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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:41:00 UTC

Update Date

2021-09-24 10:41:00 UTC

HMDB ID

HMDB0304554

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DIMBOA trihexose

Description

DIMBOA trihexose belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. DIMBOA trihexose has been detected, but not quantified in, several different foods, such as corns (Zea mays), amaranths (Amaranthus), ryes (Secale cereale), millets (Panicum miliaceum), and red rice (Oryza rufipogon). This could make dimboa trihexose a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on DIMBOA trihexose.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 14-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-AUG-19         0                                  
HETATM    1  C   UNK     0      11.288  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.725  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954  -3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621  -3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.621  -4.977   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.955  -2.667   0.000  0.00  0.00           N+1
HETATM   10  O   UNK     0       3.286  -3.437   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.620  -1.127   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.955  -5.747   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       7.287  -5.747   0.000  0.00  0.00           O-1
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    9                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8    9                                                  
CONECT    7    5   10   11                                                  
CONECT    8    6   12   13                                                  
CONECT    9    1    2    3    6                                             
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0304554
HETATM    1  C1  UNL     1      -2.372  -0.456   0.463  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.091  -0.007  -0.081  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -0.974   1.390   0.299  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.213  -0.058  -1.505  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.020  -0.813   0.455  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.258  -0.796  -0.284  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.970   0.489  -0.455  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.365   1.176   0.784  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.108   0.674   1.885  1.00  0.00           O  
HETATM   10  O2  UNL     1       3.021   2.376   0.702  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.466  -2.232   0.474  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.429  -2.556  -0.247  1.00  0.00           O  
HETATM   13  O4  UNL     1       0.124  -3.212   1.246  1.00  0.00           O1-
HETATM   14  H1  UNL     1      -2.990   0.428   0.821  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.207  -1.084   1.335  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.028  -0.914  -0.325  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.033   1.772   0.421  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.534   2.040  -0.460  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.465   1.469   1.277  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.284   0.069  -1.764  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.684   0.765  -2.023  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.900  -1.041  -1.926  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.156  -0.536   1.522  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.965  -1.477   0.282  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.205  -1.277  -1.293  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.968   0.213  -0.942  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.527   1.182  -1.202  1.00  0.00           H  
HETATM   28  H15 UNL     1       4.023   2.417   0.539  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4    5
CONECT    3   17   18   19
CONECT    4   20   21   22
CONECT    5    6   11   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9    9   10
CONECT   10   28
CONECT   11   12   12   13
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Carboxy-2-(trimethylazaniumyl)butanoic acid	HMDB

Chemical Formula

C₈H₁₅NO₄

Average Molecular Weight

189.211

Monoisotopic Molecular Weight

189.100107967

IUPAC Name

4-carboxy-2-(trimethylazaniumyl)butanoate

Traditional Name

4-carboxy-2-(trimethylammonio)butanoate

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)C(CCC(O)=O)C([O-])=O

InChI Identifier

InChI=1S/C8H15NO4/c1-9(2,3)6(8(12)13)4-5-7(10)11/h6H,4-5H2,1-3H3,(H-,10,11,12,13)

InChI Key

WTIGXLNNRAGPIV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid salt
Carboxylic acid
Organic salt
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304554)

Food

Cereal and cereal product

Cereal

Cereal product

Cereals and cereal products (FooDB: FOOD00858)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Herb

Amaranth (FooDB: FOOD00288)
Teff (FooDB: FOOD00489)

Other seed

Quinoa (FooDB: FOOD00441)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-4.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	2.05	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	68.11 m³·mol⁻¹	ChemAxon
Polarizability	18.91 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	139.967	32859911
AllCCS	[M+H-H2O]+	136.408	32859911
AllCCS	[M+Na]+	144.226	32859911
AllCCS	[M+NH4]+	143.274	32859911
AllCCS	[M-H]-	147.53	32859911
AllCCS	[M+Na-2H]-	148.783	32859911
AllCCS	[M+HCOO]-	150.212	32859911
DeepCCS	[M+H]+	129.679	30932474
DeepCCS	[M-H]-	126.095	30932474
DeepCCS	[M-2H]-	163.071	30932474
DeepCCS	[M+Na]+	138.508	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093490

KNApSAcK ID

Not Available

Chemspider ID

74911684

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

87186808

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for DIMBOA trihexose (HMDB0304554)

MOL for HMDB0304554 (DIMBOA trihexose)

3D MOL for HMDB0304554 (DIMBOA trihexose)

3D SDF for HMDB0304554 (DIMBOA trihexose)

3D-SDF for HMDB0304554 (DIMBOA trihexose)

PDB for HMDB0304554 (DIMBOA trihexose)

3D PDB for HMDB0304554 (DIMBOA trihexose)

SMILES for HMDB0304554 (DIMBOA trihexose)

INCHI for HMDB0304554 (DIMBOA trihexose)

Structure for HMDB0304554 (DIMBOA trihexose)

3D Structure for HMDB0304554 (DIMBOA trihexose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices