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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:46:12 UTC

Update Date

2022-03-07 02:53:09 UTC

HMDB ID

HMDB0031889

Secondary Accession Numbers

HMDB31889

Metabolite Identification

Common Name

(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide

Description

(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 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 (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide.

Structure

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

  Mrv0541 05061306122D          

 25 26  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
    4.7079   -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
    6.1368   -1.2375    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
    6.8513   -1.6500    0.0000 O   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
    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
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 13  5  2  0  0  0  0
 14  4  2  0  0  0  0
 15  8  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  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 11  2  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 17  1  0  0  0  0
 24 19  1  0  0  0  0
 25 16  1  0  0  0  0
 25 20  1  0  0  0  0
M  END

HMDB0031889
     RDKit          3D
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.3056    2.9201   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2450    2.3187   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.6414   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366    3.7392   -2.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    1.5153   -2.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.7579   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    1.0028   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593    0.1600   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.4238   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500   -1.0851    0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909   -0.8051    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8936   -1.7639    2.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6492   -1.3774    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806   -2.3671    2.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -3.5452    3.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.0225    1.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    0.1613    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.3598    0.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4302   -0.4912   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180   -1.5078   -0.9241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492   -0.1876   -0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    1.0472    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445   -0.9845   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1411   -2.2169   -1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    1.2530   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6477    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    3.6830   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445   -0.2881   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3374    1.8824   -1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.1328   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0731    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426    1.5348   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824   -1.5244   -0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -1.8512   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559   -1.0608    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7100    0.2369    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2023   -2.8022    2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2993   -2.0816    2.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    0.7937    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.1455    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.7848   -0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4063    0.8830    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283    1.3973    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    1.8790   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975   -0.7106   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.0139   -2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080   -2.7489   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423   -2.9580   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    1.7352    0.5169 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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 17 25  1  0
 25  2  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
M  END

  Mrv0541 05061306122D          

 25 26  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
    4.7079   -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
    6.1368   -1.2375    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
    6.8513   -1.6500    0.0000 O   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
    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
  5  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  3  1  0  0  0  0
 13  5  2  0  0  0  0
 14  4  2  0  0  0  0
 15  8  2  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  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 11  2  0  0  0  0
 22 19  2  0  0  0  0
 23 20  2  0  0  0  0
 24 17  1  0  0  0  0
 24 19  1  0  0  0  0
 25 16  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031889

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C)C(=O)OC1C\C(C=O)=C/CC\C(C)=C\C2OC(=O)C(=C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O5/c1-5-13(3)19(22)24-17-10-15(11-21)8-6-7-12(2)9-16-18(17)14(4)20(23)25-16/h5,8-9,11,16-18H,4,6-7,10H2,1-3H3/b12-9+,13-5-,15-8+

> <INCHI_KEY>
LLFFQXOEXCHHKX-VICSYAIFSA-N

> <FORMULA>
C20H24O5

> <MOLECULAR_WEIGHT>
344.4016

> <EXACT_MASS>
344.162373878

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.68207447141396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-formyl-10-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.7170184280000007

