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Identification
Namealpha-D-Xylopyranose
Accession NumberDB03389  (EXPT03270)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 150.1299
Monoisotopic: 150.05282343
Chemical FormulaC5H10O5
InChI KeyInChIKey=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
O[C@@H]1CO[[email protected]](O)[[email protected]](O)[[email protected]]1O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbohydrates and carbohydrate conjugates
Sub ClassMonosaccharides
Direct ParentMonosaccharides
Alternative Parents
Substituents
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Polyol
  • Hemiacetal
  • 1,2-diol
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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 FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)splash10-0uxr-1941000000-1db359dfa11aba344f0bView in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)splash10-0uxr-1951000000-3d1b4b4ed1df4263b458View in MoNA
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

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
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
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 which cut internal beta-1,4-glucosidic bonds; (2) Exocellobiohydrolases that cut the dissaccharide cellobiose from the non-reducing end of the cellulose polymer chain; (3) Beta-1,4-glucosidases which ...
Gene Name:
cex
Uniprot ID:
P07986
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
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
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, and glucuronoxylan. Also displays very low activity against xylooligosaccharides. During the xylan degradation process, Xyn10C may act on the soluble xylans and long xylooligosaccharides products rele...
Gene Name:
xyn10C
Uniprot ID:
Q59675
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 inversion of anomeric configuration. Hydrolyzes the glucose and xylose-based trisaccharides where xylose is located at the -1 subsite, GXX, XXG and GXG. Does not hydrolyze xylan, chitosan, lichenan, ...
Gene Name:
Not Available
Uniprot ID:
Q9KB30
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
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
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
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
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
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
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
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
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
Molecular Weight:
42912.72 Da
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:21