| Identification | Back Directory | [Name]
15-KETO PROSTAGLANDIN E2 | [CAS]
26441-05-4 | [Synonyms]
26441-05-4
15-KetoPGE2
15-Oxoprostaglandin E2
15-KETO PROSTAGLANDIN E2
15-Dehydroprostaglandin E2
Dinoprostone EP Impurity F
15-keto Prostaglandin E2 MaxSpecStandard
15-keto Prostaglandin E2 Lipid Maps MS Standard
9,15-DIOXO-11ALPHA-HYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID
(5Z,13E)-11α-Hydroxy-9,15-dioxo-5,13-prostadiene-1-oic acid
(5Z,13E)-9,15-Dioxo-11α-hydroxyprosta-5,13-diene-1-oic acid
(5Z,11R,13E)-11-Hydroxy-9,15-dioxoprosta-5,13-dien-1-oic acid
11-Hydroxy-9,15-dioxo-[5Z,11α,13E]-prosta-5,13-dien-1-oic acid
Prosta-5,13-dien-1-oic acid, 11-hydroxy-9,15-dioxo-, (5Z,11α,13E)-
(E)-7-[(1R,2S,3R)-3-hydroxy-5-oxo-2-[(E)-3-oxooct-1-enyl]cyclopentyl]hept-5-enoic acid
11-Hydroxy-9,15-dioxo-[5Z,11α,13E]-prosta-5,13-dien-1-oic acid: 15-Dehydroprostaglandin E2 | [Molecular Formula]
C20H30O5 | [MDL Number]
MFCD00065754 | [MOL File]
26441-05-4.mol | [Molecular Weight]
350.45 |
| Chemical Properties | Back Directory | [Boiling point ]
534.4±50.0 °C(Predicted) | [density ]
1.144±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2) | [form ]
A crystalline solid | [pka]
4.75±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
15-keto Prostaglandin E2 (15-keto PGE2) is a metabolite of PGE2 (Item Nos. 14010) formed by 15-hydroxy prostaglandin dehydrogenase (15-PGDH).1 Unlike PGE2, 15-keto PGE2 does not bind effectively to the PGE2 receptors EP2 and EP4 expressed in CHO cells (Kis = 2.6 and 15 μM, respectively) or induce adenylate cyclase activity in the same cells (EC50s = 1.8 and >33 μM, respectively). However, it does bind to EP2 and EP4 in HEK cells expressing these receptors (IC50s = 0.117 and 2.82 μM, respectively), as well as induces cAMP formation (EC50s = 0.137 and 0.426 μM, respectively) and the transcriptional activity of β-catenin/TCF in the same cells.2 15-keto PGE2 inhibits CD3-CD28-MHC-I-induced proliferation of isolated human CD4+ T cells in a concentration-dependent manner.3 It also reduces mortality in a mouse model of LPS-induced sepsis when administered at a dose of 15 mg/kg.4
15-keto PGE2 MaxSpec® standard is a quantitative grade standard of 15-keto PGE2 (Item No. 14720) that has been prepared specifically for mass spectrometry or any application where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 15-keto PGE2 MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality. | [Uses]
15-keto Prostaglandin E2 (15-keto PGE2) is a metabolite of PGE2 formed by 15-hydroxy PGDH. In vivo, 15-keto PGE2 is essentially inactive. It has an attenuated affinity for the EP4 and EP2 receptors compared to PGE2 (Ki = 2,600-15,000 nM for the inhibition of PGE2 binding compared to a Kd = 1 nM for PGE2).[Cayman Chemical] | [Uses]
15-Keto Prostaglandin E2 is a lipid compound derived from arachidonic acid by the action of cyclooxygenases. Prostaglandins act locally as messenger molecules in a variety of physiological processes. | [Definition]
ChEBI:15-dehydro-prostaglandin E2 is a prostaglandins E. It is functionally related to a prostaglandin E2. It is a conjugate acid of a 15-dehydro-prostaglandin E2(1-). |
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