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Identification
NameD-Xylitol
Accession NumberDB01904  (EXPT03268)
TypeSmall Molecule
GroupsExperimental
Description

A five-carbon sugar alcohol derived from xylose by reduction of the carbonyl group. It is as sweet as sucrose and used as a noncariogenic sweetener. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number488-81-3
WeightAverage: 152.1458
Monoisotopic: 152.068473494
Chemical FormulaC5H12O5
InChI KeyHEBKCHPVOIAQTA-SCDXWVJYSA-N
InChI
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
IUPAC Name
(2R,3r,4S)-pentane-1,2,3,4,5-pentol
SMILES
OC[C@H](O)[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 + 0.6885
Blood Brain Barrier - 0.6671
Caco-2 permeable - 0.8777
P-glycoprotein substrate Non-substrate 0.6813
P-glycoprotein inhibitor I Non-inhibitor 0.9518
P-glycoprotein inhibitor II Non-inhibitor 0.9247
Renal organic cation transporter Non-inhibitor 0.9142
CYP450 2C9 substrate Non-substrate 0.8802
CYP450 2D6 substrate Non-substrate 0.8706
CYP450 3A4 substrate Non-substrate 0.7419
CYP450 1A2 substrate Non-inhibitor 0.8471
CYP450 2C9 substrate Non-inhibitor 0.9326
CYP450 2D6 substrate Non-inhibitor 0.9343
CYP450 2C19 substrate Non-inhibitor 0.9169
CYP450 3A4 substrate Non-inhibitor 0.9519
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9681
Ames test Non AMES toxic 0.8869
Carcinogenicity Non-carcinogens 0.7794
Biodegradation Ready biodegradable 0.8084
Rat acute toxicity 0.9961 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9571
hERG inhibition (predictor II) Non-inhibitor 0.9235
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point104 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility664.0ALOGPS
logP-2.5ALOGPS
logP-3.1ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)12.76ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.44 m3·mol-1ChemAxon
Polarizability14.42 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC02895
PubChem Compound6912
PubChem Substance46506507
ChemSpider804
ChEBI16772
ChEMBL
PharmGKBPA451938
HETXYL
Drug Product Database2231395
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Xylose isomerase

Kind: protein

Organism: Arthrobacter sp. (strain NRRL B3728)

Pharmacological action: unknown

Components

Name UniProt ID Details
Xylose isomerase P12070 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

2. Xylose isomerase

Kind: protein

Organism: Streptomyces rubiginosus

Pharmacological action: unknown

Components

Name UniProt ID Details
Xylose isomerase P24300 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

3. Xylose isomerase

Kind: protein

Organism: Streptomyces olivochromogenes

Pharmacological action: unknown

Components

Name UniProt ID Details
Xylose isomerase P15587 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

4. Xylose isomerase

Kind: protein

Organism: Actinoplanes missouriensis (strain ATCC 14538 / DSM 43046 / CBS 188.64 / JCM 3121 / NCIMB 12654 / NBRC 102363 / 431)

Pharmacological action: unknown

Components

Name UniProt ID Details
Xylose isomerase P12851 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

5. Hyaluronate lyase

Kind: protein

Organism: Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)

Pharmacological action: unknown

Components

Name UniProt ID Details
Hyaluronate lyase Q54873 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 17:16