Structure Database (LMSD)
Common Name
Delta17, 6-keto PGF1a
Systematic Name
6-oxo-9S,11R,15S-trihydroxy-13E,17Z-prostadienoic acid
Synonyms
- Delta17, 6-keto Prostaglandin F1a
LM ID
LMFA03010149
Formula
Exact Mass
Calculate m/z
368.219891
Sum Composition
Status
Curated
3D model of Delta17, 6-keto PGF1a
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Δ17-6-keto Prostaglandin F1α (Δ17-6-keto PGF1α) is a cyclooxygenase (COX) product of eicosapentaenoic acid (EPA) in various tissues such as seminal vesicles, lung, Polymorphonuclear leukocytes, and ocular tissues.1,2 Δ17-6-keto PGF1α and other 3-series COX products from EPA, such as PGF3α, PGE3, and thromboxane B3, may be involved in the reduced incidence of glaucoma in patients on a marine-rich (EPA-rich) diet.
This information has been provided by Cayman Chemical
References
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Homo sapiens
(#9606)
Mammalia
(#40674)
Prostaglandin I3 is formed in vivo in man after dietary eicosapentaenoic acid.,
Nature, 1984
Nature, 1984
Pubmed ID:
6318123
Ovis aries
(#9940)
Mammalia
(#40674)
Preparation and biochemical properties of PGH3.,
Prostaglandins, 1979
Prostaglandins, 1979
Pubmed ID:
531219
String Representations
InChiKey (Click to copy)
HFKNJQYMAGMXTR-CAPHXMBKSA-N
InChi (Click to copy)
InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h3-4,10-11,14,16-19,21,23-24H,2,5-9,12-13H2,1H3,(H,25,26)/b4-3-,11-10+/t14-,16+,17+,18+,19-/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)C/C=C\CC)[C@H](O)C[C@H](O)[C@@H]1CC(=O)CCCCC(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
26
Rings
1
Aromatic Rings
0
Rotatable Bonds
12
Van der Waals Molecular Volume
384.38
Topological Polar Surface Area
115.06
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
6
logP
3.08
Molar Refractivity
100.07
Admin
Created at
-
Updated at
21st Feb 2025