A PGI2 metabolite with vasodilator activity
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6-keto Prostaglandin E1

Item No. 13260

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,9-dioxo-11α,15S-dihydroxy-prost-13E-en-1-oic acid
CAS Number
67786-53-2
Synonyms
  • 6-keto PGE1
Molecular Formula
C20H32O6
Formula Weight
368.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/ml (from PGE1)DMSO: >50 mg/ml (from PGE1)Ethanol: >50 mg/ml (from PGE1)PBS pH 7.2: >1.6 mg/ml (from PGE1)
SMILES
CCCCCC(O)/C=C/[C@H]1C(O)CC(=O)C1CC(=O)CCCCC(=O)O
InChi Code
InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-18,21,23H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+/m0/s1
InChi Key
ROUDCKODIMKLNO-CTBSXBMHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

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    Product Description

    6-keto PGE1 is a metabolite isolated after the incubation of PGI2 with rabbit liver microsomes.1 However, it is not produced in appreciable amounts following IV infusion of PGI2 in humans.2 6-keto PGE1 is equipotent with PGI2 as a vasodilator; in most other aspects its activity resembles PGE1.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wong, P.Y.K., Malik, K.U., Desiderio, D.M., et al. Hepatic metabolism of prostacyclin (PGI2) in the rabbit: Formation of a potent novel inhibitor of platelet aggregation. Biochem. Biophys. Res. Commun. 93(2), 486-494 (1980).

    2. Jackson, E.K., Goodman, R.P., Fitzgerald, G.A., et al. Assessment of the extent to which exogenous prostaglandin I2 is converted to 6-keto-prostaglandin E1 in human subjects. J. Pharmacol. Exp. Ther. 221(1), 183-187 (1982).

    3. Adaikan, P.G., Tai, M.Y., Lau, L.C., et al. A comparison of some pharmacological actions of prostaglandin E1, 6-oxo-PGE1 and PGI2. Prostaglandins 27(4), 505-516 (1984).