Mifepristone - Moligand™, ≥98% , Progesterone receptor antagonist, CAS No.84371-65-3, Progesterone receptor antagonist

CAS: 84371-65-3 Cat. No.: M126999 Molecular Weight: 429.59 EC Number: 617-559-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

RU486 | RU 38486 | 11β-[4-(Dimethylamino)phenyl]-17β-hydroxy-17-(1-propynyl)estra-4,9-dien-3-one

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Mifepristone is a remarkably active antagonist of progesterone receptor and glucocorticoid receptor with IC50 of 0.2 nM and 2.6 nM, respectively.
A progesterone and glucocorticoid antagonist, suppresses VEGF production.

Specifications

Synonyms

RU486 | RU 38486 | 11β-[4-(Dimethylamino)phenyl]-17β-hydroxy-17-(1-propynyl)estra-4, 9-dien-3-one

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Mifepristone is a progesterone (PR) and glucocorticoid receptor (GR) antagonist which has demonstrated the ability to suppress activation of NFκB, a nuclear transcription factor that affects the expression of various adhesion molecules and several inflamm

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST, ANTAGONIST

Mechanism of action

Progesterone receptor antagonist

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Product Properties

• ALogP: 3.8

Names and Identifiers

• Pubchem Sid: 504753683
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753683
• Canonical Smiles: CC#CC1(CCC2C1(CC(C3=C4CCC(=O)C=C4CCC23)C5=CC=C(C=C5)N(C)C)C)O
• IUPAC Name: (8S,11R,13S,14S,17S)-11-[4-(dimethylamino)phenyl]-17-hydroxy-13-methyl-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
• InChIKey: VKHAHZOOUSRJNA-GCNJZUOMSA-N
• INCHI: 1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1
• Isomeric SMILES: CC#C[C@@]1(CC[C@@H]2[C@@]1(C[C@@H](C3=C4CCC(=O)C=C4CC[C@@H]23)C5=CC=C(C=C5)N(C)C)C)O
• WGK Germany: 3
• RTECS: KG2955000
• Molecular Weight: 429.59
• Reaxy-Rn: 24984138
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24984138&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Oxosteroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Oxosteroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Oxosteroids
• Alternative Parents: 3-oxosteroids 17-hydroxysteroids Dialkylarylamines Aniline and substituted anilines Cyclohexenones Ynones Tertiary alcohols Cyclic alcohols and derivatives Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 3-oxosteroid - Hydroxysteroid - Oxosteroid - 17-hydroxysteroid - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aniline or substituted anilines - Cyclohexenone - Benzenoid - Monocyclic benzene moiety - Ynone - Cyclic alcohol - Tertiary alcohol - Cyclic ketone - Tertiary amine - Ketone - Alcohol - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organic oxide - Amine - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.
• External Descriptors: Estrane and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (67 Activities)

Discover Target: NR3C1

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

PGR Tclin Progesterone receptor (57 Activities)

Discover Target: PGR

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

NR1I2 Tchem Nuclear receptor subfamily 1 group I member 2 (1 Activities)

Discover Target: NR1I2

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

AR Tclin Androgen receptor (27 Activities)

Discover Target: AR

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

Chemical and Physical Properties

• Solubility: Soluble in water (partly), DMF (~30 mg/ml), ethanol (50 mg/ml), methanol, and DMSO (86 mg/ml at 25 °C).(Soluble): chloroform
• Sensitivity: Heat sensitive
• Specific Rotation[α]: 141° (C=0.5,CHCl3)
• Melt Point(°C): 195 °C
• Molecular Weight: 429.600 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 429.267 Da
• Monoisotopic Mass: 429.267 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 921.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qi-qiang Zhang, Xue-mei Di, Xiang Cao, Yonghong Nie, Wen Shuai, Jun Li, Hai Zhang.  (2023)  Analysis of pharmacodynamic components, targets and synergistic action mechanism of Fuyuan Shenghua granule for the treatment of medical-induced incomplete abortion based on network pharmacology.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:37659757] [10.1016/j.jep.2023.117118]

2. Sheng Hu, Pei Shen, Bin Chen, Shao-Wen Tian, Yong You.  (2022)  Apelin-13 reduces lipopolysaccharide-induced neuroinflammation and cognitive impairment via promoting glucocorticoid receptor expression and nuclear translocation.  NEUROSCIENCE LETTERS,      [PMID:36038029] [10.1016/j.neulet.2022.136850]

3. Mengru Bai, Mingyang Chen, Qingquan Zeng, Shuanghui Lu, Ping Li, Zhiyuan Ma, Nengming Lin, Caihong Zheng, Hui Zhou, Su Zeng, Dongli Sun, Huidi Jiang.  (2022)  Up-regulation of hepatic CD36 by increased corticosterone/cortisol levels via GR leads to lipid accumulation in liver and hypertriglyceridaemia during pregnancy.  BRITISH JOURNAL OF PHARMACOLOGY,  179  (17): (4440-4456).  [PMID:35491243] [10.1111/bph.15863]

4. Yao Xin-peng, Jiao Ting-ying, Jiang Yi-ming, Fan Shi-cheng, Zhao Ying-yuan, Yang Xiao, Gao Yue, Li Fei, Zhou Yan-ying, Chen Pan-pan, Huang Min, Bi Hui-chang.  (2021)  PXR mediates mifepristone-induced hepatomegaly in mice.  ACTA PHARMACOLOGICA SINICA,  43  (1): (146-156).  [PMID:33782543] [10.1038/s41401-021-00633-4]

5. Chang Shu, Teng-Fei Li, Duo Li, Zhong-Qiu Li, Xing-Hua Xia.  (2020)  Barcode signal amplifying strategy for sensitive and accurate protein detection on LC-MS/MS.  ANALYST,  146  (5): (1725-1733).  [PMID:33459316] [10.1039/D0AN01948H]

6. Meng Zhang, Yiqing Ye, Zhengyun Chen, Xiaodong Wu, Yue Chen, Pengfei Zhao, Mengdan Zhao, Caihong Zheng.  (2024)  Targeting Delivery of Mifepristone to Endometrial Dysfunctional Macrophages for Endometriosis Therapy.  Acta Biomaterialia,      [PMID:39341437] [10.1016/j.actbio.2024.09.037]

7. Lihong Sheng, Jianpeng Gao, Qingyuan Wei, Ye Gong, Zhi-Xiang Xu.  (2024)  The glial UDP-glycosyltransferase Ugt35b regulates longevity by maintaining lipid homeostasis in Drosophila.  Cell Reports,      [PMID:39723892] [10.1016/j.celrep.2024.115099]

8. Caiqun Huang.  (2024)  Toll-like receptor 4 (TLR4) deficiency impedes Toxoplasma gondii excreted-secreted antigens (ESA)-induced abortion.  PLACENTA,      [PMID:38824786] [10.1016/j.placenta.2024.05.137]

9. Mingyang Chen, Mengru Bai, Yaodong Yi, Shuanghui Lu, Jun Luo, Ping Li, Hengbin Zhang, Huidi Jiang, Hui Zhou.  (2022)  Upregulation of hepatic CD36 via glucocorticoid receptor activation contributes to dexamethasone-induced liver lipid metabolism disorder in mice.  TOXICOLOGY LETTERS,      [PMID:35589016] [10.1016/j.toxlet.2022.05.003]

10. Yonghua Hu, Xujin Yang, Chenmei Ma, Zhen Wang, Xin Yuan, Man He, Penghai Zhang, Yi Tao.  (2025)  Therapeutic Effect and Mechanism of Da-Huang-Zhe-Chong Pills on Uterine Fibroids Using Liquid Chromatography Combined With Mass Spectrometry Metabolomics.  BIOMEDICAL CHROMATOGRAPHY,  39  (5): (e70083).  [PMID:40207468] [10.1002/bmc.70083]

11. Xuanhan Zhang, Chenpeng Zuo, Jiaqi Liu, Xiao Jing, Ziyi Zhao, Jing Yang, Zhijun Wang, Xin Qi.  (2025)  Stress signaling via glucocorticoid receptor disrupts ovarian development in Japanese eel (Anguilla japonica) through HPI-HPG axis crosstalk.  GENERAL AND COMPARATIVE ENDOCRINOLOGY,      [PMID:41077224] [10.1016/j.ygcen.2025.114825]

12. Caiqun Huang, Ying Lyu, E Fen Cheng.  (2026)  Toll-Like Receptor 4/p65 Signalling Pathway Mediates Recurrent Spontaneous Abortion by Regulating Forkhead Box Protein P3.  Clinical and Experimental Obstetrics & Gynecology,  53  (1):   [PMID:] [10.31083/CEOG45730]

13. Yujie Peng, Meng Zhang, Libo Zhu, Wenqiang Qian, Jingjing Yan, Huidi Jiang, Yu Xin, Ying Zhang, Dongli Sun, Weidong Fei, Mengdan Zhao.  (2026)  Synergistic RU486 and olaparib therapy enhances apoptosis in endometriosis by simultaneously targeting hormonal signalling and DNA repair.  BRITISH JOURNAL OF PHARMACOLOGY,      [PMID:41707660] [10.1111/bph.70360]