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Showing metabocard for 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid (HMDB0242162)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-08-27 18:35:43 UTC
Update Date2021-08-27 18:35:43 UTC
HMDB IDHMDB0242162
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Bromo-5-chloro-2,6-dihydroxybenzoic acid
Description3-Bromo-5-chloro-2,6-dihydroxybenzoic acid belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids. Based on a literature review very few articles have been published on 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)


  Mrv1652308272120452D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
M  END
Download

3D MOL for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

HMDB0242162
     RDKit          3D
3-Bromo-5-chloro-2,6-dihydroxybenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.5286   -2.3871   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339   -1.1395   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -0.6800   -0.7615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -0.2979   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448    1.0584   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653    1.7448   -0.7224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415    1.7899   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853    3.5220   -0.3284 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    1.1481    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.2183    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -1.1341    1.0627 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -0.9118    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -2.2943    0.4515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5576   -0.5247   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517    1.4067   -0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    1.6990    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -2.7812    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  4  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
 13 17  1  0
M  END
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3D SDF for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)


  Mrv1652308272120452D          

 13 13  0  0  0  0            999 V2000
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242162

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(O)C(Br)=CC(Cl)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H4BrClO4/c8-2-1-3(9)6(11)4(5(2)10)7(12)13/h1,10-11H,(H,12,13)

> <INCHI_KEY>
AJSVSHDVMDXRFN-UHFFFAOYSA-N

> <FORMULA>
C7H4BrClO4

> <MOLECULAR_WEIGHT>
267.46

> <EXACT_MASS>
265.898149

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
19.30374596396704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-bromo-5-chloro-2,6-dihydroxybenzoic acid

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
3.696495382333333

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.140412461883892

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1589536446255213

> <JCHEM_PKA_STRONGEST_BASIC>
-7.004689186302847

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
49.7036

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-bromo-5-chloro-2,6-dihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

HMDB0242162
     RDKit          3D
3-Bromo-5-chloro-2,6-dihydroxybenzoic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.5286   -2.3871   -0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6339   -1.1395   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -0.6800   -0.7615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4703   -0.2979   -0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448    1.0584   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653    1.7448   -0.7224 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415    1.7899   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6853    3.5220   -0.3284 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    1.1481    0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8831   -0.2183    0.4981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -1.1341    1.0627 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.7321   -0.9118    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -2.2943    0.4515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5576   -0.5247   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517    1.4067   -0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    1.6990    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -2.7812    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  4  1  0
  3 14  1  0
  6 15  1  0
  9 16  1  0
 13 17  1  0
M  END
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PDB for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

HEADER    PROTEIN                                 27-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-AUG-21         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8 Br   UNK     0       1.334   3.850   0.000  0.00  0.00          Br+0
HETATM    9 Cl   UNK     0       4.001  -0.770   0.000  0.00  0.00          Cl+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    5    8                                                  
CONECT    3    1    6    9                                                  
CONECT    4    5    6    7                                                  
CONECT    5    2    4   10                                                  
CONECT    6    3    4   11                                                  
CONECT    7    4   12   13                                                  
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

COMPND    HMDB0242162
HETATM    1  O1  UNL     1      -1.529  -2.387  -0.168  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.634  -1.139  -0.362  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.850  -0.680  -0.762  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.470  -0.298  -0.148  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.445   1.058  -0.319  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.565   1.745  -0.722  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.741   1.790  -0.085  1.00  0.00           C  
HETATM    8 CL1  UNL     1       0.685   3.522  -0.328  1.00  0.00          CL  
HETATM    9  C5  UNL     1       1.882   1.148   0.318  1.00  0.00           C  
HETATM   10  C6  UNL     1       1.883  -0.218   0.498  1.00  0.00           C  
HETATM   11 BR1  UNL     1       3.475  -1.134   1.063  1.00  0.00          BR  
HETATM   12  C7  UNL     1       0.732  -0.912   0.268  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.737  -2.294   0.451  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.558  -0.525  -0.027  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.452   1.407  -0.925  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.796   1.699   0.500  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.570  -2.781   0.748  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    5   12
CONECT    5    6    7
CONECT    6   15
CONECT    7    8    9    9
CONECT    9   10   16
CONECT   10   11   12   12
CONECT   12   13
CONECT   13   17
END
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SMILES for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

OC(=O)C1=C(O)C(Br)=CC(Cl)=C1O
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INCHI for HMDB0242162 (3-Bromo-5-chloro-2,6-dihydroxybenzoic acid)

InChI=1S/C7H4BrClO4/c8-2-1-3(9)6(11)4(5(2)10)7(12)13/h1,10-11H,(H,12,13)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
3-Bromo-5-chloro-2,6-dihydroxybenzoateGenerator
Chemical FormulaC7H4BrClO4
Average Molecular Weight267.46
Monoisotopic Molecular Weight265.898149
IUPAC Name3-bromo-5-chloro-2,6-dihydroxybenzoic acid
Traditional Name3-bromo-5-chloro-2,6-dihydroxybenzoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1=C(O)C(Br)=CC(Cl)=C1O
InChI Identifier
InChI=1S/C7H4BrClO4/c8-2-1-3(9)6(11)4(5(2)10)7(12)13/h1,10-11H,(H,12,13)
InChI KeyAJSVSHDVMDXRFN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentSalicylic acids
Alternative Parents
Substituents
  • Halobenzoic acid
  • 3-halobenzoic acid
  • Halobenzoic acid or derivatives
  • 3-halobenzoic acid or derivatives
  • Salicylic acid
  • Benzoic acid
  • Resorcinol
  • 4-chlorophenol
  • 4-bromophenol
  • 2-chlorophenol
  • 2-bromophenol
  • 2-halophenol
  • 4-halophenol
  • Benzoyl
  • Phenol
  • Halobenzene
  • Chlorobenzene
  • Bromobenzene
  • Aryl halide
  • Aryl chloride
  • Aryl bromide
  • Vinylogous acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organobromide
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
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
PropertyValueSource
logP3.19ALOGPS
logP3.7ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.7 m³·mol⁻¹ChemAxon
Polarizability19.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+139.83830932474
DeepCCS[M-H]-137.44230932474
DeepCCS[M-2H]-172.43730932474
DeepCCS[M+Na]+147.0630932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Bromo-5-chloro-2,6-dihydroxybenzoic acidOC(=O)C1=C(O)C(Br)=CC(Cl)=C1O3045.7Standard polar33892256
3-Bromo-5-chloro-2,6-dihydroxybenzoic acidOC(=O)C1=C(O)C(Br)=CC(Cl)=C1O1895.1Standard non polar33892256
3-Bromo-5-chloro-2,6-dihydroxybenzoic acidOC(=O)C1=C(O)C(Br)=CC(Cl)=C1O1904.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-0390000000-8d77e4d9d4da3f5fd8432021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 10V, Positive-QTOFsplash10-00kb-0090000000-1d1db1d17f7e724f3b962021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 20V, Positive-QTOFsplash10-0002-0090000000-0ce7ada613af0ea7c5872021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 40V, Positive-QTOFsplash10-0udi-1930000000-52be38b4277d868b4c272021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 10V, Negative-QTOFsplash10-00di-0090000000-9c50776054e75e3c793b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 20V, Negative-QTOFsplash10-00di-0090000000-acd949d4a50428fbc3b02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Bromo-5-chloro-2,6-dihydroxybenzoic acid 40V, Negative-QTOFsplash10-006x-9240000000-7b6ca3b12a40f4fb09ce2021-10-12Wishart LabView Spectrum
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 ID109115113
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound134581543
PDB IDNot Available
ChEBI IDNot Available
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. Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]