iloprost s-isomer
Basic information
- CAS
74843-14-4- Standard SMILES
CC#CC[C@H](C)[C@H](O)/C=C/[C@@H]1[C@H]2C/C(=C/CCCC(=O)O)C[C@H]2C[C@H]1O- InChIKey
HIFJCPQKFCZDDL-ITQKTNNISA-N- Molecular formula
- C22H32O4
- Average molar mass
- 360.5 g/mol
- Monoisotopic mass
- 360.2300595
Names & identifiers
- Preferred name
- iloprost s-isomer
- IUPAC
- (5E)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid
- English name
- 16(S)-Iloprost
- Molecular formula
- C22H32O4
- Molecular weight
- 360.49
Names & synonyms
Iloprost S-isomer74843-14-4UNII-45U5P0UB2445U5P0UB24(5E)-5-((3aS,4R,5R,6aS)-5-Hydroxy-4-((1E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl)hexahydropentalen-2(1H)-ylidene)pentanoic acidDTXSID20225814Pentanoic acid, 5-((3a,4R,5R,6aS)-hexahydro-5-hydroxy-4-((1E,3S,4S)-3-hydroxy-4-methyl-1-octen-6-ynyl)-2(1H)-pentalenylidene)-, (5E)-PENTANOIC ACID, 5-((3AS,4R,5R,6AS)-HEXAHYDRO-5-HYDROXY-4-((1E,3S,4S)-3-HYDROXY-4-METHYL-1-OCTEN-6-YNYL)-2(1H)-PENTALENYLIDENE)-, (5E)-(5E)-5-[(3aS,4R,5R,6aS)-5-Hydroxy-4-[(1E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]hexahydropentalen-2(1H)-ylidene]pentanoic acidRefChem:147896DTXCID5014830516(S)-Iloprost
Show more names
Iloprost Impurity 1HIFJCPQKFCZDDL-ITQKTNNISA-N16(S) Iloprost,16(S)IloprostPentanoic acid, 5-[(3aS,4R,5R,6aS)-hexahydro-5-hydroxy-4-[(1E,3S,4S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-2(1H)-pentalenylidene]-, (5E)-
16-(S)-Iloprost(5E)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acidorb1693936SCHEMBL21509108MFCD18432681AKOS040755123PD021247HY-118670
Database identifiers
- CAS
74843-14-4- PubChem CID
- 11639089
- DTXSID
DTXSID20225814- UNII
- 45U5P0UB24
- Nikkaji
- J682.564H
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 77.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 8
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 606
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 539.239 · 539.239±50.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.211 · 1.211±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 25 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 1 mg/ml
- pka
- 4.768 · 4.768±0.10(predicted)
- FDA UNII
- 45 U5P0UB24 · 45U5P0UB24
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319-H336
- Precautionary statements
- 210 · P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
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
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319-H336
- Precautionary statements
- P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Chemistry & industry
Applications
Uses16-(S)-Iloprost is the S-isomer of Iloprost (I267300), a synthetic analogue of Prostacyclin (PGI2) used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud''s phenomenon and ischemia.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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