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.1739384097952215

> <JCHEM_PKA_STRONGEST_BASIC>
-4.527197435175382

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
96.13869999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-formyl-10-methyl-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031889
     RDKit          3D
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.3056    2.9201   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2450    2.3187   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.6414   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366    3.7392   -2.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    1.5153   -2.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.7579   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    1.0028   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593    0.1600   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.4238   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500   -1.0851    0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909   -0.8051    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8936   -1.7639    2.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6492   -1.3774    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806   -2.3671    2.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -3.5452    3.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.0225    1.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    0.1613    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.3598    0.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4302   -0.4912   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180   -1.5078   -0.9241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492   -0.1876   -0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    1.0472    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445   -0.9845   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1411   -2.2169   -1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    1.2530   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6477    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    3.6830   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445   -0.2881   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3374    1.8824   -1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.1328   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0731    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426    1.5348   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824   -1.5244   -0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -1.8512   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559   -1.0608    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7100    0.2369    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2023   -2.8022    2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2993   -2.0816    2.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    0.7937    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.1455    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.7848   -0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4063    0.8830    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283    1.3973    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    1.8790   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975   -0.7106   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.0139   -2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080   -2.7489   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423   -2.9580   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    1.7352    0.5169 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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 17 25  1  0
 25  2  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  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       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.789   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.789   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.122   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.455  -2.310   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  O   UNK     0      12.789  -3.080   0.000  0.00  0.00           O+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       8.788  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.990   2.016   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    1   13                                                       
CONECT    6    7    8                                                       
CONECT    7    6   12                                                       
CONECT    8    6   15                                                       
CONECT    9   12   16                                                       
CONECT   10   15   17                                                       
CONECT   11   15   21                                                       
CONECT   12    2    7    9                                                  
CONECT   13    3    5   19                                                  
CONECT   14    4   18   20                                                  
CONECT   15    8   10   11                                                  
CONECT   16    9   18   25                                                  
CONECT   17   10   18   24                                                  
CONECT   18   14   16   17                                                  
CONECT   19   13   22   24                                                  
CONECT   20   14   23   25                                                  
CONECT   21   11                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   17   19                                                       
CONECT   25   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0031889
HETATM    1  C1  UNL     1       1.306   2.920  -0.252  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.245   2.319  -0.782  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.286   2.641  -2.101  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.137   3.739  -2.740  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.983   1.515  -2.517  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.388   0.758  -1.387  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.861   1.003  -1.234  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.659   0.160  -0.574  1.00  0.00           C  
HETATM    9  C7  UNL     1      -5.138   0.424  -0.431  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.150  -1.085   0.060  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.891  -0.805   1.528  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.894  -1.764   2.057  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.649  -1.377   2.222  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.281  -2.367   2.744  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.067  -3.545   3.033  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.169  -0.022   1.908  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.205   0.161   0.454  1.00  0.00           C  
HETATM   18  O4  UNL     1       1.589   0.360   0.282  1.00  0.00           O  
HETATM   19  C15 UNL     1       2.430  -0.491  -0.414  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.918  -1.508  -0.924  1.00  0.00           O  
HETATM   21  C16 UNL     1       3.849  -0.188  -0.530  1.00  0.00           C  
HETATM   22  C17 UNL     1       4.391   1.047   0.107  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.644  -0.984  -1.183  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.141  -2.217  -1.826  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.605   1.253  -0.220  1.00  0.00           C  
HETATM   26  H1  UNL     1       1.671   2.648   0.740  1.00  0.00           H  
HETATM   27  H2  UNL     1       1.842   3.683  -0.759  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.144  -0.288  -1.601  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.337   1.882  -1.658  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.593   0.133  -1.388  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.545  -0.073   0.448  1.00  0.00           H  
HETATM   32  H7  UNL     1      -5.243   1.535  -0.345  1.00  0.00           H  
HETATM   33  H8  UNL     1      -2.282  -1.524  -0.458  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.975  -1.851  -0.034  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.856  -1.061   2.069  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.710   0.237   1.761  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.202  -2.802   2.312  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.299  -2.082   2.889  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.855   0.794   2.223  1.00  0.00           H  
HETATM   40  H15 UNL     1       0.740   0.146   2.571  1.00  0.00           H  
HETATM   41  H16 UNL     1      -0.045  -0.785  -0.067  1.00  0.00           H  
HETATM   42  H17 UNL     1       5.406   0.883   0.485  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.728   1.397   0.934  1.00  0.00           H  
HETATM   44  H19 UNL     1       4.429   1.879  -0.627  1.00  0.00           H  
HETATM   45  H20 UNL     1       5.698  -0.711  -1.239  1.00  0.00           H  
HETATM   46  H21 UNL     1       3.416  -2.014  -2.643  1.00  0.00           H  
HETATM   47  H22 UNL     1       5.008  -2.749  -2.313  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.742  -2.958  -1.095  1.00  0.00           H  
HETATM   49  H24 UNL     1      -1.313   1.735   0.517  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3   25
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   25   28
CONECT    7    8    8   29
CONECT    8    9   10
CONECT    9   30   31   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   13   37
CONECT   13   14   16
CONECT   14   15   15   38
CONECT   16   17   39   40
CONECT   17   18   25   41
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   23   23
CONECT   22   42   43   44
CONECT   23   24   45
CONECT   24   46   47   48
CONECT   25   49
END

HMDB0031889
     RDKit          3D
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide
 49 50  0  0  0  0  0  0  0  0999 V2000
    1.3056    2.9201   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2450    2.3187   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860    2.6414   -2.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1366    3.7392   -2.7397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    1.5153   -2.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3882    0.7579   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    1.0028   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593    0.1600   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383    0.4238   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1500   -1.0851    0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909   -0.8051    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8936   -1.7639    2.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6492   -1.3774    2.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806   -2.3671    2.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0669   -3.5452    3.0327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1693   -0.0225    1.9078 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    0.1613    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890    0.3598    0.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4302   -0.4912   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180   -1.5078   -0.9241 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492   -0.1876   -0.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911    1.0472    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445   -0.9845   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1411   -2.2169   -1.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051    1.2530   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.6477    0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    3.6830   -0.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445   -0.2881   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3374    1.8824   -1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    0.1328   -1.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449   -0.0731    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2426    1.5348   -0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2824   -1.5244   -0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9746   -1.8512   -0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8559   -1.0608    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7100    0.2369    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2023   -2.8022    2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2993   -2.0816    2.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8550    0.7937    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.1455    2.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0452   -0.7848   -0.0672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4063    0.8830    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283    1.3973    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    1.8790   -0.6270 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6975   -0.7106   -1.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -2.0139   -2.6434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080   -2.7489   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423   -2.9580   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3132    1.7352    0.5169 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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 17 25  1  0
 25  2  1  0
 25  6  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Formyl-10-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoic acid	HMDB

Chemical Formula

C₂₀H₂₄O₅

Average Molecular Weight

344.4016

Monoisotopic Molecular Weight

344.162373878

IUPAC Name

6-formyl-10-methyl-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate

Traditional Name

6-formyl-10-methyl-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(\C)C(=O)OC1C\C(C=O)=C/CC\C(C)=C\C2OC(=O)C(=C)C12

InChI Identifier

InChI=1S/C20H24O5/c1-5-13(3)19(22)24-17-10-15(11-21)8-6-7-12(2)9-16-18(17)14(4)20(23)25-16/h5,8-9,11,16-18H,4,6-7,10H2,1-3H3/b12-9+,13-5-,15-8+

InChI Key

LLFFQXOEXCHHKX-VICSYAIFSA-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
Fatty acid ester
Dicarboxylic acid or derivatives
Gamma butyrolactone
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Carbonyl group
Organooxygen compound
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: HMDB0031889)

Source

Endogenous

Endogenous (HMDB: HMDB0031889)

Animal

Animal (HMDB: HMDB0031889)

Exogenous

Food

Food (HMDB: HMDB0031889)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0031889)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031889)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031889)

Lipid metabolism pathway (HMDB: HMDB0031889)

Cellular process

Cell signaling (HMDB: HMDB0031889)

Biochemical process

Lipid transport (HMDB: HMDB0031889)

Role

Biological role

Energy source (HMDB: HMDB0031889)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031889)

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	0.025 g/L	ALOGPS
logP	3.26	ALOGPS
logP	3.72	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	6.17	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.14 m³·mol⁻¹	ChemAxon
Polarizability	35.68 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]+	180.988	31661259
DarkChem	[M-H]-	181.119	31661259
DeepCCS	[M-2H]-	222.466	30932474
DeepCCS	[M+Na]+	197.978	30932474
AllCCS	[M+H]+	184.4	32859911
AllCCS	[M+H-H2O]+	181.5	32859911
AllCCS	[M+NH4]+	187.2	32859911
AllCCS	[M+Na]+	188.0	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	186.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide	C\C=C(\C)C(=O)OC1C\C(C=O)=C/CC\C(C)=C\C2OC(=O)C(=C)C12	3871.0	Standard polar	33892256
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide	C\C=C(\C)C(=O)OC1C\C(C=O)=C/CC\C(C)=C\C2OC(=O)C(=C)C12	2660.7	Standard non polar	33892256
(1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide	C\C=C(\C)C(=O)OC1C\C(C=O)=C/CC\C(C)=C\C2OC(=O)C(=C)C12	2662.0	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 - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kai-9032000000-4692891cb8c08aa0f7b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 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 - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 10V, Negative-QTOF	splash10-0006-1049000000-692ace10ac397f5aed5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 20V, Negative-QTOF	splash10-0005-7097000000-b282e4f206c147db4c58	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 40V, Negative-QTOF	splash10-05pt-6940000000-8a8409449396a6e5f300	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 10V, Negative-QTOF	splash10-0002-9024000000-52e8cd3b3b271a34056f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 20V, Negative-QTOF	splash10-000t-9071000000-0fcf7706dc2ee4c5a32e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 40V, Negative-QTOF	splash10-05o1-4090000000-8c9dec919f35634d4468	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 10V, Positive-QTOF	splash10-0002-3049000000-2a4a41a4b021ed9815b4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 20V, Positive-QTOF	splash10-003s-9262000000-b9f35ba0f75025d46a54	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 40V, Positive-QTOF	splash10-0kur-9300000000-2e0a938e167da566ff6a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 10V, Positive-QTOF	splash10-0002-0090000000-286434d136cdd0142ef3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 20V, Positive-QTOF	splash10-0002-0090000000-8464dd99d56b2f09c989	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide 40V, Positive-QTOF	splash10-015a-2190000000-1af8893dc5ba695ab91a	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008574

KNApSAcK ID

Not Available

Chemspider ID

35013397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751200

PDB ID

Not Available

ChEBI ID

174639

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 (1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide (HMDB0031889)

MOL for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

3D MOL for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

3D SDF for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

3D-SDF for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

PDB for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

3D PDB for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

SMILES for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

INCHI for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

Structure for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

3D Structure for HMDB0031889 ((1(10)E,4E,6a,8b)-8-Angeloyloxy-14-oxo-1(10),4,11(13)-germacratrien-12,6-olide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra