The theoretical product of adrenic acid in the COX pathway
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1a,1b-dihomo Prostaglandin F

Item No. 16050

Technical Information
Formal Name
9α,11α,15S-trihydroxy-1a,1b-dihomo-prosta-5Z,13E-dien-1-oic acid
CAS Number
57944-39-5
Synonyms
  • 1a,1b-dihomo PGF
Molecular Formula
C22H38O5
Formula Weight
Purity
≥98%
A 10 mg/ml solution in methyl acetate
10 mM Na2CO3: >6.5 mg/ml (from PGF2a)DMF: >100 mg/ml (from PGF2a)DMSO: >100 mg/ml (from PGF2a)Ethanol: >100 mg/ml (from PGF2a)PBS pH 7.2: >10 mg/ml (from PGF2a)
SMILES
O[C@@H]1[C@H](C/C=C\CCCCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C22H38O5/c1-2-3-8-11-17(23)14-15-19-18(20(24)16-21(19)25)12-9-6-4-5-7-10-13-22(26)27/h6,9,14-15,17-21,23-25H,2-5,7-8,10-13,16H2,1H3,(H,26,27)/b9-6-,15-14+/t17-,18+,19+,20-,21+/m0/s1
InChi Key
ZCTAOAWRUXSOQF-GWSKAPOCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    1a,1b-dihomo Prostaglandin F (1a,1b-dihomo PGF) is the theoretical product of adrenic acid in the COX pathway.1,2 1a,1b-dihomo PGF is primarily produced in renal medulla where adrenic acid is selectively distributed.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ferretti, A., and Flanagan, V.P. Mass spectrometric evidence for the conversion of exogenous adrenate to dihomo-prostaglandins by seminal vesicle cyclo-oxygenase. A comparative study of two animal species. J. Chromatogr. 383(2), 241-250 (1986).

    2. Sprecher, H., VanRollins, M., Sun, F., et alDihomo-prostaglandins and -thromboxane. A prostaglandin family from adrenic acid that may be preferentially synthesized in the kidney. The Journal of Biological Chemisty 257(7), 3912-3918 (1982).

    Product Citations

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et alLipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

    Brouwers, H., Jónasdóttir, H.S., Kuipers, M.E., et alAnti-inflammatory and proresolving effects of the omega-6 polyunsaturated fatty acid adrenic acid. J. Immunol. 205(10), 2840-2849 (2020).