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

2021-09-24 02:49:05 UTC

Update Date

2021-09-24 02:49:06 UTC

HMDB ID

HMDB0303560

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fukinanolide

Description

Fukinanolide is a member of the class of compounds known as terpene lactones. Terpene lactones are prenol lipids containing a lactone ring. Fukinanolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Fukinanolide can be found in burdock and giant butterbur, which makes fukinanolide a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303560
     RDKit          3D
Fukinanolide
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6120   -1.4886    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7049   -0.5157    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.1762   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331    1.0692   -1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    1.5924   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    2.8183   -0.5986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    0.4219   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -0.2307   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -0.4213   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243   -1.7945   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2564   -1.8578   -0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.7693    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    0.1469    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131    1.3615    1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    0.6022   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    1.8916   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    0.7373    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -2.0938    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.7431    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.0575    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.9682   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.2201   -1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.3956   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2427   -1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787   -1.9705    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -2.5257   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079   -1.7183   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.8803   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -1.2443    1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -0.1355   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.3560    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.1744    2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.5343    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    2.2522    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    2.7618   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772    2.1466   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    1.8095   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826    1.7217    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5816   -0.0273    1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END

  Mrv0541 02241218242D          

 17 19  0  0  0  0            999 V2000
   -1.9010    0.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    1.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1733    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448    2.1033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0403    1.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7680    1.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2539    0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255   -0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2829    0.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448    0.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7688   -0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2829   -0.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -1.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0403   -2.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494   -1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106   -1.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9010   -1.0516    0.0000 C   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 10  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  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
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303560

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCC2CC3(CC12C)C(=C)COC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-10-5-4-6-12-7-15(9-14(10,12)3)11(2)8-17-13(15)16/h10,12H,2,4-9H2,1,3H3

> <INCHI_KEY>
OVXAYHNZXBOVPV-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.740766831977428

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3a,4-dimethyl-4'-methylidene-octahydrospiro[indene-2,3'-oxolane]-2'-one

> <ALOGPS_LOGP>
3.61

> <JCHEM_LOGP>
3.355759895

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.173025305289968

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.4762

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,7a-dimethyl-4'-methylidene-hexahydro-1H-spiro[indene-2,3'-oxolane]-2'-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0303560
     RDKit          3D
Fukinanolide
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6120   -1.4886    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7049   -0.5157    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.1762   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331    1.0692   -1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    1.5924   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    2.8183   -0.5986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    0.4219   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -0.2307   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -0.4213   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243   -1.7945   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2564   -1.8578   -0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.7693    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    0.1469    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131    1.3615    1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    0.6022   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    1.8916   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    0.7373    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -2.0938    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.7431    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.0575    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.9682   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.2201   -1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.3956   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2427   -1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787   -1.9705    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -2.5257   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079   -1.7183   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.8803   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -1.2443    1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -0.1355   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.3560    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.1744    2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.5343    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    2.2522    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    2.7618   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772    2.1466   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    1.8095   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826    1.7217    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5816   -0.0273    1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  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      -3.549   1.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.190   1.963   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.190   3.473   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.830   3.926   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.075   2.566   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.434   2.718   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.341   0.150   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.981  -0.755   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.528   0.603   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.830   1.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.435  -0.150   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.528  -1.358   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.981  -2.718   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.075  -3.926   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.586  -3.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.886  -1.963   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.549  -1.963   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   12   16                                             
CONECT    9    8   10                                                       
CONECT   10    2    5    9   11                                             
CONECT   11   10   12                                                       
CONECT   12    8   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    8   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0303560
HETATM    1  C1  UNL     1       2.612  -1.489   1.190  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.705  -0.516   0.297  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.977  -0.176  -0.390  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.733   1.069  -1.010  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.510   1.592  -0.612  1.00  0.00           C  
HETATM    6  O2  UNL     1       2.214   2.818  -0.599  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.681   0.422  -0.227  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.038  -0.231  -1.425  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.393  -0.421  -1.059  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.724  -1.795  -0.552  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.256  -1.858  -0.476  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.791  -0.769   0.380  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.765   0.147   0.958  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.513   1.362   1.521  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.726   0.602  -0.021  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.099   1.892  -0.710  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.594   0.737   0.730  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.466  -2.094   1.470  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.685  -1.743   1.697  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.764  -0.058   0.374  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.229  -0.968  -1.137  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.483  -1.220  -1.661  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.179   0.396  -2.339  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.017  -0.243  -1.965  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.379  -1.970   0.492  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.334  -2.526  -1.264  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.608  -1.718  -1.512  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.490  -2.880  -0.118  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.334  -1.244   1.246  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.559  -0.135  -0.127  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.291  -0.356   1.834  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.868   1.174   2.553  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.450   1.534   0.916  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.872   2.252   1.543  1.00  0.00           H  
HETATM   35  H18 UNL     1      -0.528   2.762  -0.361  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.177   2.147  -0.575  1.00  0.00           H  
HETATM   37  H20 UNL     1      -0.959   1.810  -1.819  1.00  0.00           H  
HETATM   38  H21 UNL     1       0.683   1.722   1.222  1.00  0.00           H  
HETATM   39  H22 UNL     1       0.582  -0.027   1.534  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3    7
CONECT    3    4   20   21
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8   17
CONECT    8    9   22   23
CONECT    9   10   15   24
CONECT   10   11   25   26
CONECT   11   12   27   28
CONECT   12   13   29   30
CONECT   13   14   15   31
CONECT   14   32   33   34
CONECT   15   16   17
CONECT   16   35   36   37
CONECT   17   38   39
END

