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Identification
NameMeso-Erythritol
Accession NumberDB04481  (EXPT02232)
Typesmall molecule
Groupsexperimental
Description

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. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 122.1198
Monoisotopic: 122.057908808
Chemical FormulaC4H10O4
InChI KeyUNXHWFMMPAWVPI-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
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassSugar Alcohols
Direct parentSugar Alcohols
Alternative parentsSecondary Alcohols; 1,2-Diols; Polyamines; Primary Alcohols
Substituents1,2-diol; secondary alcohol; polyol; polyamine; primary alcohol; alcohol
Classification descriptionThis compound belongs to the sugar alcohols. These are hydrogenated forms of carbohydrate, whose carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.6645
Blood Brain Barrier - 0.6283
Caco-2 permeable - 0.8957
P-glycoprotein substrate Non-substrate 0.6012
P-glycoprotein inhibitor I Non-inhibitor 0.9528
P-glycoprotein inhibitor II Non-inhibitor 0.9504
Renal organic cation transporter Non-inhibitor 0.9263
CYP450 2C9 substrate Non-substrate 0.8731
CYP450 2D6 substrate Non-substrate 0.8734
CYP450 3A4 substrate Non-substrate 0.7427
CYP450 1A2 substrate Non-inhibitor 0.8171
CYP450 2C9 substrate Non-inhibitor 0.9264
CYP450 2D6 substrate Non-inhibitor 0.9328
CYP450 2C19 substrate Non-inhibitor 0.9061
CYP450 3A4 substrate Non-inhibitor 0.9348
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9548
Ames test Non AMES toxic 0.9132
Carcinogenicity Non-carcinogens 0.7872
Biodegradation Ready biodegradable 0.7865
Rat acute toxicity 1.3471 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9611
hERG inhibition (predictor II) Non-inhibitor 0.903
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.16e+03 g/lALOGPS
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 area80.92ChemAxon
rotatable bond count3ChemAxon
refractivity26.48ChemAxon
polarizability11.62ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraGC-MSMS/MS1D NMR2D NMR
References
Synthesis Reference

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

US4883685
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound222285
PubChem Substance46507139
ChEBI17113
ChEMBL
HETMRY
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase

Kind: protein

Organism: Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)

Pharmacological action: unknown

Components

Name UniProt ID Details
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase Q9X112 Details

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. Pubmed
  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. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24