Butaprost (free acid) Exclusive

Cayman Chemical Item Number 13741

(±)-15-deoxy-16S-hydroxy-17-cyclobutyl PGE1; 15-deoxy-16S-hydroxy-17-cyclobutyl PGE1 (CAS 433219-55-7)

Butaprost (free acid) (CAS 433219-55-7)

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Description

Butaprost is an EP2 selective agonist which has frequently been used to pharmacologically define the EP receptor expression profile of various human and animal tissues and cells.1,2 Prostaglandin free acids generally bind to their cognate receptors with 10 to 100 times the affinity of the corresponding ester derivative. Consistent with this trend, butaprost binds to membranes from EP2 receptor-transfected CHO cells with a Ki value of 2,400 nM, whereas butaprost (free acid) and CAY10399 (the 2-series congener of butaprost free acid) exhibit significantly lower Ki values of 73 and 92 nM, respectively.3 Butaprost (free acid) is therefore another useful tool for characterizing EP receptor-mediated signalling events.

1 Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

2 Lawrence, R.A., and Jones, R.L. Investigation of the prostaglandin E (EP-) receptor subtype mediating relaxation of the rabbit jugular vein. Br J Pharmacol 105 817-824 (1992).

3 Tani, K., Naganawa, A., Ishida, A., et al. Design and synthesis of a highly selective EP2-receptor agonist. Bioorg Med Chem Lett 11 2025-2028 (2001).

Synonyms
  • (±)-15-deoxy-16S-hydroxy-17-cyclobutyl PGE1
  • 15-deoxy-16S-hydroxy-17-cyclobutyl PGE1
Formal Name 9-​oxo-​11α,​16S-​dihydroxy-​17-​cyclobutyl-​prost-​13E-​en-​1-​oic acid
CAS Number 433219-55-7
Molecular Formula C23H38O5
Formula Weight 394.6
Formulation A solution in methyl acetate
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCC1(CCC1)​[C@@H]​(O)​C/C=C/[C@H]​([C@H]​2CCCCCCC(O)​=O)​[C@H]​(O)​CC2=O
InCHI Code
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​1S/C23H38O5/c1-2-13-23(14-8-15-23)​21(26)​11-7-10-18-17(19(24)​16-20(18)​25)​9-5-3-4-6-12-22(27)​28/h7,10,17-18,20-21,25-26H,2-6,8-9,11-16H2,1H3,(H,27,28)​/b10-7+/t17-,18-,20-,21+/m1/s1
InCHI Key
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PAYNQYXOKJDXAV-ZHIWTBQHSA-N

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Butaprost (free acid) is available in the following screening library:

Size Price Quantity Subtotal
500 µg $72.00 $0.00
1 mg $137.00 $0.00
5 mg $576.00 $0.00
10 mg $1,008.00 $0.00
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Pricing updated 2014-04-23. Prices are subject to change without notice.

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Related Products

Butaprost Exclusive
CAY10408
(R)-Butaprost
(R)-Butaprost (free acid)
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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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