6876   -1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707   -2.1415   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -2.4607    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -2.0314    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.5796    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -1.0082   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    0.4049    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332    1.2513   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    1.7680   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444    2.5863   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.7748   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    3.1728   -2.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    3.9707   -3.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5084    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    0.1435    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225    0.1813    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -0.3485    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -0.8891    2.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.3275    1.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642   -0.9697    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3257    0.1978    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.8578   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.6861   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.3502   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820    0.8710   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.5001   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876   -3.2480    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -3.3423    2.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -1.7636    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4422   -3.0129    1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6069   -1.1673    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3469   -1.0827   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2435    0.8471    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243    0.3287    1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.4570   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065    5.0297   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    3.9140   -3.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566    3.6948   -3.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897    1.7820    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    2.2572    0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -0.3794    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.8650    2.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794   -0.3049    3.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306   -1.2288    3.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795    0.1504    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    1.5460   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.1210   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    1.5243   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.2559   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 27  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
M  END


  Mrv0541 05061312252D          

 27 28  0  0  0  0            999 V2000
    5.4223   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9538   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    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
    6.1368    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.0000    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
    3.9934   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2088   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    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
    4.7079   -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
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7239    0.4125    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
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8989    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    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
    3.2088    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 12  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13  6  2  0  0  0  0
 14  4  2  0  0  0  0
 15  9  2  0  0  0  0
 15 11  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 21  2  0  0  0  0
 25  5  1  0  0  0  0
 25 21  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 16  1  0  0  0  0
 27 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041139

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C/CC\C(C)=C\C2OC(=O)C(=C)C2C(C\1)OC(=O)C(\C)=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O6/c1-6-13(3)19(22)26-17-11-15(21(24)25-5)9-7-8-12(2)10-16-18(17)14(4)20(23)27-16/h6,9-10,16-18H,4,7-8,11H2,1-3,5H3/b12-10+,13-6-,15-9+

