An internal standard for the quantification of bimatoprost (free acid)
Related Products
Unlabeled Version(s)
1681017-phenyl trinor Prostaglandin F2α
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17-phenyl trinor Prostaglandin F2α-d4

Item No. 316810

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5Z,13E-dien-1-oic-3,3,4,4-d4 acid
CAS Number
58976-50-4
Synonyms
  • Bimatoprost (free acid)-d4
  • 17-phenyl trinor PGF2α-d4
Molecular Formula
C23H28D4O5
Formula Weight
392.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): .5 mg/ml
SMILES
O[C@@H](CCC1=CC=CC=C1)/C=C/[C@H]2[C@H](O)C[C@H](O)[C@@H]2C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O
InChi Code
InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1/i2D2,7D2
InChi Key
YFHHIZGZVLHBQZ-QOHQNJFUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 µg

    $83

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    50 µg

    $158

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    100 µg

    $281

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    1 mg

    $1,980

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    Product Description

    17-phenyl trinor Prostaglandin F2α-d4 (17-phenyl trinor PGF2α-d4) contains four deuterium atoms at the 3, 3', 4, and 4' positions. It is intended for use as an internal standard for the quantification of 17-phenyl trinor PGF2α by GC- or LC-mass spectrometry. 17-phenyl trinor PGF2α is a metabolically stable analog of PGF2α and is a potent agonist for the FP receptor. It binds to the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF2α.1 At the rat recombinant FP receptor expressed in CHO cells 17-phenyl trinor PGF2α inhibits PGF2α binding with a Ki of 1.1 nM.2 The isopropyl ester of 17-phenyl trinor PGF2α-d4 is slightly better than PGF2α isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    2. Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F2α receptors and the expression of the rat prostaglandin F2α receptor. FEBS Lett. 355(3), 317-325 (1994).

    3. Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17(8), 691-704 (1992).