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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:20:01 UTC

Update Date

2022-03-07 02:55:36 UTC

HMDB ID

HMDB0038051

Secondary Accession Numbers

HMDB38051

Metabolite Identification

Common Name

alpha-Terpinyl anthranilate

Description

alpha-Terpinyl anthranilate, also known as a-terpinyl anthranilic acid, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Based on a literature review a small amount of articles have been published on alpha-Terpinyl anthranilate.

Structure

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

HMDB0038051
     RDKit          3D
alpha-Terpinyl anthranilate
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.3518    0.1171   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.3479   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -0.5552   -1.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080   -1.0151   -0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229   -0.5437    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    0.4938    0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    1.7169   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.8881    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.1703    0.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    0.4359    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978    1.6396    0.5889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2612   -0.2699   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -1.6027   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.2655   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -1.5946   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6333   -0.2604   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4058   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5023    1.7934    0.3134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.0197    1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315   -0.5987    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257   -0.1399   -2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.3393   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    1.2183   -1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990   -0.3791   -2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -0.6113   -1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.1303   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -1.4336    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    2.6040    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273    1.7187   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.8312   -0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    1.8698    2.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    0.0915    2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.9932    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168   -2.1217   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -3.3037   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5956   -2.0708   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5351    0.3290   -0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036    2.0129    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    2.5087   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987   -0.2855    2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380    1.0790    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.0240    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613   -1.6643    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20  2  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
M  END

  Mrv0541 05061310122D          

 20 21  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    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    1.2375    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
    1.4289    0.8250    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
    1.4289    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  6  2  0  0  0  0
 15  7  2  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  2  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038051

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO2/c1-12-8-10-13(11-9-12)17(2,3)20-16(19)14-6-4-5-7-15(14)18/h4-8,13H,9-11,18H2,1-3H3

> <INCHI_KEY>
UHUIKPAIJHOKNF-UHFFFAOYSA-N

> <FORMULA>
C17H23NO2

> <MOLECULAR_WEIGHT>
273.37

> <EXACT_MASS>
273.172878985

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.97813762307671

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoate

> <ALOGPS_LOGP>
4.77

> <JCHEM_LOGP>
4.490671402333333

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.386334093518204

> <JCHEM_PKA_STRONGEST_BASIC>
2.212241578326736

> <JCHEM_POLAR_SURFACE_AREA>
52.32000000000001

> <JCHEM_REFRACTIVITY>
82.98429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038051
     RDKit          3D
alpha-Terpinyl anthranilate
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.3518    0.1171   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.3479   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -0.5552   -1.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080   -1.0151   -0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229   -0.5437    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    0.4938    0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    1.7169   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.8881    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.1703    0.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    0.4359    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978    1.6396    0.5889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2612   -0.2699   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -1.6027   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.2655   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -1.5946   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6333   -0.2604   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4058   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5023    1.7934    0.3134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.0197    1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315   -0.5987    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257   -0.1399   -2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.3393   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    1.2183   -1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990   -0.3791   -2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -0.6113   -1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.1303   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -1.4336    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    2.6040    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273    1.7187   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.8312   -0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    1.8698    2.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    0.0915    2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.9932    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168   -2.1217   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -3.3037   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5956   -2.0708   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5351    0.3290   -0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036    2.0129    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    2.5087   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987   -0.2855    2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380    1.0790    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.0240    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613   -1.6643    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20  2  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  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      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.231  -2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.771   0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.002  -1.540   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   14                                                       
CONECT    7    5   15                                                       
CONECT    8   10   12                                                       
CONECT    9   11   12                                                       
CONECT   10    8   13                                                       
CONECT   11    9   13                                                       
CONECT   12    1    8    9                                                  
CONECT   13   10   11   17                                                  
CONECT   14    6   15   16                                                  
CONECT   15    7   14   18                                                  
CONECT   16   14   19   20                                                  
CONECT   17    2    3   13   20                                             
CONECT   18   15                                                            
CONECT   19   16                                                            
CONECT   20   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0038051
HETATM    1  C1  UNL     1       5.352   0.117  -1.460  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.088  -0.348  -0.817  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.973  -0.555  -1.524  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.708  -1.015  -0.915  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.523  -0.544   0.495  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.411   0.494   0.621  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.653   1.717  -0.191  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.354   0.888   2.084  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.792  -0.170   0.290  1.00  0.00           O  
HETATM   10  C9  UNL     1      -2.039   0.436   0.284  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.098   1.640   0.589  1.00  0.00           O  
HETATM   12  C10 UNL     1      -3.261  -0.270  -0.060  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.285  -1.603  -0.409  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.450  -2.265  -0.734  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.644  -1.595  -0.716  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.633  -0.260  -0.368  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.455   0.406  -0.041  1.00  0.00           C  
HETATM   18  N1  UNL     1      -4.502   1.793   0.313  1.00  0.00           N  
HETATM   19  C16 UNL     1       2.738  -0.020   1.158  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.032  -0.599   0.649  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.326  -0.140  -2.537  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.188  -0.339  -0.911  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.407   1.218  -1.379  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.999  -0.379  -2.584  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.868  -0.611  -1.513  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.657  -2.130  -0.999  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.155  -1.434   1.085  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.344   2.604   0.399  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.127   1.719  -1.168  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.736   1.831  -0.405  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.823   1.870   2.268  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.756   0.092   2.746  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.716   0.993   2.356  1.00  0.00           H  
HETATM   34  H14 UNL     1      -2.317  -2.122  -0.417  1.00  0.00           H  
HETATM   35  H15 UNL     1      -4.407  -3.304  -0.998  1.00  0.00           H  
HETATM   36  H16 UNL     1      -6.596  -2.071  -0.965  1.00  0.00           H  
HETATM   37  H17 UNL     1      -6.535   0.329  -0.333  1.00  0.00           H  
HETATM   38  H18 UNL     1      -4.504   2.013   1.333  1.00  0.00           H  
HETATM   39  H19 UNL     1      -4.533   2.509  -0.447  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.699  -0.286   2.255  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.838   1.079   1.129  1.00  0.00           H  
HETATM   42  H22 UNL     1       4.853  -0.024   1.149  1.00  0.00           H  
HETATM   43  H23 UNL     1       4.161  -1.664   0.911  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   20
CONECT    3    4   24
CONECT    4    5   25   26
CONECT    5    6   19   27
CONECT    6    7    8    9
CONECT    7   28   29   30
CONECT    8   31   32   33
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   17
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   18
CONECT   18   38   39
CONECT   19   20   40   41
CONECT   20   42   43
END

