Medroxyprogesterone acetate (NSC-26386) - 10mM in DMSO , Progesterone receptor agonist, CAS No.71-58-9, Progesterone receptor agonist

CAS: 71-58-9 Cat. No.: M408608 Peso molecular: 386.52 Beilstein Registry Number: 2066112 Número EC: 200-757-9

GRADE & PURITY 10mM in DMSO

Synonyms

MPA, Medroxyprogesterone 17-acetate, Farlutin | (6α)​-17-​(acetyloxy)​-​6-​methyl-pregn-​4-​ene-​3,​20-​dione

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Medroxyprogesterone acetate (MPA, NSC-26386, Medroxyprogesterone 17-acetate, Farlutin) is a synthetic progestin and act as a potentprogesterone receptoragonist, used to treat abnormal menstruation or irregular vaginal bleeding.
In vitro

Medroxyprogesterone acetate (MPA) inhibits the enzyme 3-hydroxyste-roid dehydrogenase, involved in the reversible conversion between 5alpha-dihydroprogesterone (DHP) and 3alpha, 5alpha-tetrahydroprogesterone (THP), and therefore may affect the local actions of DHP and THP in the brain. Medroxyprogesterone acetate (MPA) reduces secretion of IL-6 and PTHrP from human breast cancer cells. MPA dose-dependently decreases the secretion and mRNA expression of IL-6 and PTHrP in the KTC-2 cells. Medroxyprogesterone acetate (MPA) and dexamethasone dose dependently increases alpha-ENaC promoter-driven luciferase activity in M-1 cells, which is not inhibited by Org31710, indicating that Medroxyprogesterone acetate regulates alpha-ENaC in a PR-independent manner. Medroxyprogesterone acetate and dexamethasone, but not progesterone, dose dependently increases alpha-ENaC and sgk1 mRNA in M-1 and in Madin-Darby canine kidney-C7 cells, both collecting duct cell lines. Medroxyprogesterone acetate (MPA) (0.1 nM) significantly enhances the in vitro production of specific immunoglobulin G (IgG) antibodies, an effect that appears to involve the interaction of the progestin with PRG receptors

In vivo

Medroxyprogesterone acetate (MPA) impairs delayed memory retention on the water radial-arm maze (WRAM), and exacerbates overnight forgetting on the Morris maze (MM) in aged ovariectomized (OVX) rats. Medroxyprogesterone acetate (MPA) significantly and progesterone marginally decreases GAD levels in the hippocampus, and both MPA and progesterone significantly increases GAD levels in the entorhinal cortex.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Sinónimos

MPA, Medroxyprogesterone 17-acetate, Farlutin | (6α)​-17-​(acetyloxy)​-​6-​methyl-pregn-​4-​ene-​3, ​20-​dione

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Medroxyprogesterone acetate (MPA, NSC-26386, Medroxyprogesterone 17-acetate, Farlutin) is a synthetic progestin and act as a potent progesterone receptor agonist, used to treat abnormal menstruation or irregular vaginal bleeding.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

AGONIST

Mecanismo de acción

Progesterone receptor agonist

Propiedades del producto

• ALogP: 4.1

Nombres e identificadores

• Isómeros SMILES: C[C@H]1C[C@@H]2[C@H](CC[C@]3([C@H]2CC[C@@]3(C(=O)C)OC(=O)C)C)[C@@]4(C1=CC(=O)CC4)C
• WGK Alemania: 3
• RTECS: TU5010000
• Peso molecular: 386.52
• Beilstein: 2066112
• Reaxy-Rn: 3482863
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3482863&ln=

Objetivos asociados (humanos)

NR3C1 Tclin Glucocorticoid receptor (12 Activities)

Discover Target: NR3C1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SHBG Tchem Sex hormone-binding globulin (1 Activities)

Discover Target: SHBG

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PGR Tclin Progesterone receptor (26 Activities)

Discover Target: PGR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AKR1C3 Tchem Aldo-keto reductase family 1 member C3 (2 Activities)

Discover Target: AKR1C3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AKR1C1 Tchem Aldo-keto reductase family 1 member C1 (1 Activities)

