基本情報
- CAS
37300-21-3- 標準SMILES
O=S(=O)(O)O[C@@H]1[C@@H](OS(=O)(=O)O)[C@H](O[C@@H]2CO[C@@H](O)[C@H](OS(=O)(=O)O)[C@H]2OS(=O)(=O)O)OC[C@H]1O- InChIKey
FCCNSUIJIOOXEZ-SJYYZXOBSA-N- 分子式
- C10H18O21S4
- 平均分子量
- 602.5 g/mol
- 単同位体質量
- 601.92234227
概要
[(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]oxidanesulfonic acid is a glycoside.
名称と識別子
- 優先名称
- Xylan Sulfate
- IUPAC
- [(2R,3R,4S,5R)-2-hydroxy-5-[(2S,3R,4S,5R)-5-hydroxy-3,4-disulfooxyoxan-2-yl]oxy-3-sulfooxyoxan-4-yl] hydrogen sulfate
- 英語名
- Pentosan Sulfuric Polyester
- 分子式
- C10H18O21S4
- 分子量
- 0
名称と別名
37300-21-3Xylan, hydrogen sulfateF59P8B75R4[(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 acidXylan hydrogen sulfateXylan Sulfate((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 acidRefChem:8526GlyTouCan:G69706YRDTXSID601026229G69706YRCB-8061
名称をさらに表示
ElmironXylan polysulfateXylofuranan sulfatePENTOSAN POLYSULFATE SODPentosan Sulfuric Polyester[(2R,3R,4S,5R)-2-hydroxy-5-[(2S,3R,4S,5R)-5-hydroxy-3,4-disulfooxy-oxan-2-yl]oxy-3-sulfooxy-oxan-4-yl] hydrogen sulfatesulfuric acid [(2R,3R,4S,5R)-2-hydroxy-5-[(2S,3R,4S,5R)-5-hydroxy-3,4-disulfoxy-tetrahydropyran-2-yl]oxy-3-sulfoxy-tetrahydropyran-4-yl] ester
140207-92-7[(2R,3R,4S,5R)-2-hydroxy-5-[(2S,3R,4S,5R)-5-hydroxy-3,4-disulfooxyoxan-2-yl]oxy-3-sulfooxyoxan-4-yl] hydrogen sulfate11096-31-4UNII-F59P8B75R42763886-11-7Pentosan PolysulfonateSCHEMBL157354CHEMBL4073796
物性
構造計算による物性
- XLogP
- -5.6
- 極性表面積
- 356 Ų
- 水素結合供与体数
- 6
- 水素結合受容体数
- 21
- 回転可能結合数
- 10
- 重原子数
- 35
- 形式電荷
- 0
- 複雑度
- 1,140
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
LogP-8
Solubility3.49e+00 g/L
Physical DescriptionSolid
物理化学的性質
- 外見
- Solid
- 色
- White to off-white
化学と産業
薬理情報
PharmacodynamicsPentosan polysulfate sodium is a low molecular weight heparin-like compound. It has anticoagulant and fibrinolytic effects.
Mechanism of Action
Pentosan polysulfate is a polymer of xylose hydrogen sulfate and contains two sulfate groups per carbohydrate monomer. It binds Fibroblast growth factors (FGFs) as well as other heparin-binding growth factors. It has been shown to interact also with the heparin-binding site of FGFR-1. It inhibits the growth of SW13 adrenocortical cells transfected with FGF-4 and tumorigenicity of MCF-7 breast carcinoma cells transfected with FGF-1 or FGF-4.
Biological Half-Life4.8 hours
FDA Pharmacological Classification
F59P8B75R4
PENTOSAN POLYSULFATE
Established Pharmacologic Class [EPC] - Glycosaminoglycan
Chemical Structure [CS] - Glycosaminoglycans
Pentosan polysulfate is a Glycosaminoglycan.
MeSH Pharmacological ClassificationAgents that prevent BLOOD CLOTTING.
Absorption, Distribution and ExcretionSlow
応用分野
来歴Pentosan polysulfate sodium (Elmiron) was synthesized at Baker Norton Pharmaceuticals in the early 1980s as a heparin analogue for interstitial cystitis; after orphan designation (1985) and compassionate use (1986–1995) it received FDA approval on 26 September 1996 under an NDA that listed no individually named inventors, and its efficacy was later questioned when the first controlled trial (Nickel, 2014) proved negative.
サプライヤー12 社
成都超九八生物科技有限公司
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