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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:20:21 UTC

Update Date

2022-03-07 02:56:43 UTC

HMDB ID

HMDB0040757

Secondary Accession Numbers

HMDB40757

Metabolite Identification

Common Name

3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide

Description

3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide.

Structure

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


  Mrv0541 02241211502D          

 26 28  0  0  0  0            999 V2000
    1.5228    2.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081    1.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    1.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    2.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -0.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522   -0.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671   -0.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671   -2.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522   -1.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  2  0  0  0  0
  2 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0040757
     RDKit          3D
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3321    0.4009   -2.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1843    0.2087   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824    0.2330   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    0.4553   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    0.0559    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    0.0829    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862   -0.1594    0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259   -0.3296    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162   -1.7202    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -2.7630    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924   -2.7245   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.8705    0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379   -4.9963   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202   -3.4621    1.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -2.1399    1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025   -2.0842    3.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523   -1.1874    1.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -0.0026    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -0.2925   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9291    1.0365   -1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    2.1446   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    3.2226   -1.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    1.5869   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746    2.6848    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307    0.6546    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    1.4693    2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.0079   -3.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619    0.0056   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    1.5153   -2.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1848    0.0485   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -0.4705   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    0.6868    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164    1.2721   -0.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920   -0.2660    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -3.6153   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7868   -1.8375   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588   -2.7076   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -2.8229    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1216   -0.8353    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -1.7315    1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096    0.7241    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -0.8968   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -0.8613   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0102    1.2668   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880    1.0239   -2.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7602    2.5535    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    3.4024   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    0.9511   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5271    3.5731    0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.4875    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    3.0550   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1977    0.7868    3.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222    1.8571    2.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6149    2.3233    2.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  8  1  0
 15  9  1  0
 25 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
M  END


  Mrv0541 02241211502D          

 26 28  0  0  0  0            999 V2000
    1.5228    2.2982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0081    1.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8331    1.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242    2.8647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    2.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1195    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.8063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    0.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241    0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0241   -0.2660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522   -0.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671   -0.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671   -2.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522   -1.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -2.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  2  0  0  0  0
  2 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 14  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040757

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6/c1-6-10(2)17(22)25-16-15-11(3)18(23)26-20(15,24)9-13-7-8-14(21)12(4)19(13,16)5/h6,12-14,16,21,24H,7-9H2,1-5H3/b10-6+

> <INCHI_KEY>
YOQIGAVHLYFIAF-UXBLZVDNSA-N

> <FORMULA>
C20H28O6

> <MOLECULAR_WEIGHT>
364.4327

> <EXACT_MASS>
364.188588628

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.42213933471376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
3.092866691

