Livestock Metabolome Database: Showing metabocard for Erythritol (LMDB00412)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:49:16 UTC

Update Date

2016-09-23 18:45:23 UTC

Lmdb

LMDB00412

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Erythritol

Description

Erythritol occurs widely in nature and has been found to occur naturally in several foods including wine, sake, beer, water melon, pear, grape and soy sauce. Evidence indicates that erythritol also exists endogenously in the tissues and body fluids of animals and animals. Erythritol is absorbed from the proximal intestine by passive diffusion in a manner similar to that of many low molecular weight organic molecules which do not have associated active transport systems, the rate of absorption being related to their molecular size; erythritol, a 4-carbon molecule, passes through the intestinal membranes at a faster rate than larger molecules such as mannitol or glucose. In diabetics, erythritol also has been shown to be rapidly absorbed and excreted unchanged in the urine. Following absorption, ingested erythritol is rapidly distributed throughout the body and has been reported to occur in hepatocytes, pancreatic cells, and vascular smooth muscle cells. Erythritol also has been reported to cross the animal placenta and to pass slowly from the plasma into the brain and cerebrospinal fluid. (PMID: 9862657 , Food and Chemical Toxicology (1998), 36(12), 1139-1174.).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(2R,3S)-Butane-1,2,3,4-tetrol	ChEBI
Erythrit	ChEBI
Erythrite	ChEBI
Erythro-tetritol	ChEBI
Erythrol	ChEBI
L-Erythritol	ChEBI
MESO-erythritol	ChEBI
Mesoerythritol	ChEBI
Phycite	ChEBI
Phycitol	ChEBI
1,2,3,4-Butanetetrol	HMDB
Antierythrite	HMDB
Butanetetrol	HMDB
C*Eridex	HMDB
Erythroglucin	HMDB
I-erythritol	HMDB
L-(-)-Threitol	HMDB
L-Threitol	HMDB
Lichen sugar	HMDB
Meso-eythritol	HMDB
Paycite	HMDB
Tetrahydroxybutane	HMDB
1,2,3,4-Tetrahydroxybutane	HMDB

Chemical Formula

C₄H₁₀O₄

Average Molecular Weight

122.1198

Monoisotopic Molecular Weight

122.057908808

IUPAC Name

(2R,3S)-butane-1,2,3,4-tetrol

Traditional Name

erythritol

CAS Registry Number

149-32-6

SMILES

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

InChI Identifier

InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+

InChI Key

UNXHWFMMPAWVPI-ZXZARUISSA-N

Chemical Taxonomy

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
Secondary alcohol
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butane-1,2,3,4-tetrol (CHEBI:17113 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-2	ALOGPS
logP	-2.5	ChemAxon
logS	0.98	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.48 m³·mol⁻¹	ChemAxon
Polarizability	11.62 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0gb9-0950000000-0284cb64008968df5b85	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0gba-0960000000-e3c06af410ada4c51c35	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0gb9-0950000000-0284cb64008968df5b85	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9000000000-83a8654b82fe1d2a6b5e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0ab9-7249000000-2b2a68afd8e4a9b09f96	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-05tr-9500000000-c66e9c2cdca98e1a3073	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-8c8289ff9dce6ace80fb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-9a74ea83fa64739762c7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - NA , negative	splash10-00di-0977660000-980b1600279271fd2359	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-0a4i-9000000000-4fe19533227dfec09d04	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-0900000000-0cbbbbc44cf97b2ea7f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-0900000000-948580de674ae2465726	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-1900000000-03dd3eb75814753c7dd8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-2900000000-e0bdb19395892dbf87fe	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-3900000000-6d0568d8fc874a1395a1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-5900000000-b8fd7722fd366e306d83	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-00di-9700000000-986ad1d639ba9b797f68	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-00di-9300000000-9d2ec013afa970d97ce1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-00di-9100000000-7bc378bdb49e237807d3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-00di-9000000000-cba6793c794a22d5688e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-00di-9000000000-7d0b3257438b54283d7a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-0udi-3900000000-e73f20eee360d9f91e3d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-05fr-9000000000-556e5bf5855545978335	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-001i-9000000000-063b6d0b520fb710203c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-2900000000-b21b0229b3cca7a445e1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-9500000000-793c9703aa07422f1014	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01pd-9000000000-c17f1bba91d64dbd9f41	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-7900000000-12421f1c391587323fb6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-9400000000-45979a06d5c9cf0240d8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-e4d3d8da279144816016	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01ox-9000000000-3ac2b797c104b943b1d7	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Feces
Plasma
Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Feces	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Bovine	24070026	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	23255817	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Porcine	22761248	details

External Links

DrugBank ID

DB04481

HMDB ID

HMDB0002994

FooDB ID

FDB000371

Phenol Explorer ID

Not Available

KNApSAcK ID

C00001161

BiGG ID

Not Available

BioCyc ID

METLIN ID

PDB ID

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Munro IC, Berndt WO, Borzelleca JF, Flamm G, Lynch BS, Kennepohl E, Bar EA, Modderman J: Erythritol: an interpretive summary of biochemical, metabolic, toxicological and clinical data. Food Chem Toxicol. 1998 Dec;36(12):1139-74. [9862657 ]

Showing metabocard for Erythritol (LMDB00412)

Structure for LMDB00412 (Erythritol)