HMDB0038051
     RDKit          3D
alpha-Terpinyl anthranilate
 43 44  0  0  0  0  0  0  0  0999 V2000
    5.3518    0.1171   -1.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879   -0.3479   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9726   -0.5552   -1.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080   -1.0151   -0.9147 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229   -0.5437    0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4106    0.4938    0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6533    1.7169   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    0.8881    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925   -0.1703    0.2900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0394    0.4359    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0978    1.6396    0.5889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2612   -0.2699   -0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850   -1.6027   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4499   -2.2655   -0.7338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6436   -1.5946   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6333   -0.2604   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4550    0.4058   -0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5023    1.7934    0.3134 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.0197    1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0315   -0.5987    0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3257   -0.1399   -2.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -0.3393   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073    1.2183   -1.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990   -0.3791   -2.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -0.6113   -1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6569   -2.1303   -0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554   -1.4336    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3444    2.6040    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1273    1.7187   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.8312   -0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225    1.8698    2.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    0.0915    2.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7164    0.9932    2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168   -2.1217   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -3.3037   -0.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5956   -2.0708   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5351    0.3290   -0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5036    2.0129    1.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5326    2.5087   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987   -0.2855    2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380    1.0790    1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527   -0.0240    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613   -1.6643    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  5 19  1  0
 19 20  1  0
 20  2  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a-Terpinyl anthranilate	Generator
a-Terpinyl anthranilic acid	Generator
alpha-Terpinyl anthranilic acid	Generator
Α-terpinyl anthranilate	Generator
Α-terpinyl anthranilic acid	Generator
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl anthranilate	HMDB
FEMA 3048	HMDB
P-Menth-1-en-8-yl 2-aminobenzoate	HMDB
P-Menth-1-en-8-yl anthranilate	HMDB
P-Mentha-1-en-8-yl 2-aminobenzoate	HMDB
Terpinyl 2-aminobenzoate	HMDB
Terpinyl anthranilate	HMDB
Terpinyl O-aminobenzoate	HMDB
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoic acid	Generator

Chemical Formula

C₁₇H₂₃NO₂

Average Molecular Weight

273.37

Monoisotopic Molecular Weight

273.172878985

IUPAC Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoate

Traditional Name

2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoate

CAS Registry Number

14481-52-8

SMILES

CC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N

InChI Identifier

InChI=1S/C17H23NO2/c1-12-8-10-13(11-9-12)17(2,3)20-16(19)14-6-4-5-7-15(14)18/h4-8,13H,9-11,18H2,1-3H3

InChI Key

UHUIKPAIJHOKNF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aminobenzoic acid or derivatives
Aromatic monoterpenoid
Benzoate ester
Monocyclic monoterpenoid
P-menthane monoterpenoid
Benzoic acid or derivatives
Aniline or substituted anilines
Benzoyl
Benzenoid
Monocyclic benzene moiety
Vinylogous amide
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organopnictogen compound
Amine
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Bitter

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038051)

Source

Endogenous

Endogenous (HMDB: HMDB0038051)

Animal

Animal (HMDB: HMDB0038051)

Exogenous

Food

Food (HMDB: HMDB0038051)

Exogenous (HMDB: HMDB0038051)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0038051)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0038051)

Lipid metabolism pathway (HMDB: HMDB0038051)

Cellular process

Cell signaling (HMDB: HMDB0038051)

Biochemical process

Lipid transport (HMDB: HMDB0038051)

Role

Biological role

Energy source (HMDB: HMDB0038051)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0038051)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038051)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	365.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.084 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	5.608 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.77	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.39	ChemAxon
pKa (Strongest Basic)	2.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.98 m³·mol⁻¹	ChemAxon
Polarizability	30.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	166.199	31661259
DarkChem	[M-H]-	163.887	31661259
DeepCCS	[M+H]+	164.669	30932474
DeepCCS	[M-H]-	162.311	30932474
DeepCCS	[M-2H]-	195.37	30932474
DeepCCS	[M+Na]+	170.762	30932474
AllCCS	[M+H]+	167.3	32859911
AllCCS	[M+H-H2O]+	163.8	32859911
AllCCS	[M+NH4]+	170.6	32859911
AllCCS	[M+Na]+	171.6	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	172.1	32859911
AllCCS	[M+HCOO]-	172.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Terpinyl anthranilate	CC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N	2837.1	Standard polar	33892256
alpha-Terpinyl anthranilate	CC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N	2062.6	Standard non polar	33892256
alpha-Terpinyl anthranilate	CC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N	2152.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Terpinyl anthranilate,1TMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N[Si](C)(C)C)CC1	2261.0	Semi standard non polar	33892256
alpha-Terpinyl anthranilate,1TMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N[Si](C)(C)C)CC1	2111.6	Standard non polar	33892256
alpha-Terpinyl anthranilate,2TMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)CC1	2251.2	Semi standard non polar	33892256
alpha-Terpinyl anthranilate,2TMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)CC1	2191.8	Standard non polar	33892256
alpha-Terpinyl anthranilate,1TBDMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)CC1	2456.1	Semi standard non polar	33892256
alpha-Terpinyl anthranilate,1TBDMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N[Si](C)(C)C(C)(C)C)CC1	2298.5	Standard non polar	33892256
alpha-Terpinyl anthranilate,2TBDMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC1	2647.3	Semi standard non polar	33892256
alpha-Terpinyl anthranilate,2TBDMS,isomer #1	CC1=CCC(C(C)(C)OC(=O)C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC1	2583.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Terpinyl anthranilate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-7900000000-76af6be5279687cd1679	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Terpinyl anthranilate 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 - alpha-Terpinyl anthranilate 10V, Positive-QTOF	splash10-00di-1490000000-36f4fd7cdfc5d7502b36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 20V, Positive-QTOF	splash10-00dr-6930000000-82cbca0213e059f39e17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 40V, Positive-QTOF	splash10-0g6r-9300000000-deea19e80fb0f36be0e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 10V, Negative-QTOF	splash10-00di-2390000000-af0daa0a2de322f25698	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 20V, Negative-QTOF	splash10-006x-9770000000-67e89ec58c870dac36b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 40V, Negative-QTOF	splash10-000f-9700000000-994b805febfef85a5f5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 10V, Negative-QTOF	splash10-0076-9580000000-3b41f69d218e21083e64	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 20V, Negative-QTOF	splash10-00dl-4090000000-e19c7f17c9576176c19d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 40V, Negative-QTOF	splash10-0006-9100000000-d8cd0a583bd65a41004e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 10V, Positive-QTOF	splash10-00di-0390000000-af028b0f132dbb350d15	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 20V, Positive-QTOF	splash10-00dr-2920000000-4e1adf5d162ac4a6788e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Terpinyl anthranilate 40V, Positive-QTOF	splash10-0006-9500000000-28cd059559bdf85dbad6	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017262

KNApSAcK ID

Not Available

Chemspider ID

55638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61746

PDB ID

Not Available

ChEBI ID

173944

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1034821

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 alpha-Terpinyl anthranilate (HMDB0038051)

MOL for HMDB0038051 (alpha-Terpinyl anthranilate)

3D MOL for HMDB0038051 (alpha-Terpinyl anthranilate)

3D SDF for HMDB0038051 (alpha-Terpinyl anthranilate)

3D-SDF for HMDB0038051 (alpha-Terpinyl anthranilate)

PDB for HMDB0038051 (alpha-Terpinyl anthranilate)

3D PDB for HMDB0038051 (alpha-Terpinyl anthranilate)

SMILES for HMDB0038051 (alpha-Terpinyl anthranilate)

INCHI for HMDB0038051 (alpha-Terpinyl anthranilate)

Structure for HMDB0038051 (alpha-Terpinyl anthranilate)

3D Structure for HMDB0038051 (alpha-Terpinyl anthranilate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra