Showing metabocard for Methyl geranate (MMDBc0047729)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:39:58 UTC
Update Date2024-04-30 20:29:08 UTC
Metabolite IDMMDBc0047729
Metabolite Identification
Common NameMethyl geranate
DescriptionMethyl geranate belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Methyl geranate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecb1fae650>

Geranoate (trans-methyl)
  Mrv1572001071617082D          
  Mrv0541 01091316342D          
 13 12  0  0  0  0            999 V2000
   -2.4501    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4501    0.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356   -0.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -0.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3067    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3067    2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    1.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    2.3140    0.0000 O   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
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fecb1fae650>

HMDB0059816
     RDKit          3D
Methyl geranate
 31 30  0  0  0  0  0  0  0  0999 V2000
    5.3626    0.1593   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820    0.2549    0.1468 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432   -0.6713   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -1.6931   -0.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -0.5238    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    0.4901    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    1.5702    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287    0.6292    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0682   -0.5441    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5301   -0.4520    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -0.4334   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8895   -0.3406    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492   -0.5046   -1.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -0.8227   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256    0.9145   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9505    0.4221    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.3320   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5282    2.0595    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    1.1874    1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363    2.3291    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    1.5949    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070    0.6986    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -1.4587    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078   -0.6648   -0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305   -0.3997    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743   -0.7190    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4955   -0.9414   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    0.7119    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3842   -1.3643   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379   -0.6355   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5596    0.4791   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END
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3D SDF for #<Metabolite:0x00007fecb1fae650>

Geranoate (trans-methyl)
  Mrv1572001071617082D          
  Mrv0541 01091316342D          
 13 12  0  0  0  0            999 V2000
   -2.4501    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4501    0.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356   -0.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -0.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7356    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0212    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3067    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3067    2.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4078    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367    1.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1222    2.3140    0.0000 O   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
  2  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047729

> <DATABASE_NAME>
MIME

> <SMILES>
COC(=O)\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8+

> <INCHI_KEY>
ACOBBFVLNKYODD-CSKARUKUSA-N

> <FORMULA>
C11H18O2

> <MOLECULAR_WEIGHT>
182.263

> <EXACT_MASS>
182.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.678634490321492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3,7-dimethylocta-2,6-dienoate

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
3.2018852233333335

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.794097333724184

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
55.8186

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-3,7-dimethylocta-2,6-dienoate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fecb1fae650>

HMDB0059816
     RDKit          3D
Methyl geranate
 31 30  0  0  0  0  0  0  0  0999 V2000
    5.3626    0.1593   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9820    0.2549    0.1468 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0432   -0.6713   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -1.6931   -0.8335 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6262   -0.5238    0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    0.4901    0.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    1.5702    1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287    0.6292    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0682   -0.5441    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5301   -0.4520    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -0.4334   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8895   -0.3406    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0492   -0.5046   -1.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567   -0.8227   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256    0.9145   -0.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9505    0.4221    0.7984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533   -1.3320   -0.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5282    2.0595    0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    1.1874    1.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363    2.3291    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    1.5949    0.5955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070    0.6986    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6732   -1.4587    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078   -0.6648   -0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305   -0.3997    1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743   -0.7190    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4955   -0.9414   -0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    0.7119    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3842   -1.3643   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9379   -0.6355   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5596    0.4791   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 13 31  1  0
M  END
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PDB for #<Metabolite:0x00007fecb1fae650>

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Geranoate (trans-methyl)                          
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -4.574   2.009   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.574   0.469   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.240  -0.301   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.907  -0.301   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.240   2.779   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.906   2.009   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.573   2.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.573   4.319   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.761   2.009   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.095   2.779   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.429   2.009   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.762   2.779   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.095   4.319   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for #<Metabolite:0x00007fecb1fae650>

COMPND    HMDB0059816
HETATM    1  C1  UNL     1       5.363   0.159  -0.123  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.982   0.255   0.147  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.043  -0.671  -0.209  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.476  -1.693  -0.833  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.626  -0.524   0.094  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.112   0.490   0.727  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.043   1.570   1.168  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.329   0.629   1.026  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.068  -0.544   0.495  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.530  -0.452   0.780  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.443  -0.433  -0.182  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.890  -0.341   0.144  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.049  -0.505  -1.614  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.657  -0.823  -0.529  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.626   0.914  -0.893  1.00  0.00           H  
HETATM   16  H3  UNL     1       5.951   0.422   0.798  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.953  -1.332  -0.238  1.00  0.00           H  
HETATM   18  H5  UNL     1       2.528   2.059   0.283  1.00  0.00           H  
HETATM   19  H6  UNL     1       2.790   1.187   1.906  1.00  0.00           H  
HETATM   20  H7  UNL     1       1.436   2.329   1.703  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.660   1.595   0.595  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.507   0.699   2.117  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.673  -1.459   0.971  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.908  -0.665  -0.611  1.00  0.00           H  
HETATM   25  H12 UNL     1      -2.830  -0.400   1.815  1.00  0.00           H  
HETATM   26  H13 UNL     1      -5.074  -0.719   1.172  1.00  0.00           H  
HETATM   27  H14 UNL     1      -5.495  -0.941  -0.559  1.00  0.00           H  
HETATM   28  H15 UNL     1      -5.248   0.712   0.042  1.00  0.00           H  
HETATM   29  H16 UNL     1      -2.384  -1.364  -1.830  1.00  0.00           H  
HETATM   30  H17 UNL     1      -3.938  -0.635  -2.261  1.00  0.00           H  
HETATM   31  H18 UNL     1      -2.560   0.479  -1.854  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   17
CONECT    6    7    8
CONECT    7   18   19   20
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11   11   25
CONECT   11   12   13
CONECT   12   26   27   28
CONECT   13   29   30   31
END
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SMILES for #<Metabolite:0x00007fecb1fae650>

COC(=O)\C=C(/C)CCC=C(C)C
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INCHI for #<Metabolite:0x00007fecb1fae650>

InChI=1S/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8+
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Synonyms
ValueSource
Methyl geranic acidGenerator
Methyl (2E)-3,7-dimethylocta-2,6-dienoic acidGenerator
Methylgeraniic acidGenerator
Molecular FormulaC11H18O2
Average Mass182.263
Monoisotopic Mass182.13067982
IUPAC Namemethyl (2E)-3,7-dimethylocta-2,6-dienoate
Traditional Namemethyl (2E)-3,7-dimethylocta-2,6-dienoate
CAS Registry NumberNot Available
SMILES
COC(=O)\C=C(/C)CCC=C(C)C
InChI Identifier
InChI=1S/C11H18O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,8H,5,7H2,1-4H3/b10-8+
InChI KeyACOBBFVLNKYODD-CSKARUKUSA-N