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

2021-09-23 16:47:03 UTC

Update Date

2021-09-23 16:47:03 UTC

HMDB ID

HMDB0302309

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dehydrodihydrocostus lactone

Description

Dehydrodihydrocostus lactone belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Dehydrodihydrocostus lactone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dehydrodihydrocostus lactone can be found in burdock, which makes dehydrodihydrocostus lactone a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302309
     RDKit          3D
Dehydrodihydrocostus lactone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2432    2.7048    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    1.7420    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    2.0934    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.9254    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278   -0.0668    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813    0.0135   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5296   -0.4902    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.8363   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -1.5015   -1.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285   -0.7527   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.1068   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751   -0.3551   -1.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -1.7114   -0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -2.8737   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8824   -1.5647    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6543   -0.2807    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.5468   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471    3.6524    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775    2.5307    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6223    2.5780   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    2.8720    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4187    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    1.2485    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -1.1132    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371    1.0415   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3176    0.2921    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320   -1.4301    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -0.5177    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112    1.1029   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677   -0.4196   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -3.8219   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204   -2.8395   -2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -1.6022    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -2.3912    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    0.2709    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7033   -0.4771    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353    0.9054   -1.1729 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 11  5  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
M  END


  Mrv0541 02241223382D          

 17 19  0  0  0  0            999 V2000
    0.2477   -2.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0833   -1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -1.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -0.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0833    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7424   -0.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859   -1.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9807   -0.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4859    0.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7333    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6595    1.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647    1.1557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246    2.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  3  4  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
  6 16  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  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
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302309

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CCC(=C)C3CCC(=C)C3C2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h10-14H,1-2,4-7H2,3H3

> <INCHI_KEY>
UJADCNYXDHHISU-UHFFFAOYSA-N

> <FORMULA>
C15H20O2

> <MOLECULAR_WEIGHT>
232.3181

> <EXACT_MASS>
232.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.355161465838695

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-6,9-dimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.933600513

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.08348723577418

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.16799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-6,9-dimethylidene-octahydro-3H-azuleno[4,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0302309
     RDKit          3D
Dehydrodihydrocostus lactone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2432    2.7048    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    1.7420    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    2.0934    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.9254    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278   -0.0668    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813    0.0135   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5296   -0.4902    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.8363   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -1.5015   -1.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285   -0.7527   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.1068   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751   -0.3551   -1.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -1.7114   -0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -2.8737   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8824   -1.5647    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6543   -0.2807    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.5468   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471    3.6524    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775    2.5307    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6223    2.5780   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    2.8720    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4187    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    1.2485    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -1.1132    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371    1.0415   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3176    0.2921    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320   -1.4301    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -0.5177    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112    1.1029   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677   -0.4196   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -3.8219   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204   -2.8395   -2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -1.6022    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -2.3912    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    0.2709    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7033   -0.4771    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353    0.9054   -1.1729 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 11  5  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  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  C   UNK     0       0.462  -4.314   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.155  -2.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.386  -2.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.002  -1.078   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.386   0.307   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.155   0.616   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.386  -0.307   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.386  -1.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.774  -2.311   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.697  -1.078   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.774   0.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.235   1.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.697   1.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.156   1.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.231   2.774   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.307   2.157   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.539   4.314   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   11                                                  
CONECT    8    2    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    7   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    5   13   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16    6   15                                                       
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0302309
HETATM    1  C1  UNL     1      -2.243   2.705   0.388  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.358   1.742   0.165  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.017   2.093   0.617  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.737   0.925   1.207  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.128  -0.067   0.182  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.581   0.013  -0.245  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.530  -0.490   0.778  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.534  -0.836  -1.478  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.460  -1.502  -1.994  1.00  0.00           O  
HETATM   10  O2  UNL     1       1.228  -0.753  -1.968  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.454   0.107  -1.147  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.975  -0.355  -1.157  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.148  -1.711  -0.608  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.752  -2.874  -1.111  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.882  -1.565   0.675  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.654  -0.281   0.585  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.927   0.547  -0.475  1.00  0.00           C  
HETATM   18  H1  UNL     1      -1.947   3.652   0.863  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.278   2.531   0.088  1.00  0.00           H  
HETATM   20  H3  UNL     1       0.622   2.578  -0.177  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.047   2.872   1.433  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.028   0.419   1.921  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.621   1.249   1.774  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.950  -1.113   0.508  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.837   1.042  -0.610  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.318   0.292   0.930  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.032  -1.430   0.545  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.979  -0.518   1.764  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.511   1.103  -1.576  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.268  -0.420  -2.247  1.00  0.00           H  
HETATM   31  H14 UNL     1      -0.923  -3.822  -0.639  1.00  0.00           H  
HETATM   32  H15 UNL     1      -0.220  -2.839  -2.065  1.00  0.00           H  
HETATM   33  H16 UNL     1      -1.215  -1.602   1.560  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.623  -2.391   0.821  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.669   0.271   1.549  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.703  -0.477   0.319  1.00  0.00           H  
HETATM   37  H20 UNL     1      -2.735   0.905  -1.173  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   17
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   11   24
CONECT    6    7    8   25
CONECT    7   26   27   28
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   29
CONECT   12   13   17   30
CONECT   13   14   14   15
CONECT   14   31   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   37
END

