Showing Compound L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol (FDB011853)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:52 UTC

Update date

2019-11-26 03:05:34 UTC

Primary ID

FDB011853

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol

Description

L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group. L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol has been detected, but not quantified in, caraways (Carum carvi) and herbs and spices. This could make L-2-(hydroxymethyl)-1,2,3,4-butanetetrol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol.

CAS Number

217975-02-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(+)-(3R)-Hydroxymethylbutane-1,2,3,4-tetrol	HMDB
(3R)-Hydroxymethylbutane-1,2,3,4-tetrol	HMDB
2-(Hydroxymethyl)-1,2,3,4-butanetetrol, 9CI; L-form	db_source
2-(Hydroxymethyl)butane-1,2,3,4-tetrol	ChEBI

Showing 1 to 4 of 4 entries

Predicted Properties

Property	Value	Source
Water Solubility	674 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-3.2	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	32.66 m³·mol⁻¹	ChemAxon
Polarizability	14.3 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

Chemical Formula

C5H12O5

IUPAC name

2-(hydroxymethyl)butane-1,2,3,4-tetrol

InChI Identifier

InChI=1S/C5H12O5/c6-1-4(9)5(10,2-7)3-8/h4,6-10H,1-3H2

InChI Key

SDXWEZQDLHNYFR-UHFFFAOYSA-N

Isomeric SMILES

OCC(O)C(O)(CO)CO

Average Molecular Weight

152.1458

Monoisotopic Molecular Weight

152.068473494

Classification

Description

Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar alcohols

Alternative Parents

Substituents

Sugar alcohol
Tertiary alcohol
Secondary alcohol
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tetritol derivative (CHEBI:48310 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 39.47%; H 7.95%; O 52.58%	DFC
Melting Point	Not Available
Optical Rotation	[a]25D +4.4 (c, 0.5 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01ox-9200000000-762e4eb8ea5d80791273	Spectrum
Predicted GC-MS	L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-4045900000-ac9048680526c9a4e8cd	Spectrum
Predicted GC-MS	L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udu-3900000000-a122d0febf3d480da1d8	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9200000000-869c68da2ee3177337cf	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00b9-9200000000-3774bb9a316716acdac7	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fe3-9500000000-6cea49749351fd37d597	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0c00-9300000000-f3aa33e4a4711e79a246	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abc-9000000000-6e514e0a4b31eff91f7f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00xr-9800000000-7b0d873f740e88ec192f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9100000000-7e3ed2f68af2702e3502	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-9000000000-cacc232a637010410729	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1900000000-a2d5b7cd52e955e0fd97	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pb9-9800000000-0702eadf13209083f033	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-58420e655b93635f6c3c	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

21865515

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

15927667

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB33730

CRC / DFC (Dictionary of Food Compounds) ID

NWM23-Z:GZY85-X

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00036346

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol (FDB011853)

Structure for FDB011853 (L-2-(Hydroxymethyl)-1,2,3,4-butanetetrol)