8-Isoprostane

cas: 27415-26-5 — see every product listed under this CAS number, including other names

8-Isoprostane (CAS 27415-26-5) is a chemical reagent available from Chemat. Available pack sizes: on request. Offered by: Chemat Brand.

brandChemat Brand
catalog numberULP144010
cas27415-26-5
sizeon request
availability Do potwierdzenia przez Chemat|To be confirmed by Chemat
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categoryChemicals
delivery timeTo be confirmed by Chemat
Structural formula: {0} (CAS {1})

8-epi-prostaglandin F2alpha is an isoprostane that is prostaglandin F2alpha having inverted stereochemistry at the 8-position. It has a role as a bronchoconstrictor agent, a vasoconstrictor agent and a biomarker. It is functionally related to a prostaglandin F2alpha. It is a conjugate acid of an 8-epi-prostaglandin F2alpha(1-).

Source: ChEBI

Identity
Molecular formulaC20H34O5
Molecular weight354.5 g/mol
IUPAC name(Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
InChIKeyPXGPLTODNUVGFL-NAPLMKITSA-N
SMILESCCCCC[C@@H](/C=C/[C@H]1[C@@H](C[C@@H]([C@H]1C/C=C\CCCC(=O)O)O)O)O

Computed by PubChem (NCBI)

Synonyms: 8-Epi-prostaglandin F2alpha, 8-epi-PGF2alpha, 8-iso-PGF2alpha, 8-Isoprostaglandin F2alpha, 8-Epiprostaglandin F2alpha, 15-F2t-Isoprostane, 8-iso-PGF2a, 9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid, 8-epi-PGF2 alpha, 8-F(2t)-isoprostane
Related forms of this compound
(Z)-7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid C20H34O5
(Z)-7-[(1S,2S,3S,5R)-3,5-dihydroxy-2-[(E,3R)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid C20H34O5
(E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid C20H34O5
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid C20H34O5
(Z)-7-[(1R,2R,3R,5R)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid C20H34O5
Isomers (same molecular formula)
7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]heptanoic acid C20H34O5
7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid C20H34O5
7-[(1S,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid C20H34O5
7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid C20H34O5
3,3,4,4-tetradeuterio-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid C20H34O5
7-[(1R,2R,3S)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid C20H34O5
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid C20H34O5

Also listed as

8–iso Prostaglandin F2α GLPBio CAS 27415-26-5
8–iso Prostaglandin F2β GLPBio CAS 27415-26-5
8-iso Prostaglandin F2α, ≥99%, ≥99% Chemat CAS 27415-26-5
8-Isoprostaglandin F2α (Standard) MedChemExpress CAS 27415-26-5
8-Isoprostaglandin F2α, 99.74% MedChemExpress CAS 27415-26-5