MW 367.3 Da, Purity >95%. p53 Inhibitor. Specifically blocks tumor supressor p53 transcriptional activity and can supress heat shock and glucocorticoid signalling pathways. Additionally offers protection to cells from p53 mediated apoptosis. Active in vivo; protects mice from chemotherapy side effects associated with p53 induction. Also aryl hydrocarbon receptor (AHR) agonist.
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- Scientific reports 13:87052023Streptozotocin induces renal proximal tubular injury through p53 signaling activation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKunihiro Nakai,Minato Umehara,Atsushi Minamida,Hiroko Yamauchi-Sawada,Yasuto Sunahara,Yayoi Matoba,Natsuko Okuno-Ozeki,Itaru Nakamura,Tomohiro Nakata,Aya Yagi-Tomita,Noriko Uehara-Watanabe,Tomoharu Ida,Noriyuki Yamashita,Michitsugu Kamezaki,Yuhei Kirita,Eiichi Konishi,Hiroaki Yasuda,Satoaki Matoba,Keiichi Tamagaki,Tetsuro KusabaPubMed 37248327
- Oxidative medicine and cellular longevity 2021:88891952021Downregulation of miR-128 Ameliorates Ang II-Induced Cardiac Remodeling via SIRT1/PIK3R1 Multiple Targets.Applications:Unspecified applicationReactive species:Unspecified reactive speciesHeqin Zhan,Feng Huang,Qian Niu,Mingli Jiao,Xumeng Han,Kaina Zhang,WenZhuo Ma,Shan Mi,Shiyu Guo,Zhenghang ZhaoPubMed 34646427
- Stem cell research & therapy 12:1692021Transcriptional factor FoxM1-activated microRNA-335-3p maintains the self-renewal of neural stem cells by inhibiting p53 signaling pathway via Fmr1.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJiaoying Jia,Yan Cui,Zhigang Tan,Min Liu,Yugang JiangPubMed 33691791
- Scientific reports 10:44412020Pharmacological inhibition of ataxia-telangiectasia mutated exacerbates acute kidney injury by activating p53 signaling in mice.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMasahiro Uehara et. al.PubMed 32157166
- Cancer cell international 17:982017Synergistic anticancer effect of combined crocetin and cisplatin on KYSE-150 cells via p53/p21 pathway.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSheng Li et. al.PubMed 29093644
Key facts
- CAS number
- 63208-82-2
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 367.3 Da
- Molecular formula
- C16H19BrN2OS
- PubChem identifier
- 9929138
- Nature
- Synthetic
Target data
Alternative names
AHH, Aryl hydrocarbon hydroxylase, CP11, CP1A1_HUMAN, CP1B, CP1B1_HUMAN, CYP 1, CYPIA1, CYPIB1, Cytochrome P1 450 dioxin inducible, Cytochrome P1-450, Cytochrome P450 1A1, Cytochrome P450 1B1, Cytochrome P450 family 1 subfamily A polypeptide 1, Cytochrome P450 family 1 subfamily B polypeptide 1, Cytochrome P450 form 6, Cytochrome P450 subfamily I (aromatic compound inducible) polypeptide 1, Cytochrome P450 subfamily I (dioxin inducible) polypeptide 1 (glaucoma 3 primary infantile), Cytochrome P450-C, Cytochrome P450-P1, GLC3A, Microsomal monooxygenase, P1 450, P450 C, P450 P1, P450 form 6, P4501B1, P450DX, Xenobiotic monooxygenase, flavoprotein-linked monooxygenase
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MW 367.3 Da, Purity >95%. p53 Inhibitor. Specifically blocks tumor supressor p53 transcriptional activity and can supress heat shock and glucocorticoid signalling pathways. Additionally offers protection to cells from p53 mediated apoptosis. Active in vivo; protects mice from chemotherapy side effects associated with p53 induction. Also aryl hydrocarbon receptor (AHR) agonist.
Key facts
- CAS number
- 63208-82-2
- Purity
- > 95%
- Form
- Solid
- Molecular weight
- 367.3 Da
- Molecular formula
- C16H19BrN2OS
- PubChem identifier
- 9929138
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
- Biochemical name
- Pifithrin-alpha
- Biological description
p53 Inhibitor. Specifically blocks tumor supressor p53 transcriptional activity and can supress heat shock and glucocorticoid signalling pathways. Additionally offers protection to cells from p53 mediated apoptosis. Active in vivo; protects mice from chemotherapy side effects associated with p53 induction. Also aryl hydrocarbon receptor (AHR) agonist.
- Canonical SMILES
- CC1=CC=C(C=C1)C(=O)CN2C3=C(CCCC3)SC2=N.Br
- InChI
- InChI=1S/C16H18N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9,17H,2-5,10H2,1H3;1H
- InChIKey
- HAGVCKULCLQGRF-UHFFFAOYSA-N
- IUPAC name
- 2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3-yl)-1-(4-methylphenyl)ethanone;hydrobromide
Storage
- 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
Notes
Pifithrin-α-HBr is light senstive and it is recommended that the compound is protected from light.
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
CYP1A1 and CYP1B1 are members of the cytochrome P450 family of enzymes alternatively known as AHH and aryl hydrocarbon hydroxylase. CYP1A1 has a mass of approximately 58 kDa while CYP1B1 weighs around 60 kDa. These enzymes are expressed in various tissues including the lungs liver and the gastrointestinal tract. Their mechanical role involves the oxidation of organic substances which is important for the metabolism of xenobiotics and endogenous compounds like steroids.
- Biological function summary
These cytochrome P450 enzymes play a critical role in detoxifying numerous harmful compounds. They help metabolize polycyclic aromatic hydrocarbons and estrogens. CYP1A1 and CYP1B1 do not form a known multimeric complex but they do function in association with electron transfer partners like NADPH-cytochrome P450 reductase. This association aids in facilitating the enzymatic reactions important for metabolic processes.
- Pathways
CYP1A1 and CYP1B1 participate prominently in the metabolic activation of procarcinogens and in estrogen metabolism pathways. These enzymes convert procarcinogens to their active carcinogenic forms influencing the risk of carcinogen-induced DNA damage. They also play a role in estrogen metabolism by hydroxylation of estrogens contributing to hormonal regulation. The pathways involve various proteins including NADPH-cytochrome P450 reductase and other members of the cytochrome P450 family.
- Associated diseases and disorders
CYP1A1 and CYP1B1 have a strong connection to cancer and glaucoma. Overexpression and polymorphisms in these enzymes are linked to an increased risk of lung cancer due to enhanced activation of carcinogens. In glaucoma mutations in CYP1B1 lead to structural changes that impair normal eye development. These connections to diseases highlight their interaction with regulatory proteins like p53 which plays a role in controlling cell proliferation and apoptosis. Understanding these relationships is important for developing targeted therapeutic strategies.
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Chemical Structure - Pifithrin-alpha-HBr, p53 Inhibitor (ab120478)
2D chemical structure image of ab120478, Pifithrin-alpha-HBr, p53 Inhibitor
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