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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:17 UTC

Update Date

2022-03-07 02:53:19 UTC

HMDB ID

HMDB0032342

Secondary Accession Numbers

HMDB32342

Metabolite Identification

Common Name

Isobornyl isobutyrate

Description

Isobornyl isobutyrate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on Isobornyl isobutyrate.

Structure

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

HMDB0032342
     RDKit          3D
Isobornyl isobutyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4146    1.3533    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684   -0.1357    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4812   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -0.6155   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -1.1766   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499   -0.4569    0.1701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139   -0.8599   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8984   -1.8483    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.2209    0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0132   -1.3178   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883   -0.4488   -1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.2006   -0.7282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6315    1.4866   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    0.2681    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    0.6883    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.1001    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675    1.6029    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    1.8222    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    1.8663    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354   -0.6302    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    0.0746   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144   -0.1203    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668   -1.5823   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1538   -1.3453   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -2.0255    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -2.7834   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -1.5186    1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.8929   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0865   -2.3540   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.1092   -2.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    0.2837   -2.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    1.4832   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    1.8808   -1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034    2.2829   -0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5150    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.1616    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.0875    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346    1.3345   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952    2.0896    0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427    0.6648    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END


  Mrv0541 02241221102D          

 16 17  0  0  1  0            999 V2000
   -0.8561   -4.0049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615   -3.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4595   -2.6321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9094   -2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4010    0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4674    0.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -3.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -3.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7290   -4.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032342

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H24O2/c1-9(2)12(15)16-11-8-10-6-7-14(11,5)13(10,3)4/h9-11H,6-8H2,1-5H3/t10-,11-,14+/m0/s1

> <INCHI_KEY>
KRKIAJBQOUBNSE-COPLHBTASA-N

> <FORMULA>
C14H24O2

> <MOLECULAR_WEIGHT>
224.3392

> <EXACT_MASS>
224.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
26.324265489323317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylpropanoate

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
3.674105419999999

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.075553297488168

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
63.667199999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0032342
     RDKit          3D
Isobornyl isobutyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4146    1.3533    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684   -0.1357    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4812   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -0.6155   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -1.1766   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499   -0.4569    0.1701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139   -0.8599   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8984   -1.8483    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.2209    0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0132   -1.3178   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883   -0.4488   -1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.2006   -0.7282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6315    1.4866   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    0.2681    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    0.6883    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.1001    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675    1.6029    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    1.8222    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    1.8663    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354   -0.6302    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    0.0746   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144   -0.1203    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668   -1.5823   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1538   -1.3453   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -2.0255    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -2.7834   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -1.5186    1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.8929   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0865   -2.3540   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.1092   -2.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    0.2837   -2.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    1.4832   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    1.8808   -1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034    2.2829   -0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5150    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.1616    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.0875    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346    1.3345   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952    2.0896    0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427    0.6648    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  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  O   UNK     0      -1.598  -7.476   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.488  -6.408   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.858  -4.913   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.252  -3.846   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.934  -2.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.129  -1.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.614  -2.641   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.063  -3.808   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.700  -3.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.698  -4.657   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.831  -0.250   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.749   0.845   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.739   0.993   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.991  -6.836   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.101  -5.768   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.361  -8.331   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10   11                                             
CONECT   10    9                                                            
CONECT   11    9    6   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0032342
HETATM    1  C1  UNL     1       3.415   1.353   0.759  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.468  -0.136   0.501  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.751  -0.481  -0.224  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.332  -0.615  -0.295  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.494  -1.177  -1.408  1.00  0.00           O  
HETATM    6  O2  UNL     1       1.050  -0.457   0.170  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.114  -0.860  -0.473  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.898  -1.848   0.396  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.253  -1.221   0.615  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.013  -1.318  -0.677  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.188  -0.449  -1.617  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.114   0.201  -0.728  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.631   1.487  -1.229  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.878   0.268   0.582  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.069   0.688   1.740  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.123   1.100   0.477  1.00  0.00           C  
HETATM   17  H1  UNL     1       3.268   1.603   1.826  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.388   1.822   0.458  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.638   1.866   0.154  1.00  0.00           H  
HETATM   20  H4  UNL     1       3.535  -0.630   1.502  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.722   0.075  -1.200  1.00  0.00           H  
HETATM   22  H6  UNL     1       5.614  -0.120   0.348  1.00  0.00           H  
HETATM   23  H7  UNL     1       4.767  -1.582  -0.396  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.154  -1.345  -1.451  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.348  -2.026   1.333  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.034  -2.783  -0.176  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.772  -1.519   1.500  1.00  0.00           H  
HETATM   28  H12 UNL     1      -4.023  -0.893  -0.600  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.086  -2.354  -1.063  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.693  -1.109  -2.376  1.00  0.00           H  
HETATM   31  H15 UNL     1      -2.777   0.284  -2.159  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.356   1.483  -1.708  1.00  0.00           H  
HETATM   33  H17 UNL     1      -1.355   1.881  -1.983  1.00  0.00           H  
HETATM   34  H18 UNL     1      -0.603   2.283  -0.430  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.595   1.515   2.307  1.00  0.00           H  
HETATM   36  H20 UNL     1      -1.039  -0.162   2.482  1.00  0.00           H  
HETATM   37  H21 UNL     1      -0.071   1.087   1.520  1.00  0.00           H  
HETATM   38  H22 UNL     1      -3.435   1.335  -0.539  1.00  0.00           H  
HETATM   39  H23 UNL     1      -2.895   2.090   0.970  1.00  0.00           H  
HETATM   40  H24 UNL     1      -3.943   0.665   1.093  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   12   24
CONECT    8    9   25   26
CONECT    9   10   14   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   14
CONECT   13   32   33   34
CONECT   14   15   16
CONECT   15   35   36   37
CONECT   16   38   39   40
END

HMDB0032342
     RDKit          3D
Isobornyl isobutyrate
 40 41  0  0  0  0  0  0  0  0999 V2000
    3.4146    1.3533    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684   -0.1357    0.5010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7506   -0.4812   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -0.6155   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -1.1766   -1.4076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499   -0.4569    0.1701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139   -0.8599   -0.4731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8984   -1.8483    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534   -1.2209    0.6149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0132   -1.3178   -0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883   -0.4488   -1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144    0.2006   -0.7282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6315    1.4866   -1.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780    0.2681    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689    0.6883    1.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1234    1.1001    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675    1.6029    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    1.8222    0.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379    1.8663    0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5354   -0.6302    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    0.0746   -1.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144   -0.1203    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7668   -1.5823   -0.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1538   -1.3453   -1.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3475   -2.0255    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0345   -2.7834   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717   -1.5186    1.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226   -0.8929   -0.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0865   -2.3540   -1.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928   -1.1092   -2.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7766    0.2837   -2.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556    1.4832   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555    1.8808   -1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6034    2.2829   -0.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5947    1.5150    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387   -0.1616    2.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0706    1.0875    1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346    1.3345   -0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8952    2.0896    0.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427    0.6648    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 14 16  1  0
 12  7  1  0
 14  9  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isobornyl isobutyric acid	Generator
(1S,2S,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl 2-methylpropanoic acid	HMDB

Chemical Formula

C₁₄H₂₄O₂

Average Molecular Weight

224.3392

Monoisotopic Molecular Weight

224.177630012

IUPAC Name

(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylpropanoate

Traditional Name

(1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-methylpropanoate

CAS Registry Number

85586-67-0

SMILES

CC(C)C(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C

InChI Identifier

InChI=1S/C14H24O2/c1-9(2)12(15)16-11-8-10-6-7-14(11,5)13(10,3)4/h9-11H,6-8H2,1-5H3/t10-,11-,14+/m0/s1

InChI Key

KRKIAJBQOUBNSE-COPLHBTASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Bornane monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032342)

Source

Endogenous

Endogenous (HMDB: HMDB0032342)

Animal

Animal (HMDB: HMDB0032342)

Exogenous

Food

Food (HMDB: HMDB0032342)

Exogenous (HMDB: HMDB0032342)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0032342)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0032342)

Lipid metabolism pathway (HMDB: HMDB0032342)

Cellular process

Cell signaling (HMDB: HMDB0032342)

Biochemical process

Lipid transport (HMDB: HMDB0032342)

Role

Biological role

Energy source (HMDB: HMDB0032342)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032342)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	4.24	ALOGPS
logP	3.67	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-7.1	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	3	ChemAxon
Refractivity	63.67 m³·mol⁻¹	ChemAxon
Polarizability	26.32 Å³	ChemAxon
Number of Rings	2	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]+	154.926	31661259
DarkChem	[M-H]-	152.577	31661259
DeepCCS	[M+H]+	161.16	30932474
DeepCCS	[M-H]-	158.802	30932474
DeepCCS	[M-2H]-	192.248	30932474
DeepCCS	[M+Na]+	167.475	30932474
AllCCS	[M+H]+	152.8	32859911
AllCCS	[M+H-H2O]+	149.4	32859911
AllCCS	[M+NH4]+	156.0	32859911
AllCCS	[M+Na]+	157.0	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	159.2	32859911
AllCCS	[M+HCOO]-	159.9	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.	6.81 minutes	32390414
Predicted by Siyang on May 30, 2022	19.6916 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.85 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2736.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	673.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	237.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	366.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	443.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	856.0 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	957.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1485.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	579.2 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	1795.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	550.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	509.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	618.5 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	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isobornyl isobutyrate	CC(C)C(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1675.4	Standard polar	33892256
Isobornyl isobutyrate	CC(C)C(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1381.4	Standard non polar	33892256
Isobornyl isobutyrate	CC(C)C(=O)O[C@H]1C[C@@H]2CC[C@@]1(C)C2(C)C	1398.1	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 - Isobornyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-7910000000-b1ac94a58960d63946e2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobornyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isobornyl isobutyrate 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 - Isobornyl isobutyrate 10V, Positive-QTOF	splash10-004i-3390000000-9b57aa2596ce03ef4f8c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 20V, Positive-QTOF	splash10-007c-7910000000-7bea38f7672ce0da2876	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 40V, Positive-QTOF	splash10-0596-9200000000-ae67695376bb13e53879	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 10V, Negative-QTOF	splash10-00di-0190000000-f71bd4993800cab444ad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 20V, Negative-QTOF	splash10-00dr-5490000000-fba7c7aa856360ac7fdf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 40V, Negative-QTOF	splash10-00ri-4900000000-7f73c469ea65ad29f46a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 10V, Positive-QTOF	splash10-08fr-0910000000-f683d9ec17286e149209	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 20V, Positive-QTOF	splash10-06r6-8900000000-d6ae0840e371a9418054	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 40V, Positive-QTOF	splash10-052f-9300000000-b390acb09282b0df49bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 10V, Negative-QTOF	splash10-0079-7490000000-a6930e4970fc69aedcec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 20V, Negative-QTOF	splash10-000i-9000000000-8bf9f626961f9a9466c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isobornyl isobutyrate 40V, Negative-QTOF	splash10-0079-9000000000-af565548375a947386b8	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

FDB009637

KNApSAcK ID

Not Available

Chemspider ID

9439601

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11264589

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
(). EAFUS: Everything Added to Food in the United States.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Isobornyl isobutyrate (HMDB0032342)

MOL for HMDB0032342 (Isobornyl isobutyrate)

3D MOL for HMDB0032342 (Isobornyl isobutyrate)

3D SDF for HMDB0032342 (Isobornyl isobutyrate)

3D-SDF for HMDB0032342 (Isobornyl isobutyrate)

PDB for HMDB0032342 (Isobornyl isobutyrate)

3D PDB for HMDB0032342 (Isobornyl isobutyrate)

SMILES for HMDB0032342 (Isobornyl isobutyrate)

INCHI for HMDB0032342 (Isobornyl isobutyrate)

Structure for HMDB0032342 (Isobornyl isobutyrate)

3D Structure for HMDB0032342 (Isobornyl isobutyrate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra