71441-28-6 | TTNPB

Packsize	Purity	Availability	Price	Discounted Price
5mg	98%	in stock	$44.00	$31.00
25mg	98%	in stock	$110.00	$77.00
100mg	98%	in stock	$320.00	$224.00

Description

• Catalog Number: AC90117
• Chemical Name: TTNPB
• CAS Number: 71441-28-6
• Molecular Formula: C24H28O2
• Molecular Weight: 348.4779
• MDL Number: MFCD00673917
• SMILES: CC(=Cc1ccc(cc1)C(=O)O)c1ccc2c(c1)C(C)(C)CCC2(C)C

Computed Properties

• Complexity: 549
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 26
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 7.5

Literature

• Structural basis for the inhibition of AKR1B10 by the C3 brominated TTNPB derivative UVI2008.

  Chemico-biological interactions 20171001

• Active repression by RARγ signaling is required for vertebrate axial elongation.

  Development (Cambridge, England) 20140601

• Retinoic acid receptor agonists regulate expression of ATP-binding cassette transporter G1 in macrophages.

  Biochimica et biophysica acta 20120401

• 4-Hydroxybenzyl modification of the highly teratogenic retinoid, 4-[(1E)-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)-1-propen-1-yl]benzoic acid (TTNPB), yields a compound that induces apoptosis in breast cancer cells and shows reduced teratogenicity.

  Chemical research in toxicology 20111121

• Chemical genomics profiling of environmental chemical modulation of human nuclear receptors.

  Environmental health perspectives 20110801

• Irreversible effects of retinoic acid pulse on Xenopus jaw morphogenesis: new insight into cranial neural crest specification.

  Birth defects research. Part B, Developmental and reproductive toxicology 20101201

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Retinoic acid regulates myelin formation in the peripheral nervous system.

  Glia 20100901

• [Effects of retinoic acid receptor agonist and retinoid X receptor agonist on the expression of IL-4 and IFN-gamma in cord blood mononuclear cells].

  Wei sheng yan jiu = Journal of hygiene research 20100701

• The binding of synthetic retinoids to lipocalin beta-lactoglobulins.

  Journal of medicinal chemistry 20100114

• Gene regulation of CYP4F11 in human keratinocyte HaCaT cells.

  Drug metabolism and disposition: the biological fate of chemicals 20100101

• Determination of arotinoid acid in human plasma by liquid chromatography-tandem mass spectrometry.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091001

• Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

  Nature chemical biology 20091001

• Placental steroidogenesis in rats is independent of signaling pathways induced by retinoic acids.

  General and comparative endocrinology 20090915

• Preparation of spermine conjugates with acidic retinoids with potent ribonuclease P inhibitory activity.

  European journal of medicinal chemistry 20090601

• Retinoid and thiazolidinedione therapies in melanoma: an analysis of differential response based on nuclear hormone receptor expression.

  Molecular cancer 20090101

• New retinoid chemotypes: 9-cis-retinoic acid analogs with hydrophobic rings derived from terpenes as selective RAR agonists.

  Bioorganic & medicinal chemistry 20081115

• Nuclear receptor agonists improve insulin responsiveness in cultured cardiomyocytes through enhanced signaling and preserved cytoskeletal architecture.

  Endocrinology 20080301

• Retinoic acid induced suicidal erythrocyte death.

  Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20080101

• Effect of retinoids on UDP-glucuronosyltransferase 2B7 mRNA expression in Caco-2 cells.

  Drug metabolism and pharmacokinetics 20080101

• Silicon analogues of the retinoid agonists TTNPB and 3-methyl-TTNPB, disila-TTNPB and disila-3-methyl-TTNPB: chemistry and biology.

  Chembiochem : a European journal of chemical biology 20070924

• The farnesoid X receptor FXRalpha/NR1H4 acquired ligand specificity for bile salts late in vertebrate evolution.

  American journal of physiology. Regulatory, integrative and comparative physiology 20070901

• Upregulation of cyclooxygenases by retinoic acid in rat mesangial cells.

  Pharmacology 20070101

• Modulation of aromatase activity and mRNA by various selected pesticides in the human choriocarcinoma JEG-3 cell line.

  Toxicology 20061110

• Retinoic acid regulates the expression of photoreceptor transcription factor NRL.

  The Journal of biological chemistry 20060915

• Retinoic acid improves a hybridoma culture in a fructose-based medium by up-regulation of fructose incorporation via retinoid nuclear receptors.

  Bioscience, biotechnology, and biochemistry 20060901

• [Mechanism of receptor for retinoids inducing apoptosis of human melanoma cell line A375].

  Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20060701

• Akt phosphorylates and suppresses the transactivation of retinoic acid receptor alpha.

  The Biochemical journal 20060501

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Receptor-selective retinoids inhibit the growth of normal and malignant breast cells by inducing G1 cell cycle blockade.

  Breast cancer research and treatment 20060301

• Effects of rexinoids on thyrotrope function and the hypothalamic-pituitary-thyroid axis.

  Endocrinology 20060301

• Retinoid-mediated stimulation of steroid sulfatase activity in myeloid leukemic cell lines requires RARalpha and RXR and involves the phosphoinositide 3-kinase and ERK-MAP kinase pathways.

  Journal of cellular biochemistry 20060201

• Retinoic acid receptors and tissue-transglutaminase mediate short-term effect of retinoic acid on migration and invasion of neuroblastoma SH-SY5Y cells.

  Oncogene 20060112

• Retinoic acids increase expression of GLUT4 in dedifferentiated and hypertrophied cardiac myocytes.

  Basic research in cardiology 20060101

• Ligand recognition by RAR and RXR receptors: binding and selectivity.

  Journal of medicinal chemistry 20051006

• Mechanism of retinoid receptors in inhibiting proliferation and inducing apoptosis of human melanoma cell line A375.

  Chinese medical journal 20050905

• Inhibition of chemically-induced neoplastic transformation by a novel tetrasodium diphosphate astaxanthin derivative.

  Carcinogenesis 20050901

• [Receptor-related mechanism of proliferation inhibilion and apoptosis induetion of human tongue squamous cell line Tca8113 by retinoids].

  Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA 20050801

• Cancer prevention by retinoids and carotenoids: independent action on a common target.

  Biochimica et biophysica acta 20050530

• Regulation of differentiating pig preadipocytes by retinoic acid.

  Journal of animal science 20050101

• Activation of retinoic acid receptor-dependent transcription by organochlorine pesticides.

  Toxicology and applied pharmacology 20050101

• Upregulation of connexin 43 by retinoids but not by non-provitamin A carotenoids requires RARs.

  Nutrition and cancer 20050101

• Nuclear receptor activation and interaction with morphine.

  Journal of neuroimmunology 20041201

• Rational design of RAR-selective ligands revealed by RARbeta crystal stucture.

  EMBO reports 20040901

• Structure-activity relationships of methylene or terminal side chain modified retinoids on the differentiation and cell death signaling in NB4 promyelocytic leukemia cells.

  Bioorganic & medicinal chemistry letters 20040816

• Spatiotemporal retinoid-X receptor activation detected in live vertebrate embryos.

  Proceedings of the National Academy of Sciences of the United States of America 20040615

• Retinoic acid and retinoid X receptors are differentially expressed in thyroid cancer and thyroid carcinoma cell lines and predict response to treatment with retinoids.

  The Journal of clinical endocrinology and metabolism 20040101

• Differential modulation of rat hepatic stellate phenotype by natural and synthetic retinoids.

  Hepatology (Baltimore, Md.) 20040101

• Retinoic acid increases insulin-like growth factor-binding protein-4 expression in cultured rat hepatocytes.

  Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20040101

• PPARbeta regulates vitamin A metabolism-related gene expression in hepatic stellate cells undergoing activation.

  Journal of lipid research 20030201

• Retinoic acid stimulates the cell cycle machinery in normal T cells: involvement of retinoic acid receptor-mediated IL-2 secretion.

  Journal of immunology (Baltimore, Md. : 1950) 20021115

• Suppression of mammary tumorigenesis in transgenic mice by the RXR-selective retinoid, LGD1069.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20020501

• Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

  The Journal of biological chemistry 20020419

• Liarozole markedly increases all trans-retinoic acid toxicity in mouse limb bud cell cultures: a model to explain the potency of the aromatic retinoid (E)-4-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylenyl)-1-propenyl] benzoic acid.

  Toxicology and applied pharmacology 20020201

• Regulation of aromatase by nuclear receptors.

  The Journal of steroid biochemistry and molecular biology 20011201

• Destabilization of TNF-alpha mRNA by retinoic acid in hepatic macrophages: implications for alcoholic liver disease.

  American journal of physiology. Endocrinology and metabolism 20010901

• Development of a retinoic acid receptor-binding assay with rainbow trout tissue: characterization of retinoic acid binding, receptor tissue distribution, and developmental changes.

  General and comparative endocrinology 20010901

• Retinoic acid receptors are expressed in human primary astrocytes and their agonists inhibit parathyroid hormone-related peptide expression and secretion.

  Brain research. Molecular brain research 20010815

• Regulation of stearoyl coenzyme A desaturase expression in human retinal pigment epithelial cells by retinoic acid.

  The Journal of biological chemistry 20010803

• Antagonists of retinoic acid receptors (RARs) are potent growth inhibitors of prostate carcinoma cells.

  British journal of cancer 20010801

• Heterocycle-containing retinoids. Discovery of a novel isoxazole arotinoid possessing potent apoptotic activity in multidrug and drug-induced apoptosis-resistant cells.

  Journal of medicinal chemistry 20010705

• Retinoids inhibit proliferation of human coronary smooth muscle cells by modulating cell cycle regulators.

  Arteriosclerosis, thrombosis, and vascular biology 20010501

• Phenylcyclohexene and phenylcyclohexadiene substituted compounds having retinoid antagonist activity.

  Bioorganic & medicinal chemistry letters 20010326

• Agonists of the retinoic acid- and retinoid X-receptors inhibit hepatocyte growth factor secretion and expression in U87 human astrocytoma cells.

  Brain research. Molecular brain research 20010219

• Structural basis for isotype selectivity of the human retinoic acid nuclear receptor.

  Journal of molecular biology 20000908

• TCDD suppression of tissue transglutaminase stimulation by retinoids in malignant human keratinocytes.

  Toxicological sciences : an official journal of the Society of Toxicology 20000801

• Characterization of retinoic acid receptor-deficient keratinocytes.

  The Journal of biological chemistry 20000602

• Both retinoic-acid-receptor- and retinoid-X-receptor-dependent signalling pathways mediate the induction of the brown-adipose-tissue-uncoupling-protein-1 gene by retinoids.

  The Biochemical journal 20000101

• Therapeutic applications for ligands of retinoid receptors.

  Current pharmaceutical design 20000101

• Ligand-bound RXR can mediate retinoid signal transduction during embryogenesis.

  Development (Cambridge, England) 19970101

• Retinoic acid receptor- and retinoid X receptor-selective retinoids activate signaling pathways that converge on AP-1 and inhibit squamous differentiation in human bronchial epithelial cells.

  Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research 19960801

• Synthesis, structure-affinity relationships, and biological activities of ligands binding to retinoic acid receptor subtypes.

  Journal of medicinal chemistry 19951222

• Activation of retinoid X receptors induces apoptosis in HL-60 cell lines.

  Molecular and cellular biology 19950701

• Synthesis and structure-activity relationships of novel retinoid X receptor-selective retinoids.

  Journal of medicinal chemistry 19940902

• Synthesis of high specific activity [3H]-9-cis-retinoic acid and its application for identifying retinoids with unusual binding properties.

  Journal of medicinal chemistry 19940204

• Different agonist- and antagonist-induced conformational changes in retinoic acid receptors analyzed by protease mapping.

  Molecular and cellular biology 19940101

• New benzoic acid derivatives with retinoid activity: lack of direct correlation between biological activity and binding to cellular retinoic acid binding protein.

  Cancer research 19870701