Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:37:35 UTC

Update Date

2022-03-07 02:56:50 UTC

HMDB ID

HMDB0040994

Secondary Accession Numbers

HMDB40994

Metabolite Identification

Common Name

2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one

Description

2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one.

Structure

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


  Mrv0541 05061312182D          

 31 32  0  0  0  0            999 V2000
    7.9571   -1.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    5.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0836    4.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1455    3.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4473   -0.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1304    1.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5092   -1.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9026    4.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8063    0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414    2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3385    3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2542   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    2.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670    4.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7865    3.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894    1.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5513    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275    2.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9795    3.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601    4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1034    1.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470    4.6057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449    4.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7444    1.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594    2.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17  8  2  0  0  0  0
 18 11  2  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 18  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  2  0  0  0  0
 29 26  2  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
M  END

HMDB0040994
     RDKit          3D
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplo...
 69 70  0  0  0  0  0  0  0  0999 V2000
   -0.0995    0.9517    1.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2024    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -0.6606   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -0.1348    0.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321    0.6732   -0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.9597   -1.5351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526    1.1424    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2336    1.9200   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830    2.3443   -1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    2.3746    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    3.8741    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -2.1626    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.8677   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -4.1874    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -4.2771    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193   -5.1854   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154   -1.9147   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -2.3154   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099   -2.9992   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621   -3.2647   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -1.7702    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -2.2086    1.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -0.5738    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    0.4904    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.7552    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    2.0253    1.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482    2.7323   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8274    2.9396   -1.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201    4.0818   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    4.6934    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124   -1.1648    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.2171    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542    1.5829    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.3700   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921    0.8685    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.9242   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9405    1.4415   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903    3.0457   -2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5224    1.9069    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3444    2.0386   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    4.2857   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    4.3053    0.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8262    4.1595    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -2.3362    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -2.5514   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872   -3.0584   -1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -4.6665   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018   -5.3572    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -3.7021    2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -4.1625    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -5.0421   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -6.2316   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -5.1973    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -1.1091   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -3.3811   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424   -2.3133   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0427   -3.8555   -2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753   -3.9005   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7071   -0.2980    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764    2.3794   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    2.0388   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    3.0774   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9656    3.7879   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    3.9466    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    4.7327   -1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    4.3364    1.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    5.8086    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513    4.4101    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.8294    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 23 31  1  0
 31  2  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
M  END


  Mrv0541 05061312182D          

 31 32  0  0  0  0            999 V2000
    7.9571   -1.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    5.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0836    4.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1455    3.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4473   -0.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1304    1.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5092   -1.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9026    4.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8063    0.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414    2.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3385    3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2542   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6824    2.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5670    4.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7865    3.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894    1.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5513    0.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4275    2.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9795    3.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7601    4.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449    3.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1034    1.5984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1470    4.6057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449    4.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7444    1.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594    2.8207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17  8  2  0  0  0  0
 18 11  2  0  0  0  0
 19 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 13  1  0  0  0  0
 20 17  1  0  0  0  0
 21 12  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 24 18  1  0  0  0  0
 25 22  1  0  0  0  0
 25 24  1  0  0  0  0
 26 16  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  2  0  0  0  0
 29 26  2  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 25  1  0  0  0  0
 31 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040994

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(=O)OC1C2C(C(CC(OC(=O)\C=C(/C)CC)C2=C)C(C)C)\C(=C\C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O5/c1-9-15(6)12-21(27)30-20-13-19(14(4)5)23-18(11-3)24(28)25(22(23)17(20)8)31-26(29)16(7)10-2/h11-12,14,16,19-20,22-23,25H,8-10,13H2,1-7H3/b15-12+,18-11-

> <INCHI_KEY>
XTQQLVJPORCMAK-XIMUYODMSA-N

> <FORMULA>
C26H38O5

> <MOLECULAR_WEIGHT>
430.5769

> <EXACT_MASS>
430.271924326

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
48.81931271392396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1Z)-1-ethylidene-3-[(2-methylbutanoyl)oxy]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

> <ALOGPS_LOGP>
5.14

> <JCHEM_LOGP>
6.449607631666667

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.57515421489891

> <JCHEM_PKA_STRONGEST_BASIC>
-5.548640536616742

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
122.45939999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.50e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1Z)-1-ethylidene-7-isopropyl-3-[(2-methylbutanoyl)oxy]-4-methylidene-2-oxo-hexahydroinden-5-yl (2E)-3-methylpent-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040994
     RDKit          3D
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplo...
 69 70  0  0  0  0  0  0  0  0999 V2000
   -0.0995    0.9517    1.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2024    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -0.6606   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -0.1348    0.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321    0.6732   -0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.9597   -1.5351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526    1.1424    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2336    1.9200   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830    2.3443   -1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    2.3746    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    3.8741    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -2.1626    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.8677   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -4.1874    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -4.2771    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193   -5.1854   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154   -1.9147   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -2.3154   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099   -2.9992   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621   -3.2647   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -1.7702    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -2.2086    1.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -0.5738    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    0.4904    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.7552    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    2.0253    1.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482    2.7323   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8274    2.9396   -1.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201    4.0818   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    4.6934    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124   -1.1648    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.2171    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542    1.5829    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.3700   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921    0.8685    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.9242   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9405    1.4415   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903    3.0457   -2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5224    1.9069    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3444    2.0386   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    4.2857   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    4.3053    0.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8262    4.1595    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -2.3362    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -2.5514   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872   -3.0584   -1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -4.6665   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018   -5.3572    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -3.7021    2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -4.1625    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -5.0421   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -6.2316   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -5.1973    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -1.1091   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -3.3811   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424   -2.3133   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0427   -3.8555   -2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753   -3.9005   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7071   -0.2980    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764    2.3794   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    2.0388   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    3.0774   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9656    3.7879   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    3.9466    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    4.7327   -1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    4.3364    1.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    5.8086    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513    4.4101    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.8294    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 23 31  1  0
 31  2  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  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      14.853  -3.379   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.923   5.265   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.980  10.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.089   8.842   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.072   7.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.902  -0.449   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.590   3.725   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.443   2.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.884  -2.234   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.256   6.035   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.885   9.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.438   0.375   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.011   4.769   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.565   7.378   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.408  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.590   5.265   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.474   3.944   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.258   7.887   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.535   6.233   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.980   3.624   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.962   1.839   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.998   5.409   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.028   6.553   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.752   7.567   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.591   6.035   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.924   6.035   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.993   2.984   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.608   8.597   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.924   7.575   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      14.456   2.160   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.258   5.265   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   14                                                            
CONECT    5   14                                                            
CONECT    6   15                                                            
CONECT    7   16                                                            
CONECT    8   17                                                            
CONECT    9    1   15                                                       
CONECT   10    2   16                                                       
CONECT   11    3   18                                                       
CONECT   12   15   21                                                       
CONECT   13   19   20                                                       
CONECT   14    4    5   19                                                  
CONECT   15    6    9   12                                                  
CONECT   16    7   10   26                                                  
CONECT   17    8   20   22                                                  
CONECT   18   11   23   24                                                  
CONECT   19   13   14   23                                                  
CONECT   20   13   17   30                                                  
CONECT   21   12   27   30                                                  
CONECT   22   17   23   25                                                  
CONECT   23   18   19   22                                                  
CONECT   24   18   25   28                                                  
CONECT   25   22   24   31                                                  
CONECT   26   16   29   31                                                  
CONECT   27   21                                                            
CONECT   28   24                                                            
CONECT   29   26                                                            
CONECT   30   20   21                                                       
CONECT   31   25   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0040994
HETATM    1  C1  UNL     1      -0.100   0.952   1.463  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.002  -0.202   0.823  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.069  -0.661  -0.149  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.285  -0.135   0.354  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.132   0.673  -0.371  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.812   0.960  -1.535  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.353   1.142   0.276  1.00  0.00           C  
HETATM    8  C6  UNL     1      -5.234   1.920  -0.326  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.983   2.344  -1.726  1.00  0.00           C  
HETATM   10  C8  UNL     1      -6.475   2.375   0.388  1.00  0.00           C  
HETATM   11  C9  UNL     1      -6.486   3.874   0.451  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.171  -2.163   0.052  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.104  -2.868  -0.430  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.173  -4.187   0.207  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.248  -4.277   1.689  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.119  -5.185  -0.457  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.215  -1.915  -0.347  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.589  -2.315  -0.483  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.210  -2.999  -1.416  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.662  -3.265  -1.283  1.00  0.00           C  
HETATM   21  C19 UNL     1       3.280  -1.770   0.686  1.00  0.00           C  
HETATM   22  O3  UNL     1       4.341  -2.209   1.194  1.00  0.00           O  
HETATM   23  C20 UNL     1       2.463  -0.574   1.161  1.00  0.00           C  
HETATM   24  O4  UNL     1       2.625   0.490   0.235  1.00  0.00           O  
HETATM   25  C21 UNL     1       3.044   1.755   0.539  1.00  0.00           C  
HETATM   26  O5  UNL     1       3.314   2.025   1.724  1.00  0.00           O  
HETATM   27  C22 UNL     1       3.148   2.732  -0.582  1.00  0.00           C  
HETATM   28  C23 UNL     1       1.827   2.940  -1.273  1.00  0.00           C  
HETATM   29  C24 UNL     1       3.620   4.082  -0.090  1.00  0.00           C  
HETATM   30  C25 UNL     1       2.706   4.693   0.925  1.00  0.00           C  
HETATM   31  C26 UNL     1       1.112  -1.165   0.966  1.00  0.00           C  
HETATM   32  H1  UNL     1       0.700   1.217   2.144  1.00  0.00           H  
HETATM   33  H2  UNL     1      -0.954   1.583   1.291  1.00  0.00           H  
HETATM   34  H3  UNL     1      -0.850  -0.370  -1.175  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.592   0.869   1.294  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.045   2.924  -1.805  1.00  0.00           H  
HETATM   37  H6  UNL     1      -4.940   1.441  -2.364  1.00  0.00           H  
HETATM   38  H7  UNL     1      -5.790   3.046  -2.077  1.00  0.00           H  
HETATM   39  H8  UNL     1      -6.522   1.907   1.393  1.00  0.00           H  
HETATM   40  H9  UNL     1      -7.344   2.039  -0.211  1.00  0.00           H  
HETATM   41  H10 UNL     1      -7.180   4.286  -0.330  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.491   4.305   0.281  1.00  0.00           H  
HETATM   43  H12 UNL     1      -6.826   4.160   1.479  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.406  -2.336   1.095  1.00  0.00           H  
HETATM   45  H14 UNL     1      -1.999  -2.551  -0.574  1.00  0.00           H  
HETATM   46  H15 UNL     1      -0.087  -3.058  -1.530  1.00  0.00           H  
HETATM   47  H16 UNL     1      -0.852  -4.667  -0.030  1.00  0.00           H  
HETATM   48  H17 UNL     1       0.002  -5.357   1.959  1.00  0.00           H  
HETATM   49  H18 UNL     1      -0.522  -3.702   2.182  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.277  -4.163   2.094  1.00  0.00           H  
HETATM   51  H20 UNL     1       1.163  -5.042  -1.552  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.738  -6.232  -0.331  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.101  -5.197   0.054  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.047  -1.109  -1.132  1.00  0.00           H  
HETATM   55  H24 UNL     1       2.676  -3.381  -2.308  1.00  0.00           H  
HETATM   56  H25 UNL     1       5.242  -2.313  -1.166  1.00  0.00           H  
HETATM   57  H26 UNL     1       5.043  -3.856  -2.144  1.00  0.00           H  
HETATM   58  H27 UNL     1       4.875  -3.901  -0.374  1.00  0.00           H  
HETATM   59  H28 UNL     1       2.707  -0.298   2.184  1.00  0.00           H  
HETATM   60  H29 UNL     1       3.876   2.379  -1.338  1.00  0.00           H  
HETATM   61  H30 UNL     1       1.635   2.039  -1.917  1.00  0.00           H  
HETATM   62  H31 UNL     1       0.977   3.077  -0.587  1.00  0.00           H  
HETATM   63  H32 UNL     1       1.966   3.788  -1.984  1.00  0.00           H  
HETATM   64  H33 UNL     1       4.629   3.947   0.350  1.00  0.00           H  
HETATM   65  H34 UNL     1       3.685   4.733  -1.007  1.00  0.00           H  
HETATM   66  H35 UNL     1       3.004   4.336   1.938  1.00  0.00           H  
HETATM   67  H36 UNL     1       2.786   5.809   0.905  1.00  0.00           H  
HETATM   68  H37 UNL     1       1.651   4.410   0.799  1.00  0.00           H  
HETATM   69  H38 UNL     1       0.922  -1.829   1.829  1.00  0.00           H  
CONECT    1    2    2   32   33
CONECT    2    3   31
CONECT    3    4   12   34
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   35
CONECT    8    9   10
CONECT    9   36   37   38
CONECT   10   11   39   40
CONECT   11   41   42   43
CONECT   12   13   44   45
CONECT   13   14   17   46
CONECT   14   15   16   47
CONECT   15   48   49   50
CONECT   16   51   52   53
CONECT   17   18   31   54
CONECT   18   19   19   21
CONECT   19   20   55
CONECT   20   56   57   58
CONECT   21   22   22   23
CONECT   23   24   31   59
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   29   60
CONECT   28   61   62   63
CONECT   29   30   64   65
CONECT   30   66   67   68
CONECT   31   69
END

HMDB0040994
     RDKit          3D
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplo...
 69 70  0  0  0  0  0  0  0  0999 V2000
   -0.0995    0.9517    1.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0023   -0.2024    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0687   -0.6606   -0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -0.1348    0.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1321    0.6732   -0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.9597   -1.5351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3526    1.1424    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2336    1.9200   -0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9830    2.3443   -1.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754    2.3746    0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4858    3.8741    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -2.1626    0.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040   -2.8677   -0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -4.1874    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2475   -4.2771    1.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1193   -5.1854   -0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2154   -1.9147   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -2.3154   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099   -2.9992   -1.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6621   -3.2647   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -1.7702    0.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -2.2086    1.1937 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -0.5738    1.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6247    0.4904    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    1.7552    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3138    2.0253    1.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482    2.7323   -0.5817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8274    2.9396   -1.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201    4.0818   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058    4.6934    0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1124   -1.1648    0.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.2171    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542    1.5829    1.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.3700   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5921    0.8685    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450    2.9242   -1.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9405    1.4415   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7903    3.0457   -2.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5224    1.9069    1.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3444    2.0386   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1801    4.2857   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    4.3053    0.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8262    4.1595    1.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4058   -2.3362    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -2.5514   -0.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0872   -3.0584   -1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -4.6665   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018   -5.3572    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218   -3.7021    2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -4.1625    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1635   -5.0421   -1.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -6.2316   -0.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1005   -5.1973    0.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0465   -1.1091   -1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -3.3811   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424   -2.3133   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0427   -3.8555   -2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8753   -3.9005   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7071   -0.2980    2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764    2.3794   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353    2.0388   -1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    3.0774   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9656    3.7879   -1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    3.9466    0.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    4.7327   -1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    4.3364    1.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7856    5.8086    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6513    4.4101    0.7994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9225   -1.8294    1.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 23 31  1  0
 31  2  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  7 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
 27 60  1  0
 28 61  1  0
 28 62  1  0
 28 63  1  0
 29 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1Z)-1-Ethylidene-3-[(2-methylbutanoyl)oxy]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoic acid	HMDB

Chemical Formula

C₂₆H₃₈O₅

Average Molecular Weight

430.5769

Monoisotopic Molecular Weight

430.271924326

IUPAC Name

(1Z)-1-ethylidene-3-[(2-methylbutanoyl)oxy]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl (2E)-3-methylpent-2-enoate

Traditional Name

(1Z)-1-ethylidene-7-isopropyl-3-[(2-methylbutanoyl)oxy]-4-methylidene-2-oxo-hexahydroinden-5-yl (2E)-3-methylpent-2-enoate

CAS Registry Number

80514-14-3

SMILES

CCC(C)C(=O)OC1C2C(C(CC(OC(=O)\C=C(/C)CC)C2=C)C(C)C)\C(=C\C)C1=O

InChI Identifier

InChI=1S/C26H38O5/c1-9-15(6)12-21(27)30-20-13-19(14(4)5)23-18(11-3)24(28)25(22(23)17(20)8)31-26(29)16(7)10-2/h11-12,14,16,19-20,22-23,25H,8-10,13H2,1-7H3/b15-12+,18-11-

InChI Key

XTQQLVJPORCMAK-XIMUYODMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Oplopane sesquiterpenoid
Fatty acid ester
Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040994)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040994)

Source

Endogenous

Endogenous (HMDB: HMDB0040994)

Plant

Plant (HMDB: HMDB0040994)

Animal

Animal (HMDB: HMDB0040994)

Exogenous

Food

Food (HMDB: HMDB0040994)

Tea

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0040994)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0040994)

Cellular process

Cell signaling (HMDB: HMDB0040994)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0040994)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040994)

Nutrient

Nutrient (HMDB: HMDB0040994)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040994)

Emulsifier (HMDB: HMDB0040994)

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	0.00075 g/L	ALOGPS
logP	5.14	ALOGPS
logP	6.45	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	17.58	ChemAxon
pKa (Strongest Basic)	-5.5	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	9	ChemAxon
Refractivity	122.46 m³·mol⁻¹	ChemAxon
Polarizability	48.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	208.805	30932474
DeepCCS	[M-H]-	206.427	30932474
DeepCCS	[M-2H]-	239.312	30932474
DeepCCS	[M+Na]+	214.879	30932474
AllCCS	[M+H]+	208.7	32859911
AllCCS	[M+H-H2O]+	206.8	32859911
AllCCS	[M+NH4]+	210.5	32859911
AllCCS	[M+Na]+	211.0	32859911
AllCCS	[M-H]-	204.2	32859911
AllCCS	[M+Na-2H]-	205.7	32859911
AllCCS	[M+HCOO]-	207.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one	CCC(C)C(=O)OC1C2C(C(CC(OC(=O)\C=C(/C)CC)C2=C)C(C)C)\C(=C\C)C1=O	3782.2	Standard polar	33892256
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one	CCC(C)C(=O)OC1C2C(C(CC(OC(=O)\C=C(/C)CC)C2=C)C(C)C)\C(=C\C)C1=O	2815.1	Standard non polar	33892256
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one	CCC(C)C(=O)OC1C2C(C(CC(OC(=O)\C=C(/C)CC)C2=C)C(C)C)\C(=C\C)C1=O	2651.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one,1TMS,isomer #1	C=C1C(OC(=O)/C=C(\C)CC)CC(C(C)C)C2/C(=C/C)C(O[Si](C)(C)C)=C(OC(=O)C(C)CC)C12	2806.4	Semi standard non polar	33892256
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one,1TMS,isomer #1	C=C1C(OC(=O)/C=C(\C)CC)CC(C(C)C)C2/C(=C/C)C(O[Si](C)(C)C)=C(OC(=O)C(C)CC)C12	2840.6	Standard non polar	33892256
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one,1TBDMS,isomer #1	C=C1C(OC(=O)/C=C(\C)CC)CC(C(C)C)C2/C(=C/C)C(O[Si](C)(C)C(C)(C)C)=C(OC(=O)C(C)CC)C12	3009.2	Semi standard non polar	33892256
2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one,1TBDMS,isomer #1	C=C1C(OC(=O)/C=C(\C)CC)CC(C(C)C)C2/C(=C/C)C(O[Si](C)(C)C(C)(C)C)=C(OC(=O)C(C)CC)C12	3047.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0670-9024100000-809c23c20b0e21f70676	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 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 - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 10V, Positive-QTOF	splash10-00m1-9018800000-bcc75794e1f8b95e6dec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 20V, Positive-QTOF	splash10-0ap0-9002100000-8e130dfdb103749d5c8b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 40V, Positive-QTOF	splash10-0a4i-9020000000-0d3ee8d88872d521d8d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 10V, Negative-QTOF	splash10-004i-2305900000-22ae90215b8546f72bc1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 20V, Negative-QTOF	splash10-001i-7439300000-1ecf519c53355ec81b23	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 40V, Negative-QTOF	splash10-0uxs-9461000000-aeaec6c167d419c9310e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 10V, Negative-QTOF	splash10-0092-9400200000-92e4f083ee3c7a64ad22	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 20V, Negative-QTOF	splash10-015a-9230100000-051a91b97c27b85f2e00	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 40V, Negative-QTOF	splash10-0159-7191100000-a9853d2ac945e6b8b4c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 10V, Positive-QTOF	splash10-0159-0091000000-afb8fd51223b6814a043	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 20V, Positive-QTOF	splash10-015i-0091000000-ad4c09beef814fc62db7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one 40V, Positive-QTOF	splash10-053u-9160000000-eadad639e5bb29d0653a	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

FDB020854

KNApSAcK ID

Not Available

Chemspider ID

35015068

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753007

PDB ID

Not Available

ChEBI ID

175489

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 2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one (HMDB0040994)

MOL for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

3D MOL for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

3D SDF for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

3D-SDF for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

PDB for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

3D PDB for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

SMILES for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

INCHI for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

Structure for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

3D Structure for HMDB0040994 (2-(2-Methylbutanoyl)-9-(3-methyl-2E-pentenoyl)-2b,9a-dihydroxy-4Z,10(14)-oplopadien-3-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra