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Showing metabocard for 3-Methoxybenzaldehyde (HMDB0031459)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:27 UTC
Update Date2023-02-21 17:20:34 UTC
HMDB IDHMDB0031459
Secondary Accession Numbers
  • HMDB31459
Metabolite Identification
Common Name3-Methoxybenzaldehyde
Description3-Methoxybenzaldehyde is found in cloves. 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?1677000034
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031459 (3-Methoxybenzaldehyde)


  Mrv0541 02241221282D          

 10 10  0  0  0  0            999 V2000
   -0.1429    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  1  9  2  0  0  0  0
  7 10  1  0  0  0  0
M  END
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3D MOL for HMDB0031459 (3-Methoxybenzaldehyde)

HMDB0031459
     RDKit          3D
3-Methoxybenzaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.7765    0.6775    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.6036    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -0.6286    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396   -1.8471    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249   -1.9312   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9199   -0.7695   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    0.4636   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    1.6733   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    2.7934   -0.6865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449    0.5104   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.5970    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    1.3031    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6036    1.1621   -0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.7629    0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -2.8880    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9695   -0.8158   -0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090    1.6293   -0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037    1.4370   -0.0656 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  1  0
  8  9  2  0
  7 10  2  0
 10  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
  8 17  1  0
 10 18  1  0
M  END
Download

3D SDF for HMDB0031459 (3-Methoxybenzaldehyde)


  Mrv0541 02241221282D          

 10 10  0  0  0  0            999 V2000
   -0.1429    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1429   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  1  9  2  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031459

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C=O)=CC=C1

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

> <INCHI_KEY>
WMPDAIZRQDCGFH-UHFFFAOYSA-N

> <FORMULA>
C8H8O2

> <MOLECULAR_WEIGHT>
136.1479

> <EXACT_MASS>
136.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
13.955209177571833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methoxybenzaldehyde

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.5280768950000003

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.829225795479585

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
39.105199999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzaldehyde, 3-methoxy-

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031459 (3-Methoxybenzaldehyde)

HMDB0031459
     RDKit          3D
3-Methoxybenzaldehyde
 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.7765    0.6775    0.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1357   -0.6036    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7769   -0.6286    0.2437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1396   -1.8471    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249   -1.9312   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9199   -0.7695   -0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    0.4636   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    1.6733   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    2.7934   -0.6865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449    0.5104   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.5970    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    1.3031    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6036    1.1621   -0.4994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6700   -2.7629    0.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -2.8880    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9695   -0.8158   -0.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1090    1.6293   -0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037    1.4370   -0.0656 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  1  0
  8  9  2  0
  7 10  2  0
 10  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
  8 17  1  0
 10 18  1  0
M  END
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PDB for HMDB0031459 (3-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      -0.267   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.267   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.600   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.600   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.267  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.067   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.401  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.067   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.067   4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.734   0.000   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6   10                                                       
CONECT    8    6    2                                                       
CONECT    9    1                                                            
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0031459 (3-Methoxybenzaldehyde)

COMPND    HMDB0031459
HETATM    1  C1  UNL     1      -2.776   0.677   0.490  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.136  -0.604   0.525  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.777  -0.629   0.244  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.140  -1.847   0.271  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.225  -1.931  -0.003  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.920  -0.770  -0.302  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.306   0.464  -0.337  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.052   1.673  -0.653  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.506   2.793  -0.687  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.045   0.510  -0.060  1.00  0.00           C  
HETATM   11  H1  UNL     1      -3.847   0.597   0.717  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.211   1.303   1.222  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.604   1.162  -0.499  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.670  -2.763   0.503  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.723  -2.888   0.019  1.00  0.00           H  
HETATM   16  H6  UNL     1       2.970  -0.816  -0.516  1.00  0.00           H  
HETATM   17  H7  UNL     1       3.109   1.629  -0.868  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.604   1.437  -0.066  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   14
CONECT    5    6    6   15
CONECT    6    7   16
CONECT    7    8   10   10
CONECT    8    9    9   17
CONECT   10   18
END
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SMILES for HMDB0031459 (3-Methoxybenzaldehyde)

COC1=CC(C=O)=CC=C1
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INCHI for HMDB0031459 (3-Methoxybenzaldehyde)

InChI=1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-AnisaldehydeChEBI
m-AnisaldehydeChEBI
m-MethoxybenzaldehydeChEBI
Meta-anisaldehydeChEBI
Meta-methoxybenzaldehydeChEBI
MetamethoxybenzaldehydeChEBI
3-Methoxy-benzaldehydeChEMBL, HMDB
m-Anisaldehyde, 8ciHMDB
m-Anisic aldehydeHMDB
Chemical FormulaC8H8O2
Average Molecular Weight136.1479
Monoisotopic Molecular Weight136.0524295
IUPAC Name3-methoxybenzaldehyde
Traditional Namebenzaldehyde, 3-methoxy-
CAS Registry Number591-31-1
SMILES
COC1=CC(C=O)=CC=C1
InChI Identifier
InChI=1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3
InChI KeyWMPDAIZRQDCGFH-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 Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point143.00 °C. @ 50.00 mm HgThe Good Scents Company Information System
Water Solubility3010 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.710The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.98 g/LALOGPS
logP1.62ALOGPS
logP1.53ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.11 m³·mol⁻¹ChemAxon
Polarizability13.96 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]+129.19431661259
DarkChem[M-H]-128.48131661259
DeepCCS[M+H]+127.61130932474
DeepCCS[M-H]-123.92930932474
DeepCCS[M-2H]-161.54130932474
DeepCCS[M+Na]+136.7430932474
AllCCS[M+H]+127.632859911
AllCCS[M+H-H2O]+122.932859911
AllCCS[M+NH4]+132.032859911
AllCCS[M+Na]+133.332859911
AllCCS[M-H]-125.832859911
AllCCS[M+Na-2H]-127.532859911
AllCCS[M+HCOO]-129.332859911

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, 2022.4.35 minutes32390414
Predicted by Siyang on May 30, 202213.6694 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.76 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1659.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid505.9 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 Acid323.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid193.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid503.0 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 Acid656.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)176.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1130.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid400.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1130.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid363.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid468.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate529.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA508.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water120.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-MethoxybenzaldehydeCOC1=CC(C=O)=CC=C12109.9Standard polar33892256
3-MethoxybenzaldehydeCOC1=CC(C=O)=CC=C11182.9Standard non polar33892256
3-MethoxybenzaldehydeCOC1=CC(C=O)=CC=C11215.3Semi 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 IDFDB007192
KNApSAcK IDC00051617
Chemspider ID21106184
KEGG Compound IDNot Available
BioCyc IDCPD-8779
BiGG IDNot Available
Wikipedia Link4-Anisaldehyde
METLIN IDNot Available
PubChem Compound11569
PDB IDNot Available
ChEBI ID136805
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1039091
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. .