(E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid
Basic information
- CAS
27376-74-5- Standard SMILES
CCCCCC(O)CCC1C(O)CC(O)C1C/C=C/CCCC(=O)O- InChIKey
LLQBSJQTCKVWTD-QPJJXVBHSA-N- Molecular formula
- C20H36O5
- Average molar mass
- 356.5 g/mol
- Monoisotopic mass
- 356.25627424
Overview
13,14-Dihydro PGF2alpha is a prostanoid.
Names & identifiers
- Preferred name
- (E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid
- IUPAC
- (E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid
- English name
- 13,14-Dihydro prostaglandin f2alpha
- Molecular formula
- C20H36O5
- Molecular weight
- 356.5
Names & synonyms
13,14-Dihydro PGF2a(E)-7-[3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]hept-5-enoic acid13,14-Dihydro-pgf2-alpha7-(3,5-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl)-5-heptenoic acid13,14-dihydro Prostaglandin F2alphaSCHEMBL3364894CHEBI:1708657-(3,5-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl)-5-Heptenoate(5Z,9-alpha,11-alpha,15S)-9,11,15-trihydroxy-Prost-5-en-1-oate(5Z,9-alpha,11-alpha,15S)-9,11,15-trihydroxy-Prost-5-en-1-oic acid13,14-Dihydro-PGF2α13,14-dihydrodinoprost
Show more names
LLQBSJQTCKVWTD-NFUXFLSFSA-N13,14-Dihydroprostaglandin F2α13,14-dihydro Prostaglandin F2α9ALPHA,11ALPHA,15S-TRIHYDROXY-PROST-5Z-EN-1-OIC ACID(5Z,15S)-9α,11α,15-Trihydroxyprosta-5-ene-1-oic acid
Database identifiers
- CAS
27376-74-5- PubChem CID
- 6434009
- ChEBI
CHEBI:170865
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 98 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 13
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 396
Experimental & physicochemical properties
LogP2.183
Physical DescriptionSolid
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 10 mM · 10 mM Na2CO3: >6.5 mg/ml (from PGF2a); DMF: >100 mg/ml (from PGF2a); DMSO: >100 mg/ml (from PGF2a); Ethanol: >100 mg/ml (from PGF2a); PBS pH 7.2: >10 mg/ml (from PGF2a)
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319-H360-H336
- Precautionary statements
- 201 · P201-P202-P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-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,GHS08
- Hazard statements
- H225-H319-H360-H336
- Precautionary statements
- P201-P202-P210-P240-P241-P242-P243-P261-P264-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P308+P313-P312-P337+P313-P370+P378-P403+P233-P403+P235-P405-P501
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Applications
Description13,14-dihydro Prostaglandin F2α (13,14-dihydro PGF2α) is the analog of PGF2α which has no unsaturation in the lower side chain. It causes luteolysis in hamsters with a potency five times higher than PGF2α. The ED50 value for 13,14-dihydro PGF2α as a luteolytic agent in hamsters is 1.5 μg/100 g.
Uses13,14-Dihydro-PGF2α is an analog of PGF2α which has no unsaturation in the lower side chain. It facilitates luteolysis in hamsters/rabbits with potency five times higher than PGF2α.
Additional notes
DefinitionChEBI: A prostaglandins Falpha that is prost-5-en-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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