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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:18:32 UTC

Update Date

2022-03-07 02:55:36 UTC

HMDB ID

HMDB0038027

Secondary Accession Numbers

HMDB38027

Metabolite Identification

Common Name

beta-Ionyl acetate

Description

beta-Ionyl acetate, also known as b-ionyl acetic acid, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on beta-Ionyl acetate.

Structure

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

HMDB0038027
     RDKit          3D
beta-Ionyl acetate
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.5012   -1.4796   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456   -1.4414   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2559   -2.3695   -0.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -0.4541   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6206   -0.4760    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    0.7336    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -0.5988    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    0.4683    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0337    0.5858    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    1.7606   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    2.8833   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0639    1.9894   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.6842   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3088   -0.3808    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8395   -0.6239    0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5656   -1.7099   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -1.1841    1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8949   -0.9233   -3.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578   -2.5473   -3.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -1.1082   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.3665    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    1.5932    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094    1.0360    1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.4801    1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324   -1.5151    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104    1.3768   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    2.7468   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    3.0887    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2475    3.7987   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    2.3663    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    2.7591   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009    0.4198   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8502    0.8544   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217   -1.3499    0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -0.1697    1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744   -1.9109   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154   -2.6643   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.4446   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -0.5879    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652   -1.0582    2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2704   -2.2612    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END


  Mrv0541 02241219372D          

 17 17  0  0  0  0            999 V2000
    1.3633    1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124    1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7692    0.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633    0.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1721    0.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -0.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341   -0.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6341    0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124    0.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7428    0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7428   -2.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -1.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721   -1.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4348   -0.7730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  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>
HMDB0038027

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(OC(C)=O)\C=C\C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-11-7-6-10-15(4,5)14(11)9-8-12(2)17-13(3)16/h8-9,12H,6-7,10H2,1-5H3/b9-8+

> <INCHI_KEY>
WODKSVNXBYBTQC-CMDGGOBGSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.005195867240644

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
3.483424044666666

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.012657867667903

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
71.9739

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0038027
     RDKit          3D
beta-Ionyl acetate
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.5012   -1.4796   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456   -1.4414   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2559   -2.3695   -0.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -0.4541   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6206   -0.4760    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    0.7336    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -0.5988    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    0.4683    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0337    0.5858    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    1.7606   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    2.8833   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0639    1.9894   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.6842   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3088   -0.3808    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8395   -0.6239    0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5656   -1.7099   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -1.1841    1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8949   -0.9233   -3.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578   -2.5473   -3.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -1.1082   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.3665    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    1.5932    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094    1.0360    1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.4801    1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324   -1.5151    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104    1.3768   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    2.7468   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    3.0887    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2475    3.7987   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    2.3663    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    2.7591   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009    0.4198   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8502    0.8544   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217   -1.3499    0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -0.1697    1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744   -1.9109   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154   -2.6643   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.4446   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -0.5879    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652   -1.0582    2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2704   -2.2612    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  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       2.545   3.022   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.335   3.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.023   3.022   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.303   0.152   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.545   1.510   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.055   1.813   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.335  -3.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.023  -3.025   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.023  -1.512   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.184  -0.755   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.184   0.755   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.023   1.510   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.387   0.755   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.387  -3.780   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.706  -2.984   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.055  -3.731   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.678  -1.443   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2   12                                                       
CONECT    4    5                                                            
CONECT    5    1    4    6   11                                             
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12    3   11   13                                                  
CONECT   13   12                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0038027
HETATM    1  C1  UNL     1       4.501  -1.480  -2.850  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.946  -1.441  -1.466  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.256  -2.369  -0.647  1.00  0.00           O  
HETATM    4  O2  UNL     1       3.107  -0.454  -1.009  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.621  -0.476   0.301  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.074   0.734   1.101  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.119  -0.599   0.343  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.420   0.468   0.109  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.034   0.586   0.096  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.571   1.761  -0.170  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.638   2.883  -0.437  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.064   1.989  -0.224  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.766   0.684  -0.535  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.309  -0.381   0.397  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.839  -0.624   0.395  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.566  -1.710  -0.642  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.466  -1.184   1.773  1.00  0.00           C  
HETATM   18  H1  UNL     1       3.895  -0.923  -3.562  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.558  -2.547  -3.167  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.557  -1.108  -2.834  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.009  -1.367   0.850  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.295   1.593   0.449  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.209   1.036   1.740  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.908   0.480   1.785  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.632  -1.515   0.550  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.010   1.377  -0.103  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.075   2.747  -1.392  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.032   3.089   0.418  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.247   3.799  -0.578  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.456   2.366   0.738  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.248   2.759  -0.982  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.601   0.420  -1.596  1.00  0.00           H  
HETATM   33  H16 UNL     1      -4.850   0.854  -0.367  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.822  -1.350   0.121  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.714  -0.170   1.418  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.474  -1.911  -1.255  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.315  -2.664  -0.160  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.780  -1.445  -1.348  1.00  0.00           H  
HETATM   39  H22 UNL     1      -0.677  -0.588   2.268  1.00  0.00           H  
HETATM   40  H23 UNL     1      -2.365  -1.058   2.423  1.00  0.00           H  
HETATM   41  H24 UNL     1      -1.270  -2.261   1.733  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    7   21
CONECT    6   22   23   24
CONECT    7    8    8   25
CONECT    8    9   26
CONECT    9   10   10   15
CONECT   10   11   12
CONECT   11   27   28   29
CONECT   12   13   30   31
CONECT   13   14   32   33
CONECT   14   15   34   35
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   39   40   41
END