HMDB0303560
     RDKit          3D
Fukinanolide
 39 41  0  0  0  0  0  0  0  0999 V2000
    2.6120   -1.4886    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7049   -0.5157    0.2969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9766   -0.1762   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331    1.0692   -1.0100 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096    1.5924   -0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    2.8183   -0.5986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    0.4219   -0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0377   -0.2307   -1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -0.4213   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7243   -1.7945   -0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2564   -1.8578   -0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.7693    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    0.1469    0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131    1.3615    1.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7262    0.6022   -0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    1.8916   -0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    0.7373    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -2.0938    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6847   -1.7431    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.0575    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2289   -0.9682   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.2201   -1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.3956   -2.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2427   -1.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787   -1.9705    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3338   -2.5257   -1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6079   -1.7183   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896   -2.8803   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3336   -1.2443    1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590   -0.1355   -0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2906   -0.3560    1.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    1.1744    2.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4504    1.5343    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    2.2522    1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    2.7618   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772    2.1466   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    1.8095   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826    1.7217    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5816   -0.0273    1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  7  2  1  0
 15  9  1  0
 17  7  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

3a,4-dimethyl-4'-methylidene-octahydrospiro[indene-2,3'-oxolane]-2'-one

Traditional Name

7,7a-dimethyl-4'-methylidene-hexahydro-1H-spiro[indene-2,3'-oxolane]-2'-one

CAS Registry Number

Not Available

SMILES

CC1CCCC2CC3(CC12C)C(=C)COC3=O

InChI Identifier

InChI=1S/C15H22O2/c1-10-5-4-6-12-7-15(9-14(10,12)3)11(2)8-17-13(15)16/h10,12H,2,4-9H2,1,3H3

InChI Key

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

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303560)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Other vegetable

Giant butterbur (FooDB: FOOD00314)

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	3.61	ALOGPS
logP	3.36	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-7.2	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	66.48 m³·mol⁻¹	ChemAxon
Polarizability	26.74 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]+	153.899	32859911
AllCCS	[M+H-H2O]+	150.108	32859911
AllCCS	[M+Na]+	158.437	32859911
AllCCS	[M+NH4]+	157.422	32859911
AllCCS	[M-H]-	161.887	32859911
AllCCS	[M+Na-2H]-	161.979	32859911
AllCCS	[M+HCOO]-	162.19	32859911
DeepCCS	[M-2H]-	187.466	30932474
DeepCCS	[M+Na]+	163.304	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 - Fukinanolide 10V, Positive-QTOF	splash10-000i-0290000000-cf2622d7648f134d6fdd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 20V, Positive-QTOF	splash10-000i-2950000000-e6ee59a6fb4d6debd2f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 40V, Positive-QTOF	splash10-06di-9710000000-8132ba007cd9e684f029	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 10V, Negative-QTOF	splash10-001i-0290000000-7b418d3ea0f28b8a1223	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 20V, Negative-QTOF	splash10-001r-0790000000-8c4b274e461b20bbc660	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 40V, Negative-QTOF	splash10-0079-1910000000-374d601bab22d5b8297b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 10V, Positive-QTOF	splash10-000i-0190000000-04bd52cefc147bce1684	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 20V, Positive-QTOF	splash10-0abi-3910000000-d3fc196894d816056487	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 40V, Positive-QTOF	splash10-0apj-9700000000-396e3a4588a303083b6a	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 10V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 20V, Negative-QTOF	splash10-001i-0090000000-9087f47ed0ae51229a17	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fukinanolide 40V, Negative-QTOF	splash10-0089-0980000000-a5efe0411de02dd00743	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

FDB015489

KNApSAcK ID

Not Available

Chemspider ID

287834

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

325065

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 Fukinanolide (HMDB0303560)

MOL for HMDB0303560 (Fukinanolide)

3D MOL for HMDB0303560 (Fukinanolide)

3D SDF for HMDB0303560 (Fukinanolide)

3D-SDF for HMDB0303560 (Fukinanolide)

PDB for HMDB0303560 (Fukinanolide)

3D PDB for HMDB0303560 (Fukinanolide)

SMILES for HMDB0303560 (Fukinanolide)

INCHI for HMDB0303560 (Fukinanolide)

Structure for HMDB0303560 (Fukinanolide)

3D Structure for HMDB0303560 (Fukinanolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra