Key facts
CAS number:22260-51-1,
Purity:>99%,
Form:SolidSee storage information,
Molecular weight:750.7 Da,
Molecular formula:C33H44BrN5O8S,
PubChem:31100,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mMSoluble in ethanol to 25 mM (with heating),
Biochemical name:Bromocriptine mesylate,
Biological description:Potent, selective D2-like dopamine receptor agonist (Ki values are ~8 (D2), ~5 (D3), ~290 (D4), ~440 (D1) and ~450 nM (D5)). Inhibits the release of pituitary prolactin and stimulates motor activity in Parkinson's disease. Also reverses glutamate transporter 1 (GLT-1) activity, increasing glutamate levels.,
Canonical smiles:CC(C)CC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CN(C5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O.CS(=O)(=O)O,
Isomeric smiles:CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@H]4CN([C@@H]5CC6=C(NC7=CC=CC(=C67)C5=C4)Br)C)O.CS(=O)(=O)O,
InChi:InChI=1S/C32H40BrN5O5.CH4O3S/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18;1-5(2,3)4/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39);1H3,(H,2,3,4)/t18-,23-,24+,25+,31-,32+;/m1./s1,
InChiKey:NOJMTMIRQRDZMT-GSPXQYRGSA-N,
IUPAC Name:(6aR,9R)-5-bromo-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C, Storage information-The product can be stored for up to 12 months
Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
Estrogen Receptor (ER) functions as a nuclear receptor and transcription factor activated by the hormone estrogen. Also called NR3A1 its molecular mass is approximately 66 kDa. ER is highly expressed in breast and reproductive tissues as well as in diverse areas of the brain. Acetylcholinesterase (AChE) catalyzes the breakdown of acetylcholine into choline and acetate critical for neurotransmission. AChE is prominently found in neuromuscular junctions and cholinergic brain synapses. Gli3 a transcription factor and member of the Gli family modulates gene expression in response to Hedgehog signaling. Predominantly expressed in development-related tissues it has a role in limb and central nervous system formation. Androgen Receptor (AR) with a mass around 110 kDa acts similarly to ER but responds to androgens and is expressed in tissues like prostate and skin. Estrogen Related Receptor alpha (ERRα) is a nuclear receptor often expressed in energy-demanding tissues. ROR gamma (RORγ) related to immune and metabolic processes activates transcriptional programs. Lastly Nrf2 regulates antioxidant response and is most active in liver and lung tissues.
Biological function summary
ER regulates gene expression essential for reproductive and breast tissue development. Like many nuclear receptors it forms a complex with coactivators and DNA to initiate transcription. AChE's role extends beyond neurotransmission influencing processes like cell growth and stress responses. Gli3 partakes in developmental pattern formation by acting as both an activator and repressor depending on the cellular context. AR similarly regulates target genes important for male sexual development and other functions. ERRα contributes to mitochondrial biogenesis and energy metabolism often acting independently and with co-regulators. RORγ influences immune regulation especially in lymph nodes and thymus. Nrf2 while not part of a specific complex activates various detoxifying enzymes to protect cells from oxidative damage.
Pathways
ER is critical in the estrogen signaling pathway influencing cellular proliferation and apoptosis and interacts with proteins like coactivator p300. AChE plays a role in synaptic transmission within the cholinergic pathway where it interacts with proteins such as nicotinic acetylcholine receptors. Gli3 operates in the Hedgehog signaling pathway interacting with Smoothened and Patched proteins important for developmental processes. AR is part of the androgen signaling pathway connected with proteins like FKBP5 impacting cellular growth. ERRα links with the AMPK pathway modulating cellular energy levels. RORγ integrates into the Th17 differentiation pathway aiding immune responses. Nrf2 is key in the oxidative stress response pathway interfacing with KEAP1 and ARE sequences to regulate antioxidant proteins.
ER associations are prominent in breast cancer where it interacts with proteins like HER2 and contributes to tumor progression. AChE is linked to Alzheimer's disease due to its involvement in cholinergic system dysfunction. Gli3 mutations can lead to Greig cephalopolysyndactyly syndrome affecting development. Dysregulation of AR is central in prostate cancer with ties to proteins like PSA promoting cancer cell survival. ERRα though not closely tied to specific diseases influences metabolic disorders through its regulatory functions. RORγ's role in autoimmune diseases like rheumatoid arthritis involves interaction with cytokines IL-17. Lastly Nrf2 is associated with chronic obstructive pulmonary disease (COPD) where it interacts with inflammatory pathways highlighting its role in maintaining oxidative balance.
