Record Information
Version1.0
Creation date2010-04-08 22:14:10 UTC
Update date2019-11-26 03:17:09 UTC
Primary IDFDB019140
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePentosan polysulfate
DescriptionPentosan Polysulfate, also known as SP 54, tavan or hoe bay 946, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Pentosan Polysulfate is an extremely weak basic (essentially neutral) compound (based on its pKa). Pentosan Polysulfate is found, on average, in the highest concentration within tamarinds and figs. Pentosan Polysulfate has also been detected, but not quantified in, garden onions. This could make pentosan polysulfate a potential biomarker for the consumption of these foods.
CAS Number37300-21-3
Structure
Thumb
Synonyms
SynonymSource
Pentosan polysulfuric acidGenerator
Pentosan polysulphateGenerator
Pentosan polysulphuric acidGenerator
Polyester, pentosan sulfuricHMDB
SP 54, TavanHMDB
946, HOE-bayHMDB
FibrocidHMDB
HOE bay 946HMDB
HemoclarHMDB
Polypentose sulfateHMDB
Polysulfate sodium, pentosanHMDB
Sulfate, xylanHMDB
Sulfuric polyester, pentosaneHMDB
Polyester, pentosane sulfuricHMDB
Polysulfate, pentosanHMDB
Sodium, pentosan polysulfateHMDB
Xylan SP54HMDB
HOE-bay-946HMDB
Pentosan sulfuric polyesterHMDB
Polysulphate sodium, pentosanHMDB
SP54, XylanHMDB
Sulfuric polyester, pentosanHMDB
Xylan, polysulfatedHMDB
ElmironHMDB
PZ-68HMDB
Polysulfated xylanHMDB
Sodium, pentosan polysulphateHMDB
Xylan sulfateHMDB
BAY 946HMDB
BAY-946HMDB
HOE-bay 946HMDB
Pentosan polysulfate sodiumHMDB
SP-54HMDB
Sulfate, polypentoseHMDB
54, Tavan SPHMDB
HOE 946HMDB
HOE-946HMDB
PZ 68HMDB
Pentosan polysulphate sodiumHMDB
Pentosane sulfuric polyesterHMDB
SP 54HMDB
Tavan SP 54HMDB
[(2R,3R,4S,5R)-2-Hydroxy-5-{[(2S,3R,4S,5R)-5-hydroxy-3,4-bis(sulfooxy)oxan-2-yl]oxy}-4-(sulfooxy)oxan-3-yl]oxidanesulfonateHMDB
[(2R,3R,4S,5R)-2-Hydroxy-5-{[(2S,3R,4S,5R)-5-hydroxy-3,4-bis(sulphooxy)oxan-2-yl]oxy}-4-(sulphooxy)oxan-3-yl]oxidanesulphonateHMDB
[(2R,3R,4S,5R)-2-Hydroxy-5-{[(2S,3R,4S,5R)-5-hydroxy-3,4-bis(sulphooxy)oxan-2-yl]oxy}-4-(sulphooxy)oxan-3-yl]oxidanesulphonic acidHMDB
Pentosan polysulfateMeSH
Cartrophen vetdb_source
CB 8061db_source
Fibrasedb_source
Fibrezymdb_source
Thrombociddb_source
Xylan hydrogen sulfate, 9CIdb_source
Xylan polysulfatedb_source
Predicted Properties
PropertyValueSource
Water Solubility3.49 g/LALOGPS
logP-2.5ALOGPS
logP-11ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)-2.9ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area322.55 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity96.38 m³·mol⁻¹ChemAxon
Polarizability46.17 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O21S4
IUPAC name[(2S,3R,4S,5R)-5-hydroxy-2-{[(3R,4S,5R,6R)-6-hydroxy-4,5-bis(sulfooxy)oxan-3-yl]oxy}-4-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
InChI IdentifierInChI=1S/C10H18O21S4/c11-3-1-26-10(8(31-35(22,23)24)5(3)28-32(13,14)15)27-4-2-25-9(12)7(30-34(19,20)21)6(4)29-33(16,17)18/h3-12H,1-2H2,(H,13,14,15)(H,16,17,18)(H,19,20,21)(H,22,23,24)/t3-,4-,5+,6+,7-,8-,9-,10+/m1/s1
InChI KeyFCCNSUIJIOOXEZ-SJYYZXOBSA-N
Isomeric SMILESO[C@@H]1CO[C@@H](O[C@@H]2CO[C@@H](O)[C@H](OS(O)(=O)=O)[C@H]2OS(O)(=O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O
Average Molecular Weight602.497
Monoisotopic Molecular Weight601.922340398
Classification
Description Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • Disaccharide
  • O-glycosyl compound
  • Oxane
  • Sulfuric acid ester
  • Alkyl sulfate
  • Sulfate-ester
  • Sulfuric acid monoester
  • Organic sulfuric acid or derivatives
  • Hemiacetal
  • Secondary alcohol
  • Oxacycle
  • Acetal
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -57 (Na salt)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPentosan polysulfate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ffc-1352290000-21c35dc5952469d74b70Spectrum
Predicted GC-MSPentosan polysulfate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05vo-7531169000-bff61bd1bd45c07aea0cSpectrum
Predicted GC-MSPentosan polysulfate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_1_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_1_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_4, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_5, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_6, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_7, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_8, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_9, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_10, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_11, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_12, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_13, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_14, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TMS_2_15, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPentosan polysulfate, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uec-0161193000-2751c8c17ef9495f99d72016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ik9-0082390000-473869e5985da4cdd0532016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0229-5976210000-a983df365421163dd7542016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udl-0097087000-07678829971646c283db2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-3095270000-2e87e56a811da32a40ef2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056u-2093000000-21f66039d5f58443945b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ue9-0000059000-e41c7a5a172dd9324c882021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f6x-1002963000-1171509fcd529c8c9ae32021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-08fr-4391630000-3b32f4c90d62b34042282021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0000009000-fac4fa4f0178ca765a7b2021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udj-2891748000-198e5bae2d5eb351d93b2021-10-11View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000t-9110110000-3fe9c34f531be0d820372021-10-11View Spectrum
NMRNot Available
ChemSpider ID34595
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID37720
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00686
HMDB IDHMDB14824
CRC / DFC (Dictionary of Food Compounds) IDBTQ03-Q:LRV06-K
EAFUS IDNot Available
Dr. Duke IDPENTOSAN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPentosan_polysulfate
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Heparin-binding growth factor 2FGF2P09038
Heparin-binding growth factor 1FGF1P05230
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).