HMDB0038027
     RDKit          3D
beta-Ionyl acetate
 41 41  0  0  0  0  0  0  0  0999 V2000
    4.5012   -1.4796   -2.8504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456   -1.4414   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2559   -2.3695   -0.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -0.4541   -1.0088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6206   -0.4760    0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    0.7336    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188   -0.5988    0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    0.4683    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0337    0.5858    0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712    1.7606   -0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    2.8833   -0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0639    1.9894   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.6842   -0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3088   -0.3808    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8395   -0.6239    0.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5656   -1.7099   -0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -1.1841    1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8949   -0.9233   -3.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578   -2.5473   -3.1675 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5570   -1.1082   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0088   -1.3665    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2947    1.5932    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094    1.0360    1.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.4801    1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6324   -1.5151    0.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0104    1.3768   -0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0753    2.7468   -1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0324    3.0887    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2475    3.7987   -0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    2.3663    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483    2.7591   -0.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6009    0.4198   -1.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8502    0.8544   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8217   -1.3499    0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143   -0.1697    1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4744   -1.9109   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154   -2.6643   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799   -1.4446   -1.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769   -0.5879    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3652   -1.0582    2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2704   -2.2612    1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
b-Ionyl acetate	Generator
b-Ionyl acetic acid	Generator
beta-Ionyl acetic acid	Generator
Β-ionyl acetate	Generator
Β-ionyl acetic acid	Generator
FEMA 3844	HMDB
(3E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetic acid	Generator

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate

Traditional Name

(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate

CAS Registry Number

22030-19-9

SMILES

CC(OC(C)=O)\C=C\C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C15H24O2/c1-11-7-6-10-15(4,5)14(11)9-8-12(2)17-13(3)16/h8-9,12H,6-7,10H2,1-5H3/b9-8+

InChI Key

WODKSVNXBYBTQC-CMDGGOBGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Taste

Sweet

Odor

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038027)

Source

Endogenous

Endogenous (HMDB: HMDB0038027)

Animal

Animal (HMDB: HMDB0038027)

Exogenous

Food

Food (HMDB: HMDB0038027)

Exogenous (HMDB: HMDB0038027)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038027)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038027)

Lipid metabolism pathway (HMDB: HMDB0038027)

Cellular process

Cell signaling (HMDB: HMDB0038027)

Biochemical process

Lipid transport (HMDB: HMDB0038027)

Role

Biological role

Energy source (HMDB: HMDB0038027)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038027)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038027)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	120.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.42 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.890 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.037 g/L	ALOGPS
logP	5.07	ALOGPS
logP	3.48	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-7	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	4	ChemAxon
Refractivity	71.97 m³·mol⁻¹	ChemAxon
Polarizability	28.01 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	159.433	31661259
DarkChem	[M-H]-	154.403	31661259
DeepCCS	[M+H]+	162.265	30932474
DeepCCS	[M-H]-	159.907	30932474
DeepCCS	[M-2H]-	192.793	30932474
DeepCCS	[M+Na]+	168.358	30932474
AllCCS	[M+H]+	158.4	32859911
AllCCS	[M+H-H2O]+	154.8	32859911
AllCCS	[M+NH4]+	161.8	32859911
AllCCS	[M+Na]+	162.7	32859911
AllCCS	[M-H]-	163.4	32859911
AllCCS	[M+Na-2H]-	164.2	32859911
AllCCS	[M+HCOO]-	165.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.57 minutes	32390414
Predicted by Siyang on May 30, 2022	19.948 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.21 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2745.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	615.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	231.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	363.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	226.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	765.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	790.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1712.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	570.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1676.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	612.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	469.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	422.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	579.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
beta-Ionyl acetate	CC(OC(C)=O)\C=C\C1=C(C)CCCC1(C)C	2045.8	Standard polar	33892256
beta-Ionyl acetate	CC(OC(C)=O)\C=C\C1=C(C)CCCC1(C)C	1584.2	Standard non polar	33892256
beta-Ionyl acetate	CC(OC(C)=O)\C=C\C1=C(C)CCCC1(C)C	1621.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r7-8910000000-c8e7ed604370e1cbe3c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - beta-Ionyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 10V, Positive-QTOF	splash10-002r-2950000000-0c62d2bca85bffd3d32e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 20V, Positive-QTOF	splash10-004r-4900000000-ad277f5789059fda8632	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 40V, Positive-QTOF	splash10-014l-9500000000-c7a5f680d1004ca29e60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 10V, Negative-QTOF	splash10-000l-3980000000-c804f0e2f67980ea17d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 20V, Negative-QTOF	splash10-052f-7930000000-65afd5b3c1b72c4d1875	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 40V, Negative-QTOF	splash10-0a6u-9700000000-1c9a42f5511a48da9db6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 10V, Negative-QTOF	splash10-056r-4900000000-8e1d103587c0b717ccc5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 20V, Negative-QTOF	splash10-0a4i-9200000000-9e00621812485a264f10	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 40V, Negative-QTOF	splash10-0a4i-9600000000-141828baa33f12c31008	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 10V, Positive-QTOF	splash10-004r-0900000000-4257a1a46c0763c9c539	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 20V, Positive-QTOF	splash10-0079-4900000000-839d0cef8e237a63c638	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - beta-Ionyl acetate 40V, Positive-QTOF	splash10-0ac3-5900000000-4055aa70fe4d28ad7696	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017237

KNApSAcK ID

Not Available

Chemspider ID

4705180

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5797328

PDB ID

Not Available

ChEBI ID

169755

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1015871

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for beta-Ionyl acetate (HMDB0038027)

MOL for HMDB0038027 (beta-Ionyl acetate)

3D MOL for HMDB0038027 (beta-Ionyl acetate)

3D SDF for HMDB0038027 (beta-Ionyl acetate)

3D-SDF for HMDB0038027 (beta-Ionyl acetate)

PDB for HMDB0038027 (beta-Ionyl acetate)

3D PDB for HMDB0038027 (beta-Ionyl acetate)

SMILES for HMDB0038027 (beta-Ionyl acetate)

INCHI for HMDB0038027 (beta-Ionyl acetate)

Structure for HMDB0038027 (beta-Ionyl acetate)

3D Structure for HMDB0038027 (beta-Ionyl acetate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra