A nitric oxide-donating FP receptor agonist
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API Version(s)
37850GMP Latanoprostene Bunod
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Latanoprostene Bunod

Item No. 25830

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoic acid, 4-(nitrooxy)butyl ester
CAS Number
860005-21-6
Synonyms
  • BOL-303259-X
  • NCX 116
  • PF-3187207
Molecular Formula
C27H41NO8
Formula Weight
507.6
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.33 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OCCCCO[N+]([O-])=O)=O)[C@@H](CC[C@H](CCC2=CC=CC=C2)O)[C@H](O)C1
InChi Code
InChI=1S/C27H41NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2/b6-1-/t22-,23+,24+,25-,26+/m0/s1
InChi Key
LOVMMUBRQUFEAH-UIEAZXIASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $69

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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Latanoprostene bunod is a nitric oxide-donating prostaglandin F2α (FP) receptor agonist that is converted to latanoprost (free acid) (Item No. 16811) and nitric oxide (NO) in vivo.1 It induces cGMP accumulation in PC12 and HEK293 cells (EC50s = 1.6 and 9.2 μM, respectively). Topical administration of latanoprostene bunod (0.036% solution) reduces intraocular pressure (IOP) in canine and rabbit models of glaucoma. It also decreases IOP in a cynomolgus monkey model of laser-induced ocular hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Krauss, A.H.P., Impagnatiello, F., Toris, C.B., et al. Ocular hypotensive activity of BOL-303259-X, a nitric oxide donating prostaglandin F2α agonist, in preclinical models. Exp. Eye Res. 93(3), 250-255 (2011).