A minor metabolite of PGE1
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2,3-dinor Prostaglandin E1

Item No. 13120

Technical Information
Formal Name
(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxy-1-octen-1-yl]-5-oxo-cyclopentanepentanoic acid
CAS Number
7046-40-4
Synonyms
  • 2,3-dinor PGE1
Molecular Formula
C18H30O5
Formula Weight
Purity
≥98%
A 100 µg/ml solution in ethanol
DMF: >100 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS (pH 7.2): 1.67 mg/ml
SMILES
O=C1[C@H](CCCCC(O)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=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/h10-11,13-15,17,19,21H,2-9,12H2,1H3,(H,22,23)/b11-10+/t13-,14+,15+,17+/m0/s1
InChi Key
GTUGBRJEKVKOKQ-LRSAKWJDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Prostaglandin E1 (PGE1) is not a major naturally occurring prostaglandin, but it is widely administered clinically for several indications including peripheral occlusive vascular disease, erectile dysfunction and in neonatal cardiology.1,2 The metabolism of PGE1 is normally initiated by oxidation at C-15, resulting in 13,14-dihydro-15-keto PGE1 as the major metabolite. However, inhibition of this pathway or saturation by excess substrate could theoretically lead to enhanced production of 2,3-dinor metabolites, including 2,3-dinor PGE1. The biological activity of 2,3-dinor PGE1 has not been published. Cayman Chemical is a leading supplier of prostaglandins and their metabolites, and is currently the exclusive manufacturer of 2,3-dinor PGE1.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Virag, R., Shoukry, K., Floresco, J., et alIntracavernous self-injection of vasoactive drugs in the treatment of impotence: 8-Year experience with 615 cases. J. Urol. 145(2), 287-293 (1991).

    2. Hoshi, K. Approved indications of lipo-PGE1 in Japan. Adv. Drug Deliv. Rev. 20(2-3), 171-176 (1996).