Bovine Metabolome Database: Showing metabocard for Erythritol (BMDB0002994)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:02:25 UTC

Update Date

2020-05-11 20:49:08 UTC

BMDB ID

BMDB0002994

Secondary Accession Numbers

BMDB02994

Metabolite Identification

Common Name

Erythritol

Description

Erythritol, also known as phycite or erythro-tetritol, 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. Erythritol, with regard to humans, has been found to be associated with several diseases such as colorectal cancer and uremia; erythritol has also been linked to the inborn metabolic disorder ribose-5-phosphate isomerase deficiency. Based on a literature review a significant number of articles have been published on Erythritol.

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

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	121.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	610 mg/mL at 22 °C	Not Available
LogP	-2.29	HANSCH,C ET AL. (1995)

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
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0gb9-0950000000-0284cb64008968df5b85	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0gba-0960000000-e3c06af410ada4c51c35	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0gb9-0950000000-0284cb64008968df5b85	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9000000000-83a8654b82fe1d2a6b5e	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0ab9-7249000000-2b2a68afd8e4a9b09f96	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-05tr-9500000000-c66e9c2cdca98e1a3073	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-8c8289ff9dce6ace80fb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-9a74ea83fa64739762c7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - NA , negative	splash10-00di-0977660000-980b1600279271fd2359	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-0a4i-9000000000-4fe19533227dfec09d04	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-0900000000-0cbbbbc44cf97b2ea7f9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-0900000000-948580de674ae2465726	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, negative	splash10-00di-1900000000-03dd3eb75814753c7dd8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-2900000000-e0bdb19395892dbf87fe	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-3900000000-6d0568d8fc874a1395a1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, negative	splash10-00di-5900000000-b8fd7722fd366e306d83	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-00di-9700000000-986ad1d639ba9b797f68	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, negative	splash10-00di-9300000000-9d2ec013afa970d97ce1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-00di-9100000000-7bc378bdb49e237807d3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, negative	splash10-00di-9000000000-cba6793c794a22d5688e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, negative	splash10-00di-9000000000-7d0b3257438b54283d7a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-0udi-3900000000-e73f20eee360d9f91e3d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-05fr-9000000000-556e5bf5855545978335	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 8V, negative	splash10-001i-9000000000-063b6d0b520fb710203c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-2900000000-b21b0229b3cca7a445e1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-9500000000-793c9703aa07422f1014	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01pd-9000000000-c17f1bba91d64dbd9f41	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-7900000000-12421f1c391587323fb6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fr-9400000000-45979a06d5c9cf0240d8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-e4d3d8da279144816016	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-01ox-9000000000-3ac2b797c104b943b1d7	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Epidermis
Placenta
Prostate Tissue
Semen

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Prostate Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Semen	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 29634739	details