The opposite enantiomer of PGF2α
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ent-Prostaglandin F2α

Item No. 10008122

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9β,11β,15R-trihydroxy-(8β,12α)-prosta-5Z,13E-dien-1-oic acid
CAS Number
54483-31-7
Synonyms
  • ent-PGF2α
  • (−)-Prostaglandin F2α
Molecular Formula
C20H34O5
Formula Weight
354.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
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\CCCC(O)=O)[C@H](/C=C/[C@H](O)CCCCC)[C@@H](O)C1
InChi Code
InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m1/s1
InChi Key
PXGPLTODNUVGFL-FCINMJCXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Enzymatically-derived Prostaglandin F2α (PGF2α) is an optically pure compound whereas PGF2α derived from the free radical-catalyzed peroxidation of arachidonate is a racemic mixture. Ent-PGF2α is the opposite enantiomer of PGF2α. This compound can only be generated via the isoprostane pathway of free radical-catalyzed lipid peroxidation and has been implicated as a marker of oxidative stress. Levels of ent-PGF2α are elevated in human urine from heavy cigarette smokers and patients with hypercholesterolemia.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yin, H., Gao, L., Tai, H.H., et al. Urinary prostaglandin F2α is generated from the isoprostane pathway and not the cyclooxygenase in humans. J. Bio. Chem. 282(1), 329-336 (2007).