> <INCHI_KEY>
DBSZDVZLFLCIOQ-VPXSVSNXSA-N

> <FORMULA>
C21H26O6

> <MOLECULAR_WEIGHT>
374.4275

> <EXACT_MASS>
374.172938564

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.63998616758588

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
4.254862069666666

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.17086334895895

> <JCHEM_PKA_STRONGEST_BASIC>
-6.384011163052076

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
101.83319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041139
     RDKit          3D
Sonchifolin
 53 54  0  0  0  0  0  0  0  0999 V2000
    1.5931   -0.0719   -2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.8322   -1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -2.1451   -2.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680   -2.6610   -3.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -2.6876   -1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707   -2.1415   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -2.4607    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -2.0314    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.5796    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -1.0082   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    0.4049    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332    1.2513   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    1.7680   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444    2.5863   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.7748   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    3.1728   -2.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    3.9707   -3.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5084    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    0.1435    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225    0.1813    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -0.3485    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -0.8891    2.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.3275    1.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642   -0.9697    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3257    0.1978    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.8578   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.6861   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.3502   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820    0.8710   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.5001   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876   -3.2480    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -3.3423    2.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -1.7636    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4422   -3.0129    1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6069   -1.1673    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3469   -1.0827   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2435    0.8471    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243    0.3287    1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.4570   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065    5.0297   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    3.9140   -3.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566    3.6948   -3.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897    1.7820    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    2.2572    0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -0.3794    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.8650    2.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794   -0.3049    3.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306   -1.2288    3.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795    0.1504    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    1.5460   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.1210   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    1.5243   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.2559   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 27  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  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      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.216   0.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.514  -1.941   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.216  -4.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.789   1.540   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   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.122   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.454  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.990  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.455  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.788  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.085   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.455  -2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.545   0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.789  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.122  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.990   2.016   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   25                                                            
CONECT    6    1   13                                                       
CONECT    7    8    9                                                       
CONECT    8    7   12                                                       
CONECT    9    7   15                                                       
CONECT   10   12   16                                                       
CONECT   11   15   17                                                       
CONECT   12    2    8   10                                                  
CONECT   13    3    6   19                                                  
CONECT   14    4   18   20                                                  
CONECT   15    9   11   21                                                  
CONECT   16   10   18   27                                                  
CONECT   17   11   18   26                                                  
CONECT   18   14   16   17                                                  
CONECT   19   13   22   26                                                  
CONECT   20   14   23   27                                                  
CONECT   21   15   24   25                                                  
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   21                                                            
CONECT   25    5   21                                                       
CONECT   26   17   19                                                       
CONECT   27   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0041139
HETATM    1  C1  UNL     1       1.593  -0.072  -2.397  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.640  -0.832  -1.980  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.295  -2.145  -2.580  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.868  -2.661  -3.582  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.769  -2.688  -1.830  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.571  -2.141  -0.544  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.534  -2.461   0.478  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.739  -2.031   0.741  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.530  -2.580   1.932  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.498  -1.008  -0.025  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.293   0.405   0.521  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.833   1.251  -0.588  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.624   1.768  -0.722  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.344   2.586  -1.893  1.00  0.00           C  
HETATM   15  O3  UNL     1      -2.252   2.775  -2.732  1.00  0.00           O  
HETATM   16  O4  UNL     1      -0.113   3.173  -2.128  1.00  0.00           O  
HETATM   17  C13 UNL     1       0.139   3.971  -3.281  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.604   1.508   0.318  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.016   0.144   0.268  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.422   0.181   0.494  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.992  -0.348   1.623  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.207  -0.889   2.458  1.00  0.00           O  
HETATM   23  C17 UNL     1       3.383  -0.328   1.907  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.864  -0.970   3.189  1.00  0.00           C  
HETATM   25  C19 UNL     1       4.326   0.198   1.167  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.029   0.858  -0.103  1.00  0.00           C  
HETATM   27  C21 UNL     1      -0.361  -0.686  -0.895  1.00  0.00           C  
HETATM   28  H1  UNL     1       2.214  -0.350  -3.227  1.00  0.00           H  
HETATM   29  H2  UNL     1       1.782   0.871  -1.915  1.00  0.00           H  
HETATM   30  H3  UNL     1       0.459  -2.500  -0.258  1.00  0.00           H  
HETATM   31  H4  UNL     1      -1.188  -3.248   1.209  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.959  -3.342   2.459  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.781  -1.764   2.615  1.00  0.00           H  
HETATM   34  H7  UNL     1      -4.442  -3.013   1.462  1.00  0.00           H  
HETATM   35  H8  UNL     1      -4.607  -1.167   0.083  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.347  -1.083  -1.118  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.243   0.847   0.909  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.624   0.329   1.379  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.577   1.457  -1.359  1.00  0.00           H  
HETATM   40  H13 UNL     1       0.207   5.030  -2.948  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.757   3.914  -3.962  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.057   3.695  -3.803  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.990   1.782   1.343  1.00  0.00           H  
HETATM   44  H17 UNL     1       0.221   2.257   0.145  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.391  -0.379   1.205  1.00  0.00           H  
HETATM   46  H19 UNL     1       4.449  -1.865   2.845  1.00  0.00           H  
HETATM   47  H20 UNL     1       4.579  -0.305   3.696  1.00  0.00           H  
HETATM   48  H21 UNL     1       3.031  -1.229   3.840  1.00  0.00           H  
HETATM   49  H22 UNL     1       5.379   0.150   1.494  1.00  0.00           H  
HETATM   50  H23 UNL     1       4.897   1.546  -0.372  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.008   0.121  -0.935  1.00  0.00           H  
HETATM   52  H25 UNL     1       3.159   1.524  -0.081  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.245  -0.256  -1.462  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   27
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   27   30
CONECT    7    8    8   31
CONECT    8    9   10
CONECT    9   32   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   13   39
CONECT   13   14   18
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   40   41   42
CONECT   18   19   43   44
CONECT   19   20   27   45
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   25   25
CONECT   24   46   47   48
CONECT   25   26   49
CONECT   26   50   51   52
CONECT   27   53
END

HMDB0041139
     RDKit          3D
Sonchifolin
 53 54  0  0  0  0  0  0  0  0999 V2000
    1.5931   -0.0719   -2.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.8322   -1.9800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -2.1451   -2.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8680   -2.6610   -3.5824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7695   -2.6876   -1.8303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707   -2.1415   -0.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -2.4607    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -2.0314    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.5796    1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -1.0082   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    0.4049    0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8332    1.2513   -0.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6240    1.7680   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3444    2.5863   -1.8929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.7748   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    3.1728   -2.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    3.9707   -3.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035    1.5084    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    0.1435    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225    0.1813    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -0.3485    1.6227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -0.8891    2.4579 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834   -0.3275    1.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642   -0.9697    3.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3257    0.1978    1.1670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0288    0.8578   -0.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3609   -0.6861   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2143   -0.3502   -3.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7820    0.8710   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -2.5001   -0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876   -3.2480    1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9590   -3.3423    2.4594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813   -1.7636    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4422   -3.0129    1.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6069   -1.1673    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3469   -1.0827   -1.1184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2435    0.8471    0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6243    0.3287    1.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771    1.4570   -1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065    5.0297   -2.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    3.9140   -3.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0566    3.6948   -3.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897    1.7820    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2210    2.2572    0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3909   -0.3794    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.8650    2.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5794   -0.3049    3.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306   -1.2288    3.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795    0.1504    1.4943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973    1.5460   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0082    0.1210   -0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    1.5243   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.2559   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 19 27  1  0
 27  2  1  0
 27  6  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-6-carboxylic acid	HMDB

Chemical Formula

C₂₁H₂₆O₆

Average Molecular Weight

374.4275

Monoisotopic Molecular Weight

374.172938564

IUPAC Name

methyl 10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate

Traditional Name

methyl 10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C/CC\C(C)=C\C2OC(=O)C(=C)C2C(C\1)OC(=O)C(\C)=C/C

InChI Identifier

InChI=1S/C21H26O6/c1-6-13(3)19(22)26-17-11-15(21(24)25-5)9-7-8-12(2)10-16-18(17)14(4)20(23)27-16/h6,9-10,16-18H,4,7-8,11H2,1-3,5H3/b12-10+,13-6-,15-9+

InChI Key

DBSZDVZLFLCIOQ-VPXSVSNXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Germacrane sesquiterpenoid
Sesquiterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Gamma butyrolactone
Fatty acyl
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Enoate ester
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
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: HMDB0041139)

Source

Endogenous

Endogenous (HMDB: HMDB0041139)

Plant

Plant (HMDB: HMDB0041139)

Animal

Animal (HMDB: HMDB0041139)

Exogenous

Food

Food (HMDB: HMDB0041139)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0041139)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0041139)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0041139)

Lipid metabolism pathway (HMDB: HMDB0041139)

Cellular process

Cell signaling (HMDB: HMDB0041139)

Biochemical process

Lipid transport (HMDB: HMDB0041139)

Role

Biological role

Energy source (HMDB: HMDB0041139)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041139)

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	0.015 g/L	ALOGPS
logP	2.76	ALOGPS
logP	4.25	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.17	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.83 m³·mol⁻¹	ChemAxon
Polarizability	38.64 Å³	ChemAxon
Number of Rings	2	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]+	190.847	31661259
DarkChem	[M-H]-	183.207	31661259
DeepCCS	[M+H]+	192.944	30932474
DeepCCS	[M-H]-	190.586	30932474
DeepCCS	[M-2H]-	223.864	30932474
DeepCCS	[M+Na]+	199.093	30932474
AllCCS	[M+H]+	191.2	32859911
AllCCS	[M+H-H2O]+	188.4	32859911
AllCCS	[M+NH4]+	193.7	32859911
AllCCS	[M+Na]+	194.4	32859911
AllCCS	[M-H]-	193.7	32859911
AllCCS	[M+Na-2H]-	194.0	32859911
AllCCS	[M+HCOO]-	194.5	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.	8.73 minutes	32390414
Predicted by Siyang on May 30, 2022	17.0661 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3348.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	343.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	198.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	544.3 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	699.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1511.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	628.4 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	1424.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	410.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	462.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	364.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	296.2 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	9.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sonchifolin	COC(=O)C1=C/CC\C(C)=C\C2OC(=O)C(=C)C2C(C\1)OC(=O)C(\C)=C/C	3974.7	Standard polar	33892256
Sonchifolin	COC(=O)C1=C/CC\C(C)=C\C2OC(=O)C(=C)C2C(C\1)OC(=O)C(\C)=C/C	2710.1	Standard non polar	33892256
Sonchifolin	COC(=O)C1=C/CC\C(C)=C\C2OC(=O)C(=C)C2C(C\1)OC(=O)C(\C)=C/C	2704.4	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 - Sonchifolin GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9012000000-1086956d858c12b3217a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sonchifolin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sonchifolin 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 - Sonchifolin 10V, Positive-QTOF	splash10-004i-2029000000-6951c1877f1630292970	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 20V, Positive-QTOF	splash10-057i-9064000000-292e922cdb404c64ce75	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 40V, Positive-QTOF	splash10-05o0-9030000000-69fa9c6974dbc6910c4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 10V, Negative-QTOF	splash10-00di-0019000000-ef1a928d89896f708bce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 20V, Negative-QTOF	splash10-05i4-4039000000-fefcf7ce3b07625f20c2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 40V, Negative-QTOF	splash10-053b-5091000000-8036a13a030e3c53f076	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 10V, Negative-QTOF	splash10-0002-9054000000-909b651c8de505ec7061	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 20V, Negative-QTOF	splash10-052b-9081000000-6708d0002669c7d3a979	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 40V, Negative-QTOF	splash10-0a4i-8090000000-55569ccb60ecf1b1a9fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 10V, Positive-QTOF	splash10-004i-0091000000-02a14b321b75f7f682d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 20V, Positive-QTOF	splash10-004i-0091000000-536d62f6a539e6e709d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sonchifolin 40V, Positive-QTOF	splash10-0ldi-7190000000-3fe11a28060f795315d4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB021024

KNApSAcK ID

Not Available

Chemspider ID

35015114

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753040

PDB ID

Not Available

ChEBI ID

175820

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Sonchifolin (HMDB0041139)

MOL for HMDB0041139 (Sonchifolin)

3D MOL for HMDB0041139 (Sonchifolin)

3D SDF for HMDB0041139 (Sonchifolin)

3D-SDF for HMDB0041139 (Sonchifolin)

PDB for HMDB0041139 (Sonchifolin)

3D PDB for HMDB0041139 (Sonchifolin)

SMILES for HMDB0041139 (Sonchifolin)

INCHI for HMDB0041139 (Sonchifolin)

Structure for HMDB0041139 (Sonchifolin)

3D Structure for HMDB0041139 (Sonchifolin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra