PGF2alpha-1,15-lactone
Basic information
- CAS
55314-49-3- Standard SMILES
CCCCC[C@H]1/C=C/[C@@H]2[C@@H](C/C=C\CCCC(=O)O1)[C@@H](O)C[C@H]2O- InChIKey
UTLCNJREJFJDLH-YNNPMVKQSA-N- Molecular formula
- C20H32O4
- Average molar mass
- 336.5 g/mol
- Monoisotopic mass
- 336.2300595
Overview
PGF2alpha-1,15-lactone is a prostanoid.
Names & identifiers
- Preferred name
- PGF2alpha-1,15-lactone
- IUPAC
- (1R,2E,4S,10Z,13R,14S,16R)-14,16-dihydroxy-4-pentyl-5-oxabicyclo[11.3.0]hexadeca-2,10-dien-6-one
- English name
- 9alpha, 11alpha, 15S-trihydroxy-prosta-5z, 13e-dien-1-oic acid, 1,15-lactone
- Molecular formula
- C20H32O4
- Molecular weight
- 336.47
Names & synonyms
PGF2alpha-1,15-lactonePGF2|A 1,15-lactoneProstaglandin F2alpha-1,15-lactone55314-49-39S,11R-dihydroxy-5Z,13E-prostadienoic acid-1,15S-lactonePGF2alpha 1,15-lactoneProstaglandin F2.alpha. 1,15-lactoneorb1692983PGF2I+/- 1,15-lactoneCHEBI:185952DTXSID601316070HMS3648P17
Show more names
u4747313e,15s)-1-alphpgf2-alpha1,15-lactoneProstaglandin F2α 1,15-lactonePROSTAGLANDIN F2ALPHA 1,15-LACTONEprosta-5,13-dien-1-oicacid,9,11,15-trihydroxy-,lambda-lactone,(5z,9-alpha,19alpha, 11alpha, 15S-trihydroxy-prosta-5z, 13e-dien-1-oic acid, 1,15-lactone(1R,3Z,10S,11E,13R,14R,16S)-14,16-dihydroxy-10-pentyl-9-oxabicyclo[11.3.0]hexadeca-3,11-dien-8-one
Prostaglandin F2?? 1,15-lactoneLMFA03010072AKOS027381932HY-137412CS-0138499T37327SR-01000946470SR-01000946470-1
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 443
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 20.4 mg/ml; · DMF: >20.4 mg/ml; DMSO: >10 mg/ml; Ethanol: >105 mg/ml; Ethanol:PBS (30:70): 8 mg/ml; PBS (pH 7.2): <50 ug/ml
- form
- A crystalline solid
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H360
- Precautionary statements
- 201 · P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-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)
- GHS07,GHS08
- Hazard statements
- H302-H360
- Precautionary statements
- P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501
Chemistry & industry
Applications
DescriptionPGF2α 1,15-lactone is a lipid-soluble internal ester of PGF2α. Hydrolysis of the lactone readily produces free PGF2α in plasma. In rhesus monkeys, a total dose of 15 mg of PGF2α 1,15-lactone terminates early pregnancy, whereas PGF2α is ineffective.
UsesPGF2α 1,15-lactone (Prostaglandin F2α 1,15-lactone) is a lipid-soluble internal ester of PGF2α. PGF2α 1,15-lactone decreases menstrual cycle lengths in non-pregnant rhesus monkeys. PGF2α 1,15-lactone terminates early pregnancy in the monkey[1].
Upstream & downstream products
Upstream raw materials
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Related reactions
1 records
Compound notes
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