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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:34 UTC

Update Date

2022-03-07 02:53:17 UTC

HMDB ID

HMDB0032222

Secondary Accession Numbers

HMDB32222

Metabolite Identification

Common Name

Dihydroxyacetone (dimer)

Description

Dihydroxyacetone (dimer) belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4. Based on a literature review a significant number of articles have been published on Dihydroxyacetone (dimer).

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.324  -1.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   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       1.334   2.310   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  O   UNK     0      -1.173   3.222   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.840  -1.682   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.344  -1.950   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    5    7                                                       
CONECT    2    6    8                                                       
CONECT    3    5   12                                                       
CONECT    4    6   11                                                       
CONECT    5    1    3    9   11                                             
CONECT    6    2    4   10   12                                             
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    4    5                                                       
CONECT   12    3    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,3-Dihydroxyacetone dimer	HMDB
2,5-Bis(hydroxymethyl)-1,4-dioxane-2,5-diol	HMDB
2,5-Dihydroxydioxane-2,5-dimethanol	HMDB

Chemical Formula

C₆H₁₂O₆

Average Molecular Weight

180.1559

Monoisotopic Molecular Weight

180.063388116

IUPAC Name

2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol

Traditional Name

2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol

CAS Registry Number

62147-49-3

SMILES

OCC1(O)COC(O)(CO)CO1

InChI Identifier

InChI=1S/C6H12O6/c7-1-5(9)3-12-6(10,2-8)4-11-5/h7-10H,1-4H2

InChI Key

KEQUNHIAUQQPAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-dioxanes. These are organic compounds containing 1,4-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 4.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxanes

Sub Class

1,4-dioxanes

Direct Parent

1,4-dioxanes

Alternative Parents

Substituents

Para-dioxane
Hemiacetal
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032222)
Cytoplasm (HMDB: HMDB0032222)

Source

Endogenous

Endogenous (HMDB: HMDB0032222)

Exogenous

Food

Food (HMDB: HMDB0032222)

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
Water Solubility	516 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-1.7	ChemAxon
logS	0.46	ALOGPS
pKa (Strongest Acidic)	10.24	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.95 m³·mol⁻¹	ChemAxon
Polarizability	16.18 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	138.738	31661259
DarkChem	[M-H]-	134.451	31661259
DeepCCS	[M+H]+	139.635	30932474
DeepCCS	[M-H]-	137.347	30932474
DeepCCS	[M-2H]-	173.562	30932474
DeepCCS	[M+Na]+	148.611	30932474
AllCCS	[M+H]+	139.3	32859911
AllCCS	[M+H-H2O]+	135.2	32859911
AllCCS	[M+NH4]+	143.1	32859911
AllCCS	[M+Na]+	144.3	32859911
AllCCS	[M-H]-	134.8	32859911
AllCCS	[M+Na-2H]-	136.0	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydroxyacetone (dimer)	OCC1(O)COC(O)(CO)CO1	3109.3	Standard polar	33892256
Dihydroxyacetone (dimer)	OCC1(O)COC(O)(CO)CO1	1698.6	Standard non polar	33892256
Dihydroxyacetone (dimer)	OCC1(O)COC(O)(CO)CO1	1631.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydroxyacetone (dimer),1TMS,isomer #1	C[Si](C)(C)OCC1(O)COC(O)(CO)CO1	1683.7	Semi standard non polar	33892256
Dihydroxyacetone (dimer),1TMS,isomer #2	C[Si](C)(C)OC1(CO)COC(O)(CO)CO1	1711.2	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TMS,isomer #1	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(O)(CO)CO1	1704.2	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TMS,isomer #2	C[Si](C)(C)OCC1(O)COC(CO)(O[Si](C)(C)C)CO1	1717.9	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TMS,isomer #3	C[Si](C)(C)OCC1(O)COC(O)(CO[Si](C)(C)C)CO1	1684.5	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TMS,isomer #4	C[Si](C)(C)OC1(CO)COC(CO)(O[Si](C)(C)C)CO1	1723.8	Semi standard non polar	33892256
Dihydroxyacetone (dimer),3TMS,isomer #1	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(CO)(O[Si](C)(C)C)CO1	1752.8	Semi standard non polar	33892256
Dihydroxyacetone (dimer),3TMS,isomer #2	C[Si](C)(C)OCC1(O)COC(CO[Si](C)(C)C)(O[Si](C)(C)C)CO1	1727.6	Semi standard non polar	33892256
Dihydroxyacetone (dimer),4TMS,isomer #1	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(CO[Si](C)(C)C)(O[Si](C)(C)C)CO1	1801.2	Semi standard non polar	33892256
Dihydroxyacetone (dimer),1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1(O)COC(O)(CO)CO1	1905.6	Semi standard non polar	33892256
Dihydroxyacetone (dimer),1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(CO)COC(O)(CO)CO1	1929.9	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(O)(CO)CO1	2121.7	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1(O)COC(CO)(O[Si](C)(C)C(C)(C)C)CO1	2141.1	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1(O)COC(O)(CO[Si](C)(C)C(C)(C)C)CO1	2120.7	Semi standard non polar	33892256
Dihydroxyacetone (dimer),2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1(CO)COC(CO)(O[Si](C)(C)C(C)(C)C)CO1	2172.7	Semi standard non polar	33892256
Dihydroxyacetone (dimer),3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(CO)(O[Si](C)(C)C(C)(C)C)CO1	2405.5	Semi standard non polar	33892256
Dihydroxyacetone (dimer),3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1(O)COC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CO1	2396.7	Semi standard non polar	33892256
Dihydroxyacetone (dimer),4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)CO1	2639.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dihydroxyacetone (dimer) GC-EI-TOF (Non-derivatized)	splash10-00di-9600000000-4e6d1d4ffefa8f3889c9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dihydroxyacetone (dimer) GC-EI-TOF (Non-derivatized)	splash10-00di-9600000000-4e6d1d4ffefa8f3889c9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyacetone (dimer) GC-MS (Non-derivatized) - 70eV, Positive	splash10-07j9-9400000000-bdf24ec347c6b625104b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyacetone (dimer) GC-MS (4 TMS) - 70eV, Positive	splash10-0udi-8932100000-3376f518f1801438a384	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydroxyacetone (dimer) GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dihydroxyacetone (dimer) LC-ESI-QTOF , negative-QTOF	splash10-004i-0900000000-80a5075bd907c7b70acd	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 10V, Positive-QTOF	splash10-001i-0900000000-44658d4bf3f29bee1fe3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 20V, Positive-QTOF	splash10-05i0-9200000000-a00a2e8db774a9c16253	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 40V, Positive-QTOF	splash10-003r-9000000000-3b27ee5bb025f98914b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 10V, Negative-QTOF	splash10-004i-0900000000-924e7a3a75878d3a7d86	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 20V, Negative-QTOF	splash10-00g3-9200000000-531aee52c1de9f66e0e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 40V, Negative-QTOF	splash10-00di-9000000000-3a81ad494320307612ce	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 10V, Negative-QTOF	splash10-004i-1900000000-e701d2a24a1d5821e28e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 20V, Negative-QTOF	splash10-004i-2900000000-846005ce56fd94f00ca8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 40V, Negative-QTOF	splash10-004i-9400000000-b93df7e3c071d6615cb8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 10V, Positive-QTOF	splash10-03di-0900000000-b78405f71814e1867eb9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 20V, Positive-QTOF	splash10-03e9-0900000000-aa971df2bbba9104102f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxyacetone (dimer) 40V, Positive-QTOF	splash10-004i-9000000000-2d8b851c34e458519119	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB009293

KNApSAcK ID

Not Available

Chemspider ID

3391434

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4180364

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Dihydroxyacetone (dimer) (HMDB0032222)

MOL for HMDB0032222 (Dihydroxyacetone (dimer))

3D MOL for HMDB0032222 (Dihydroxyacetone (dimer))

3D SDF for HMDB0032222 (Dihydroxyacetone (dimer))

3D-SDF for HMDB0032222 (Dihydroxyacetone (dimer))

PDB for HMDB0032222 (Dihydroxyacetone (dimer))

3D PDB for HMDB0032222 (Dihydroxyacetone (dimer))

SMILES for HMDB0032222 (Dihydroxyacetone (dimer))

INCHI for HMDB0032222 (Dihydroxyacetone (dimer))

Structure for HMDB0032222 (Dihydroxyacetone (dimer))

3D Structure for HMDB0032222 (Dihydroxyacetone (dimer))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra