A DGLA metabolite
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Prostaglandin F1α

Item No. 15010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-prost-13E-en-1-oic acid
CAS Number
745-62-0
Synonyms
  • PGF1α
Molecular Formula
C20H36O5
Formula Weight
356.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS pH 7.2: 2 mg/ml
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)CCCCC)[C@@H](CCCCCCC(O)=O)[C@@H](O)C1
InChi Code
InChI=1S/C20H36O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,18-,19+/m0/s1
InChi Key
DZUXGQBLFALXCR-CDIPTNKSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Prostaglandin F1α (PGF1α) is the putative metabolite of dihomo-γ-linolenic acid (DGLA) via the cyclooxygenase (COX) pathway. Both PGF1α and PGF2α (Item Nos. 16010 | 10007221) have been shown to act as priming pheromones for male Atlantic salmon with a threshold concentration of 10−11 M.1 PGF1α binds to the ovine corpus luteum FP receptor at only 8% of the relative potency of PGF2α.2 It is only half as active as PGF2α in inducing human respiratory smooth muscle contractions in vitro.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moore, A., and Waring, C.P. Electrophysiological and endocrinological evidence that F-series prostaglandins function as priming pheromones in mature male Atlantic salmon (Salmo salar) PARR. J. Exp. Biol. 199(Pt 10), 2307-2316 (1996).

    2. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    3. Karim, S.M.M., Adaikan, P.G., and Kottegoda, S.R. Prostaglandins and human respiratory tract smooth muscle: Structure activity relationship. Adv. Prostaglandin Thromboxane Res. 7, 969-980 (1980).

    Product Citations

    Wu, Z., Xiao, H., Rao, D., et al. Analytical strategy for oxylipin annotation by combining chemical derivatization-based retention index algorithm and feature tandem mass spectrometric fragmentation as a biomarker discovery tool. Anal. Chem. 95(43), 15933-15942 (2023).

    Schröder, R., Xue, L., Konya, V., et al. PGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2. PLoS One 7(3), e33329 (2012).