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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:52:54 UTC

Update Date

2022-03-07 02:55:25 UTC

HMDB ID

HMDB0037631

Secondary Accession Numbers

HMDB37631

Metabolite Identification

Common Name

3-Methyl-alpha-ionyl acetate

Description

3-Methyl-alpha-ionyl acetate, also known as methyl-a-ionyl acetic acid or fema 3845, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on 3-Methyl-alpha-ionyl acetate.

Structure

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

HMDB0037631
     RDKit          3D
3-Methyl-alpha-ionyl acetate
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.3221   -1.7578    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4934   -0.5322    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081    0.5857   -0.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755   -0.5365    0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.6154    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278    0.9822    2.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972    0.3565   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.0199   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406    0.4634    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.1942   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.4995   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.5955   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672    1.7796   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663    0.7383    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.6485   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0423   -0.9232   -0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.1363   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -1.3619    1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3744   -1.4394    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453   -2.2305   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860   -2.4635    1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817    1.4492    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.2061    2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815    1.1910    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628    1.8874    2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.0735   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    0.7105   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -1.0547   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2652    0.7333    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066   -0.0728   -1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.5928   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122    3.5894   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    2.4982   -2.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    2.7974   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369    0.9129    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    0.8781    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054   -1.3629    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8681   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.8338   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -2.6786   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001   -1.7670   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734   -1.7933    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -2.1537    1.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -0.5488    2.1025 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END


  Mrv0541 05061309542D          

 18 18  0  0  0  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11  1  1  0  0  0  0
 11  8  2  0  0  0  0
 12  2  1  0  0  0  0
 12 10  2  0  0  0  0
 13  3  1  0  0  0  0
 13 12  1  0  0  0  0
 14  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16  5  1  0  0  0  0
 16  6  1  0  0  0  0
 16  9  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  2  0  0  0  0
 18 13  1  0  0  0  0
 18 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037631

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O2/c1-11-8-7-9-16(5,6)15(11)10-12(2)13(3)18-14(4)17/h8,10,13,15H,7,9H2,1-6H3/b12-10+

> <INCHI_KEY>
TYUPZTIJMKMYHL-ZRDIBKRKSA-N

> <FORMULA>
C16H26O2

> <MOLECULAR_WEIGHT>
250.3764

> <EXACT_MASS>
250.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.42570000166721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
3.7704431410000017

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.013214613988919

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
76.5225

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-02 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0037631
     RDKit          3D
3-Methyl-alpha-ionyl acetate
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.3221   -1.7578    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4934   -0.5322    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081    0.5857   -0.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755   -0.5365    0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.6154    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278    0.9822    2.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972    0.3565   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.0199   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406    0.4634    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.1942   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.4995   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.5955   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672    1.7796   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663    0.7383    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.6485   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0423   -0.9232   -0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.1363   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -1.3619    1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3744   -1.4394    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453   -2.2305   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860   -2.4635    1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817    1.4492    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.2061    2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815    1.1910    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628    1.8874    2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.0735   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    0.7105   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -1.0547   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2652    0.7333    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066   -0.0728   -1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.5928   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122    3.5894   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    2.4982   -2.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    2.7974   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369    0.9129    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    0.8781    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054   -1.3629    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8681   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.8338   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -2.6786   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001   -1.7670   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734   -1.7933    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -2.1537    1.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -0.5488    2.1025 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END

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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.002   1.540   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   16                                                            
CONECT    6   16                                                            
CONECT    7    8    9                                                       
CONECT    8    7   11                                                       
CONECT    9    7   16                                                       
CONECT   10   12   15                                                       
CONECT   11    1    8   15                                                  
CONECT   12    2   10   13                                                  
CONECT   13    3   12   18                                                  
CONECT   14    4   17   18                                                  
CONECT   15   10   11   16                                                  
CONECT   16    5    6    9   15                                             
CONECT   17   14                                                            
CONECT   18   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0037631
HETATM    1  C1  UNL     1       5.322  -1.758   0.332  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.493  -0.532   0.344  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.908   0.586  -0.072  1.00  0.00           O  
HETATM    4  O2  UNL     1       3.175  -0.537   0.823  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.380   0.615   0.839  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.928   0.982   2.231  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.197   0.357  -0.057  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.376  -0.020  -1.466  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.041   0.463   0.409  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.202   0.194  -0.527  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.859   1.499  -0.695  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.086   2.596  -1.385  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.067   1.780  -0.289  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.866   0.738   0.394  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.521  -0.648  -0.059  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.042  -0.923  -0.040  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.812  -2.136  -0.921  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.698  -1.362   1.370  1.00  0.00           C  
HETATM   19  H1  UNL     1       6.374  -1.439   0.533  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.345  -2.230  -0.693  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.986  -2.464   1.099  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.982   1.449   0.424  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.322   0.206   2.706  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.782   1.191   2.904  1.00  0.00           H  
HETATM   25  H7  UNL     1       1.263   1.887   2.122  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.479  -0.073  -1.681  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.976   0.710  -2.191  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.005  -1.055  -1.696  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.265   0.733   1.425  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.807  -0.073  -1.537  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.030   2.593  -1.048  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.512   3.589  -1.132  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.116   2.498  -2.476  1.00  0.00           H  
HETATM   34  H16 UNL     1      -3.492   2.797  -0.457  1.00  0.00           H  
HETATM   35  H17 UNL     1      -4.937   0.913   0.073  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.851   0.878   1.474  1.00  0.00           H  
HETATM   37  H19 UNL     1      -4.005  -1.363   0.641  1.00  0.00           H  
HETATM   38  H20 UNL     1      -3.935  -0.868  -1.064  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.646  -2.834  -0.781  1.00  0.00           H  
HETATM   40  H22 UNL     1      -0.888  -2.679  -0.641  1.00  0.00           H  
HETATM   41  H23 UNL     1      -1.800  -1.767  -1.967  1.00  0.00           H  
HETATM   42  H24 UNL     1      -0.673  -1.793   1.431  1.00  0.00           H  
HETATM   43  H25 UNL     1      -2.392  -2.154   1.716  1.00  0.00           H  
HETATM   44  H26 UNL     1      -1.749  -0.549   2.103  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    7   22
CONECT    6   23   24   25
CONECT    7    8    9    9
CONECT    8   26   27   28
CONECT    9   10   29
CONECT   10   11   16   30
CONECT   11   12   13   13
CONECT   12   31   32   33
CONECT   13   14   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   18
CONECT   17   39   40   41
CONECT   18   42   43   44
END

HMDB0037631
     RDKit          3D
3-Methyl-alpha-ionyl acetate
 44 44  0  0  0  0  0  0  0  0999 V2000
    5.3221   -1.7578    0.3323 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4934   -0.5322    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081    0.5857   -0.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1755   -0.5365    0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796    0.6154    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9278    0.9822    2.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972    0.3565   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.0199   -1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0406    0.4634    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.1942   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8594    1.4995   -0.6948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    2.5955   -1.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672    1.7796   -0.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663    0.7383    0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5212   -0.6485   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0423   -0.9232   -0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -2.1363   -0.9208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -1.3619    1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3744   -1.4394    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453   -2.2305   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9860   -2.4635    1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817    1.4492    0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.2061    2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7815    1.1910    2.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628    1.8874    2.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794   -0.0735   -1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    0.7105   -2.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -1.0547   -1.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2652    0.7333    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8066   -0.0728   -1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    2.5928   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122    3.5894   -1.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1162    2.4982   -2.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4917    2.7974   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369    0.9129    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8511    0.8781    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0054   -1.3629    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351   -0.8681   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6457   -2.8338   -0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -2.6786   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001   -1.7670   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734   -1.7933    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3924   -2.1537    1.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -0.5488    2.1025 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 10  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetate	ChEBI
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetate	ChEBI
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetate	ChEBI
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetate	ChEBI
FEMA 3845	ChEBI
Methyl alpha-ionylacetate	ChEBI
Methyl-alpha-ionyl acetate	ChEBI
(3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-yl acetic acid	Generator
1,2-Dimethyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)propen-1-yl acetic acid	Generator
3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-ol acetic acid	Generator
3-Methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-yl acetic acid	Generator
Methyl a-ionylacetate	Generator
Methyl a-ionylacetic acid	Generator
Methyl alpha-ionylacetic acid	Generator
Methyl α-ionylacetate	Generator
Methyl α-ionylacetic acid	Generator
Methyl-a-ionyl acetate	Generator
Methyl-a-ionyl acetic acid	Generator
Methyl-alpha-ionyl acetic acid	Generator
Methyl-α-ionyl acetate	Generator
Methyl-α-ionyl acetic acid	Generator
3-Methyl-a-ionyl acetate	Generator
3-Methyl-a-ionyl acetic acid	Generator
3-Methyl-alpha-ionyl acetic acid	Generator
3-Methyl-α-ionyl acetate	Generator
3-Methyl-α-ionyl acetic acid	Generator
a-Isomethylionyl acetate	HMDB
alpha-Isomethylionyl acetate	HMDB
(3E)-3-Methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl acetic acid	Generator

Chemical Formula

C₁₆H₂₆O₂

Average Molecular Weight

250.3764

Monoisotopic Molecular Weight

250.193280076

IUPAC Name

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

Traditional Name

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

CAS Registry Number

68555-61-3

SMILES

CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C

InChI Identifier

InChI=1S/C16H26O2/c1-11-8-7-9-16(5,6)15(11)10-12(2)13(3)18-14(4)17/h8,10,13,15H,7,9H2,1-6H3/b12-10+

InChI Key

TYUPZTIJMKMYHL-ZRDIBKRKSA-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

Cytoplasm (HMDB: HMDB0037631)
Cell membrane (HMDB: HMDB0037631)

Cellular substructure

Extracellular (HMDB: HMDB0037631)
Membrane (HMDB: HMDB0037631)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037631)

Source

Endogenous

Endogenous (HMDB: HMDB0037631)

Animal

Animal (HMDB: HMDB0037631)

Exogenous

Food

Food (HMDB: HMDB0037631)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037631)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037631)

Cellular process

Cell signaling (HMDB: HMDB0037631)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037631)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037631)

Nutrient

Nutrient (HMDB: HMDB0037631)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037631)

Food and nutrition

Food additive

Flavoring agent

Flavoring agent (HMDB: HMDB0037631)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	90.00 °C. @ 1.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.15 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.824 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.035 g/L	ALOGPS
logP	5.62	ALOGPS
logP	3.77	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	76.52 m³·mol⁻¹	ChemAxon
Polarizability	29.43 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]+	160.072	31661259
DarkChem	[M-H]-	158.184	31661259
DeepCCS	[M+H]+	166.515	30932474
DeepCCS	[M-H]-	164.157	30932474
DeepCCS	[M-2H]-	197.043	30932474
DeepCCS	[M+Na]+	172.608	30932474
AllCCS	[M+H]+	161.0	32859911
AllCCS	[M+H-H2O]+	157.6	32859911
AllCCS	[M+NH4]+	164.3	32859911
AllCCS	[M+Na]+	165.2	32859911
AllCCS	[M-H]-	168.3	32859911
AllCCS	[M+Na-2H]-	168.9	32859911
AllCCS	[M+HCOO]-	169.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methyl-alpha-ionyl acetate	CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C	1960.6	Standard polar	33892256
3-Methyl-alpha-ionyl acetate	CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C	1636.2	Standard non polar	33892256
3-Methyl-alpha-ionyl acetate	CC(OC(C)=O)C(\C)=C\C1C(C)=CCCC1(C)C	1601.9	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 - 3-Methyl-alpha-ionyl acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p6-9820000000-0b48363f97fa39a3df0b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyl-alpha-ionyl acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methyl-alpha-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 - 3-Methyl-alpha-ionyl acetate 10V, Positive-QTOF	splash10-0udi-0690000000-52a8d9384e805728f065	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Positive-QTOF	splash10-000l-3920000000-a3254e225133c0b0424f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Positive-QTOF	splash10-0fsi-9310000000-537d0fd25462bb225c05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Negative-QTOF	splash10-0002-1190000000-c5dff820b4785015fa6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Negative-QTOF	splash10-0a4i-4490000000-9c3406c3cfe8966b5591	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Negative-QTOF	splash10-06r6-6910000000-ecba050f516e81b14d3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Positive-QTOF	splash10-0f7c-1920000000-1b25528500ca04897633	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Positive-QTOF	splash10-01bi-4900000000-797a7867013c8ef3a06d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Positive-QTOF	splash10-014i-9700000000-b1b5c398ee92e5511f06	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 10V, Negative-QTOF	splash10-0a4i-2290000000-a7931d2e64e65058b836	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 20V, Negative-QTOF	splash10-0a4i-9300000000-c05cadaa265b92adf002	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methyl-alpha-ionyl acetate 40V, Negative-QTOF	splash10-0a4i-9000000000-9e843328c1bcec52a520	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB016747

KNApSAcK ID

Not Available

Chemspider ID

4942023

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6437467

PDB ID

Not Available

ChEBI ID

138772

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1046891

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 ]
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Showing metabocard for 3-Methyl-alpha-ionyl acetate (HMDB0037631)

MOL for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

3D MOL for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

3D SDF for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

3D-SDF for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

PDB for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

3D PDB for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

SMILES for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

INCHI for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

Structure for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

3D Structure for HMDB0037631 (3-Methyl-alpha-ionyl acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra