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AB142633

Medroxyprogesterone 17-acetate, Progesterone receptor agonist

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(2 Publications)

MW 386.5 Da, Purity >99%. 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.

View Alternative Names

17-beta-HSD 5, 17-beta-hydroxysteroid dehydrogenase type 5, 2-dihydrobenzene-1, 2-diol dehydrogenase, 20 alpha (3 alpha) hydroxysteroid dehydrogenase, 20-alpha-HSD, 20-alpha-hydroxysteroid dehydrogenase, 2ALPHAHSD, 3 alpha hydroxysteroid dehydrogenase type II, 3 alpha hydroxysteroid dehydrogenase type III, 3-alpha-HSD type 2, 3-alpha-HSD type II, 3-alpha-HSD type II, brain, 3-alpha-HSD3, 3-alpha-hydroxysteroid dehydrogenase type 2, ABP, AIS, AK1C1_HUMAN, AK1C2_HUMAN, AK1C3_HUMAN, AKR1C pseudo, AKR1C1, AKR1C2, ANDR_HUMAN, AR, AR8, Akr1c18, Aldo-keto reductase family 1 member C1, Aldo-keto reductase family 1 member C2, Aldo-keto reductase family 1 member C3, Aldo-keto reductase family, 1 member 1, Aldosterone receptor, Androgen binding protein, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), Atherosclerosis, susceptibility to, included, BABP, BXR, Bile acid binding protein, C9, Chlordecone reductase, Chlordecone reductase homolog, Chlordecone reductase homolog HAKRC, Chlordecone reductase homolog HAKRD, Chlordecone reductase homolog HAKRb, DD, DD-2, DD-3, DD/BABP, DD1, DD1/DD2, DDH, DDH 2, DDH1, DDX, DHTR, DKFZp686N23123, Dihydro testosterone receptor, Dihydrodiol dehydrogenase 1, Dihydrodiol dehydrogenase 1/2, Dihydrodiol dehydrogenase 2, Dihydrodiol dehydrogenase 3, Dihydrodiol dehydrogenase X, Dihydrodiol dehydrogenase type I, Dihydrodiol dehydrogenase, type 1, Dihydrodiol dehydrogenase/bile acid-binding protein, Dihydrotestosterone receptor (DHTR), ER, ER-alpha, ER-beta, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESR2_HUMAN, ESRA, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta, Estrogen receptor beta 4, Estrogen resistance, included, FLJ53800, GCCR, GCRST, GCR_HUMAN, GR, Glucocorticoid receptor, Grl1, H37, HA1753, HAKRB, HAKRC, HAKRD, HAKRe, HBAB, HDL cholesterol, augmented response of, to hormone replacement, included, HSD17B5, HUMARA, HYSP1, Hepatic dihydrodiol dehydrogenase, High-affinity hepatic bile acid-binding protein, Indanol dehydrogenase, KD, KIAA0119, Kennedy disease (KD), MBAB, MCDR 2, MCR_HUMAN, MGC133092, MGC8954, MLR, MR, Mineralocorticoid receptor, Myocardial infarction, susceptibility to, included, NF-E2-related factor 2, NF2L2_HUMAN, NR1I2_HUMAN, NR3 C2, NR3A1, NR3A2, NR3C2 protein, NR3C3, NR3C4, NRF2, Nfe2l2, Nuclear factor, Nuclear factor (erythroid derived 2) like 2, Nuclear factor erythroid 2-related factor 2, Nuclear factor erythroid derived 2 like 2, Nuclear receptor subfamily 1 group I member 2, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, Nuclear receptor subfamily 3 group C member 1, Nuclear receptor subfamily 3 group C member 2, Nuclear receptor subfamily 3 group C member 3, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), ONR 1, OTTHUMP00000017718, OTTHUMP00000017719, OTTHUMP00000044759, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, PAR, PAR q, PGFS, PGR, PR, PRA, PRB, PRGR_HUMAN, PRR, Pregnane X receptor, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, Prostaglandin F synthase, Pseudo chlordecone reductase, RNESTROR, SBMA, SBP, SHBG_HUMAN, SMAX1, SRXY8, SXR, Sex hormone-binding globulin, Sex steroid-binding protein, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid and xenobiotic receptor, TFM, TeBG, Testicular Feminization (TFM), Testis-specific androgen-binding protein, Testosterone 17-beta-dehydrogenase 5, Testosterone binding beta globulin, Testosterone-estradiol-binding globulin, Testosterone-estrogen-binding globulin, Trans-1, Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase, Type II 3 alpha hydroxysteroid dehydrogenase, Type II dihydrodiol dehydrogenase, Type III 3-alpha-hydroxysteroid dehydrogenase, Type IIb 3 alpha hydroxysteroid dehydrogenase, aldo-keto reductase C, androgen receptor splice variant 4b, dihydrodiol dehydrogenase 1; 20-alpha (3-alpha)-hydroxysteroid dehydrogenase, dihydrodiol dehydrogenase isoform DD1, erythroid derived 2, estrogen nuclear receptor beta variant a, estrogen nuclear receptor beta variant b, glucocorticoid nuclear receptor variant 1, hluPGFS, like 2, nr3c1, nuclear factor erythroid 2 like 2, nuclear receptor subfamily 3, group C, member 1 (glucocorticoid receptor), pregnane X nuclear receptor variant 2

1 Images
Chemical Structure - Medroxyprogesterone 17-acetate, Progesterone receptor agonist (AB142633)
  • Chemical Structure

Lab

Chemical Structure - Medroxyprogesterone 17-acetate, Progesterone receptor agonist (AB142633)

2D chemical structure image of ab142633, Medroxyprogesterone 17-acetate, Progesterone receptor agonist

Key facts

CAS number

71-58-9

Purity

>99%

Form

Solid

form

Molecular weight

386.5 Da

Molecular formula

C<sub>2</sub><sub>4</sub>H<sub>3</sub><sub>4</sub>O<sub>4</sub>

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.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

PLoS pathogens 21:e1013060 PubMed40198689

2025

Chlamydial protease-like activity factor targets SLC7A11 for degradation to induce ferroptosis and facilitate progeny releases.

Applications

Unspecified application

Species

Unspecified reactive species

Wentao Chen,Xin Su,Yuying Pan,Han Zhou,Yidan Gao,Xuemei Wang,Lijuan Jiang,Lihong Zeng,Qingqing Xu,Xueying Yu,Xiaona Yin,Zhanqin Feng,Bao Zhang,Wei Zhao,Yaohua Xue,Lingli Tang,Heping Zheng

Cell death discovery 9:30 PubMed36693834

2023

Verteporfin reverses progestin resistance through YAP/TAZ-PI3K-Akt pathway in endometrial carcinoma.

Applications

Unspecified application

Species

Unspecified reactive species

Lina Wei,Xiaohong Ma,Yixin Hou,Tianyi Zhao,Rui Sun,Chunping Qiu,Yao Liu,Ziyi Qiu,Zhiming Liu,Jie Jiang
View all publications

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