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Showing metabocard for 2-Methoxybenzaldehyde (HMDB0033766)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:31:39 UTC
Update Date2023-02-21 17:23:36 UTC
HMDB IDHMDB0033766
Secondary Accession Numbers
  • HMDB33766
Metabolite Identification
Common Name2-Methoxybenzaldehyde
Description2-Methoxybenzaldehyde is found in Chinese cinnamon. 2-Methoxybenzaldehyde is present in cinnamon (Cinnamomum zeylanicum). 2-Methoxybenzaldehyde is a flavouring ingredient. Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. (Wikipedia ).
Structure
Data?1677000216
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033766 (2-Methoxybenzaldehyde)


  Mrv0541 02241217122D          

 10 10  0  0  0  0            999 V2000
    1.6463   -0.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.0630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011   -0.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    0.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  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
M  END
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3D MOL for HMDB0033766 (2-Methoxybenzaldehyde)

HMDB0033766
     RDKit          3D
2-Methoxybenzaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.6356   -0.3394   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    0.5431   -0.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426    0.0961   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -1.1888   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3081   -1.6421   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -0.7621    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475    0.5389    0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243    0.9567    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714    2.3276    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157    2.7247    0.5662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -1.2590   -0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268    0.1222   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5314   -0.5633   -1.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -1.9192   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -2.6608   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2890   -1.1456    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207    1.1889    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    2.9819    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8  3  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
M  END
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3D SDF for HMDB0033766 (2-Methoxybenzaldehyde)


  Mrv0541 02241217122D          

 10 10  0  0  0  0            999 V2000
    1.6463   -0.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.0630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011   -0.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420   -1.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4806   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2017   -0.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    0.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2025    1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  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
M  END
> <DATABASE_ID>
HMDB0033766

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3

> <INCHI_KEY>
PKZJLOCLABXVMC-UHFFFAOYSA-N

> <FORMULA>
C8H8O2

> <MOLECULAR_WEIGHT>
136.1479

> <EXACT_MASS>
136.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
13.849351191012603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methoxybenzaldehyde

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
1.5280768950000003

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.868491761014014

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
39.105199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzaldehyde, 2-methoxy-

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033766 (2-Methoxybenzaldehyde)

HMDB0033766
     RDKit          3D
2-Methoxybenzaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.6356   -0.3394   -0.7141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368    0.5431   -0.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426    0.0961   -0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -1.1888   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3081   -1.6421   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624   -0.7621    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9475    0.5389    0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243    0.9567    0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714    2.3276    0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9157    2.7247    0.5662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -1.2590   -0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268    0.1222   -0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5314   -0.5633   -1.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7371   -1.9192   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -2.6608   -0.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2890   -1.1456    0.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7207    1.1889    0.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0484    2.9819    1.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8  3  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
  9 18  1  0
M  END
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PDB for HMDB0033766 (2-Methoxybenzaldehyde)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       3.073  -0.632   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.724   0.118   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.375  -0.721   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.452  -2.173   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.897  -3.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.243  -2.264   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.243  -0.675   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.971   0.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.971   1.615   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.378   2.454   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0033766 (2-Methoxybenzaldehyde)

COMPND    HMDB0033766
HETATM    1  C1  UNL     1      -2.636  -0.339  -0.714  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.637   0.543  -0.241  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.343   0.096  -0.107  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.001  -1.189  -0.423  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.308  -1.642  -0.287  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.262  -0.762   0.176  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.947   0.539   0.503  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.624   0.957   0.354  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.271   2.328   0.693  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.916   2.725   0.566  1.00  0.00           O  
HETATM   11  H1  UNL     1      -2.581  -1.259  -0.074  1.00  0.00           H  
HETATM   12  H2  UNL     1      -3.627   0.122  -0.465  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.531  -0.563  -1.786  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.737  -1.919  -0.796  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.536  -2.661  -0.547  1.00  0.00           H  
HETATM   16  H6  UNL     1       3.289  -1.146   0.274  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.721   1.189   0.859  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.048   2.982   1.052  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   14
CONECT    5    6    6   15
CONECT    6    7   16
CONECT    7    8    8   17
CONECT    8    9
CONECT    9   10   10   18
END
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SMILES for HMDB0033766 (2-Methoxybenzaldehyde)

COC1=CC=CC=C1C=O
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INCHI for HMDB0033766 (2-Methoxybenzaldehyde)

InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-AnisaldehydeHMDB
2-Methoxy-benzaldehydeHMDB
2-MethoxybenzenecarboxaldehydeHMDB
2-MethoxyphenylformaldehydeHMDB
6-MethoxybenzaldehydeHMDB
O-Anisaldehyde, 8ciHMDB
O-FormylanisoleHMDB
O-Methoxy-benzaldehydeHMDB
O-MethoxybenzaldehydeHMDB
Salicylaldehyde methyl etherHMDB
Chemical FormulaC8H8O2
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
IUPAC Name2-methoxybenzaldehyde
Traditional Namebenzaldehyde, 2-methoxy-
CAS Registry Number135-02-4
SMILES
COC1=CC=CC=C1C=O
InChI Identifier
InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
InChI KeyPKZJLOCLABXVMC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Benzaldehyde
  • Anisole
  • Aryl-aldehyde
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point39 °CNot Available
Boiling Point238.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility2951 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.72Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.24 g/LALOGPS
logP1.59ALOGPS
logP1.53ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.11 m³·mol⁻¹ChemAxon
Polarizability13.85 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.27131661259
DarkChem[M-H]-124.66131661259
DeepCCS[M+H]+130.99130932474
DeepCCS[M-H]-128.76730932474
DeepCCS[M-2H]-165.0830932474
DeepCCS[M+Na]+139.89830932474
AllCCS[M+H]+127.432859911
AllCCS[M+H-H2O]+122.732859911
AllCCS[M+NH4]+131.832859911
AllCCS[M+Na]+133.132859911
AllCCS[M-H]-124.532859911
AllCCS[M+Na-2H]-126.232859911
AllCCS[M+HCOO]-128.132859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.4.48 minutes32390414
Predicted by Siyang on May 30, 202213.814 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.99 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1663.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid513.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid181.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid327.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid182.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid507.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid639.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)213.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1138.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid405.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1154.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid357.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid472.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate533.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA511.6 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water119.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-MethoxybenzaldehydeCOC1=CC=CC=C1C=O1902.3Standard polar33892256
2-MethoxybenzaldehydeCOC1=CC=CC=C1C=O1161.5Standard non polar33892256
2-MethoxybenzaldehydeCOC1=CC=CC=C1C=O1230.4Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011913
KNApSAcK IDC00054053
Chemspider ID21111781
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzaldehyde
METLIN IDNot Available
PubChem Compound8658
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1006111
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .