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Hormones and steroids

Lubiprostone

Also known as Lubiprostone hemiketal, lubiprostona, Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11alpha,15R)-

CAS 333963-40-9Formula C20H32F2O5Molar mass 390.47 g/molEC 603-977-7
38 suppliers listed Drug substance
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Lubiprostone chemical structure, C20H32F2O5, CAS 333963-40-9
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
333963-40-9
Formula
C20H32F2O5
Molar mass
390.47 g/mol
EC number
603-977-7
HS code
293750
Category
Hormones and steroids

What is Lubiprostone?

Plain description, key identifiers and synonyms

Lubiprostone is a bicyclic fatty acid derived from prostaglandin E1 and a chloride channel activator with laxative activity. Upon intake, lubiprostone specifically binds to and activates the type 2 chloride channel (ClC-2) in the apical membrane of the gastrointestinal epithelium. This produces an efflux of chloride ions, thereby drawing water into the gastrointestinal lumen. The resulting increased amounts of intestinal fluid soften the stool, increase motility, and improve bowel movements.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
CAS number
333963-40-9
EC number
603-977-7
Molecular formula
C20H32F2O5
UNII
7662KG2R6K
MDL number
MFCD20268389
InChIKey
WGFOBBZOWHGYQH-MXHNKVEKSA-N
InChI
InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15-,17-,20-/m1/s1
Canonical SMILES
CCCCC(F)(F)C1(O)CCC2C(CC(=O)C2CCCCCCC(=O)O)O1
Isomeric SMILES
CCCCC([C@]1(CC[C@H]2[C@H](O1)CC(=O)[C@@H]2CCCCCCC(=O)O)O)(F)F

Synonyms

  • Lubiprostone hemiketal
  • lubiprostona
  • Prostan-1-oic acid, 11,15-epoxy-16,16-difluoro-15-hydroxy-9-oxo-, (11alpha,15R)-
  • 7-((1R,4R,6R,9R)-4-(1,1-difluoropentyl)-4-hydroxy-8-oxo-5-oxabicyclo(4.3.0)non-9-yl)heptanoic acid
  • 7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta[b]pyran-5-yl]heptanoic acid
  • lubiprostonum
  • Amitza
  • 7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta(e)pyran-5-yl)heptanoic acid
  • 7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-octahydrocyclopenta(b)pyran-5-yl)heptanoic acid
  • 7-[(1R,4R,6R,9R)-4-(1,1-Difluoropentyl)-4-hydroxy-8-oxo-5-oxabicyclo[4.3.0]non-9-yl]heptanoic acid
  • 7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[e]pyran-5-yl]heptanoic acid
  • 0211, SPI
  • 0211, RU
  • Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11alpha)-
  • Amitiza
  • 7-[(2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
  • (2R,4aR,5R,7aR)-2-(1,1-Difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-heptanoic acid
  • 7-((2R,4aR,5R,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl)heptanoic acid
  • Lubiprostone (hemiketal)
  • 7-[(2R,4aR,5S,7aR)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxo-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-5-yl]heptanoic acid
  • Amitiza (TN)
  • Bicyclic lubiprostone
  • 333963-40-9 (hemiketal)
  • Lubiprostone powder
  • 7-[(2r,4ar,5r,7ar)-2-(1,1-difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopenta[b]pyran-5-yl]heptanoic acid
Show all 29 synonyms
  • Lubiprostone (ring open)
  • Lubiprostone (hemiketal)?
  • Lubiprostone (JAN/USAN/INN)
  • 7-[(1R,3R,6R,7R)-3-(1,1-Difluoropentyl)-3-hydroxy-8-oxo-2-oxabicyclo[4.3.0]non-7-yl]heptanoic acid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
390.47 g/molcalc.
Exact mass
390.2218 Dacalc.
LogP (octanol/water)
4.31calc.
Topological polar surface area
83.83 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
11calc.
Heavy atoms
27calc.
Rings
2calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.9calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1CC2CCCOC2C1

O=C1CC2CCCOC2C1

2 rings, 10 atoms.

3 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Lubiprostone suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 38 suppliers
30 of 30 offers

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Where suppliers are based

38 suppliers in 7 countries

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Lubiprostone price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Chloride Channel Agonists

Roles

  • analgesic
  • anti-HIV agent
  • antimicrobial agent
  • antispasmodic drug
  • antiviral agent
  • laxative
  • muscle relaxant
  • neuromuscular agent
  • pharmaceutical

Pharmacology

Lubiprostone is a Chloride Channel Activator. The mechanism of action of lubiprostone is as a Chloride Channel Activator.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Lubiprostone is traded under.

HS 2937.50Indicative HS code

Prostaglandins, thromboxanes and leukotrienes, their derivatives and structural analogues

World exports in 2024
$270M
+9.1% vs 2023, imports $304M
2019 to 2024
Top exporters
  1. Hungary22.8%
  2. Czech Republic21.6%
  3. South Korea14.6%
Top importers
  1. Japan17.0%
  2. Italy13.1%
  3. Germany10.4%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Lubiprostone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Lubiprostone, based on the data on this page

What is Lubiprostone?

Lubiprostone is a bicyclic fatty acid derived from prostaglandin E1 and a chloride channel activator with laxative activity. Upon intake, lubiprostone specifically binds to and activates the type 2 chloride channel (ClC-2) in the apical membrane of the gastrointestinal epithelium.

What is the CAS number of Lubiprostone?

The CAS registry number of Lubiprostone is 333963-40-9.

What is the molecular formula and weight of Lubiprostone?

The molecular formula of Lubiprostone is C20H32F2O5 and its molar mass is 390.47 g/mol.

What is Lubiprostone used for?

Known uses and roles of Lubiprostone include hormones and steroids in pharmaceuticals, analgesic, anti-hiv agent, antimicrobial agent, antispasmodic drug and 6 more.

Is Lubiprostone hazardous?

No GHS hazard classification for Lubiprostone is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Lubiprostone?

Lubiprostone is usually classified under HS code 293750 (Prostaglandins, thromboxanes and leukotrienes, their derivatives and structural analogues). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Lubiprostone?

CompoundList lists 38 suppliers of Lubiprostone in China, India, Japan, Taiwan and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Lubiprostone in India?

7 suppliers in India list Lubiprostone on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Lubiprostone?

Suppliers quote Lubiprostone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Lubiprostone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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