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.936792244549437

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.185322133632729

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8264846609154644

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
95.51029999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040757
     RDKit          3D
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3321    0.4009   -2.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1843    0.2087   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824    0.2330   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    0.4553   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    0.0559    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    0.0829    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862   -0.1594    0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259   -0.3296    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162   -1.7202    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -2.7630    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924   -2.7245   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.8705    0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379   -4.9963   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202   -3.4621    1.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -2.1399    1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025   -2.0842    3.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523   -1.1874    1.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -0.0026    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -0.2925   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9291    1.0365   -1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    2.1446   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    3.2226   -1.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    1.5869   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746    2.6848    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307    0.6546    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    1.4693    2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.0079   -3.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619    0.0056   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    1.5153   -2.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1848    0.0485   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -0.4705   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    0.6868    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164    1.2721   -0.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920   -0.2660    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -3.6153   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7868   -1.8375   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588   -2.7076   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -2.8229    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1216   -0.8353    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -1.7315    1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096    0.7241    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -0.8968   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -0.8613   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0102    1.2668   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880    1.0239   -2.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7602    2.5535    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    3.4024   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    0.9511   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5271    3.5731    0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.4875    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    3.0550   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1977    0.7868    3.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222    1.8571    2.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6149    2.3233    2.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  8  1  0
 15  9  1  0
 25 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.843   4.290   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.748   3.045   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.288   3.045   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.539   5.347   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.379   3.815   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.045   4.585   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.289   3.815   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.622   4.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.956   3.815   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.956   2.275   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -5.288   1.505   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.320   0.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.843   1.800   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.379   2.275   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.045   1.505   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.045  -0.497   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.777  -1.497   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.112  -0.728   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.622  -0.035   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.622   1.505   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.289   2.275   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.289   0.735   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.112  -3.807   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.777  -3.037   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.445  -3.807   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.445  -5.347   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    1    4    6   14                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13    2   12   14                                                  
CONECT   14    5   13   15                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   10   19   21                                                  
CONECT   21    7   15   20   22                                             
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24   17   23   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0040757
HETATM    1  C1  UNL     1       4.332   0.401  -2.782  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.184   0.209  -1.844  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.382   0.233  -0.541  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.769   0.455  -0.059  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.327   0.056   0.417  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.541   0.083   1.659  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.986  -0.159   0.064  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.026  -0.330   1.042  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.516  -1.720   0.893  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.199  -2.763   0.130  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.892  -2.724  -0.891  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.065  -3.870   0.463  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.038  -4.996  -0.061  1.00  0.00           O  
HETATM   14  O4  UNL     1      -1.920  -3.462   1.457  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.623  -2.140   1.768  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.202  -2.084   3.113  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.752  -1.187   1.562  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.463  -0.003   0.708  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.700  -0.293  -0.775  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.929   1.037  -1.460  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.200   2.145  -0.730  1.00  0.00           C  
HETATM   22  O6  UNL     1      -1.924   3.223  -1.594  1.00  0.00           O  
HETATM   23  C17 UNL     1      -0.888   1.587  -0.224  1.00  0.00           C  
HETATM   24  C18 UNL     1       0.075   2.685   0.066  1.00  0.00           C  
HETATM   25  C19 UNL     1      -1.131   0.655   0.937  1.00  0.00           C  
HETATM   26  C20 UNL     1      -1.282   1.469   2.223  1.00  0.00           C  
HETATM   27  H1  UNL     1       4.116   0.008  -3.786  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.262   0.006  -2.367  1.00  0.00           H  
HETATM   29  H3  UNL     1       4.469   1.515  -2.865  1.00  0.00           H  
HETATM   30  H4  UNL     1       2.185   0.048  -2.193  1.00  0.00           H  
HETATM   31  H5  UNL     1       5.391  -0.471  -0.160  1.00  0.00           H  
HETATM   32  H6  UNL     1       4.784   0.687   1.040  1.00  0.00           H  
HETATM   33  H7  UNL     1       5.216   1.272  -0.652  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.392  -0.266   2.075  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.850  -3.615  -1.536  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.787  -1.837  -1.564  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.859  -2.708  -0.334  1.00  0.00           H  
HETATM   38  H12 UNL     1      -0.566  -2.823   3.264  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.122  -0.835   2.549  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.605  -1.731   1.095  1.00  0.00           H  
HETATM   41  H15 UNL     1      -3.310   0.724   0.939  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.928  -0.897  -1.233  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.649  -0.861  -0.826  1.00  0.00           H  
HETATM   44  H18 UNL     1      -4.010   1.267  -1.367  1.00  0.00           H  
HETATM   45  H19 UNL     1      -2.588   1.024  -2.504  1.00  0.00           H  
HETATM   46  H20 UNL     1      -2.760   2.554   0.117  1.00  0.00           H  
HETATM   47  H21 UNL     1      -2.692   3.402  -2.205  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.420   0.951  -1.033  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.527   3.573   0.417  1.00  0.00           H  
HETATM   50  H24 UNL     1       0.812   2.487   0.840  1.00  0.00           H  
HETATM   51  H25 UNL     1       0.560   3.055  -0.884  1.00  0.00           H  
HETATM   52  H26 UNL     1      -1.198   0.787   3.104  1.00  0.00           H  
HETATM   53  H27 UNL     1      -2.322   1.857   2.246  1.00  0.00           H  
HETATM   54  H28 UNL     1      -0.615   2.323   2.280  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3   30
CONECT    3    4    5
CONECT    4   31   32   33
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   25   34
CONECT    9   10   10   15
CONECT   10   11   12
CONECT   11   35   36   37
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   17
CONECT   16   38
CONECT   17   18   39   40
CONECT   18   19   25   41
CONECT   19   20   42   43
CONECT   20   21   44   45
CONECT   21   22   23   46
CONECT   22   47
CONECT   23   24   25   48
CONECT   24   49   50   51
CONECT   25   26
CONECT   26   52   53   54
END

HMDB0040757
     RDKit          3D
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide
 54 56  0  0  0  0  0  0  0  0999 V2000
    4.3321    0.4009   -2.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1843    0.2087   -1.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3824    0.2330   -0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7689    0.4553   -0.0587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    0.0559    0.4171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    0.0829    1.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862   -0.1594    0.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0259   -0.3296    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162   -1.7202    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1988   -2.7630    0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924   -2.7245   -0.8911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649   -3.8705    0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379   -4.9963   -0.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9202   -3.4621    1.4568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -2.1399    1.7683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025   -2.0842    3.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523   -1.1874    1.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4632   -0.0026    0.7080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7004   -0.2925   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9291    1.0365   -1.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996    2.1446   -0.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    3.2226   -1.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8884    1.5869   -0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0746    2.6848    0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1307    0.6546    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    1.4693    2.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    0.0079   -3.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2619    0.0056   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    1.5153   -2.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1848    0.0485   -2.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3906   -0.4705   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7843    0.6868    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2164    1.2721   -0.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3920   -0.2660    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8502   -3.6153   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7868   -1.8375   -1.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588   -2.7076   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5657   -2.8229    3.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1216   -0.8353    2.5491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -1.7315    1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3096    0.7241    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280   -0.8968   -1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6493   -0.8613   -0.8264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0102    1.2668   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5880    1.0239   -2.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7602    2.5535    0.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    3.4024   -2.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4201    0.9511   -1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5271    3.5731    0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122    2.4875    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    3.0550   -0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1977    0.7868    3.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3222    1.8571    2.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6149    2.3233    2.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25  8  1  0
 15  9  1  0
 25 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,9a-Dihydroxy-3,4a,5-trimethyl-2-oxo-2H,4H,4ah,5H,6H,7H,8H,8ah,9H,9ah-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoic acid	HMDB

Chemical Formula

C₂₀H₂₈O₆

Average Molecular Weight

364.4327

Monoisotopic Molecular Weight

364.188588628

IUPAC Name

6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

Traditional Name

6,9a-dihydroxy-3,4a,5-trimethyl-2-oxo-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

162613-66-3

SMILES

C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C

InChI Identifier

InChI=1S/C20H28O6/c1-6-10(2)17(22)25-16-15-11(3)18(23)26-20(15,24)9-13-7-8-14(21)12(4)19(13,16)5/h6,12-14,16,21,24H,7-9H2,1-5H3/b10-6+

InChI Key

YOQIGAVHLYFIAF-UXBLZVDNSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Eremophilanolide or secoeremophilanolide
Sesquiterpenoid
Naphthofuran
Fatty acid ester
2-furanone
Dicarboxylic acid or derivatives
Fatty acyl
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Hemiacetal
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
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

Cytoplasm (FooDB: )
Extracellular (FooDB: )
Cell membrane (FooDB: )

Route of exposure

Enteral

Ingestion (FooDB: )

Source

Endogenous

Endogenous (FooDB: )

Plant

Plant (FooDB: )

Animal

Animal (FooDB: )

Exogenous

Food

Food (FooDB: )

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (FooDB: )

Biochemical process

Fatty acid metabolism (FooDB: )

Cellular process

Cell signaling (FooDB: )

Biochemical pathway

Lipid metabolism pathway (FooDB: )

Role

Biological role

Membrane stabilizer (FooDB: )

Nutrient

Nutrient (FooDB: )

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (FooDB: )

Emulsifier (FooDB: )

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	0.39 g/L	ALOGPS
logP	2.18	ALOGPS
logP	3.09	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	11.19	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	95.51 m³·mol⁻¹	ChemAxon
Polarizability	38.42 Å³	ChemAxon
Number of Rings	3	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]+	184.43	31661259
DarkChem	[M-H]-	182.24	31661259
DeepCCS	[M-2H]-	214.533	30932474
DeepCCS	[M+Na]+	189.674	30932474
AllCCS	[M+H]+	186.3	32859911
AllCCS	[M+H-H2O]+	183.7	32859911
AllCCS	[M+NH4]+	188.7	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	190.8	32859911
AllCCS	[M+Na-2H]-	191.2	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide	C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C	4122.8	Standard polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide	C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C	2668.6	Standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide	C\C=C(/C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O)C(C)C12C	2767.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,1TMS,isomer #1	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O[Si](C)(C)C)CC2CCC(O)C(C)C21C	2818.8	Semi standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,1TMS,isomer #2	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O[Si](C)(C)C)C(C)C21C	2760.1	Semi standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,2TMS,isomer #1	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O[Si](C)(C)C)CC2CCC(O[Si](C)(C)C)C(C)C21C	2834.3	Semi standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,1TBDMS,isomer #1	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O[Si](C)(C)C(C)(C)C)CC2CCC(O)C(C)C21C	3047.6	Semi standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,1TBDMS,isomer #2	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O)CC2CCC(O[Si](C)(C)C(C)(C)C)C(C)C21C	2998.2	Semi standard non polar	33892256
3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide,2TBDMS,isomer #1	C/C=C(\C)C(=O)OC1C2=C(C)C(=O)OC2(O[Si](C)(C)C(C)(C)C)CC2CCC(O[Si](C)(C)C(C)(C)C)C(C)C21C	3284.1	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 - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05gs-7329000000-725444967a3bd1cdfa0a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide GC-MS (2 TMS) - 70eV, Positive	splash10-06z9-9111600000-cc679d245045c3041dee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-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 - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 10V, Positive-QTOF	splash10-00kb-2059000000-7f02cd2d476b8e087e8c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 20V, Positive-QTOF	splash10-05qa-9133000000-e248fd36f038fa38da77	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 40V, Positive-QTOF	splash10-0kai-9400000000-6f29d1d9f0c5808ce933	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 10V, Negative-QTOF	splash10-03di-1019000000-1b3796c2b3989f9dce86	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 20V, Negative-QTOF	splash10-0292-5049000000-78fd04744b93348f1c63	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 40V, Negative-QTOF	splash10-0a7s-6091000000-3ea0fd5949e48429f2ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 10V, Positive-QTOF	splash10-014j-0019000000-a4cb1f8a60008c2a59d6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 20V, Positive-QTOF	splash10-00kb-0092000000-4a3f0afd040b49dedb5a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 40V, Positive-QTOF	splash10-0a4i-9480000000-f98bb2c353fdb7dbb47a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 10V, Negative-QTOF	splash10-0002-9003000000-1ac0dc8a6d27fa168827	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 20V, Negative-QTOF	splash10-0002-9000000000-430cd28307b8cc5b7d14	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide 40V, Negative-QTOF	splash10-0pb9-9000000000-7d3354b97a322dbfb771	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020571

KNApSAcK ID

Not Available

Chemspider ID

35015015

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752928

PDB ID

Not Available

ChEBI ID

175673

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 3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide (HMDB0040757)

MOL for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

3D MOL for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

3D SDF for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

3D-SDF for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

PDB for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

3D PDB for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

SMILES for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

INCHI for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

Structure for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

3D Structure for HMDB0040757 (3b,8a-Dihydroxy-6b-angeloyloxy-7(11)-eremophilen-12,8-olide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra