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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:04:17 UTC

Update Date

2022-03-07 02:54:22 UTC

HMDB ID

HMDB0035127

Secondary Accession Numbers

HMDB35127

Metabolite Identification

Common Name

(-)-Myrtenyl isovalerate

Description

(-)-Myrtenyl isovalerate 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 (-)-Myrtenyl isovalerate.

Structure

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

HMDB0035127
     RDKit          3D
(-)-Myrtenyl isovalerate
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8079   -0.7200   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925   -0.1071    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    0.4870    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707    1.0650    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048    0.5448   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.3144   -1.7907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    0.2967   -0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1730   -0.1961   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -0.4348   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8005   -1.6262   -1.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836   -1.7812   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.4331   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3218    0.6373   -1.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694    0.6813   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    0.2499    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.6204    1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    1.4404    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.1360   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857   -1.3553   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800   -1.3153    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674   -0.8634    1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.2633    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938    1.3123    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9006    0.9178    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7134    1.5528    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067    1.8243   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -1.1185   -1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    0.5594   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2662   -2.5149   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -2.5152   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7691   -2.1037   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.3729   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.2732   -2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    1.5671   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    1.6616   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7529   -1.4037    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844    0.0519    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3251   -1.0737    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.1575    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    2.2440    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    1.8443    1.9548 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14  9  1  0
 15 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 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 02241210052D          

 17 18  0  0  0  0            999 V2000
   -0.7143   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116   -0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823   -1.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    0.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143    1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4293    2.0618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0007    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4293    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    0.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035127

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OCC1=CCC2CC1C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-10(2)7-14(16)17-9-11-5-6-12-8-13(11)15(12,3)4/h5,10,12-13H,6-9H2,1-4H3

> <INCHI_KEY>
TVGPYTOYKLZBPA-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.075960041179446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methyl 3-methylbutanoate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
3.3941393083333318

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.046810703012622

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
69.42500000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methyl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0035127
     RDKit          3D
(-)-Myrtenyl isovalerate
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8079   -0.7200   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925   -0.1071    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    0.4870    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707    1.0650    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048    0.5448   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.3144   -1.7907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    0.2967   -0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1730   -0.1961   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -0.4348   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8005   -1.6262   -1.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836   -1.7812   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.4331   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3218    0.6373   -1.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694    0.6813   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    0.2499    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.6204    1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    1.4404    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.1360   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857   -1.3553   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800   -1.3153    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674   -0.8634    1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.2633    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938    1.3123    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9006    0.9178    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7134    1.5528    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067    1.8243   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -1.1185   -1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    0.5594   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2662   -2.5149   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -2.5152   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7691   -2.1037   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.3729   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.2732   -2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    1.5671   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    1.6616   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7529   -1.4037    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844    0.0519    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3251   -1.0737    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.1575    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    2.2440    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    1.8443    1.9548 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14  9  1  0
 15 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 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      -1.333  -1.539   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.333  -3.079   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.001  -3.849   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.328  -3.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.328  -1.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.001  -0.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.001  -2.309   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.087  -3.397   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.541  -2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.001   0.769   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.333   1.539   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.333   3.079   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.668   3.849   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.001   3.849   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.333   3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.668   3.849   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.333   1.539   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5   10                                                  
CONECT    7    1    3    8    9                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0035127
HETATM    1  C1  UNL     1       4.808  -0.720  -0.322  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.093  -0.107   0.857  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.099   0.487   1.838  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.271   1.065   0.361  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.305   0.545  -0.635  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.737   0.314  -1.791  1.00  0.00           O  
HETATM    7  O2  UNL     1       0.966   0.297  -0.383  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.173  -0.196  -1.447  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.225  -0.435  -1.083  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.801  -1.626  -1.169  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.284  -1.781  -0.904  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.836  -0.433  -0.541  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.322   0.637  -1.488  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.069   0.681  -0.593  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.997   0.250   0.520  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.442  -0.620   1.585  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.705   1.440   1.119  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.187   0.136  -0.946  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.086  -1.355  -0.865  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.680  -1.315   0.059  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.467  -0.863   1.361  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.477  -0.263   2.537  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.594   1.312   2.376  1.00  0.00           H  
HETATM   24  H7  UNL     1       5.901   0.918   1.199  1.00  0.00           H  
HETATM   25  H8  UNL     1       2.713   1.553   1.186  1.00  0.00           H  
HETATM   26  H9  UNL     1       3.907   1.824  -0.131  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.668  -1.119  -1.874  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.287   0.559  -2.269  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.266  -2.515  -1.422  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.478  -2.515  -0.109  1.00  0.00           H  
HETATM   31  H14 UNL     1      -3.769  -2.104  -1.838  1.00  0.00           H  
HETATM   32  H15 UNL     1      -4.917  -0.373  -0.397  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.087   0.273  -2.512  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.899   1.567  -1.507  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.614   1.662  -0.505  1.00  0.00           H  
HETATM   36  H19 UNL     1      -1.753  -1.404   1.268  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.984   0.052   2.359  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.325  -1.074   2.126  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.661   1.158   1.609  1.00  0.00           H  
HETATM   40  H23 UNL     1      -3.921   2.244   0.414  1.00  0.00           H  
HETATM   41  H24 UNL     1      -3.066   1.844   1.955  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   27   28
CONECT    9   10   10   14
CONECT   10   11   29
CONECT   11   12   30   31
CONECT   12   13   15   32
CONECT   13   14   33   34
CONECT   14   15   35
CONECT   15   16   17
CONECT   16   36   37   38
CONECT   17   39   40   41
END

HMDB0035127
     RDKit          3D
(-)-Myrtenyl isovalerate
 41 42  0  0  0  0  0  0  0  0999 V2000
    4.8079   -0.7200   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0925   -0.1071    0.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    0.4870    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2707    1.0650    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3048    0.5448   -0.6353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373    0.3144   -1.7907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    0.2967   -0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1730   -0.1961   -1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2249   -0.4348   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8005   -1.6262   -1.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836   -1.7812   -0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.4331   -0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3218    0.6373   -1.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0694    0.6813   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965    0.2499    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -0.6204    1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7046    1.4404    1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1871    0.1360   -0.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0857   -1.3553   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6800   -1.3153    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674   -0.8634    1.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4767   -0.2633    2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5938    1.3123    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9006    0.9178    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7134    1.5528    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067    1.8243   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -1.1185   -1.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2868    0.5594   -2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2662   -2.5149   -1.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4780   -2.5152   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7691   -2.1037   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.3729   -0.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.2732   -2.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    1.5671   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    1.6616   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7529   -1.4037    1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9844    0.0519    2.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3251   -1.0737    2.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    1.1575    1.6092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    2.2440    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0657    1.8443    1.9548 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  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14  9  1  0
 15 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 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
(-)-Myrtenyl isovaleric acid	Generator
{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methyl 3-methylbutanoic acid	HMDB

Chemical Formula

C₁₅H₂₄O₂

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

IUPAC Name

{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methyl 3-methylbutanoate

Traditional Name

{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methyl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OCC1=CCC2CC1C2(C)C

InChI Identifier

InChI=1S/C15H24O2/c1-10(2)7-14(16)17-9-11-5-6-12-8-13(11)15(12,3)4/h5,10,12-13H,6-9H2,1-4H3

InChI Key

TVGPYTOYKLZBPA-UHFFFAOYSA-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

Pinane monoterpenoid
Bicyclic monoterpenoid
Fatty acid ester
Fatty acyl
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035127)

Source

Endogenous

Endogenous (HMDB: HMDB0035127)

Plant

Plant (HMDB: HMDB0035127)

Animal

Animal (HMDB: HMDB0035127)

Exogenous

Food

Food (HMDB: HMDB0035127)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0035127)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035127)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035127)

Lipid metabolism pathway (HMDB: HMDB0035127)

Cellular process

Cell signaling (HMDB: HMDB0035127)

Biochemical process

Lipid transport (HMDB: HMDB0035127)

Role

Biological role

Energy source (HMDB: HMDB0035127)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035127)

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	0.031 g/L	ALOGPS
logP	4.73	ALOGPS
logP	3.39	ChemAxon
logS	-3.9	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	5	ChemAxon
Refractivity	69.42 m³·mol⁻¹	ChemAxon
Polarizability	28.08 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]+	157.655	31661259
DarkChem	[M-H]-	155.536	31661259
DeepCCS	[M+H]+	159.763	30932474
DeepCCS	[M-H]-	157.405	30932474
DeepCCS	[M-2H]-	190.677	30932474
DeepCCS	[M+Na]+	165.856	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.9	32859911
AllCCS	[M+NH4]+	159.5	32859911
AllCCS	[M+Na]+	160.4	32859911
AllCCS	[M-H]-	162.3	32859911
AllCCS	[M+Na-2H]-	162.8	32859911
AllCCS	[M+HCOO]-	163.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Myrtenyl isovalerate	CC(C)CC(=O)OCC1=CCC2CC1C2(C)C	1942.7	Standard polar	33892256
(-)-Myrtenyl isovalerate	CC(C)CC(=O)OCC1=CCC2CC1C2(C)C	1548.4	Standard non polar	33892256
(-)-Myrtenyl isovalerate	CC(C)CC(=O)OCC1=CCC2CC1C2(C)C	1599.6	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 - (-)-Myrtenyl isovalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-9700000000-038090c8d373e4f2f071	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Myrtenyl isovalerate 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 - (-)-Myrtenyl isovalerate 10V, Positive-QTOF	splash10-000i-6890000000-88b0fac8ecef5334b201	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 20V, Positive-QTOF	splash10-000i-9800000000-1e6b38f3eadc7db5725f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 40V, Positive-QTOF	splash10-05n3-7900000000-d8b679f3ed056d341ce4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 10V, Negative-QTOF	splash10-0019-7390000000-d8f77aedb5e1a1d54ac1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 20V, Negative-QTOF	splash10-0f89-9820000000-a38d3edfa093c92932c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 40V, Negative-QTOF	splash10-05ur-9800000000-92b7f7126c9d4a3fb5df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 10V, Negative-QTOF	splash10-0f79-0790000000-c7409598162c2f9df505	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 20V, Negative-QTOF	splash10-0udi-0910000000-fddf1a6891f8eeccc4a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 40V, Negative-QTOF	splash10-0f89-7900000000-9ec824994af79bc429e3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 10V, Positive-QTOF	splash10-000i-0960000000-18b52e1fdcafdd0488b5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 20V, Positive-QTOF	splash10-0f79-2930000000-b415a82c44aad48e6082	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Myrtenyl isovalerate 40V, Positive-QTOF	splash10-014r-1900000000-361f7180d80788314157	2021-09-25	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

FDB013762

KNApSAcK ID

Not Available

Chemspider ID

4478176

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319992

PDB ID

Not Available

ChEBI ID

173710

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 ]
(). 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 (-)-Myrtenyl isovalerate (HMDB0035127)

MOL for HMDB0035127 ((-)-Myrtenyl isovalerate)

3D MOL for HMDB0035127 ((-)-Myrtenyl isovalerate)

3D SDF for HMDB0035127 ((-)-Myrtenyl isovalerate)

3D-SDF for HMDB0035127 ((-)-Myrtenyl isovalerate)

PDB for HMDB0035127 ((-)-Myrtenyl isovalerate)

3D PDB for HMDB0035127 ((-)-Myrtenyl isovalerate)

SMILES for HMDB0035127 ((-)-Myrtenyl isovalerate)

INCHI for HMDB0035127 ((-)-Myrtenyl isovalerate)

Structure for HMDB0035127 ((-)-Myrtenyl isovalerate)

3D Structure for HMDB0035127 ((-)-Myrtenyl isovalerate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra