7-[3,5-Dihydroxy-2-(3-hydroxy-4-thiophen-3-yloxybut-1-enyl)cyclopentyl]hept-5-enoic acid
Basic information
- CAS
71116-82-0- Standard SMILES
O=C(O)CCCC=CCC1C(O)CC(O)C1C=CC(O)COc1ccsc1- InChIKey
FYBFDIIAPRHIQS-UHFFFAOYSA-N- Molecular formula
- C20H28O6S
- Average molar mass
- 396.5 g/mol
- Monoisotopic mass
- 396.16065978
Names & identifiers
- Preferred name
- 7-[3,5-Dihydroxy-2-(3-hydroxy-4-thiophen-3-yloxybut-1-enyl)cyclopentyl]hept-5-enoic acid
- IUPAC
- 7-[3,5-dihydroxy-2-(3-hydroxy-4-thiophen-3-yloxybut-1-enyl)cyclopentyl]hept-5-enoic acid
- English name
- Tiaprost
- Molecular formula
- C20H28O6S
- Molecular weight
- 396.5
Names & synonyms
orb1706540SCHEMBL124955957-[3,5-Dihydroxy-2-(3-hydroxy-4-thiophen-3-yloxybut-1-enyl)cyclopentyl]hept-5-enoic acidIlirenTiaprostTiaprost(Iliren)Tiaprost ExclusiveFYBFDIIAPRHIQS-JRSBLEPXSA-N7-[3,5-Dihydroxy-2-[3-hydroxy-4-(3-thienyloxy)-1-butenyl]cyclopentyl]-5-heptenoic acid5-Heptenoic acid,7-[3,5-dihydroxy-2-[3-hydroxy-4-(3-thienyloxy)-1-butenyl]cyclopentyl]-5-Heptenoic acid, 7-[3,5-dihydroxy-2-[3-hydroxy-4-(3-thienyloxy)-1-buten-1-yl]cyclopentyl]-7-(3,5-Dihydroxy-2-(3-hydroxy-4-(thiophen-3-yloxy)but-1-en-1-yl)cyclopentyl)hept-5-enoic acid
Show more names
(E)-7-[3,5-dihydroxy-2-[(E)-3-hydroxy-4-thiophen-3-yloxybut-1-enyl]cyclopentyl]hept-5-enoic acid
Database identifiers
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 135 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 11
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 509
Physicochemical properties
- Boiling point
- 613.4 · 613.4±55.0 °C(Predicted)
- Density
- 1.325 · 1.325±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 2 mg/ml
- form
- Liquid
- pka
- 4.79 · 4.79±0.10(Predicted)
- color
- Colorless to light yellow
- FDA UNII
- 98 E50HHH7M · 98E50HHH7M
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- RIDADR
- 3249 · 3249
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
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
- ridadr
- 3249
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesProstaglandin F2α plays a central role in luteolysis. Tiaprost is a synthetic analog of PGF2α that is used in veterinary medicine as an estrus-synchronizing agent. It has also been used to treat endometritis and to induce parturition.[Cayman Chemical]
UsesTiaprost, is a prostaglandin F2α (PGF2α) analogue.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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