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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:55:48 UTC

Update Date

2022-03-07 02:54:41 UTC

HMDB ID

HMDB0035886

Secondary Accession Numbers

HMDB35886

Metabolite Identification

Common Name

Isoglabrolide

Description

Melledonol belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Melledonol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061308462D          

 34 39  0  0  0  0            999 V2000
    6.1296   -0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582   -0.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    1.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9449   -0.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6664    1.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4424   -0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375   -0.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3161    1.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912    1.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2126   -0.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2677    1.9990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5396    0.5066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537    2.7590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    1.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
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 15 14  1  0  0  0  0
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 31 18  2  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 34 30  1  0  0  0  0
M  END

HMDB0035886
     RDKit          3D
Isoglabrolide
 78 83  0  0  0  0  0  0  0  0999 V2000
    5.9402    1.8244    1.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061308462D          

 34 39  0  0  0  0            999 V2000
    6.1296   -0.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0582   -0.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 15  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 11  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
 30 26  1  0  0  0  0
 31 18  2  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 34 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035886

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CC3(OC1=O)C1=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC4(C)C1(C)CCC3(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O4/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3)17-30(20,26)34-23(25)33/h16,19,21-22,32H,8-15,17H2,1-7H3

> <INCHI_KEY>
NCFVZZZXSIOSQB-UHFFFAOYSA-N

> <FORMULA>
C30H44O4

> <MOLECULAR_WEIGHT>
468.668

> <EXACT_MASS>
468.323959896

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
54.45347295033258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-2-ene-4,22-dione

