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8-epi-Prostaglandin F2α

CAS No.
27415-26-5
Chemical Name:
8-epi-Prostaglandin F2α
Synonyms
8-epi-PGF2α;8-ISOPROSTANE;8-Isoprostaglandin F2α-d9;(5Z,8β,9α,11α,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic Acid;15-F2t-IsoP;8-Iso-PGF2α;IPF2ALPHA-III;15-F2t-IsoP-d9;8-epi-PGF2α-d9;8-Iso-PGF2α-d9
CBNumber:
CB7701867
Molecular Formula:
C20H34O5
Molecular Weight:
354.48
MDL Number:
MFCD00084822
MOL File:
27415-26-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:45:09
Product description Number Pack Size Price
8-iso Prostaglandin F2α ≥98% 16350 1mg $193
8-iso Prostaglandin F2α ≥98% 16350 5mg $819
8-iso Prostaglandin F2α ≥98% 16350 10mg $1445
8-iso Prostaglandin F2α ≥99% 16350 1mg $164
8-iso Prostaglandin F2α ≥99% 16350 5mg $692
More product size

8-epi-Prostaglandin F2α Properties

Boiling point 531.0±50.0 °C(Predicted)
Density 1.153±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: >100 mg/ml; DMSO: >100 mg/ml; Ethanol: >100 mg/ml; PBS pH 7.2: 3 mg/ml
form A crystalline solid
pka 4.76±0.10(Predicted)
color White to off-white
FDA UNII W83YE66SBY

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360
Precautionary statements  P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501
NFPA 704
0
2 0

8-epi-Prostaglandin F2α price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 16350 8-iso Prostaglandin F2α ≥98% 27415-26-5 1mg $193 2026-04-30 Buy
Cayman Chemical 16350 8-iso Prostaglandin F2α ≥98% 27415-26-5 5mg $819 2026-04-30 Buy
Cayman Chemical 16350 8-iso Prostaglandin F2α ≥98% 27415-26-5 10mg $1445 2026-04-30 Buy
Cayman Chemical 16350 8-iso Prostaglandin F2α ≥99% 27415-26-5 1mg $164 2024-03-01 Buy
Cayman Chemical 16350 8-iso Prostaglandin F2α ≥99% 27415-26-5 5mg $692 2024-03-01 Buy
Product number Packaging Price Buy
16350 1mg $193 Buy
16350 5mg $819 Buy
16350 10mg $1445 Buy
16350 1mg $164 Buy
16350 5mg $692 Buy

8-epi-Prostaglandin F2α Chemical Properties,Uses,Production

Description

8-iso PGF is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids. It is present in human plasma in two distinct forms - esterified in phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF levels are about 180-200 pg/mg of creatinine. 8-iso PGF is a weak TP receptor agonist in vascular smooth muscle. Conversely, 8-iso PGF inhibits platelet aggregation induced by U-46619 (10−6 M) and I-BOP (3 x 10−7 M) with IC50 values of 1.6 x 10−6 M and 1.8 x 10−6 M, respectively.

Description

8-iso Prostaglandin F (8-iso PGF) is an isoprostane produced by the non-enzymatic peroxidation of arachidonic acid in membrane phospholipids. It is present in human plasma in two distinct forms - esterified in phospholipids and as the free acid. The ratio of these two forms is approximately 2:1, with a total plasma 8-iso PGF level of about 150 pg/ml in normal volunteers. In normal human urine, 8-iso PGF levels are about 180-200 pg/mg of creatinine. 8-iso PGF is a weak TP receptor agonist in vascular smooth muscle. Conversely, 8-iso PGF inhibits platelet aggregation induced by U-46619 (10−6 M) and I-BOP (3 x 10−7 M) with IC50 values of 1.6 x 10−6 M and 1.8 x 10−6 M, respectively.

8-iso Prostaglandin F MaxSpec® standard is a quantitative grade standard of 8-iso Prostaglandin F that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 8-iso Prostaglandin F MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Uses

(8-epi-prostaglandin F2a) A major metabolite of PGF2α. A prostaglandin derivative used as a biomarker in the diagnosis and treatment of cardiovascular-related diseases as well as biomarkers of total body oxidative stress.

Uses

A major metabolite of PGF2α. A prostaglandin derivative used as a biomarker in the diagnosis and treatment of cardiovascular-related diseases as well as biomarkers of total body oxidative stress.

Definition

ChEBI: A prostanoid that is prostaglandin F2alpha having inverted stereochemistry at the 8-position.

IC 50

Human Endogenous Metabolite

References

[1] JASON D. MORROW  L. J R I  Thomas M Harris. Noncyclooxygenase oxidative formation of a series of novel prostaglandins: Analytical ramifications for measurement of eicosanoids[J]. Analytical biochemistry, 1990, 184 1: Pages 1-10. DOI: 10.1016/0003-2697(90)90002-q
[2] J.D. MORROW  L. J R I  T A Minton. The F2-isoprostane, 8-epi-prostaglandin F2α, a potent agonist of the vascular thromboxane/endoperoxide receptor, is a platelet thromboxane/endoperoxide receptor antagonist[J]. Prostaglandins, 1992, 44 2: Pages 155-163. DOI: 10.1016/0090-6980(92)90077-7
[3] MICHITAKA KIRIYAMA. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells[J]. British Journal of Pharmacology, 2009, 122 2: 217-224. DOI: 10.1038/sj.bjp.0701367
[4] SAMAR BASU  Bengt V  Annika Smedman. Conjugated linoleic acid induces lipid peroxidation in humans[J]. FEBS Letters, 2000, 468 1: Pages 33-36. DOI: 10.1016/s0014-5793(00)01193-5

8-epi-Prostaglandin F2α Preparation Products And Raw materials

Raw materials

Preparation Products

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9ALPHA, 11ALPHA15S-TRIHYDROXY-(8BETA)-PROSTA-5Z, 13E-DIEN-1-OIC ACID 8-EPI PROSTAGLANDIN F2ALPHA 8-EPI PGF2ALPHA 8-ISO PROSTAGLANDIN F2ALPHA (Z)-7-[(1S,2S,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopenty 8-Isoprostaglandin F2a 8-ISOPROSTAGLANDIN F2ALPHA, >99% 8-epi-Prostaglandin F2α 8-iso Prostaglandin F2α (5Z,8β,9α,11α,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic Acid 15(S)-8-Iso-PGF2α 15-F2t-IsoP 15-F2t-Isoprostane 8-epi-PGF2α 8-Iso-PGF2α Isoprostaglandin F2α type-III (5Z,8β,9α,11α,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic Acid-d9 15-F2t-IsoP-d9 15-F2t-Isoprostane-d9 7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5-Heptenoic Acid-d9 8-epi-PGF2α-d9 8-Iso-PGF2α-d9 8-iso-Prostaglandin F2α-d9 Isoprostaglandin F2α type-III-d9 8-epi-Prostaglandin F IPF2ALPHA-III 8-iso Prostaglandin F2α MaxSpec Standard Prosta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,8β,9α,11α,13E,15S)- 8-iso Prostaglandin F2α MaxSpec? Standard Dinoprost Trometamol EP Impurity C (Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(E)-(3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid ((8S)-PGF2α Alprostadil Impurity 29 8-Isoprostaglandin F2α (Standard) 8-ISOPROSTANE 8-Isoprostaglandin F2α-d9 27415-26-5 Intermediates & Fine Chemicals Pharmaceuticals Chiral Reagents