Pentosan Polysulfate (CED0006813)

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:18 UTC

Update Date

2026-05-14 16:46:04 UTC

Accession Number

CHEM022160

Identification

Common Name

Pentosan Polysulfate

Class

Small Molecule

Description

Pentosan Polysulfate is an organic compound with the formula C10H18O21S4. Pentosan Polysulfate belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. With an average molecular weight of 602.50 g/mol, Pentosan Polysulfate is a heavy molecule. This compound is found in or released from two recorded sources: healthcare, pharmaceuticals, and veterinary products, specifically as urologicals and vasoprotectives. The recorded route of exposure for this substance is oral. In terms of biological activity, Pentosan Polysulfate interacts with three recorded protein targets, acting as an antagonist or inhibitor of fibroblast growth factor 1 (FGF1), fibroblast growth factor 2 (FGF2), and fibroblast growth factor 4 (FGF4).

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pentosan polysulfuric acid	Generator
Pentosan polysulphate	Generator
Pentosan polysulphuric acid	Generator
Polyester, pentosan sulfuric	HMDB
SP 54, Tavan	HMDB
946, HOE-bay	HMDB
Fibrocid	HMDB
HOE bay 946	HMDB
Hemoclar	HMDB
Polypentose sulfate	HMDB
Polysulfate sodium, pentosan	HMDB
Sulfate, xylan	HMDB
Sulfuric polyester, pentosane	HMDB
Polyester, pentosane sulfuric	HMDB
Polysulfate, pentosan	HMDB
Sodium, pentosan polysulfate	HMDB
Xylan SP54	HMDB
HOE-bay-946	HMDB
Pentosan sulfuric polyester	HMDB
Polysulphate sodium, pentosan	HMDB
SP54, Xylan	HMDB
Sulfuric polyester, pentosan	HMDB
Xylan, polysulfated	HMDB
Elmiron	HMDB
PZ-68	HMDB
Polysulfated xylan	HMDB
Sodium, pentosan polysulphate	HMDB
Xylan sulfate	HMDB
BAY 946	HMDB
BAY-946	HMDB
HOE-bay 946	HMDB
Pentosan polysulfate sodium	HMDB
SP-54	HMDB
Sulfate, polypentose	HMDB
54, Tavan SP	HMDB
HOE 946	HMDB
HOE-946	HMDB
PZ 68	HMDB
Pentosan polysulphate sodium	HMDB
Pentosane sulfuric polyester	HMDB
SP 54	HMDB
Tavan SP 54	HMDB
[(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]oxidanesulfonate	HMDB
[(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]oxidanesulphonate	HMDB
[(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 acid	HMDB
Pentosan polysulfate	MeSH

Chemical Formula

C₁₀H₁₈O₂₁S₄

Average Molecular Mass

602.497 g/mol

Monoisotopic Mass

601.922 g/mol

CAS Registry Number

37300-21-3

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

Traditional Name

pentosan polysulfate

SMILES

O[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

InChI Identifier

InChI=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 Key

FCCNSUIJIOOXEZ-SJYYZXOBSA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.49 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-11	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	322.55 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	96.38 m³·mol⁻¹	ChemAxon
Polarizability	46.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ffc-1352290000-21c35dc5952469d74b70	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-05vo-7531169000-bff61bd1bd45c07aea0c	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uec-0161193000-2751c8c17ef9495f99d7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ik9-0082390000-473869e5985da4cdd053	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0229-5976210000-a983df365421163dd754	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udl-0097087000-07678829971646c283db	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-3095270000-2e87e56a811da32a40ef	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056u-2093000000-21f66039d5f58443945b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-0000059000-e41c7a5a172dd9324c88	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6x-1002963000-1171509fcd529c8c9ae3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-4391630000-3b32f4c90d62b3404228	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000009000-fac4fa4f0178ca765a7b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udj-2891748000-198e5bae2d5eb351d93b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000t-9110110000-3fe9c34f531be0d82037	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
292	Vasoprotectives	Healthcare, pharmaceuticals & veterinary products	Not Available
326	Urologicals	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

2 pathways

Pentosan polysulfate Drug Metabolism

Pentosan polysulfate Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Inositol 1,4,5-trisphosphate binding protein	Q62688	Rattus norvegicus	Predicted (SEA)	10.1204
Click to view 3D structure	Alpha-1,2-mannosidase (BT_3990)	Q8A0N1	Bacteroides thetaiotaomicron	Predicted (SEA)	56.3628
Click to view 3D structure	CD44 antigen	P16070	Humans	Predicted (SEA)	62.5129
Click to view 3D structure	CD44 antigen	P15379	Mus musculus	Predicted (SEA)	62.5129
Click to view 3D structure	Beta-lactamase TEM-1	Q4GY26	Escherichia coli	Predicted (SEA)	325.098
Click to view 3D structure	Beta-galactosidase	Q59750	Sinorhizobium meliloti	Predicted (SEA)	1442.86
Click to view 3D structure	Beta-xylosidase	P36906	Thermoanaerobacterium saccharolyticum	Predicted (SEA)	1902.4
Click to view 3D structure	Sucrase-isomaltase, intestinal	P23739	Rattus norvegicus	Predicted (SEA)	228.254
Click to view 3D structure	Maltase-glucoamylase	O43451	Humans	Predicted (SEA)	2573.93
Click to view 3D structure	Endopolygalactyuronase	P79074	Chondrostereum purpureum	Predicted (SEA)	24.289
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	7699.91
Click to view 3D structure	Stromelysin-1	P08254	Humans	Predicted (SEA)	7671.42
Click to view 3D structure	Lysosomal alpha-glucosidase	P10253	Humans	Predicted (SEA)	782.852
Click to view 3D structure	Interferon gamma	P01579	Humans	Predicted (SEA)	30.5169
Click to view 3D structure	Neurotrophic factor BDNF precursor form	P23560	Humans	Predicted (SEA)	6.22794
Click to view 3D structure	Pleiotrophin	P21246	Humans	Predicted (SEA)	6.22794
Click to view 3D structure	Fibroblast growth factor 1	P05230	Humans	Predicted (SEA)	13.0008
Click to view 3D structure	Inositol 1,4,5-trisphosphate-gated calcium channel ITPR3	Q8WN95	Bos taurus	Predicted (SEA)	4.9045
Click to view 3D structure	Trehalose-phosphatase	A8NS89	Brugia malayi	Predicted (SEA)	335.686
Click to view 3D structure	Antithrombin-III	P01008	Humans	Predicted (SEA)	24.6004
Click to view 3D structure	Inositol-trisphosphate 3-kinase A	P17105	Rattus norvegicus	Predicted (SEA)	5.44945
Click to view 3D structure	Heparanase	Q9Y251	Humans	Predicted (SEA)	1266.06
Click to view 3D structure	Inositol 1,4,5-trisphosphate-gated calcium channel ITPR1	P29994	Rattus norvegicus	Predicted (SEA)	18.9952
Click to view 3D structure	Type 1 InsP3 receptor isoform S2	P79248	Sus scrofa	Predicted (SEA)	6.77288
Click to view 3D structure	Inositol 1,4,5-trisphosphate-gated calcium channel ITPR3	Q14573	Humans	Predicted (SEA)	8.95266