Produced from COX metabolism of 10,13,16-docosatrienoic acid
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1a,1b-dihomo Prostaglandin E1

Item No. 13050

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1R-[1α,2β(1E,3S*),3α]]-3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxo-cyclopentanenonanoic acid
CAS Number
23452-98-4
Synonyms
  • 1a,1b-dihomo PGE1
Molecular Formula
C22H38O5
Formula Weight
382.5
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS pH 7.2: >1.6 mg/ml
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)CCCCC)[C@@H](CCCCCCCCC(O)=O)C(C1)=O
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/h14-15,17-19,21,23,25H,2-13,16H2,1H3,(H,26,27)/b15-14+/t17-,18+,19+,21+/m0/s1
InChi Key
YMDDELUTDBQEMT-QZCLESEGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Prostaglandin E1 (PGE1) is not a major naturally occurring PG, but is widely administered clinically for several indications including peripheral occlusive vascular disease, erectile dysfunction, and in neonatal cardiology.1,2 COX metabolism of the unusual fatty acid 10,13,16-docosatrienoic acid yields 1a,1b-dihomo PGE1. This rare metabolite has been recovered from incubations of whole sheep seminal vesicles, but has not been reported in humans.3 In ex vivo preparations of rat aorta and rat PRP, 1a,1b-dihomo PGE1 was found to be much less active than PGE1 itself.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Virag, R., Shoukry, K., Floresco, J., et al. Intracavernous 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).

    3. Samel, N., and Maxey, K.M. Personal Communication. (2003).

    4. Kloeze, J. Relationship between chemical structure and platelet-aggregation activity of prostaglandins. Biochim. Biophys. Acta 187(3), 285-292 (1969).