Showing metabocard for Cinnamaldehyde (MMDBc0033607)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:55:37 UTC
Update Date2024-04-30 20:13:41 UTC
Metabolite IDMMDBc0033607
Metabolite Identification
Common NameCinnamaldehyde
DescriptionCinnamaldehyde is the aldehyde that gives cinnamon its flavor and odor. Cinnamaldehyde occurs naturally in the bark of cinnamon trees and other species of the genus Cinnamomum like camphor and cassia. These trees are the natural source of cinnamon, and the essential oil of cinnamon bark is about 90% cinnamaldehyde. Cinnamaldehyde is also used as a fungicide. Proven effective on over 40 different crops, cinnamaldehyde is typically applied to the root systems of plants. Its low toxicity and well-known properties make it ideal for agriculture. To a lesser extent, cinnamaldehyde is an effective insecticide, and its scent is also known to repel animals like cats and dogs. Cinnamaldehyde is also known as a corrosion inhibitor for steel and other ferrous alloys in corrosive fluids. It can be used in combination with additional components such as dispersing agents, solvents and other surfactants. Concentrated cinnamaldehyde is a skin irritant, and the chemical is toxic in large doses, but no agencies suspect the compound is a carcinogen or poses a long-term health hazard. Most cinnamaldehyde is excreted in urine as cinnamic acid, an oxidized form of cinnamaldehyde.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecf3b6fdb8>


  Mrv1652309272007362D          

 10 10  0  0  0  0            999 V2000
10000.004810000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.720510000.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.434110000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.149810000.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290210000.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.575810000.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.861210000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8612 9999.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5757 9999.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2902 9999.5736    0.0000 C   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
  3  4  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  1  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fecf3b6fdb8>

HMDB0003441
     RDKit          3D
Cinnamaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -4.3723    1.1333   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    0.1906   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1386    0.5195   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077   -0.4804    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1274   -0.2596    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -1.3768    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3210   -1.1758    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    0.0997    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    1.1787    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    1.0011    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9112   -0.8234   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467    1.5494   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -1.5168    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539   -2.3601    0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -2.0196    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    0.2347    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171    2.2052    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299    1.9001   -0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007fecf3b6fdb8>


  Mrv1652309272007362D          

 10 10  0  0  0  0            999 V2000
10000.004810000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.720510000.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.434110000.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.149810000.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290210000.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.575810000.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.861210000.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8612 9999.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5757 9999.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2902 9999.5736    0.0000 C   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
  3  4  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10  5  1  0  0  0  0
  1  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033607

> <DATABASE_NAME>
MIME

> <SMILES>
O=C\C=C\C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+

> <INCHI_KEY>
KJPRLNWUNMBNBZ-QPJJXVBHSA-N

> <FORMULA>
C9H8O

> <MOLECULAR_WEIGHT>
132.1592

> <EXACT_MASS>
132.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.476246951483136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-phenylprop-2-enal

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
1.9774700076666665

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.439447314621728

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
42.1345

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cinnamal

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fecf3b6fdb8>

HMDB0003441
     RDKit          3D
Cinnamaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -4.3723    1.1333   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    0.1906   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1386    0.5195   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077   -0.4804    0.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1274   -0.2596    0.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -1.3768    0.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3210   -1.1758    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    0.0997    0.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0154    1.1787    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417    1.0011    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9112   -0.8234   -0.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8467    1.5494   -0.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -1.5168    0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539   -2.3601    0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -2.0196    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    0.2347    0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4171    2.2052    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0299    1.9001   -0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
 10 18  1  0
M  END
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PDB for #<Metabolite:0x00007fecf3b6fdb8>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6768668.179   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.0128667.413   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8669.3448668.179   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8670.6808667.413   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8665.3428667.411   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8664.0088668.181   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.6748667.411   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.6748665.871   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.0088665.101   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3428665.871   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    6   10    1                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007fecf3b6fdb8>

COMPND    HMDB0003441
HETATM    1  O1  UNL     1      -4.372   1.133  -0.339  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.562   0.191  -0.190  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.139   0.520  -0.118  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.308  -0.480   0.039  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.127  -0.260   0.122  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.969  -1.377   0.290  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.321  -1.176   0.369  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.836   0.100   0.284  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.015   1.179   0.121  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.642   1.001   0.038  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.911  -0.823  -0.118  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.847   1.549  -0.195  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.680  -1.517   0.111  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.554  -2.360   0.354  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.980  -2.020   0.498  1.00  0.00           H  
HETATM   16  H6  UNL     1       3.926   0.235   0.350  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.417   2.205   0.052  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.030   1.900  -0.093  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   12
CONECT    4    5   13
CONECT    5    6    6   10
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8    9   16
CONECT    9   10   10   17
CONECT   10   18
END
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SMILES for #<Metabolite:0x00007fecf3b6fdb8>

O=C\C=C\C1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fecf3b6fdb8>

InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+
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Synonyms
ValueSource
(e)-3-Phenyl-2-propenalChEBI
(e)-3-Phenyl-propenalChEBI
(e)-3-PhenylpropenalChEBI
(e)-Cinnamic aldehydeChEBI
(e)-Phenylvinyl aldehydeChEBI
3-PhenylacrylaldehydeChEBI
trans-Cinnamic aldehydeChEBI
(e)-CinnamaldehydeHMDB
(2E)-3-Phenyl-2-propenalHMDB
(2E)-3-PhenylacrylaldehydeHMDB
3-FenylpropenalHMDB
3-Phenyl-2-propen-1-alHMDB
3-Phenyl-2-propenaldehydeHMDB
3-PhenylacroleinHMDB
3-Phenylprop-2-enalHMDB
3-PhenylpropenalHMDB
BenzylideneacetaldehydeHMDB
beta-PhenylcroleinHMDB
CinnamalHMDB
Cinnamic aldehydeHMDB
Cinnamyl aldehydeHMDB
CinnamylaldehydeHMDB
CinnemaldehydeHMDB
trans-3-Phenyl-2-propenalHMDB
trans-CinnamaldehydeHMDB
trans-CinnamylaldehydeHMDB
beta-PhenylacroleinHMDB
SupercinnamaldehydeHMDB
trans-3-Phenylprop-2-enaldehydeHMDB
3-Phenylprop-2-enaldehydeHMDB
Cinnamic aldehyde, (e)-isomerHMDB
2E)-3-Phenyl-2-propenalPhytoBank
(E)-3-PhenylacroleinPhytoBank
(E)-3-Phenylprop-2-en-1-alPhytoBank
(E)-3-Phenylprop-2-enalPhytoBank
(E)-3-Phenylprop-2-enonePhytoBank
E-Cinnamyl aldehydePhytoBank
trans-3-PhenylpropenalPhytoBank
trans-BenzenepropenalPhytoBank
3-Phenyl-2-propenalPhytoBank
3-Phenyl-2-propene-1-alPhytoBank
Molecular FormulaC9H8O
Average Mass132.1592
Monoisotopic Mass132.057514878
IUPAC Name(2E)-3-phenylprop-2-enal
Traditional Namecinnamal
CAS Registry Number104-55-2
SMILES
O=C\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-8H/b7-4+
InChI KeyKJPRLNWUNMBNBZ-QPJJXVBHSA-N