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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:44 UTC

HMDB ID

HMDB0000346

Secondary Accession Numbers

HMDB00346

Metabolite Identification

Common Name

3-Deoxyarabinohexonic acid

Description

3-Deoxyarabinohexonic acid, also known as arabino-3-deoxyhexonate or D-2-keto-3-deoxygluconate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms. 3-deoxyarabinohexonic acid is a thermal decomposition product of plant-derived sugars such as nigerose (3-O-alpha-D-glucopyranosyl-D-glucose), turanose and 3-O-methyl glucose. 3-deoxyarabinohexonic acid is found in plants and plant products that have been heated. As a consequence, it can be detected in the biofluids of animals that have consumed plant foods (including humans).

Structure

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

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      24.018 -29.832   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      25.352 -25.982   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      21.351 -29.832   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      28.019 -27.522   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      18.683 -28.292   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      20.017 -25.982   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      24.018 -28.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.684 -27.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.352 -27.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.351 -28.292   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.685 -28.292   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.017 -27.522   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   12                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    2    7   11                                                  
CONECT   10    3    8   12                                                  
CONECT   11    4    9                                                       
CONECT   12    5    6   10                                                  
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,4S,5R)-2,4,5,6-Tetrahydroxyhexanoic acid	ChEBI
3-Deoxy-arabino-hexonic acid	ChEBI
3-Deoxyarabino-hexonic acid	ChEBI
(2S,4S,5R)-2,4,5,6-Tetrahydroxyhexanoate	Generator
3-Deoxy-arabino-hexonate	Generator
3-Deoxyarabino-hexonate	Generator
3-Deoxyarabinohexonate	Generator
3-Deoxy-D-arabino-hexonic acid	HMDB
Arabino-3-deoxyhexonate	HMDB
Arabino-3-deoxyhexonic acid	HMDB
D-2-Keto-3-deoxygluconate	HMDB
3-Deoxy-arabino-hexonic acid, monosodium salt, (D)-isomer	HMDB
3-Deoxy-arabino-hexonic acid, (D)-isomer	HMDB
3-Deoxy-D-arabino-hexonate	HMDB

Chemical Formula

C₆H₁₂O₆

Average Molecular Weight

180.1559

Monoisotopic Molecular Weight

180.063388116

IUPAC Name

(2S,4S,5R)-2,4,5,6-tetrahydroxyhexanoic acid

Traditional Name

3-deoxy-arabinohexonic acid

CAS Registry Number

29625-79-4

SMILES

OC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O

InChI Identifier

InChI=1S/C6H12O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3-5,7-10H,1-2H2,(H,11,12)/t3-,4-,5+/m0/s1

InChI Key

YGMNHEPVTNXLLS-VAYJURFESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Alpha-hydroxy acid
Fatty acyl
Fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0000346)

Source

Exogenous

Exogenous (HMDB: HMDB0000346)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0000346)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0000346)

Physical Properties

State

Solid

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	255 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2.7	ChemAxon
logS	0.15	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	118.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.17 m³·mol⁻¹	ChemAxon
Polarizability	16.38 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
DarkChem	[M+H]+	140.792	31661259
DarkChem	[M-H]-	135.503	31661259
AllCCS	[M+H]+	140.525	32859911
AllCCS	[M-H]-	132.186	32859911
DeepCCS	[M+H]+	140.786	30932474
DeepCCS	[M-H]-	138.39	30932474
DeepCCS	[M-2H]-	171.6	30932474
DeepCCS	[M+Na]+	146.699	30932474
AllCCS	[M+H]+	140.5	32859911
AllCCS	[M+H-H2O]+	136.7	32859911
AllCCS	[M+NH4]+	144.1	32859911
AllCCS	[M+Na]+	145.1	32859911
AllCCS	[M-H]-	132.2	32859911
AllCCS	[M+Na-2H]-	133.6	32859911
AllCCS	[M+HCOO]-	135.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Deoxyarabinohexonic acid	OC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O	3207.4	Standard polar	33892256
3-Deoxyarabinohexonic acid	OC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O	1650.6	Standard non polar	33892256
3-Deoxyarabinohexonic acid	OC[C@@H](O)[C@@H](O)C[C@H](O)C(O)=O	1658.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Deoxyarabinohexonic acid,1TMS,isomer #1	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O)C(=O)O	1678.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TMS,isomer #2	C[Si](C)(C)O[C@H](CO)[C@@H](O)C[C@H](O)C(=O)O	1694.1	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TMS,isomer #3	C[Si](C)(C)O[C@@H](C[C@H](O)C(=O)O)[C@H](O)CO	1687.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TMS,isomer #4	C[Si](C)(C)O[C@@H](C[C@H](O)[C@H](O)CO)C(=O)O	1699.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O)[C@H](O)CO	1686.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C[C@H](O)C(=O)O	1764.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](C[C@H](O)[C@H](O)CO)O[Si](C)(C)C	1752.2	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #2	C[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O)C(=O)O)O[Si](C)(C)C	1743.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #3	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O[Si](C)(C)C)C(=O)O	1755.1	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O)C(=O)O[Si](C)(C)C	1742.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #5	C[Si](C)(C)O[C@@H](C[C@H](O)C(=O)O)[C@@H](CO)O[Si](C)(C)C	1768.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #6	C[Si](C)(C)O[C@@H](C[C@H](O)[C@@H](CO)O[Si](C)(C)C)C(=O)O	1765.2	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O)[C@@H](CO)O[Si](C)(C)C	1743.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #8	C[Si](C)(C)O[C@@H](C[C@H](O[Si](C)(C)C)[C@H](O)CO)C(=O)O	1748.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TMS,isomer #9	C[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O[Si](C)(C)C)[C@H](O)CO	1738.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](C[C@H](O)C(=O)O)O[Si](C)(C)C	1802.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H](C[C@H](O[Si](C)(C)C)[C@H](O)CO)O[Si](C)(C)C	1780.2	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #2	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C[C@H](O[Si](C)(C)C)C(=O)O	1819.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #3	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C[C@H](O)C(=O)O[Si](C)(C)C	1809.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1803.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #5	C[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1800.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #6	C[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1799.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #7	C[Si](C)(C)O[C@@H](C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)C(=O)O	1802.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C	1801.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H](C[C@H](O)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	1797.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](C[C@H](O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1841.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TMS,isomer #2	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](C[C@H](O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1838.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TMS,isomer #3	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1853.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1842.3	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C	1834.2	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](C[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1873.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O)C(=O)O	1938.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)C[C@H](O)C(=O)O	1954.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O)C(=O)O)[C@H](O)CO	1933.3	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O)[C@H](O)CO)C(=O)O	1947.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O)[C@H](O)CO	1933.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](O)C(=O)O	2208.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@H](O)[C@H](O)CO)O[Si](C)(C)C(C)(C)C	2183.1	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O)C(=O)O)O[Si](C)(C)C(C)(C)C	2175.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2189.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2188.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O)C(=O)O)[C@@H](CO)O[Si](C)(C)C(C)(C)C	2218.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C(=O)O	2212.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C	2211.2	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)C(=O)O	2188.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO	2188.4	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C[C@H](O)C(=O)O)O[Si](C)(C)C(C)(C)C	2431.9	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)O[Si](C)(C)C(C)(C)C	2448.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2481.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2473.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2472.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2470.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2447.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C(=O)O	2483.5	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C	2486.6	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2475.0	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2710.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2695.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2691.7	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2685.8	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2688.1	Semi standard non polar	33892256
3-Deoxyarabinohexonic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2901.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03xr-9300000000-2c51a274d3829236fb3d	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (5 TMS) - 70eV, Positive	splash10-004r-9011830000-6fd8133dd7e3fd46d86f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Deoxyarabinohexonic acid GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 10V, Positive-QTOF	splash10-03ea-2900000000-881714d3fd59cb3dce87	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 20V, Positive-QTOF	splash10-000m-9500000000-362f55e67fe8e5ad72af	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 40V, Positive-QTOF	splash10-009l-9100000000-63e26dab8c3fd216fccf	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 10V, Negative-QTOF	splash10-004i-5900000000-1708165ec6bea9405ae6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 20V, Negative-QTOF	splash10-0079-9300000000-69eedad8f8133d91c93e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 40V, Negative-QTOF	splash10-05g3-9200000000-0f8904ef71f095754d68	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 10V, Positive-QTOF	splash10-01ot-1900000000-0414976194b4847df9bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 20V, Positive-QTOF	splash10-0udj-5900000000-b400a34447118ffe9792	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 40V, Positive-QTOF	splash10-00dj-9000000000-168fa9f2ca36d5735bca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 10V, Negative-QTOF	splash10-004i-3900000000-0ea54468a605f892f9b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 20V, Negative-QTOF	splash10-0a4i-9000000000-78c996624cfe26b45d43	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Deoxyarabinohexonic acid 40V, Negative-QTOF	splash10-0006-9000000000-77ec49d9fc4351c0ed9c	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)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

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

DB03303

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021969

KNApSAcK ID

Not Available

Chemspider ID

134838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hanninen, Kari; Niemela, Klaus. Alkaline degradation of peat humic acids. Part II. Identification of hydrophilic products. Acta Chemica Scandinavica (1992), 46(5), 459-63.

Material Safety Data Sheet (MSDS)

Not Available

General References

Schoots AC, Mikkers FE, Cramers CA, Ringoir S: Profiling of uremic serum by high-resolution gas chromatography-electron-impact, chemical ionization mass spectrometry. J Chromatogr. 1979 Sep 11;164(1):1-8. [PubMed:541389 ]
Schoots AC, Leclercq PA: Chemical ionization mass spectrometry of trimethylsilylated carbohydrates and organic acids retained in uremic serum. Biomed Mass Spectrom. 1979 Nov;6(11):502-7. [PubMed:534687 ]

Showing metabocard for 3-Deoxyarabinohexonic acid (HMDB0000346)

MOL for HMDB0000346 (3-Deoxyarabinohexonic acid)

3D MOL for HMDB0000346 (3-Deoxyarabinohexonic acid)

3D SDF for HMDB0000346 (3-Deoxyarabinohexonic acid)

3D-SDF for HMDB0000346 (3-Deoxyarabinohexonic acid)

PDB for HMDB0000346 (3-Deoxyarabinohexonic acid)

3D PDB for HMDB0000346 (3-Deoxyarabinohexonic acid)

SMILES for HMDB0000346 (3-Deoxyarabinohexonic acid)

INCHI for HMDB0000346 (3-Deoxyarabinohexonic acid)

Structure for HMDB0000346 (3-Deoxyarabinohexonic acid)

3D Structure for HMDB0000346 (3-Deoxyarabinohexonic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra