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Showing metabocard for Isomintlactone (HMDB0036084)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:09:11 UTC
Update Date2022-03-07 02:54:46 UTC
HMDB IDHMDB0036084
Secondary Accession Numbers
  • HMDB36084
Metabolite Identification
Common NameIsomintlactone
DescriptionIsomintlactone belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Isomintlactone is found, on average, in the highest concentration within peppermints (Mentha X piperita). Isomintlactone has also been detected, but not quantified in, herbs and spices. This could make isomintlactone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isomintlactone.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036084 (Isomintlactone)

  Mrv0541 02241217072D          

 12 13  0  0  0  0            999 V2000
    1.5668    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5668   -1.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1547   -0.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  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
M  END
Download

3D MOL for HMDB0036084 (Isomintlactone)

HMDB0036084
     RDKit          3D
Isomintlactone
 26 27  0  0  0  0  0  0  0  0999 V2000
    3.3252   -0.5040    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1704    0.2956   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9272   -0.1001   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2939   -1.3984    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.1722    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8535   -0.1111   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456    0.0174    0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    1.1981   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.9950   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9960    2.0510   -1.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709    1.6717   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372    2.3870   -0.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9722   -1.3302    0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    0.1360    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8289   -0.9535   -0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9063   -1.8673    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -2.0582   -0.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.9358    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666   -2.1354    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8602   -0.3535   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -0.8696    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.9717    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842    0.0263   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619    1.2957    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    2.0401   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.7035   -1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11  2  1  0
  9  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
M  END
Download

3D SDF for HMDB0036084 (Isomintlactone)

  Mrv0541 02241217072D          

 12 13  0  0  0  0            999 V2000
    1.5668    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7418    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468    1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5668   -1.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1646   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3297   -0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1547   -0.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4946    1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  2  0  0  0  0
  3  4  1  0  0  0  0
  3 12  2  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  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
M  END
> <DATABASE_ID>
HMDB0036084

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2=C(C)C(=O)OC2C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h6,9H,3-5H2,1-2H3

> <INCHI_KEY>
VUVQBYIJRDUVHT-UHFFFAOYSA-N

> <FORMULA>
C10H14O2

> <MOLECULAR_WEIGHT>
166.217

> <EXACT_MASS>
166.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
18.454261380943557

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,6-dimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.382486628

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.3174497753173

> <JCHEM_PKA_STRONGEST_BASIC>
-6.88372860506763

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
46.176700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-dimethyl-5,6,7,7a-tetrahydro-4H-1-benzofuran-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036084 (Isomintlactone)

HMDB0036084
     RDKit          3D
Isomintlactone
 26 27  0  0  0  0  0  0  0  0999 V2000
    3.3252   -0.5040    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1704    0.2956   -0.2141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9272   -0.1001   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2939   -1.3984    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -1.1722    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8535   -0.1111   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456    0.0174    0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    1.1981   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1321    0.9950   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9960    2.0510   -1.0361 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2709    1.6717   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372    2.3870   -0.7267 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9722   -1.3302    0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    0.1360    0.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8289   -0.9535   -0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9063   -1.8673    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2890   -2.0582   -0.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0238   -0.9358    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666   -2.1354    0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8602   -0.3535   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5019   -0.8696    0.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4400    0.9717    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9842    0.0263   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619    1.2957    1.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917    2.0401   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2841    0.7035   -1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11  2  1  0
  9  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
M  END
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PDB for HMDB0036084 (Isomintlactone)

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       2.925   0.769   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.385   0.769   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.461   2.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.923   1.539   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.925  -3.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.847  -2.463   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.307  -2.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.923  -1.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.615  -0.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.923  -0.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.155  -0.923   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.923   3.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3   10                                                       
CONECT    5    6                                                            
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    2    8   10                                                  
CONECT   10    4    9   11                                                  
CONECT   11    6   10                                                       
CONECT   12    3                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for HMDB0036084 (Isomintlactone)

COMPND    HMDB0036084
HETATM    1  C1  UNL     1       3.325  -0.504   0.315  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.170   0.296  -0.214  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.927  -0.100  -0.306  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.294  -1.398   0.068  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.100  -1.172   0.610  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.854  -0.111  -0.120  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.246   0.017   0.393  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.062   1.198  -0.003  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.132   0.995  -0.910  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.996   2.051  -1.036  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.271   1.672  -0.673  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.337   2.387  -0.727  1.00  0.00           O  
HETATM   13  H1  UNL     1       2.972  -1.330   0.952  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.026   0.136   0.886  1.00  0.00           H  
HETATM   15  H3  UNL     1       3.829  -0.954  -0.557  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.906  -1.867   0.855  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.289  -2.058  -0.805  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.024  -0.936   1.674  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.667  -2.135   0.479  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.860  -0.354  -1.213  1.00  0.00           H  
HETATM   21  H9  UNL     1      -3.502  -0.870   0.994  1.00  0.00           H  
HETATM   22  H10 UNL     1      -3.440   0.972   0.935  1.00  0.00           H  
HETATM   23  H11 UNL     1      -3.984   0.026  -0.462  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.762   1.296   1.048  1.00  0.00           H  
HETATM   25  H13 UNL     1      -1.692   2.040  -0.281  1.00  0.00           H  
HETATM   26  H14 UNL     1      -0.284   0.704  -1.902  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3    3   11
CONECT    3    4    9
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7    8   20
CONECT    7   21   22   23
CONECT    8    9   24   25
CONECT    9   10   26
CONECT   10   11
CONECT   11   12   12
END
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SMILES for HMDB0036084 (Isomintlactone)

CC1CCC2=C(C)C(=O)OC2C1
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INCHI for HMDB0036084 (Isomintlactone)

InChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h6,9H,3-5H2,1-2H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(+)-IsomintlactoneHMDB
5,6,7,7a-tetrahydro-3,6-Dimethyl-(4H)-benzofuran-2-oneHMDB
5,6,7,7a-tetrahydro-3,6-Dimethyl-2(4H)-benzofuranoneHMDB
MenthalactoneHMDB
MintlactoneHMDB, MeSH
IsomintlactoneMeSH
Chemical FormulaC10H14O2
Average Molecular Weight166.217
Monoisotopic Molecular Weight166.099379692
IUPAC Name3,6-dimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one
Traditional Name3,6-dimethyl-5,6,7,7a-tetrahydro-4H-1-benzofuran-2-one
CAS Registry Number75684-66-1
SMILES
CC1CCC2=C(C)C(=O)OC2C1
InChI Identifier
InChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h6,9H,3-5H2,1-2H3
InChI KeyVUVQBYIJRDUVHT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzofurans
Sub ClassNot Available
Direct ParentBenzofurans
Alternative Parents
Substituents
  • Benzofuran
  • 2-furanone
  • Dihydrofuran
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point77 - 79 °CNot Available
Boiling Point303.73 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1421 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.811 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB014920
KNApSAcK IDC00010950
Chemspider ID85151
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound94349
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1596001
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .