alpha-D-Xylopyranose

Identification

Name
alpha-D-Xylopyranose
Accession Number
DB03389  (EXPT03270)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
C791ZE5K1W
CAS number
Not Available
Weight
Average: 150.1299
Monoisotopic: 150.05282343
Chemical Formula
C5H10O5
InChI Key
SRBFZHDQGSBBOR-LECHCGJUSA-N
InChI
InChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5+/m1/s1
IUPAC Name
(2S,3R,4S,5R)-oxane-2,3,4,5-tetrol
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UChondroitinase-BNot AvailablePedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
UChondroitinase-ACNot AvailablePedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
UExoglucanase/xylanaseNot AvailableCellulomonas fimi
UBeta-amylaseNot AvailableBacillus cereus
UAldose 1-epimeraseNot AvailableLactococcus lactis
UEndo-beta-1,4-xylanaseNot AvailableCellvibrio japonicus
UReducing end xylose-releasing exo-oligoxylanaseNot AvailableBacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125)
UEndo-1,4-beta-xylanaseNot AvailableGeobacillus stearothermophilus
UEndo-1,4-beta-xylanaseNot AvailableBacillus agaradhaerens
UEndo-1,4-beta-xylanase ANot AvailableClostridium stercorarium
UEndo-1,4-beta-xylanase ANot AvailableStreptomyces lividans
UEndo-1,4-beta-xylanaseNot AvailableBacillus circulans
UHydrolaseNot AvailableStreptomyces olivaceoviridis
UEndo-1,4-beta-xylanaseNot AvailablePseudoalteromonas haloplanktis
ULactase-phlorizin hydrolaseNot AvailableHuman
UEndoxylanaseNot AvailableCellvibrio mixtus
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C01394
PubChem Compound
6027
PubChem Substance
46506819
ChemSpider
5805
ChEBI
28518
HET
XYS
PDB Entries
1apv / 1b3v / 1b3w / 1b3y / 1b3z / 1cpo / 1f8q / 1gor / 1h12 / 1h4h
show 90 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility1220.0 mg/mLALOGPS
logP-2.6ALOGPS
logP-2.3ChemAxon
logS0.91ALOGPS
pKa (Strongest Acidic)11.31ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity29.96 m3·mol-1ChemAxon
Polarizability13.18 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6978
Blood Brain Barrier-0.5058
Caco-2 permeable-0.8326
P-glycoprotein substrateNon-substrate0.6088
P-glycoprotein inhibitor INon-inhibitor0.9578
P-glycoprotein inhibitor IINon-inhibitor0.9963
Renal organic cation transporterNon-inhibitor0.9178
CYP450 2C9 substrateNon-substrate0.8612
CYP450 2D6 substrateNon-substrate0.8864
CYP450 3A4 substrateNon-substrate0.6601
CYP450 1A2 substrateNon-inhibitor0.9791
CYP450 2C9 inhibitorNon-inhibitor0.978
CYP450 2D6 inhibitorNon-inhibitor0.9604
CYP450 2C19 inhibitorNon-inhibitor0.976
CYP450 3A4 inhibitorNon-inhibitor0.9807
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9899
Ames testNon AMES toxic0.8533
CarcinogenicityNon-carcinogens0.9662
BiodegradationReady biodegradable0.9397
Rat acute toxicity1.1899 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9815
hERG inhibition (predictor II)Non-inhibitor0.9533
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-MS (1 MEOX; 4 TMS)GC-MSsplash10-0uxr-1941000000-1db359dfa11aba344f0b
GC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)GC-MSsplash10-0uxr-1951000000-3d1b4b4ed1df4263b458
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0uxr-0951000000-d4d54ace87f5ac766a22
GC-MS Spectrum - EI-BGC-MSsplash10-1000-0952000000-3946f42e363b888b05bf
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0uxr-0920000000-4b97cdad8294ca4e7822
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0uxr-0920000000-20e98f739df1309edbf5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Pentoses
Alternative Parents
Oxanes / Secondary alcohols / Hemiacetals / Polyols / Oxacyclic compounds / Hydrocarbon derivatives
Substituents
Pentose monosaccharide / Oxane / Secondary alcohol / Hemiacetal / Oxacycle / Organoheterocyclic compound / Polyol / Hydrocarbon derivative / Alcohol / Aliphatic heteromonocyclic compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
D-xylopyranose (CHEBI:28518)

Targets

Kind
Protein
Organism
Pedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
Pharmacological action
Unknown
General Function
Chondroitin b lyase activity
Specific Function
Cleaves the glycosaminoglycan, dermatan sulfate.
Gene Name
cslB
Uniprot ID
Q46079
Uniprot Name
Chondroitinase-B
Molecular Weight
56336.075 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. [PubMed:17139284]
  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:17016423]
Kind
Protein
Organism
Pedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
cslA
Uniprot ID
Q59288
Uniprot Name
Chondroitinase-AC
Molecular Weight
79693.285 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. [PubMed:17139284]
  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:17016423]
Kind
Protein
Organism
Cellulomonas fimi
Pharmacological action
Unknown
General Function
Polysaccharide binding
Specific Function
Hydrolyzes both cellulose and xylan. Has also weak endoglucanase activity.The biological conversion of cellulose to glucose generally requires three types of hydrolytic enzymes: (1) Endoglucanases ...
Gene Name
cex
Uniprot ID
P07986
Uniprot Name
Exoglucanase/xylanase
Molecular Weight
51290.845 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. [PubMed:17139284]
  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:17016423]
Kind
Protein
Organism
Bacillus cereus
Pharmacological action
Unknown
General Function
Starch binding
Specific Function
Not Available
Gene Name
spoII
Uniprot ID
P36924
Uniprot Name
Beta-amylase
Molecular Weight
61628.585 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. [PubMed:17139284]
  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:17016423]
Kind
Protein
Organism
Lactococcus lactis
Pharmacological action
Unknown
General Function
Carbohydrate binding
Specific Function
Converts alpha-aldose to the beta-anomer.
Gene Name
galM
Uniprot ID
Q9ZB17
Uniprot Name
Aldose 1-epimerase
Molecular Weight
37610.85 Da
Kind
Protein
Organism
Cellvibrio japonicus
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Endo-acting xylanase which specifically cleaves internal linkages on the xylan backbone, releasing xylooligosaccharides. Is able to hydrolyze oat spelt xylan, the arabinoxylans from wheat and rye, ...
Gene Name
xyn10C
Uniprot ID
Q59675
Uniprot Name
Endo-beta-1,4-xylanase Xyn10C
Molecular Weight
64883.385 Da
Kind
Protein
Organism
Bacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125)
Pharmacological action
Unknown
General Function
Oligosaccharide reducing-end xylanase activity
Specific Function
Hydrolyzes xylooligosaccharides with a degree of polymerization of greater than or equal to 3, releasing xylose from the reducing end. Only hydrolyzes the beta anomers of xylooligosaccharides, with...
Gene Name
Not Available
Uniprot ID
Q9KB30
Uniprot Name
Reducing end xylose-releasing exo-oligoxylanase
Molecular Weight
45009.595 Da
Kind
Protein
Organism
Geobacillus stearothermophilus
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P40943
Uniprot Name
Endo-1,4-beta-xylanase
Molecular Weight
46763.15 Da
Kind
Protein
Organism
Bacillus agaradhaerens
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q7SIE2
Uniprot Name
Endo-1,4-beta-xylanase
Molecular Weight
23307.82 Da
Kind
Protein
Organism
Clostridium stercorarium
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Endoxylanase that degrades arabinoxylan and glucuronoxylan to xylobiose and xylotriose (in vitro).
Gene Name
xynA
Uniprot ID
Q8GJ44
Uniprot Name
Endo-1,4-beta-xylanase A
Molecular Weight
70150.25 Da
Kind
Protein
Organism
Streptomyces lividans
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Contributes to hydrolyze hemicellulose, the major component of plant cell-walls. XLNA and XLNB seem to act sequentially on the substrate to yield xylobiose and xylose as carbon sources.
Gene Name
xlnA
Uniprot ID
P26514
Uniprot Name
Endo-1,4-beta-xylanase A
Molecular Weight
51162.3 Da
Kind
Protein
Organism
Bacillus circulans
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
xlnA
Uniprot ID
P09850
Uniprot Name
Endo-1,4-beta-xylanase
Molecular Weight
23358.64 Da
Kind
Protein
Organism
Streptomyces olivaceoviridis
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q7SI98
Uniprot Name
Beta-xylanase
Molecular Weight
46749.175 Da
Kind
Protein
Organism
Pseudoalteromonas haloplanktis
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
xyl
Uniprot ID
Q8RJN8
Uniprot Name
Endo-1,4-beta-xylanase
Molecular Weight
48406.805 Da
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transferase activity
Specific Function
LPH splits lactose in the small intestine.
Gene Name
LCT
Uniprot ID
P09848
Uniprot Name
Lactase-phlorizin hydrolase
Molecular Weight
218584.77 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Cellvibrio mixtus
Pharmacological action
Unknown
General Function
Endo-1,4-beta-xylanase activity
Specific Function
Not Available
Gene Name
xynC
Uniprot ID
O68541
Uniprot Name
Beta-xylanase
Molecular Weight
42912.72 Da

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:13