Discover Target: AKR1C1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

AR Tclin Androgen receptor (8 Activities)

Discover Target: AR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro
• Punto de fusión (°C): 206-207°C

Referencias

1. Zu Qiang Jiang, Lei Zhang, Cui Juan Lan, Jian Ping Wang.  (2023)  Development of a Progesterone-Receptor-Based Pseudo-immunoassay for Multi-detection of Progestins in Milk and Studying Its Recognition Mechanism.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:37938156] [10.1021/acs.jafc.3c05890]

2. Yan Su, Gelin Liu, Haozhe Hou, Yaojia Peng, Jianping Wang.  (2023)  Development of a Magnetic Molecularly Imprinted Microsphere-Based Signal Amplified Semi-Homogeneous Method for Multidetection of Five Progestins in Milk.  Foods,  12  (15): (2818).  [PMID:37569089] [10.3390/foods12152818]

3. Zhefei Hu, Yanhao Jiang, Panpan Cao, Yanjuan Liu, Yuefei Zhang, Wei Chen, Sheng Tang.  (2023)  Performance evaluation of 2-undecylimidazole/propyl methacrylate bifunctional silica gel for mixed-mode reversed-phase/anion-exchange chromatography.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.108768]

4. Liling Wang, Huan Wang, Jing Luo, Ting Xie, Gil Mor, Aihua Liao.  (2022)  Decorin promotes decidual M1-like macrophage polarization via mitochondrial dysfunction resulting in recurrent pregnancy loss.  Theranostics,      [PMID:36438479] [10.7150/thno.78467]

5. Kaixing Luo, Yu Luo, Yanjuan Liu, Yuefei Zhang, Wei Chen, Zhengwu Bai, Sheng Tang.  (2022)  Hydrophobic and hydrophilic selectivity of a multifunctional carbonyldiimidazolium/dodecyl modified silica stationary phase.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:35810643] [10.1016/j.chroma.2022.463300]

6. Guihua Gao, Yanyan Xing, Tingting Liu, Jian Wang, Xiaohong Hou.  (2018)  UiO-66(Zr) as sorbent for porous membrane protected micro-solid-phase extraction androgens and progestogens in environmental water samples coupled with LC-MS/MS analysis: The application of experimental and molecular simulation method.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2018.12.050]

7. Mai Luo, Yifan Hua, Yiran Liang, Jiajun Han, Donghui Liu, Wenting Zhao, Peng Wang.  (2017)  Synthesis of novel β-cyclodextrin functionalized S, N codoped carbon dots for selective detection of testosterone.  BIOSENSORS & BIOELECTRONICS,      [PMID:28683411] [10.1016/j.bios.2017.06.056]

8. Xiu-Xiu Dong, Li-Peng Yuan, Yi-Xin Liu, Min-Fu Wu, Bo Liu, Yuan-Ming Sun, Yu-Dong Shen, Zhen-Lin Xu.  (2017)  Development of a progesterone immunosensor based on thionine-graphene oxide composites platforms: Improvement by biotin-streptavidin-amplified system.  TALANTA,      [PMID:28501203] [10.1016/j.talanta.2017.04.054]

9. Zhenwei Han, Shen Wang, Ting Mu, Ping Zhao, Lingli Song, Ying Zhang, Jin Zhao, Wen Yin, Yue Wu, Huan Wang, Bo Gong, Min Ji, Richard B. S. Roden, Yanping Yang, Michel Klein, Ke Wu.  (2024)  Vaccination with a Human Papillomavirus L2 Multimer Provides Broad Protection against 17 Human Papillomavirus Types in the Mouse Cervicovaginal Challenge Model.  Vaccines,  12  (6): (689).  [PMID:38932417] [10.3390/vaccines12060689]

10. Xiaomei Chen, Fenglin Zhang, Lijuan Jia, Shaofei Song.  (2025)  Deep eutectic solvent functionalized metal-organic framework based temperature-sensitive dispersive solid-phase microextraction for the determination of estrogens in water.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.115764]