Showing metabocard for Benzaldehyde (MMDBc0000253)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:41:27 UTC
Update Date2024-09-28 03:38:07 UTC
Metabolite IDMMDBc0000253
Metabolite Identification
Common NameBenzaldehyde
DescriptionBenzaldehyde is occasionally found as a volatile component of urine. Benzaldehyde is an aromatic aldehyde used in cosmetics as a denaturant, a flavoring agent, and as a fragrance. Currently used in only seven cosmetic products, its highest reported concentration of use was 0.5% in perfumes. Benzaldehyde is a generally regarded as safe (GRAS) food additive in the United States and is accepted as a flavoring substance in the European Union. Because Benzaldehyde rapidly metabolizes to Benzoic Acid in the skin, the available dermal irritation and sensitization data demonstrating no adverse reactions to Benzoic Acid were considered supportive of the safety of Benzaldehyde. Benzaldehyde is absorbed through skin and by the lungs, distributes to all well-perfused organs, but does not accumulate in any specific tissue type. After being metabolized to benzoic acid, conjugates are formed with glycine or glucuronic acid, and excreted in the urine. Several studies have suggested that Benzaldehyde can have carcinostatic or antitumor properties. Overall, at the concentrations used in cosmetics, Benzaldehyde was not considered a carcinogenic risk to humans. Although there are limited irritation and sensitization data available for Benzaldehyde, the available dermal irritation and sensitization data and ultraviolet (UV) absorption and phototoxicity data demonstrating no adverse reactions to Benzoic Acid support the safety of Benzaldehyde as currently used in cosmetic products. (PMID: 16835129 , Int J Toxicol. 2006;25 Suppl 1:11-27.).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd5d4856f68>

  Mrv1652309272007442D          

  8  8  0  0  0  0            999 V2000
    0.5802    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    0.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5171    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd5d4856f68>

HMDB0006115
     RDKit          3D
Benzaldehyde
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.9385    1.1037   -0.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    0.0556    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -0.0088    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721    1.1857   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2044    1.1292   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890   -0.0380   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2155   -1.2080    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640   -1.1803    0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8195   -0.8763    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    2.0760   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    2.0633   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -0.0496   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182   -2.1510    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7263   -2.1016    0.4862 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  3  1  0
  2  9  1  0
  4 10  1  0
  5 11  1  0
  6 12  1  0
  7 13  1  0
  8 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007fd5d4856f68>

  Mrv1652309272007442D          

  8  8  0  0  0  0            999 V2000
    0.5802    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    0.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5171    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000253

> <DATABASE_NAME>
MIME

> <SMILES>
O=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

> <INCHI_KEY>
HUMNYLRZRPPJDN-UHFFFAOYSA-N

> <FORMULA>
C7H6O

> <MOLECULAR_WEIGHT>
106.1219

> <EXACT_MASS>
106.041864814

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
11.01681252528575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
benzaldehyde

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.6857481606666664

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.111326959702501

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
32.641999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fd5d4856f68>

HMDB0006115
     RDKit          3D
Benzaldehyde
 14 14  0  0  0  0  0  0  0  0999 V2000
    2.9385    1.1037   -0.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    0.0556    0.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436   -0.0088    0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1721    1.1857   -0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2044    1.1292   -0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890   -0.0380   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2155   -1.2080    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1640   -1.1803    0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8195   -0.8763    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    2.0760   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7284    2.0633   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -0.0496   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7182   -2.1510    0.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7263   -2.1016    0.4862 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  3  1  0
  2  9  1  0
  4 10  1  0
  5 11  1  0
  6 12  1  0
  7 13  1  0
  8 14  1  0
M  END
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PDB for #<Metabolite:0x00007fd5d4856f68>

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       1.083   3.602   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.250   2.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.250   1.292   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.083   0.522   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.417   1.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.417   2.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.750   3.602   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.084   2.832   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007fd5d4856f68>

COMPND    HMDB0006115
HETATM    1  O1  UNL     1       2.938   1.104  -0.225  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.315   0.056   0.008  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.844  -0.009   0.010  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.172   1.186  -0.269  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.204   1.129  -0.269  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.889  -0.038  -0.008  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.216  -1.208   0.265  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.164  -1.180   0.271  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.819  -0.876   0.225  1.00  0.00           H  
HETATM   10  H2  UNL     1       0.735   2.076  -0.467  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.728   2.063  -0.486  1.00  0.00           H  
HETATM   12  H4  UNL     1      -2.959  -0.050  -0.015  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.718  -2.151   0.475  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.726  -2.102   0.486  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    9
CONECT    3    4    4    8
CONECT    4    5   10
CONECT    5    6    6   11
CONECT    6    7   12
CONECT    7    8    8   13
CONECT    8   14
END
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SMILES for #<Metabolite:0x00007fd5d4856f68>

O=CC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fd5d4856f68>

InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H
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Synonyms
Molecular FormulaC7H6O
Average Mass106.1219
Monoisotopic Mass106.041864814
IUPAC Namebenzaldehyde
Traditional Namebenzaldehyde
CAS Registry Number100-52-7
SMILES
O=CC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H
InChI KeyHUMNYLRZRPPJDN-UHFFFAOYSA-N