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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 11:25:16 UTC

Update Date

2021-09-24 11:25:16 UTC

HMDB ID

HMDB0304653

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Caryophyllen-beta

Description

O-adipoylcarnitine belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Based on a literature review a significant number of articles have been published on O-adipoylcarnitine.

Structure

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

HMDB0304653
     RDKit          3D
Caryophyllen-beta
 43 42  0  0  0  0  0  0  0  0999 V2000
   -4.2000   -0.3876    1.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.2851    0.1978 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.9156    1.7132    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871   -0.0688   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024    0.3106    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -0.5796   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -2.0584   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -2.7702   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076   -3.2208    0.4586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.9967   -1.7788 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1392   -0.1380   -0.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    0.2745   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6008    0.2604   -2.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.7273   -0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296    0.5999    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1232    1.0534    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259    0.2341    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    0.6595    0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    1.6032    1.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6089    0.0339   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -0.9094    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8089    0.2825    1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9372   -1.1212    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5468    2.2869   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0205    1.6810    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506    1.9945    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7920    0.6952   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -0.3013   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -1.0012   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    0.1688    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    1.3672    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2611   -0.4714   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000   -2.2903    0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -2.4989   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5384    1.7669   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    0.0888   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.4375    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    1.2391    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    1.0052    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    2.1261    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9894    0.4515   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9673   -0.8386    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -0.8189   -0.5333 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  CHG  2   2   1  10  -1
M  END


  Mrv1652310061800322D          

 20 19  0  0  0  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    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
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    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 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  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
 10  9  1  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 10  1  0  0  0  0
 20 13  1  0  0  0  0
M  CHG  2  14   1  18  -1
M  END
> <DATABASE_ID>
HMDB0304653

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H23NO6/c1-14(2,3)9-10(8-12(17)18)20-13(19)7-5-4-6-11(15)16/h10H,4-9H2,1-3H3,(H-,15,16,17,18)

> <INCHI_KEY>
BSVHAXJKBCWVDA-UHFFFAOYSA-N

> <FORMULA>
C13H23NO6

> <MOLECULAR_WEIGHT>
289.3248

> <EXACT_MASS>
289.152537473

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.138599330872296

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(5-carboxypentanoyl)oxy]-4-(trimethylazaniumyl)butanoate

> <ALOGPS_LOGP>
-1.84

> <JCHEM_LOGP>
-3.732380560805078

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.391842065487734

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6813656750339594

> <JCHEM_PKA_STRONGEST_BASIC>
-7.057189057238216

> <JCHEM_POLAR_SURFACE_AREA>
103.73

> <JCHEM_REFRACTIVITY>
92.7321

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(5-carboxypentanoyl)oxy]-4-(trimethylammonio)butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304653
     RDKit          3D
Caryophyllen-beta
 43 42  0  0  0  0  0  0  0  0999 V2000
   -4.2000   -0.3876    1.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.2851    0.1978 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.9156    1.7132    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871   -0.0688   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024    0.3106    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -0.5796   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -2.0584   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -2.7702   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076   -3.2208    0.4586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.9967   -1.7788 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1392   -0.1380   -0.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    0.2745   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6008    0.2604   -2.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.7273   -0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296    0.5999    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1232    1.0534    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259    0.2341    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    0.6595    0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    1.6032    1.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6089    0.0339   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -0.9094    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8089    0.2825    1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9372   -1.1212    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5468    2.2869   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0205    1.6810    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506    1.9945    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7920    0.6952   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -0.3013   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -1.0012   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    0.1688    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    1.3672    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2611   -0.4714   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000   -2.2903    0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -2.4989   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5384    1.7669   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    0.0888   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.4375    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    1.2391    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    1.0052    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    2.1261    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9894    0.4515   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9673   -0.8386    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -0.8189   -0.5333 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  CHG  2   2   1  10  -1
M  END

HEADER    PROTEIN                                 06-OCT-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-OCT-18         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   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       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -2.667  -1.540   0.000  0.00  0.00           N+1
HETATM   15  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O-1
HETATM   19  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   14                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   13                                                       
CONECT    8   10   12                                                       
CONECT    9   10   14                                                       
CONECT   10    8    9   20                                                  
CONECT   11    6   15   16                                                  
CONECT   12    8   17   18                                                  
CONECT   13    7   19   20                                                  
CONECT   14    1    2    3    9                                             
CONECT   15   11                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0304653
HETATM    1  C1  UNL     1      -4.200  -0.388   1.277  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.499   0.285   0.198  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -3.916   1.713   0.392  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.087  -0.069  -1.044  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.102   0.311   0.270  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.225  -0.580  -0.478  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.265  -2.058  -0.235  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.491  -2.770  -0.479  1.00  0.00           C  
HETATM    9  O1  UNL     1      -3.208  -3.221   0.459  1.00  0.00           O  
HETATM   10  O2  UNL     1      -2.944  -2.997  -1.779  1.00  0.00           O1-
HETATM   11  O3  UNL     1       0.139  -0.138  -0.156  1.00  0.00           O  
HETATM   12  C8  UNL     1       1.014   0.274  -1.137  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.601   0.260  -2.324  1.00  0.00           O  
HETATM   14  C9  UNL     1       2.409   0.727  -0.826  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.730   0.600   0.622  1.00  0.00           C  
HETATM   16  C11 UNL     1       4.123   1.053   0.969  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.126   0.234   0.215  1.00  0.00           C  
HETATM   18  C13 UNL     1       6.527   0.659   0.545  1.00  0.00           C  
HETATM   19  O5  UNL     1       6.678   1.603   1.350  1.00  0.00           O  
HETATM   20  O6  UNL     1       7.609   0.034  -0.016  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.495  -0.909   1.975  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.809   0.283   1.911  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.937  -1.121   0.832  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.547   2.287  -0.473  1.00  0.00           H  
HETATM   25  H5  UNL     1      -5.020   1.681   0.474  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.451   1.994   1.341  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.792   0.695  -1.416  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.376  -0.301  -1.854  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.698  -1.001  -0.892  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.849   0.169   1.381  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.739   1.367   0.107  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.261  -0.471  -1.588  1.00  0.00           H  
HETATM   33  H13 UNL     1      -0.800  -2.290   0.765  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.494  -2.499  -0.954  1.00  0.00           H  
HETATM   35  H15 UNL     1       2.538   1.767  -1.144  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.091   0.089  -1.435  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.552  -0.437   1.003  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.033   1.239   1.220  1.00  0.00           H  
HETATM   39  H19 UNL     1       4.312   1.005   2.064  1.00  0.00           H  
HETATM   40  H20 UNL     1       4.200   2.126   0.695  1.00  0.00           H  
HETATM   41  H21 UNL     1       4.989   0.452  -0.869  1.00  0.00           H  
HETATM   42  H22 UNL     1       4.967  -0.839   0.388  1.00  0.00           H  
HETATM   43  H23 UNL     1       7.569  -0.819  -0.533  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    5
CONECT    3   24   25   26
CONECT    4   27   28   29
CONECT    5    6   30   31
CONECT    6    7   11   32
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41   42
CONECT   18   19   19   20
CONECT   20   43
END

HMDB0304653
     RDKit          3D
Caryophyllen-beta
 43 42  0  0  0  0  0  0  0  0999 V2000
   -4.2000   -0.3876    1.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4993    0.2851    0.1978 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.9156    1.7132    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0871   -0.0688   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024    0.3106    0.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2246   -0.5796   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653   -2.0584   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908   -2.7702   -0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2076   -3.2208    0.4586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9442   -2.9967   -1.7788 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.1392   -0.1380   -0.1563 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0137    0.2745   -1.1368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6008    0.2604   -2.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    0.7273   -0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296    0.5999    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1232    1.0534    0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259    0.2341    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268    0.6595    0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    1.6032    1.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6089    0.0339   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953   -0.9094    1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8089    0.2825    1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9372   -1.1212    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5468    2.2869   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0205    1.6810    0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4506    1.9945    1.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7920    0.6952   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -0.3013   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -1.0012   -0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    0.1688    1.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    1.3672    0.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2611   -0.4714   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000   -2.2903    0.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -2.4989   -0.9544 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5384    1.7669   -1.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    0.0888   -1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5518   -0.4375    1.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0326    1.2391    1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119    1.0052    2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996    2.1261    0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9894    0.4515   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9673   -0.8386    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -0.8189   -0.5333 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
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  CHG  2   2   1  10  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[(5-Carboxypentanoyl)oxy]-4-(trimethylammonio)butanoate	ChEBI
3-[(5-Carboxypentanoyl)oxy]-4-(trimethylammonio)butanoic acid	Generator

Chemical Formula

C₁₃H₂₃NO₆

Average Molecular Weight

289.3248

Monoisotopic Molecular Weight

289.152537473

IUPAC Name

3-[(5-carboxypentanoyl)oxy]-4-(trimethylazaniumyl)butanoate

Traditional Name

3-[(5-carboxypentanoyl)oxy]-4-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)CC(CC([O-])=O)OC(=O)CCCCC(O)=O

InChI Identifier

InChI=1S/C13H23NO6/c1-14(2,3)9-10(8-12(17)18)20-13(19)7-5-4-6-11(15)16/h10H,4-9H2,1-3H3,(H-,15,16,17,18)

InChI Key

BSVHAXJKBCWVDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Acyl carnitines

Alternative Parents

Substituents

Acyl-carnitine
Tricarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid ester
Carboxylic acid salt
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organic salt
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

O-acylcarnitine (CHEBI:68568 )

Ontology

Not Available

Exogenous (HMDB: HMDB0304653)

Food

Fruit

Berry

Grape (FooDB: FOOD00369)

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Vegetable

Fruit vegetable

Pepper (FooDB: FOOD00040)

Process

Not Available

Role

Not Available

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
logP	-1.8	ALOGPS
logP	-3.7	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.73 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	92.73 m³·mol⁻¹	ChemAxon
Polarizability	30.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	169.657	32859911
AllCCS	[M+H-H2O]+	166.89	32859911
AllCCS	[M+Na]+	172.947	32859911
AllCCS	[M+NH4]+	172.214	32859911
AllCCS	[M-H]-	173.886	32859911
AllCCS	[M+Na-2H]-	174.695	32859911
AllCCS	[M+HCOO]-	175.665	32859911
DeepCCS	[M+H]+	167.207	30932474
DeepCCS	[M-H]-	164.812	30932474
DeepCCS	[M-2H]-	197.927	30932474
DeepCCS	[M+Na]+	173.252	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Caryophyllen-beta GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9310000000-ea1e1df8c3957f3286c7	2017-10-06	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 - Caryophyllen-beta 10V, Positive-QTOF	splash10-0006-0090000000-08d94c016258f3f2a373	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryophyllen-beta 20V, Positive-QTOF	splash10-000l-9050000000-42bdebd13e27d1118cb2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryophyllen-beta 40V, Positive-QTOF	splash10-000i-9000000000-e9262cbaff8cb4ad0ba6	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28540385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71296139

PDB ID

Not Available

ChEBI ID

68568

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

Not Available

Showing metabocard for Caryophyllen-beta (HMDB0304653)

MOL for HMDB0304653 (Caryophyllen-beta)

3D MOL for HMDB0304653 (Caryophyllen-beta)

3D SDF for HMDB0304653 (Caryophyllen-beta)

3D-SDF for HMDB0304653 (Caryophyllen-beta)

PDB for HMDB0304653 (Caryophyllen-beta)

3D PDB for HMDB0304653 (Caryophyllen-beta)

SMILES for HMDB0304653 (Caryophyllen-beta)

INCHI for HMDB0304653 (Caryophyllen-beta)

Structure for HMDB0304653 (Caryophyllen-beta)

3D Structure for HMDB0304653 (Caryophyllen-beta)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra