15(S)-Fluprostenol

Cayman Chemical Item Number 16787

(CAS 54276-24-3)

See more

Description

(+)-15(R)-Fluprostenol isopropyl ester is a prodrug (Travoprost) which is converted by esterase enzymatic activity in the cornea to yield the corresponding free acid.1 The free acid, (+)-15(R)-fluprostenol, is a potent FP receptor agonist.2 The 15(R)-epimers of most prostaglandins are about 100 times less potent than the natural, 15(S)-isomers. However, the neighboring phenoxy group at C-16 reverses the absolute configuration at C-15 in the fluprostenol series; hence, 15(S)-fluprostenol is less active as an FP agonist than 15(R)-fluprostenol. The biology of 15(S)-fluprostenol has not been widely studied.

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

2. Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

Formal Name 9α,​11α,​15S-​trihydroxy-​16-​(3-​(trifluoromethyl)phenoxy)-​17,​18,​19,​20-​tetranor-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 54276-24-3
Molecular Formula C23H29F3O6
Formula Weight 458.5
Formulation A solution in ethanol
Purity ≥98%
λmax 222, 277 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O[C@@H]​1[C@H]​(C/C=C\CCCC(O)​=O)​[C@@H]​(/C=C/[C@H]​(O)​COC2=CC(C(F)​(F)​F)​=CC=C2)​[C@H]​(O)​C1
InCHI Code
Copy InCHI code to clipboard
​1S/C23H29F3O6/c24-23(25,26)​15-6-5-7-17(12-15)​32-14-16(27)​10-11-19-18(20(28)​13-21(19)​29)​8-3-1-2-4-9-22(30)​31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)​/b3-1-,11-10+/t16-,18+,19+,20-,21+/m0/s1
InCHI Key
Copy InCHI key to clipboard
WWSWYXNVCBLWNZ-HBWANGNJSA-N

Download free InCHI Key generation software

15(S)-Fluprostenol is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $55.00 $0.00
5 mg $248.00 $0.00
10 mg $440.00 $0.00
Bulk Contact
Cart Total $0.00

Bulk Inquiry Form:

Thank you for requesting a bulk size for this product.










X

Enter number, size, and select unit. Example: 2 x 500 mg




Please indicate any analytical testing requirements, special handling, packaging, or delivery requirements.

Pricing updated 2015-04-24. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

15-keto Fluprostenol
15-keto Fluprostenol isopropyl ester
15(S)-Fluprostenol isopropyl ester
Fluprostenol
Fluprostenol isopropyl ester
Show all 5 Hide all but first 3

Downloads

Batch-specific Information

Get batch-specific data and documents by batch number


Separate multiple batch numbers with commas

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.

Upon receipt, it is important to check the storage requirements of your products and place them at the appropriate temperature. Products shipped without ice may require frozen storage for long term stability.

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.

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

JOIN OUR SOCIAL NETWORK!

Please wait...

Lost password?