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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-01 15:11:04 UTC

Update Date

2021-09-26 22:48:59 UTC

HMDB ID

HMDB0242540

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal

Description

(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Based on a literature review very few articles have been published on (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r,4s,5r)-2,4,5,6-tetrahydroxyhexanal is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₆H₁₂O₅

Average Molecular Weight

164.157

Monoisotopic Molecular Weight

164.068473486

IUPAC Name

2,4,5,6-tetrahydroxyhexanal

Traditional Name

2,4,5,6-tetrahydroxyhexanal

CAS Registry Number

Not Available

SMILES

OCC(O)C(O)CC(O)C=O

InChI Identifier

InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h2,4-6,8-11H,1,3H2

InChI Key

KDSPLKNONIUZSZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Medium-chain aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	-2.1	ALOGPS
logP	-2.9	ChemAxon
logS	0.28	ALOGPS
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.25 m³·mol⁻¹	ChemAxon
Polarizability	15.51 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
DeepCCS	[M+H]+	134.494	30932474
DeepCCS	[M-H]-	130.932	30932474
DeepCCS	[M-2H]-	168.316	30932474
DeepCCS	[M+Na]+	143.625	30932474
AllCCS	[M+H]+	137.6	32859911
AllCCS	[M+H-H2O]+	133.7	32859911
AllCCS	[M+NH4]+	141.2	32859911
AllCCS	[M+Na]+	142.3	32859911
AllCCS	[M-H]-	129.8	32859911
AllCCS	[M+Na-2H]-	131.6	32859911
AllCCS	[M+HCOO]-	133.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal	OCC(O)C(O)CC(O)C=O	3130.9	Standard polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal	OCC(O)C(O)CC(O)C=O	1416.5	Standard non polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal	OCC(O)C(O)CC(O)C=O	1562.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TMS,isomer #1	C[Si](C)(C)OC=C(CC(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1853.3	Semi standard non polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TMS,isomer #1	C[Si](C)(C)OC=C(CC(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1845.4	Standard non polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TMS,isomer #1	C[Si](C)(C)OC=C(CC(O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	1799.1	Standard polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(CC(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2870.6	Semi standard non polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(CC(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2698.3	Standard non polar	33892256
(2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(CC(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2351.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-9500000000-1ed91e6362e77f60bd95	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-03	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 - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 10V, Positive-QTOF	splash10-004i-1900000000-273eae39fd0b7e2cf596	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 20V, Positive-QTOF	splash10-0571-9400000000-8ad047fa432fc35b2a7d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 40V, Positive-QTOF	splash10-0a4i-9000000000-1c19e28d52860fb0dcab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 10V, Negative-QTOF	splash10-03xr-2900000000-6ef9ed712c04c00d4850	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 20V, Negative-QTOF	splash10-0ab9-9000000000-8086059eac3483c2a860	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal 40V, Negative-QTOF	splash10-0a4i-9000000000-8acbac0edb04e79c79b7	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3579871

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4377708

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal (HMDB0242540)

MOL for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

3D MOL for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

3D SDF for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

3D-SDF for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

PDB for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

3D PDB for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

SMILES for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

INCHI for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

Structure for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

3D Structure for HMDB0242540 ((2R,4S,5R)-2,4,5,6-Tetrahydroxyhexanal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra