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Showing metabocard for Curzerenone (HMDB0036155)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:13:06 UTC
Update Date2022-03-07 02:54:48 UTC
HMDB IDHMDB0036155
Secondary Accession Numbers
  • HMDB36155
Metabolite Identification
Common NameCurzerenone
DescriptionCurzerenone belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a significant number of articles have been published on Curzerenone.
Structure
Data?1563862829
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0036155 (Curzerenone)


  Mrv0541 05061308542D          

 17 18  0  0  0  0            999 V2000
    4.6951    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6345    0.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1648   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0036155 (Curzerenone)

HMDB0036155
     RDKit          3D
Curzerenone
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.9803   -1.3461    1.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.6645    1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725   -0.6964   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4169   -0.8289   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -1.8380   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582   -1.6767   -0.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752   -2.4799   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4192   -1.8636   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -0.5456   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025    0.5582   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -0.4382   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288    0.7255   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373    1.6487    0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    0.6516   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.7733   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    2.5271   -1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022    2.1569    1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -1.9073    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -1.3603    3.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2959   -0.1298    1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.3772   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207   -1.9117   -0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353   -0.4203    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032   -2.1376   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466   -2.7415   -0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -2.3512   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355    1.2436    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108    0.2221    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857    1.1637   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    0.5562   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    2.2928   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    3.3696   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    3.1689    1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    2.2008    1.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925    1.4556    1.4615 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 15 17  1  0
 14  3  1  0
 11  6  2  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END
Download

3D SDF for HMDB0036155 (Curzerenone)


  Mrv0541 05061308542D          

 17 18  0  0  0  0            999 V2000
    4.6951    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6345    0.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1648   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  2  0  0  0  0
  9  2  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  2  0  0  0  0
 13  9  1  0  0  0  0
 14 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036155

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O2/c1-6-15(5)7-11-12(10(4)8-17-11)14(16)13(15)9(2)3/h6,8,13H,1-2,7H2,3-5H3

> <INCHI_KEY>
ZVMJXSJCBLRAPD-UHFFFAOYSA-N

> <FORMULA>
C15H18O2

> <MOLECULAR_WEIGHT>
230.3022

> <EXACT_MASS>
230.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
25.990784828530842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran-4-one

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
3.3534603653333335

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.612283172663727

> <JCHEM_PKA_STRONGEST_BASIC>
-3.516580417203723

> <JCHEM_POLAR_SURFACE_AREA>
30.21

> <JCHEM_REFRACTIVITY>
69.0832

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0036155 (Curzerenone)

HMDB0036155
     RDKit          3D
Curzerenone
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.9803   -1.3461    1.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0057   -0.6645    1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725   -0.6964   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4169   -0.8289   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2073   -1.8380   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2582   -1.6767   -0.6096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2752   -2.4799   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4192   -1.8636   -0.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -0.5456   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1025    0.5582   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7822   -0.4382   -0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9288    0.7255   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4373    1.6487    0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4362    0.6516   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981    1.7733   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    2.5271   -1.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7022    2.1569    1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -1.9073    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0558   -1.3603    3.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2959   -0.1298    1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4677   -0.3772   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207   -1.9117   -0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353   -0.4203    0.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5032   -2.1376   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466   -2.7415   -0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -2.3512   -0.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355    1.2436    0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108    0.2221    0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857    1.1637   -1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384    0.5562   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099    2.2928   -2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4156    3.3696   -1.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    3.1689    1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    2.2008    1.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4925    1.4556    1.4615 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 15 17  1  0
 14  3  1  0
 11  6  2  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
 10 27  1  0
 10 28  1  0
 10 29  1  0
 14 30  1  0
 16 31  1  0
 16 32  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
M  END
Download

PDB for HMDB0036155 (Curzerenone)

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       8.764   0.379   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925  -2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.784   0.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.774  -0.800   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.126  -0.057   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5   15                                                            
CONECT    6    1   15                                                       
CONECT    7   11   15                                                       
CONECT    8   10   17                                                       
CONECT    9    2    3   13                                                  
CONECT   10    4    8   12                                                  
CONECT   11    7   12   17                                                  
CONECT   12   10   11   14                                                  
CONECT   13    9   14   15                                                  
CONECT   14   12   13   16                                                  
CONECT   15    5    6    7   13                                             
CONECT   16   14                                                            
CONECT   17    8   11                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END
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3D PDB for HMDB0036155 (Curzerenone)

COMPND    HMDB0036155
HETATM    1  C1  UNL     1      -1.980  -1.346   1.996  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.006  -0.665   1.365  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.973  -0.696  -0.124  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.417  -0.829  -0.590  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.207  -1.838  -0.644  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.258  -1.677  -0.610  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.275  -2.480  -0.798  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.419  -1.864  -0.657  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.181  -0.546  -0.350  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.103   0.558  -0.093  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.782  -0.438  -0.323  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.929   0.725  -0.048  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.437   1.649   0.595  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.436   0.652  -0.575  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.298   1.773  -0.263  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.774   2.527  -1.237  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.702   2.157   1.137  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.728  -1.907   1.452  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.056  -1.360   3.072  1.00  0.00           H  
HETATM   20  H3  UNL     1      -0.296  -0.130   1.955  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.468  -0.377  -1.601  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.621  -1.912  -0.683  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.135  -0.420   0.117  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.503  -2.138  -1.676  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.447  -2.741  -0.011  1.00  0.00           H  
HETATM   26  H9  UNL     1       4.375  -2.351  -0.772  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.736   1.244   0.693  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.111   0.222   0.249  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.186   1.164  -1.025  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.338   0.556  -1.679  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.510   2.293  -2.255  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.416   3.370  -1.063  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.157   3.169   1.166  1.00  0.00           H  
HETATM   34  H17 UNL     1      -0.831   2.201   1.817  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.493   1.456   1.462  1.00  0.00           H  
CONECT    1    2    2   18   19
CONECT    2    3   20
CONECT    3    4    5   14
CONECT    4   21   22   23
CONECT    5    6   24   25
CONECT    6    7   11   11
CONECT    7    8
CONECT    8    9    9   26
CONECT    9   10   11
CONECT   10   27   28   29
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   30
CONECT   15   16   16   17
CONECT   16   31   32
CONECT   17   33   34   35
END
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SMILES for HMDB0036155 (Curzerenone)

CC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C
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INCHI for HMDB0036155 (Curzerenone)

InChI=1S/C15H18O2/c1-6-15(5)7-11-12(10(4)8-17-11)14(16)13(15)9(2)3/h6,8,13H,1-2,7H2,3-5H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
ZedoaroneHMDB
Chemical FormulaC15H18O2
Average Molecular Weight230.3022
Monoisotopic Molecular Weight230.13067982
IUPAC Name6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-1-benzofuran-4-one
Traditional Name6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-5,7-dihydro-1-benzofuran-4-one
CAS Registry Number20493-56-5
SMILES
CC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C
InChI Identifier
InChI=1S/C15H18O2/c1-6-15(5)7-11-12(10(4)8-17-11)14(16)13(15)9(2)3/h6,8,13H,1-2,7H2,3-5H3
InChI KeyZVMJXSJCBLRAPD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • Menthofuran monoterpenoid
  • Aromatic monoterpenoid
  • Bicyclic monoterpenoid
  • Benzofuran
  • Aryl ketone
  • Aryl alkyl ketone
  • Furan
  • Heteroaromatic compound
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point320.00 to 321.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.44 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.315 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP3.6ALOGPS
logP3.35ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)18.61ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity69.08 m³·mol⁻¹ChemAxon
Polarizability25.99 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.44331661259
DarkChem[M-H]-149.8131661259
DeepCCS[M+H]+155.31630932474
DeepCCS[M-H]-152.95830932474
DeepCCS[M-2H]-186.19230932474
DeepCCS[M+Na]+161.40930932474
AllCCS[M+H]+150.432859911
AllCCS[M+H-H2O]+146.532859911
AllCCS[M+NH4]+154.132859911
AllCCS[M+Na]+155.132859911
AllCCS[M-H]-157.732859911
AllCCS[M+Na-2H]-157.632859911
AllCCS[M+HCOO]-157.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CurzerenoneCC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C2232.7Standard polar33892256
CurzerenoneCC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C1673.3Standard non polar33892256
CurzerenoneCC(=C)C1C(=O)C2=C(CC1(C)C=C)OC=C2C1612.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Curzerenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9530000000-5ce127ab411f7b319d4f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Curzerenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Curzerenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 10V, Positive-QTOFsplash10-001i-0190000000-ac2e3fde2c9d43ceb56e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 20V, Positive-QTOFsplash10-0fsm-6960000000-18f3d545eb8ff6645f892015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 40V, Positive-QTOFsplash10-0uxr-9200000000-4000e91bc6bbbfebfe8b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 10V, Negative-QTOFsplash10-004i-0090000000-98523e97b271e04856d42015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 20V, Negative-QTOFsplash10-004i-0290000000-203d2685f68ba5b1b43e2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 40V, Negative-QTOFsplash10-007t-4910000000-c484fc471fbe855a0e552015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 10V, Positive-QTOFsplash10-001i-0090000000-c656b3b03b821390fc7a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 20V, Positive-QTOFsplash10-001i-7950000000-21dcf4dda75619d253592021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 40V, Positive-QTOFsplash10-000m-9200000000-e653b399f864f5e7132b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 10V, Negative-QTOFsplash10-004i-0090000000-fb2ff0c6ce4213f1f3762021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 20V, Negative-QTOFsplash10-004i-0290000000-b7fbbb4e9bc022dabbcc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Curzerenone 40V, Negative-QTOFsplash10-01p9-3930000000-591264b61acf25ee00fd2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 IDFDB015007
KNApSAcK IDC00011972
Chemspider ID4474745
KEGG Compound IDC16943
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCurzerenone
METLIN IDNot Available
PubChem Compound5315433
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1389501
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.