NAV

Erythritol

Identification

Generic Name
Erythritol
DrugBank Accession Number
DB04481
Background

Erythritol is a four-carbon sugar that is found in algae, fungi, and lichens. It is twice as sweet as sucrose and can be used as a coronary vasodilator.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 122.1198
Monoisotopic: 122.057908808
Chemical Formula
C4H10O4
Synonyms
  • (2R,3S)-butane-1,2,3,4-tetrol
  • Erythrit
  • Erythrite
  • Erythritol
  • Erythro-tetritol
  • Erythrol
  • L-erythritol
  • Mesoerythritol
  • Phycite
  • Phycitol
External IDs
  • E-968
  • E968
  • F 8015
  • INS NO.968
  • INS-968
  • NIK 242
  • NIK-242
  • NSC-8099
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferaseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound 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
Secondary alcohols / Polyols / Primary alcohols / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic acyclic compound / Hydrocarbon derivative / Polyol / Primary alcohol / Secondary alcohol / Sugar alcohol
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
butane-1,2,3,4-tetrol (CHEBI:17113)
Affected organisms
Not Available

Chemical Identifiers

UNII
RA96B954X6
CAS number
149-32-6
InChI Key
UNXHWFMMPAWVPI-ZXZARUISSA-N
InChI
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+
IUPAC Name
(2R,3S)-butane-1,2,3,4-tetrol
SMILES
OC[C@H](O)[C@H](O)CO

References

Synthesis Reference

Tsutomu Kondou, "Meso-erythritol hard candy and process for producing the same." U.S. Patent US4883685, issued July, 1985.

US4883685
General References
Not Available
Human Metabolome Database
HMDB0002994
PubChem Compound
222285
PubChem Substance
46507139
ChemSpider
192963
ChEBI
17113
ChEMBL
CHEMBL349605
ZINC
ZINC000017971067
PDBe Ligand
MRY
Wikipedia
Erythritol
PDB Entries
1t7l / 1xdj / 1xpg / 1xr2 / 3fst / 3fsu / 3lqf / 3nw8 / 3nwa / 3nwd …
show 13 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedTreatmentPeri-Implantitis and Peri-implant Mucositis1
4CompletedTreatmentPocket, Periodontal1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1160.0 mg/mLALOGPS
logP-2ALOGPS
logP-2.5Chemaxon
logS0.98ALOGPS
pKa (Strongest Acidic)13.04Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area80.92 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity26.48 m3·mol-1Chemaxon
Polarizability11.62 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.6645
Blood Brain Barrier-0.6283
Caco-2 permeable-0.8957
P-glycoprotein substrateNon-substrate0.6012
P-glycoprotein inhibitor INon-inhibitor0.9528
P-glycoprotein inhibitor IINon-inhibitor0.9504
Renal organic cation transporterNon-inhibitor0.9263
CYP450 2C9 substrateNon-substrate0.8731
CYP450 2D6 substrateNon-substrate0.8734
CYP450 3A4 substrateNon-substrate0.7427
CYP450 1A2 substrateNon-inhibitor0.8171
CYP450 2C9 inhibitorNon-inhibitor0.9264
CYP450 2D6 inhibitorNon-inhibitor0.9328
CYP450 2C19 inhibitorNon-inhibitor0.9061
CYP450 3A4 inhibitorNon-inhibitor0.9348
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9548
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.7872
BiodegradationReady biodegradable0.7865
Rat acute toxicity1.3471 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9611
hERG inhibition (predictor II)Non-inhibitor0.903
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-0gba-0930000000-dc2d1a78c7a0457d1e5e
GC-MS Spectrum - GC-MS (4 TMS)GC-MSsplash10-0gb9-0950000000-0284cb64008968df5b85
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-03di-9000000000-83a8654b82fe1d2a6b5e
GC-MS Spectrum - EI-BGC-MSsplash10-0gba-0960000000-e3c06af410ada4c51c35
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0gba-0930000000-dc2d1a78c7a0457d1e5e
GC-MS Spectrum - GC-MSGC-MSsplash10-0gb9-0950000000-0284cb64008968df5b85
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-05tr-9500000000-c66e9c2cdca98e1a3073
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0006-9000000000-8c8289ff9dce6ace80fb
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0006-9000000000-9a74ea83fa64739762c7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-9100000000-ce68e223ac994952eeba
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00dr-9000000000-9314f5ff7f4a2feecdc7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01pc-9000000000-b1d75d7a19522059482e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-88c969090d86eb124170
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9000000000-63aab01f12b35dbfac2a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0007-9000000000-a914dbafce75d293c9ca
1H NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-119.4106723
predicted
DarkChem Lite v0.1.0
[M-H]-119.5421723
predicted
DarkChem Lite v0.1.0
[M-H]-119.4047723
predicted
DarkChem Lite v0.1.0
[M-H]-122.786255
predicted
DeepCCS 1.0 (2019)
[M+H]+119.0412723
predicted
DarkChem Lite v0.1.0
[M+H]+121.6452723
predicted
DarkChem Lite v0.1.0
[M+H]+120.5743723
predicted
DarkChem Lite v0.1.0
[M+H]+125.753105
predicted
DeepCCS 1.0 (2019)
[M+Na]+119.2168723
predicted
DarkChem Lite v0.1.0
[M+Na]+119.1790723
predicted
DarkChem Lite v0.1.0
[M+Na]+119.1732723
predicted
DarkChem Lite v0.1.0
[M+Na]+134.84402
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Catalyzes the transfer of a methyl group from 5-methyltetrahydrofolate to homocysteine resulting in methionine formation.
Gene Name
metE
Uniprot ID
Q9X112
Uniprot Name
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase
Molecular Weight
85570.495 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at September 18, 2020 08:47