2,3-dinor-8-iso Prostaglandin F

Cayman Chemical Item Number 16290

2,3-dinor-8-iso PGF; 2,3-dinor-iPF-III (CAS 221664-05-7)

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Description

8-iso Prostaglandin F (8-iso PGF; 8-isoprostane) is a prostaglandin-like product of non-specific lipid peroxidation.1 2,3-dinor-8-iso PGF is a metabolite of 8-iso PGF in humans and rats.2 In these species, exogenously infused 8-iso PGF is converted to 2,3-dinor-8-iso PGF and (2,3-dinor-8-iso PGF.2,3 Rat hepatocytes further metabolize 8-iso PGF to another β-oxidation product, 2,3,4,5-tetranor-8-iso PGF.2 2,3-dinor-8-iso PGF is present in normal human urine at concentrations of 200-300 pg/ml.2 Its concentration is increased in conditions of oxidative injury (for example, smoking), and correlates well with that of the parent isoprostane, 8-iso PGF.2

1. Morrow, J.D., Hill, K.E., Burk, R.F., et al. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. Proc Natl Acad Sci USA 87 9383-9387 (1990).

2. Chiabrando, C., Valagussa, A., Rivalta, C., et al. Identification and measurement of endogenous β-oxidation metabolites of 8-epi-prostaglandin F2a. J Biol Chem 274 1313-1319 (1999).

3. Roberts, L.J., Moore, K.P., Zackert, W.E., et al. Identification of the major urinary metabolite of the F2-isoprostane 8-iso-prostaglandin F in humans. J Biol Chem 271 20617-20620 (1996).

Synonyms
  • 2,3-dinor-8-iso PGF
  • 2,3-dinor-iPF-III
Formal Name 9α,​11α,​15S-​trihydroxy-​2,​3-​dinor-​(8β)-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 221664-05-7
Molecular Formula C18H30O5
Formula Weight 326.4
Formulation A solution in methyl acetate
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@@H]​1[C@@H]​(C/C=C\CC(O)​=O)​[C@@H]​(/C=C/[C@H]​(O)​CCCCC)​[C@H]​(O)​C1
InCHI Code
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​1S/C18H30O5/c1-2-3-4-7-13(19)​10-11-15-14(16(20)​12-17(15)​21)​8-5-6-9-18(22)​23/h5-6,10-11,13-17,19-21H,2-4,7-9,12H2,1H3,(H,22,23)​/b6-5-,11-10+/t13-,14-,15+,16-,17+/m0/s1
InCHI Key
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IDKLJIUIJUVJNR-JSEKUSAISA-N

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2,3-dinor-8-iso Prostaglandin F is available in the following screening library:

Size Price Quantity Subtotal
25 µg $61.00 $0.00
50 µg $116.00 $0.00
100 µg $220.00 $0.00
1 mg $1,708.00 $0.00
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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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