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Showing metabocard for Mono-methyl-adipate (HMDB0059722)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-01-09 12:11:23 UTC
Update Date2023-02-21 17:29:16 UTC
HMDB IDHMDB0059722
Secondary Accession Numbers
  • HMDB59722
Metabolite Identification
Common NameMono-methyl-adipate
DescriptionMono-methyl-adipate, also known as methyl adipic acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Mono-methyl-adipate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1677000556
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0059722 (Mono-methyl-adipate)

mono-Benzyl malonate
  Mrv0541 01091312052D          

 11 10  0  0  0  0            999 V2000
    0.5893   -3.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8761   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5906   -3.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3051   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8761   -4.3902    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2 10  2  0  0  0  0
  7 11  2  0  0  0  0
M  END
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3D MOL for HMDB0059722 (Mono-methyl-adipate)

HMDB0059722
     RDKit          3D
Mono-methyl-adipate
 23 22  0  0  0  0  0  0  0  0999 V2000
    4.4790    0.9188   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.1960   -0.6467 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041    0.3172   -0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315    1.1055    0.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712   -0.4969   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2999   -0.2279    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -1.0953   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -0.9332    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726    0.4347    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950    1.3658   -0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    0.7077    0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243    0.7004    0.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2149    1.9990   -0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672    0.7702   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402   -1.5673   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -0.2653   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5451    0.8359    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.5568    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0920   -2.1627   -0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652   -0.8735   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4540   -1.5918   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085   -1.2207    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7467    1.6405    1.1834 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
M  END
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3D SDF for HMDB0059722 (Mono-methyl-adipate)

mono-Benzyl malonate
  Mrv0541 01091312052D          

 11 10  0  0  0  0            999 V2000
    0.5893   -3.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4472   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -3.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8761   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5906   -3.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3051   -3.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8761   -4.3902    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2 10  2  0  0  0  0
  7 11  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059722

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H12O4/c1-11-7(10)5-3-2-4-6(8)9/h2-5H2,1H3,(H,8,9)

> <INCHI_KEY>
UOBSVARXACCLLH-UHFFFAOYSA-N

> <FORMULA>
C7H12O4

> <MOLECULAR_WEIGHT>
160.1678

> <EXACT_MASS>
160.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
16.256321526743218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methoxy-6-oxohexanoic acid

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.6365484186666664

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3460715810344785

> <JCHEM_PKA_STRONGEST_BASIC>
-7.023982776717198

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
37.5081

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxy-6-oxohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0059722 (Mono-methyl-adipate)

HMDB0059722
     RDKit          3D
Mono-methyl-adipate
 23 22  0  0  0  0  0  0  0  0999 V2000
    4.4790    0.9188   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3258    0.1960   -0.6467 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041    0.3172   -0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9315    1.1055    0.8944 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9712   -0.4969   -0.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2999   -0.2279    0.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -1.0953   -0.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7211   -0.9332    0.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2726    0.4347    0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6950    1.3658   -0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4797    0.7077    0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243    0.7004    0.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2149    1.9990   -0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2672    0.7702   -1.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402   -1.5673   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -0.2653   -1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5451    0.8359    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1056   -0.5568    1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0920   -2.1627   -0.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5652   -0.8735   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4540   -1.5918   -0.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085   -1.2207    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7467    1.6405    1.1834 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
 11 23  1  0
M  END
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PDB for HMDB0059722 (Mono-methyl-adipate)

HEADER    PROTEIN                                 09-JAN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: mono-Benzyl malonate                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JAN-13         0                                  
HETATM    1  O   UNK     0       1.100  -6.655   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.434  -5.885   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.767  -6.655   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.101  -5.885   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.435  -6.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.768  -5.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.102  -6.655   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.436  -5.885   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.770  -6.655   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.434  -4.345   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.102  -8.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    2                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0059722 (Mono-methyl-adipate)

COMPND    HMDB0059722
HETATM    1  C1  UNL     1       4.479   0.919  -0.269  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.326   0.196  -0.647  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.104   0.317  -0.053  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.932   1.105   0.894  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.971  -0.497  -0.541  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.300  -0.228   0.236  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.403  -1.095  -0.323  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.721  -0.933   0.353  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.273   0.435   0.268  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.695   1.366  -0.340  1.00  0.00           O  
HETATM   11  O4  UNL     1      -4.480   0.708   0.885  1.00  0.00           O  
HETATM   12  H1  UNL     1       4.824   0.700   0.741  1.00  0.00           H  
HETATM   13  H2  UNL     1       4.215   1.999  -0.314  1.00  0.00           H  
HETATM   14  H3  UNL     1       5.267   0.770  -1.049  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.240  -1.567  -0.406  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.730  -0.265  -1.613  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.545   0.836   0.297  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.106  -0.557   1.296  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.092  -2.163  -0.306  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.565  -0.873  -1.411  1.00  0.00           H  
HETATM   21  H10 UNL     1      -3.454  -1.592  -0.194  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.708  -1.221   1.426  1.00  0.00           H  
HETATM   23  H12 UNL     1      -4.747   1.640   1.183  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   15   16
CONECT    6    7   17   18
CONECT    7    8   19   20
CONECT    8    9   21   22
CONECT    9   10   10   11
CONECT   11   23
END
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SMILES for HMDB0059722 (Mono-methyl-adipate)

COC(=O)CCCCC(O)=O
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INCHI for HMDB0059722 (Mono-methyl-adipate)

InChI=1S/C7H12O4/c1-11-7(10)5-3-2-4-6(8)9/h2-5H2,1H3,(H,8,9)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Methyl ester hexanedioic acidChEBI
Adipic acid monomethyl esterChEBI
Methyl adipateChEBI
Monomethyl 1,6-hexanedioateChEBI
1-Methyl ester hexanedioateGenerator
Adipate monomethyl esterGenerator
Methyl adipic acidGenerator
Monomethyl 1,6-hexanedioic acidGenerator
mono-Methyl-adipic acidGenerator
Monomethyl adipic acidHMDB
Chemical FormulaC7H12O4
Average Molecular Weight160.1678
Monoisotopic Molecular Weight160.073558872
IUPAC Name6-methoxy-6-oxohexanoic acid
Traditional Name6-methoxy-6-oxohexanoic acid
CAS Registry Number627-91-8
SMILES
COC(=O)CCCCC(O)=O
InChI Identifier
InChI=1S/C7H12O4/c1-11-7(10)5-3-2-4-6(8)9/h2-5H2,1H3,(H,8,9)
InChI KeyUOBSVARXACCLLH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Fatty acid methyl ester
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12328
PDB IDNot Available
ChEBI ID70855
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  4. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.