HMDB0302309
     RDKit          3D
Dehydrodihydrocostus lactone
 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.2432    2.7048    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578    1.7420    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    2.0934    0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    0.9254    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1278   -0.0668    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5813    0.0135   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5296   -0.4902    0.7782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -0.8363   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -1.5015   -1.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285   -0.7527   -1.9676 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    0.1068   -1.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751   -0.3551   -1.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483   -1.7114   -0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516   -2.8737   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8824   -1.5647    0.6751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6543   -0.2807    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274    0.5468   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471    3.6524    0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775    2.5307    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6223    2.5780   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    2.8720    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.4187    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    1.2485    1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -1.1132    0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8371    1.0415   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3176    0.2921    0.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0320   -1.4301    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -0.5177    1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112    1.1029   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677   -0.4196   -2.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -3.8219   -0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204   -2.8395   -2.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -1.6022    1.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6235   -2.3912    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6691    0.2709    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7033   -0.4771    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353    0.9054   -1.1729 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
 11  5  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₂

Average Molecular Weight

232.3181

Monoisotopic Molecular Weight

232.146329884

IUPAC Name

3-methyl-6,9-dimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

Traditional Name

3-methyl-6,9-dimethylidene-octahydro-3H-azuleno[4,5-b]furan-2-one

CAS Registry Number

Not Available

SMILES

CC1C2CCC(=C)C3CCC(=C)C3C2OC1=O

InChI Identifier

InChI=1S/C15H20O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h10-14H,1-2,4-7H2,3H3

InChI Key

UJADCNYXDHHISU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Guaiane sesquiterpenoid
Sesquiterpenoid
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

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
logP	2.94	ALOGPS
logP	2.93	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.17 m³·mol⁻¹	ChemAxon
Polarizability	26.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	155.483	32859911
AllCCS	[M+H-H2O]+	151.657	32859911
AllCCS	[M+Na]+	160.064	32859911
AllCCS	[M+NH4]+	159.04	32859911
AllCCS	[M-H]-	160.493	32859911
AllCCS	[M+Na-2H]-	160.455	32859911
AllCCS	[M+HCOO]-	160.522	32859911
DeepCCS	[M+H]+	154.39	30932474
DeepCCS	[M-H]-	152.032	30932474
DeepCCS	[M-2H]-	186.771	30932474
DeepCCS	[M+Na]+	161.671	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 10V, Positive-QTOF	splash10-001i-0390000000-290d81ef33fa615b9923	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 20V, Positive-QTOF	splash10-0540-0930000000-62b59ca5957dfa0c8c5a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 40V, Positive-QTOF	splash10-0zfr-9510000000-599da7fcebef8aafb2ce	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 10V, Negative-QTOF	splash10-001i-0390000000-f010247baf6951520c3b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 20V, Negative-QTOF	splash10-001r-0790000000-1ca260c74d449b371791	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 40V, Negative-QTOF	splash10-0udi-8900000000-6c22acfc020e8e16fd18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 10V, Positive-QTOF	splash10-001i-0090000000-1e8526d1a349ef04a3e7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 20V, Positive-QTOF	splash10-01sr-0930000000-f14748abd8de0329f809	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 40V, Positive-QTOF	splash10-004i-9800000000-85cf5ba4a37230d0faec	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 10V, Negative-QTOF	splash10-001i-0090000000-403b175a8d75af9b9dc4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 20V, Negative-QTOF	splash10-001i-0390000000-a08434ad27c49af5e560	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydrodihydrocostus lactone 40V, Negative-QTOF	splash10-0ar0-4930000000-55a227bcca22496e76d3	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB004099

KNApSAcK ID

Not Available

Chemspider ID

4475691

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5316702

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

Not Available

Showing metabocard for Dehydrodihydrocostus lactone (HMDB0302309)

MOL for HMDB0302309 (Dehydrodihydrocostus lactone)

3D MOL for HMDB0302309 (Dehydrodihydrocostus lactone)

3D SDF for HMDB0302309 (Dehydrodihydrocostus lactone)

3D-SDF for HMDB0302309 (Dehydrodihydrocostus lactone)

PDB for HMDB0302309 (Dehydrodihydrocostus lactone)

3D PDB for HMDB0302309 (Dehydrodihydrocostus lactone)

SMILES for HMDB0302309 (Dehydrodihydrocostus lactone)

INCHI for HMDB0302309 (Dehydrodihydrocostus lactone)

Structure for HMDB0302309 (Dehydrodihydrocostus lactone)

3D Structure for HMDB0302309 (Dehydrodihydrocostus lactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra