A lipid soluble prodrug form of 15(R)-15-methyl PGF
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15(R)-15-methyl Prostaglandin F methyl ester

Item No. 16734

Technical Information
Formal Name
9α,11α,15R-trihydroxy-15-methyl-prosta-5Z,13E-dien-1-oic acid, methyl ester
CAS Number
35700-22-2
Synonyms
  • 15(R)-Methyl carboprost
  • 15(R)-15-methyl PGF methyl ester
Molecular Formula
C22H38O5
Formula Weight
Purity
≥98%
A 1 mg/ml solution in methyl acetate
DMF: >50 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OC)=O)[C@@H](/C=C/[C@](C)(O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C22H38O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h6,8,13,15,17-20,23-24,26H,4-5,7,9-12,14,16H2,1-3H3/b8-6-,15-13+/t17-,18-,19+,20-,22-/m1/s1
InChi Key
QQCOAAFKJZXJFP-IFMFXUMGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    15(R)-15-methyl Prostaglandin F methyl ester (15(R)-15-methyl PGF methyl ester) is a lipid soluble prodrug form of 15(R)-15-methyl PGF (Item No. 16730) with increased membrane permeability. Acid-catalyzed epimerization of 15(R)-15-methyl PGF methyl ester and hydrolysis of the ester converts it into the active 15(S)-15-methyl PGF (Item No. 16743).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Plaisted, S.M., DeZwaan, J., and Snider, B.G. High-performance liquid chromatographic determination of acid-catalyzed degradation products of methyl carboprost in a polymeric controlled-release device. J. Chromatogr. 314, 369-377 (1984).

    2. Hamberg, M., Zhang, L.Y., and Bergström, S. On the pH-dependent degradation of 15(S)-15 methyl-prostaglandin F (Carboprost). Eur. J. Pharm. Sci. 3(1), 27-38 (1995).