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
5.692406856000002

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489419090285157

> <JCHEM_PKA_STRONGEST_BASIC>
-0.835126135678348

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
132.15039999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-2-ene-4,22-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035886
     RDKit          3D
Isoglabrolide
 78 83  0  0  0  0  0  0  0  0999 V2000
    5.9402    1.8244    1.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619    1.0527    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8313   -0.1745   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9939   -1.4079   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -1.1785   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6733   -1.5163   -2.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825   -2.0996    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575   -2.0441   -0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732   -0.6582   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539   -0.5709   -1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6860    0.3932   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533    1.6026    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687    1.8865    0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5205    3.0801    0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    0.8114    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035    1.0328   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787    1.6774   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2749    2.0548    0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    1.4220    1.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    0.5608    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3270   -0.4717    2.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0419   -0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    0.8110   -1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793   -1.3638   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -0.1790   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012   -1.3470    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -1.6750    0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146   -0.5292    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -0.8039    1.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    0.2165   -0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    0.6165    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    1.1616   -1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    1.8615   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2516    2.9245   -1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5660    1.5313    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675    2.9280    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0153    1.5684    1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2284   -0.0196   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7223   -0.3681    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496   -1.8561    0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5298   -2.1741   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -2.3508   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2474   -0.6301   -2.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -1.7502   -2.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8756   -1.9524    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471   -3.1417   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1410   -2.6771   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963   -2.6396    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739    0.4045   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8127   -1.3341   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943   -0.7886   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    2.4059    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    1.0036    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415    0.9451   -2.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.9531   -1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7851    2.5834   -1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0161    2.5209   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6784    2.8792    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762    2.2549    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    0.9398    2.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332    1.1422    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2602   -0.5024    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0977    1.5781   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386    0.1926   -1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    1.3050   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4825   -1.1502   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3132   -1.8575    0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -1.9376   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519   -0.5333   -1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4441   -2.2468    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2041   -1.2664    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254   -2.1668   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2791   -2.5319    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -0.4422    1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -0.1614    2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221   -1.8257    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662    1.4105    1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9050   -0.2541    1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 11 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 31  2  1  0
 33  2  1  0
 30  5  1  0
 28  9  1  0
 28 15  1  0
 25 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
 12 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 31 77  1  0
 31 78  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      11.442  -1.854   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.175  -0.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.468   3.348   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.764  -1.544   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.711   2.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.217   1.014   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.426  -1.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.403  -1.632   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.790   2.324   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.250   2.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.864  -1.602   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.030   1.025   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.864  -0.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.237  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.782  -1.561   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.631   2.443   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.617   1.132   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.171   2.413   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.199  -0.313   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.836   1.124   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.534   0.975   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.915   1.065   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.888   3.639   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.739  -0.343   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.787   2.456   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.479  -0.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.455   1.035   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.580  -0.224   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.119  -0.254   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.251   1.274   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.966   3.731   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      14.074   0.946   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.594   5.150   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.367   2.949   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   11   19                                                       
CONECT    9   10   21                                                       
CONECT   10    9   27                                                       
CONECT   11    8   29                                                       
CONECT   12   13   25                                                       
CONECT   13   12   26                                                       
CONECT   14   15   26                                                       
CONECT   15   14   28                                                       
CONECT   16   18   20                                                       
CONECT   17   25   30                                                       
CONECT   18   16   22   31                                                  
CONECT   19    8   24   27                                                  
CONECT   20   16   28   30                                                  
CONECT   21    9   24   32                                                  
CONECT   22   18   27   29                                                  
CONECT   23   25   33   34                                                  
CONECT   24    1    2   19   21                                             
CONECT   25    3   12   17   23                                             
CONECT   26    4   13   14   30                                             
CONECT   27    5   10   19   22                                             
CONECT   28    6   15   20   29                                             
CONECT   29    7   11   22   28                                             
CONECT   30   17   20   26   34                                             
CONECT   31   18                                                            
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   23   30                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0035886
HETATM    1  C1  UNL     1       5.940   1.824   1.437  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.162   1.053   0.438  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.831  -0.175  -0.089  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.994  -1.408  -0.070  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.587  -1.179  -0.642  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.673  -1.516  -2.103  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.683  -2.100   0.134  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.257  -2.044  -0.267  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.673  -0.658  -0.438  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.254  -0.571  -1.900  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.686   0.393  -0.230  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.253   1.603   0.103  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.169   1.887   0.259  1.00  0.00           C  
HETATM   14  O1  UNL     1      -0.520   3.080   0.143  1.00  0.00           O  
HETATM   15  C14 UNL     1      -1.149   0.811   0.543  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.403   1.033  -0.205  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.179   1.677  -1.564  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.275   2.055   0.550  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.997   1.422   1.714  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.078   0.561   1.164  1.00  0.00           C  
HETATM   21  O2  UNL     1      -5.327  -0.472   2.066  1.00  0.00           O  
HETATM   22  C20 UNL     1      -4.745   0.042  -0.230  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.415   0.811  -1.311  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.379  -1.364  -0.251  1.00  0.00           C  
HETATM   25  C23 UNL     1      -3.263  -0.179  -0.412  1.00  0.00           C  
HETATM   26  C24 UNL     1      -2.901  -1.347   0.449  1.00  0.00           C  
HETATM   27  C25 UNL     1      -1.438  -1.675   0.277  1.00  0.00           C  
HETATM   28  C26 UNL     1      -0.515  -0.529   0.512  1.00  0.00           C  
HETATM   29  C27 UNL     1       0.131  -0.804   1.891  1.00  0.00           C  
HETATM   30  C28 UNL     1       3.147   0.217  -0.361  1.00  0.00           C  
HETATM   31  C29 UNL     1       3.785   0.616   0.961  1.00  0.00           C  
HETATM   32  O3  UNL     1       3.669   1.162  -1.291  1.00  0.00           O  
HETATM   33  C30 UNL     1       4.731   1.861  -0.744  1.00  0.00           C  
HETATM   34  O4  UNL     1       5.252   2.924  -1.107  1.00  0.00           O  
HETATM   35  H1  UNL     1       5.566   1.531   2.460  1.00  0.00           H  
HETATM   36  H2  UNL     1       5.768   2.928   1.344  1.00  0.00           H  
HETATM   37  H3  UNL     1       7.015   1.568   1.429  1.00  0.00           H  
HETATM   38  H4  UNL     1       6.228  -0.020  -1.123  1.00  0.00           H  
HETATM   39  H5  UNL     1       6.722  -0.368   0.541  1.00  0.00           H  
HETATM   40  H6  UNL     1       4.950  -1.856   0.942  1.00  0.00           H  
HETATM   41  H7  UNL     1       5.530  -2.174  -0.700  1.00  0.00           H  
HETATM   42  H8  UNL     1       2.987  -2.351  -2.326  1.00  0.00           H  
HETATM   43  H9  UNL     1       3.247  -0.630  -2.659  1.00  0.00           H  
HETATM   44  H10 UNL     1       4.675  -1.750  -2.455  1.00  0.00           H  
HETATM   45  H11 UNL     1       2.876  -1.952   1.203  1.00  0.00           H  
HETATM   46  H12 UNL     1       3.047  -3.142  -0.091  1.00  0.00           H  
HETATM   47  H13 UNL     1       1.141  -2.677  -1.189  1.00  0.00           H  
HETATM   48  H14 UNL     1       0.696  -2.640   0.513  1.00  0.00           H  
HETATM   49  H15 UNL     1       0.574   0.405  -2.351  1.00  0.00           H  
HETATM   50  H16 UNL     1       0.813  -1.334  -2.524  1.00  0.00           H  
HETATM   51  H17 UNL     1      -0.794  -0.789  -2.085  1.00  0.00           H  
HETATM   52  H18 UNL     1       1.998   2.406   0.261  1.00  0.00           H  
HETATM   53  H19 UNL     1      -1.413   1.004   1.635  1.00  0.00           H  
HETATM   54  H20 UNL     1      -2.442   0.945  -2.386  1.00  0.00           H  
HETATM   55  H21 UNL     1      -1.145   1.953  -1.770  1.00  0.00           H  
HETATM   56  H22 UNL     1      -2.785   2.583  -1.741  1.00  0.00           H  
HETATM   57  H23 UNL     1      -4.016   2.521  -0.121  1.00  0.00           H  
HETATM   58  H24 UNL     1      -2.678   2.879   0.971  1.00  0.00           H  
HETATM   59  H25 UNL     1      -4.476   2.255   2.269  1.00  0.00           H  
HETATM   60  H26 UNL     1      -3.310   0.940   2.420  1.00  0.00           H  
HETATM   61  H27 UNL     1      -6.033   1.142   1.077  1.00  0.00           H  
HETATM   62  H28 UNL     1      -6.260  -0.502   2.365  1.00  0.00           H  
HETATM   63  H29 UNL     1      -6.098   1.578  -0.837  1.00  0.00           H  
HETATM   64  H30 UNL     1      -6.139   0.193  -1.925  1.00  0.00           H  
HETATM   65  H31 UNL     1      -4.780   1.305  -2.041  1.00  0.00           H  
HETATM   66  H32 UNL     1      -6.482  -1.150  -0.390  1.00  0.00           H  
HETATM   67  H33 UNL     1      -5.313  -1.857   0.720  1.00  0.00           H  
HETATM   68  H34 UNL     1      -5.086  -1.938  -1.125  1.00  0.00           H  
HETATM   69  H35 UNL     1      -3.152  -0.533  -1.480  1.00  0.00           H  
HETATM   70  H36 UNL     1      -3.444  -2.247   0.031  1.00  0.00           H  
HETATM   71  H37 UNL     1      -3.204  -1.266   1.500  1.00  0.00           H  
HETATM   72  H38 UNL     1      -1.325  -2.167  -0.709  1.00  0.00           H  
HETATM   73  H39 UNL     1      -1.279  -2.532   1.005  1.00  0.00           H  
HETATM   74  H40 UNL     1       1.159  -0.442   1.923  1.00  0.00           H  
HETATM   75  H41 UNL     1      -0.441  -0.161   2.624  1.00  0.00           H  
HETATM   76  H42 UNL     1      -0.022  -1.826   2.229  1.00  0.00           H  
HETATM   77  H43 UNL     1       3.266   1.410   1.491  1.00  0.00           H  
HETATM   78  H44 UNL     1       3.905  -0.254   1.649  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   31   33
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    7   30
CONECT    6   42   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   11   28
CONECT   10   49   50   51
CONECT   11   12   12   30
CONECT   12   13   52
CONECT   13   14   14   15
CONECT   15   16   28   53
CONECT   16   17   18   25
CONECT   17   54   55   56
CONECT   18   19   57   58
CONECT   19   20   59   60
CONECT   20   21   22   61
CONECT   21   62
CONECT   22   23   24   25
CONECT   23   63   64   65
CONECT   24   66   67   68
CONECT   25   26   69
CONECT   26   27   70   71
CONECT   27   28   72   73
CONECT   28   29
CONECT   29   74   75   76
CONECT   30   31   32
CONECT   31   77   78
CONECT   32   33
CONECT   33   34   34
END

HMDB0035886
     RDKit          3D
Isoglabrolide
 78 83  0  0  0  0  0  0  0  0999 V2000
    5.9402    1.8244    1.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619    1.0527    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8313   -0.1745   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9939   -1.4079   -0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -1.1785   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6733   -1.5163   -2.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825   -2.0996    0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575   -2.0441   -0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6732   -0.6582   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539   -0.5709   -1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6860    0.3932   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533    1.6026    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687    1.8865    0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5205    3.0801    0.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    0.8114    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4035    1.0328   -0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787    1.6774   -1.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2749    2.0548    0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    1.4220    1.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    0.5608    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3270   -0.4717    2.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7446    0.0419   -0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    0.8110   -1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3793   -1.3638   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -0.1790   -0.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012   -1.3470    0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -1.6750    0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146   -0.5292    0.5123 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1308   -0.8039    1.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470    0.2165   -0.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    0.6165    0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    1.1616   -1.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    1.8615   -0.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2516    2.9245   -1.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5660    1.5313    2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7675    2.9280    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0153    1.5684    1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2284   -0.0196   -1.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7223   -0.3681    0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496   -1.8561    0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5298   -2.1741   -0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -2.3508   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2474   -0.6301   -2.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -1.7502   -2.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8756   -1.9524    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0471   -3.1417   -0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1410   -2.6771   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963   -2.6396    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739    0.4045   -2.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8127   -1.3341   -2.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943   -0.7886   -2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9979    2.4059    0.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131    1.0036    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4415    0.9451   -2.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1448    1.9531   -1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7851    2.5834   -1.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0161    2.5209   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6784    2.8792    0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762    2.2549    2.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    0.9398    2.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0332    1.1422    1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2602   -0.5024    2.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0977    1.5781   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386    0.1926   -1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    1.3050   -2.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4825   -1.1502   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3132   -1.8575    0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855   -1.9376   -1.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1519   -0.5333   -1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4441   -2.2468    0.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2041   -1.2664    1.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3254   -2.1668   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2791   -2.5319    1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1587   -0.4422    1.9226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -0.1614    2.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0221   -1.8257    2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662    1.4105    1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9050   -0.2541    1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 11 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  0
 31  2  1  0
 33  2  1  0
 30  5  1  0
 28  9  1  0
 28 15  1  0
 25 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
 12 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 20 61  1  0
 21 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 27 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 29 76  1  0
 31 77  1  0
 31 78  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3b-Hydroxy-11-oxo-12-oleanen-29,18a-olide	HMDB

Chemical Formula

C₃₀H₄₄O₄

Average Molecular Weight

468.668

Monoisotopic Molecular Weight

468.323959896

IUPAC Name

9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-2-ene-4,22-dione

Traditional Name

9-hydroxy-6,10,10,14,15,18,21-heptamethyl-23-oxahexacyclo[19.2.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-2-ene-4,22-dione

CAS Registry Number

10376-64-4

SMILES

CC12CC3(OC1=O)C1=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC4(C)C1(C)CCC3(C)CC2

InChI Identifier

InChI=1S/C30H44O4/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3)17-30(20,26)34-23(25)33/h16,19,21-22,32H,8-15,17H2,1-7H3

InChI Key

NCFVZZZXSIOSQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Salicylic acid or derivatives
Benzoic acid or derivatives
M-cresol
Resorcinol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Vinylogous acid
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Cyclobutanol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Primary alcohol
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0035886)
Cell membrane (HMDB: HMDB0035886)

Cellular substructure

Extracellular (HMDB: HMDB0035886)
Membrane (HMDB: HMDB0035886)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035886)

Source

Endogenous

Endogenous (HMDB: HMDB0035886)

Plant

Plant (HMDB: HMDB0035886)

Animal

Animal (HMDB: HMDB0035886)

Exogenous

Food

Food (HMDB: HMDB0035886)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035886)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035886)

Cellular process

Cell signaling (HMDB: HMDB0035886)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035886)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035886)

Nutrient

Nutrient (HMDB: HMDB0035886)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035886)

Emulsifier (HMDB: HMDB0035886)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	318 - 325 °C	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	0.00082 g/L	ALOGPS
logP	4.79	ALOGPS
logP	5.69	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	132.15 m³·mol⁻¹	ChemAxon
Polarizability	54.45 Å³	ChemAxon
Number of Rings	6	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
DarkChem	[M+H]+	206.522	31661259
DarkChem	[M-H]-	199.179	31661259
DeepCCS	[M-2H]-	252.392	30932474
DeepCCS	[M+Na]+	227.816	30932474
AllCCS	[M+H]+	215.6	32859911
AllCCS	[M+H-H2O]+	213.9	32859911
AllCCS	[M+NH4]+	217.1	32859911
AllCCS	[M+Na]+	217.5	32859911
AllCCS	[M-H]-	214.5	32859911
AllCCS	[M+Na-2H]-	216.3	32859911
AllCCS	[M+HCOO]-	218.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoglabrolide	CC12CC3(OC1=O)C1=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC4(C)C1(C)CCC3(C)CC2	3851.7	Standard polar	33892256
Isoglabrolide	CC12CC3(OC1=O)C1=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC4(C)C1(C)CCC3(C)CC2	3536.7	Standard non polar	33892256
Isoglabrolide	CC12CC3(OC1=O)C1=CC(=O)C4C5(C)CCC(O)C(C)(C)C5CCC4(C)C1(C)CCC3(C)CC2	4000.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoglabrolide,1TMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(=O)C5C6(C)CCC(O[Si](C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	3793.9	Semi standard non polar	33892256
Isoglabrolide,1TMS,isomer #2	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C)=C5C6(C)CCC(O)C(C)(C)C6CCC54C)C3(C1)OC2=O	3727.0	Semi standard non polar	33892256
Isoglabrolide,2TMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C)=C5C6(C)CCC(O[Si](C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	3697.7	Semi standard non polar	33892256
Isoglabrolide,2TMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C)=C5C6(C)CCC(O[Si](C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	3543.5	Standard non polar	33892256
Isoglabrolide,1TBDMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(=O)C5C6(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	4015.4	Semi standard non polar	33892256
Isoglabrolide,1TBDMS,isomer #2	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C5C6(C)CCC(O)C(C)(C)C6CCC54C)C3(C1)OC2=O	3939.7	Semi standard non polar	33892256
Isoglabrolide,2TBDMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C5C6(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	4105.3	Semi standard non polar	33892256
Isoglabrolide,2TBDMS,isomer #1	CC12CCC3(C)CCC4(C)C(=CC(O[Si](C)(C)C(C)(C)C)=C5C6(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C6CCC54C)C3(C1)OC2=O	4041.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isoglabrolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udu-0222900000-e5b866e1d1609f0a7aa7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoglabrolide GC-MS (1 TMS) - 70eV, Positive	splash10-03fr-2061490000-eda2e01b77bea10bc9cc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoglabrolide 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 - Isoglabrolide 10V, Positive-QTOF	splash10-0uxr-0000900000-526bbca5ea12a91fcb60	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 20V, Positive-QTOF	splash10-0uyi-0032900000-35c31ae611624c89d9f8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 40V, Positive-QTOF	splash10-00ri-2294700000-f9ff8d10e18152ea883f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 10V, Negative-QTOF	splash10-014i-0000900000-4cca6ecde32cbbb376cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 20V, Negative-QTOF	splash10-01ba-0000900000-9e4ba867504bc59706dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 40V, Negative-QTOF	splash10-0ab9-0213900000-de00712c77746b4f80d0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 10V, Positive-QTOF	splash10-0gb9-0000900000-a1380ec2487b7bf5b666	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 20V, Positive-QTOF	splash10-01b9-0110900000-fa20a9a9a2c0fe60f661	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 40V, Positive-QTOF	splash10-014r-3944000000-21e617fa5865c4e764e0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 10V, Negative-QTOF	splash10-014i-0000900000-873e7cf5c69fd6054c8e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 20V, Negative-QTOF	splash10-014i-0000900000-cf43da6dcc933d69d0af	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoglabrolide 40V, Negative-QTOF	splash10-014i-0000900000-4436f316d69e52be17c4	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014666

KNApSAcK ID

C00021460

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75224910

PDB ID

Not Available

ChEBI ID

Not Available

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 Isoglabrolide (HMDB0035886)

MOL for HMDB0035886 (Isoglabrolide)

3D MOL for HMDB0035886 (Isoglabrolide)

3D SDF for HMDB0035886 (Isoglabrolide)

3D-SDF for HMDB0035886 (Isoglabrolide)

PDB for HMDB0035886 (Isoglabrolide)

3D PDB for HMDB0035886 (Isoglabrolide)

SMILES for HMDB0035886 (Isoglabrolide)

INCHI for HMDB0035886 (Isoglabrolide)

Structure for HMDB0035886 (Isoglabrolide)

3D Structure for HMDB0035886 (Isoglabrolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra