Basic information
- CAS
136790-76-6- Standard SMILES
CCCCC(F)(F)C(=O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O- InChIKey
DBVFKLAGQHYVGQ-BFYDXBDKSA-N- Molecular formula
- C20H32F2O5
- Average molar mass
- 390.5 g/mol
- Monoisotopic mass
- 390.22178044
Names & identifiers
- Preferred name
- 7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl)heptanoic acid
- IUPAC
- 7-[(1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid
- English name
- Lubiprostone
- Molecular formula
- C20H32F2O5
- Molecular weight
- 390.47
Names & synonyms
7-((1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl)heptanoic acidDTXSID5048639(11ALPHA)-16,16-DIFLUORO-11-HYDROXY-9,15-DIOXOPROSTAN-1-OIC ACID7-[(1R,2R,3R)-2-(4,4-difluoro-3-oxooctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acidLubiprostone?(11a)-16,16-difluoro-11-hydroxy-9,15-dioxo-Prostan-1-oic acid; Lubiprostone; Ru 0211Prostan-1-oic acid, 16,16-difluoro-11-hydroxy-9,15-dioxo-, (11a)-SCHEMBL439274UNII-7662KG2R6Korb1300883DBVFKLAGQHYVGQ-BFYDXBDKSA-NHY-B0679
Show more names
C13707Ru 0211RubiprostonelubiprostoneRubyprostoneLubiprostoneLubipristoneLubiprostone APILubiprostone CASLubiprostone, >=99%
CCG-2685327-[(1R,2R,3R)-2-(4,4-difluoro-3-oxo-octyl)-3-hydroxy-5-oxo-cyclopentyl]heptanoic AcidAS-71871T6307G70926F868928BRD-K33814251-001-01-4BRD-K33814251-001-02-2
Database identifiers
- CAS
136790-76-6- PubChem CID
- 9800568
- DTXSID
DTXSID5048639
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 91.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 14
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 507
Physicochemical properties
- Melting point
- 56 · 56-59°C
- Boiling point
- 539.1 · 539.1±50.0 °C(Predicted)
- Density
- 1.143 · 1.143±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 4.77 · 4.77±0.10(Predicted)
- form
- powder
- color
- white to beige
- InChI
- InChI=1/C20H32F2O5/c1-2-3-12-20(21,22)18(25)11-10-15-14(16(23)13-17(15)24)8-6-4-5-7-9-19(26)27/h14-15,17,24H,2-13H2,1H3,(H,26,27)/t14-,15-,17-/s3
- InChIKey
- DBVFKLAGQHYVGQ-LRVNMBRDNA-N
- SMILES
- C([C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O)CC(=O)C(F)(F)CCCC |&1:1,2,6,r|
- FDA UNII
- 7662 KG2R6K · 7662KG2R6K
- NCI Drug Dictionary
- lubiprostone
- ATC code
- 6 AX03 · A06AX03
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- WGK Germany
- 3 · WGK 3
- RTECS
- 8257750 · UK8257750
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- rtecs
- UK8257750
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
General DescriptionLubiprostone (brand name: Amitiza) is a drug that is prescribed as a treatment for acute idiopathic constipation that is associated with bloating, stomach pain and straining in bowel movements. The drug is prescribed in cases where a patient is experiencing infrequent bowel movements that may persist for about 3 months or a longer period of time without necessarily being resultant of certain medications or diseases. The drug may also be used to relieve constipation that may result from specific opioid (narcotic) use amongst people who have persistent pain that is not caused by cancer. Lubiprostone is classified as a laxative and its mechanism of action entails enhancing the flow of fluid into the bowel for easier bowel movements.
UsesLubiprostone is a bicyclic fatty acid metabolite analog of Prostaglandin E1. It activates specific chloride channels in the gastrointestinal tract to stimulate intestinal fluid secretion, increase gastrointestinal transit, and improve symptoms of constipation.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
江苏普润生物医药有限公司025-85607381 15366090669 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海波以尔化工有限公司[email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
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Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
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孝感深远化工有限公司15527621225; 15527621225 · [email protected]
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TCI Europe320-37350700 · [email protected]
无锡中坤生化科技有限公司+86 0510-85629785
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
台州市科瑞生物技术有限公司0576-88813233 88205808 · [email protected]
广州市慈铭生物科技有限公司020-38082199,29065168,38082986,29878298,29866629,4000192398
凯试（上海）科技有限公司021-50135380 · [email protected]
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甘肃皓天科技股份有限公司0943-6900332 17789447501 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海众强药业有限公司13951772964 · [email protected]
上海泽涵生物医药科技有限公司021-61350663 13052117465 · [email protected]
南京伶亚生物医药科技有限公司18068075658 · [email protected]
武汉森威尔世纪化工有限公司027-86652399 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
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北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
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上海缮远医药科技有限公司021-31761238 13167072949 · [email protected]
Related reactions
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Compound notes
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