Key facts
CAS number:71-58-9,
Purity:>99%,
Form:SolidSee storage information,
Molecular weight:386.5 Da,
Molecular formula:C24H34O4,
PubChem:6279,
Nature:Synthetic,
Solubility:Insoluble in H2O≥2.21 mg/mL in EtOh with ultrasonic≥9.47 mg/mL in DMSO with gentle warming,
Biochemical name:Medroxyprogesterone acetate,
Biological description:Angiostatic steroid. Inhibit vascularization, collagenolysis, tumor growth and plasmin generation. Synthetic variant of progesterone, and a potent progesterone receptor agonist. Active in vitro and in vivo.,
Canonical smiles:CC1CC2C(CCC3(C2CCC3(C(=O)C)OC(=O)C)C)C4(C1=CC(=O)CC4)C,
Isomeric 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,
InChi:InChI=1S/C24H34O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h13-14,18-20H,6-12H2,1-5H3/t14-,18+,19-,20-,22+,23-,24-/m0/s1,
InChiKey:PSGAAPLEWMOORI-PEINSRQWSA-N,
IUPAC Name:[(6S,8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
The Glucocorticoid Receptor (GR) Progesterone Receptor (PR) Estrogen Receptors (ER and ERβ) Mineralocorticoid Receptor (MR) Androgen Receptor (AR) Pregnane X Receptor (PXR) Aldo-Keto Reductase Family 1 Members C3 C2 and C1 (AKR1C3 AKR1C2 AKR1C1) Nuclear Factor Erythroid 2-Related Factor 2 (Nrf2) and Sex Hormone Binding Globulin (SHBG) are integral components of steroid hormone signaling. GR known as NR3C1 weighs roughly 86 kDa and locates in various tissues including the liver kidney and brain. ER and ERβ part of the nuclear receptor family with ERβ weighing around 55 kDa are expressed in the reproductive system breast tissue and bone. AKR1C3 (36 kDa) and related enzymes convert steroid hormones in endocrine tissues. SHBG a glycoprotein around 45-50 kDa modulates sex hormone availability in the blood.
Biological function summary
These receptors and proteins regulate gene expression influencing growth development and homeostasis. GR and MR bind glucocorticoids and mineralocorticoids modulating stress responses and salt-water balance. ER ERβ and PR mediate reproductive functions and cellular proliferation. AR targets androgen-responsive genes affecting male characteristics and fertility. PXR an orphan nuclear receptor detoxifies xenobiotics and is key in drug metabolism. Nrf2 a transcription factor governs antioxidant responses while SHBG regulates free steroid levels in circulation. These targets often form complexes with co-regulators for DNA binding and execution of cellular function.
Pathways
These targets are central to key signaling routes. GR and MR participate in the Hypothalamic-Pituitary-Adrenal axis and renin-angiotensin pathways connecting them to the body's stress and fluid balance regulation. ER and ERβ along with AR and PR integrate into estrogen and androgen pathways critical for sexual differentiation and reproductive health. These pathways involve interactions with other nuclear receptors and co-regulators that modulate their effects at cellular and systemic levels demonstrating their broad influence across physiological systems.
These targets show connections to conditions such as cancer and metabolic syndromes. ER and ERβ are heavily studied in breast and ovarian cancer where hormone receptor status directs treatment approaches. Targeted therapies often involve modulating ER activity through anti-estrogens or SERMs. Nrf2 pivotal in cancer biology links to oxidative stress response providing a therapeutic target in chemoprevention. Relatedly SHBG levels associate with type 2 diabetes and cardiovascular risk reflecting its role in metabolic health. The interaction with diabetes involves other proteins like insulin receptors that affect glucose homeostasis.
