Showing metabocard for Perillyl aldehyde (MMDBc0048216)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 21:53:59 UTC
Update Date2024-09-29 04:29:16 UTC
Metabolite IDMMDBc0048216
Metabolite Identification
Common NamePerillyl aldehyde
DescriptionPerillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the perennial herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923c591ca0>

Perillyl aldehyde
  Mrv1652309042000302D          
  Marvin  09150600092D          
 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    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
    0.7145   -0.4125    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
   -0.7145   -0.4125    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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
  9  4  1  0  0  0  0
  7 11  2  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f923c591ca0>

HMDB0003647
     RDKit          3D
Perillyl aldehyde
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.4180   -1.4517    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200   -0.4553    0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622    0.5582   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837   -0.2674   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -1.3030    0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -1.0445   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792    0.1994   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5428    0.4172   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281   -0.5385   -0.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    1.3896    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    1.0840    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -2.1925    1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.5665    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7576    0.0561   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    1.2666    0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059    1.1475   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2562   -0.2613   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -2.3358    0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.1709    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -1.9048   -0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    1.4111   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552    2.1124   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    1.9121    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    1.8890   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.0491    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f923c591ca0>

Perillyl aldehyde
  Mrv1652309042000302D          
  Marvin  09150600092D          
 12 12  0  0  0  0            999 V2000
    0.0000    0.8250    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
    0.7145   -0.4125    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
   -0.7145   -0.4125    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
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0  0  0  0
  9  4  1  0  0  0  0
  7 11  2  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 12  1  0  0  0  0
  6  5  1  0  0  0  0
  6  1  1  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048216

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=O)C1=CCC(CC1)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3

> <INCHI_KEY>
RUMOYJJNUMEFDD-UHFFFAOYSA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.221

> <EXACT_MASS>
150.104465071

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.295884859075834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.2528889983333333

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.326978487493531

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.272099999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-perillaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007f923c591ca0>

HMDB0003647
     RDKit          3D
Perillyl aldehyde
 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.4180   -1.4517    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200   -0.4553    0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622    0.5582   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837   -0.2674   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884   -1.3030    0.4622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729   -1.0445   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792    0.1994   -0.1379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5428    0.4172   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281   -0.5385   -0.8932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    1.3896    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772    1.0840    0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7484   -2.1925    1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4728   -1.5665    0.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7576    0.0561   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    1.2666    0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059    1.1475   -1.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2562   -0.2613   -1.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -2.3358    0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.1709    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -1.9048   -0.2397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    1.4111   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4552    2.1124   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    1.9121    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    1.8890   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.0491    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  7 10  1  0
 10 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
M  END
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PDB for #<Metabolite:0x00007f923c591ca0>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Perillyl aldehyde                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       1.334   3.850   0.000  0.00  0.00           H+0
CONECT    1   11    6    2                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    9    5    3                                                  
CONECT    5    6    4                                                       
CONECT    6    5    1                                                       
CONECT    7   11                                                            
CONECT    8    9                                                            
CONECT    9    4    8   10                                                  
CONECT   10    9                                                            
CONECT   11    1    7   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f923c591ca0>

COMPND    HMDB0003647
HETATM    1  C1  UNL     1      -2.418  -1.452   0.786  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.920  -0.455   0.092  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.862   0.558  -0.468  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.484  -0.267  -0.173  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.388  -1.303   0.462  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.773  -1.044  -0.014  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.179   0.199  -0.138  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.543   0.417  -0.608  1.00  0.00           C  
HETATM    9  O1  UNL     1       4.328  -0.538  -0.893  1.00  0.00           O  
HETATM   10  C9  UNL     1       1.360   1.390   0.163  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.077   1.084   0.426  1.00  0.00           C  
HETATM   12  H1  UNL     1      -1.748  -2.192   1.197  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.473  -1.566   0.965  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.758   0.056  -0.921  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.199   1.267   0.311  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.406   1.148  -1.290  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.256  -0.261  -1.268  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.054  -2.336   0.234  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.408  -1.171   1.575  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.389  -1.905  -0.240  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.971   1.411  -0.742  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.455   2.112  -0.699  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.780   1.912   1.031  1.00  0.00           H  
HETATM   24  H13 UNL     1      -0.697   1.889  -0.017  1.00  0.00           H  
HETATM   25  H14 UNL     1      -0.329   1.049   1.508  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3    4
CONECT    3   14   15   16
CONECT    4    5   11   17
CONECT    5    6   18   19
CONECT    6    7    7   20
CONECT    7    8   10
CONECT    8    9    9   21
CONECT   10   11   22   23
CONECT   11   24   25
END
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SMILES for #<Metabolite:0x00007f923c591ca0>

[H]C(=O)C1=CCC(CC1)C(C)=C
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INCHI for #<Metabolite:0x00007f923c591ca0>

InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
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Synonyms
ValueSource
4-(1-Methylethenyl)-1-cyclohexene1-carboxyaldehydeChEBI
p-Mentha-1,8-dien-7-alChEBI
PerillalChEBI
PerillaldehydeChEBI
Perillic aldehydeChEBI
PerillylaldehydeChEBI
(-)-PerillaldehydeHMDB
1,8-P-Menthadien-7-alHMDB
1-PerillaldehydeHMDB
4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehydeHMDB
4-Isopropenylcyclohex-1-enecarbaldehydeHMDB
Dihydrocuminyl aldehydeHMDB
DL-Perillaldehyde(for perfumery)HMDB
FEMA no. 3557HMDB
L-PerillaldehydeHMDB
P-Mentha-1,8-dien-7-al (natural)HMDB
Para-mentha-1,8-dien-7-alHMDB
Perilla aldehydeHMDB, MeSH
4-Mentha-1,8-dien-7-alMeSH, HMDB
Perillaldehyde, (+)-isomerMeSH, HMDB
Molecular FormulaC10H14O
Average Mass150.221
Monoisotopic Mass150.104465071
IUPAC Name4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde
Traditional Name(+)-perillaldehyde
CAS Registry Number2111-75-3
SMILES
[H]C(=O)C1=CCC(CC1)C(C)=C
InChI Identifier
InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
InChI KeyRUMOYJJNUMEFDD-UHFFFAOYSA-N