200,000+ products from a single source!
sales@angenechem.com
191282-48-1 | 3-Furancarboxylic acid, tetrahydro-4-methylene-2-octyl-5-oxo-, (2R,3S)-rel-
CAS No: 191282-48-1 Catalog No: AG002F5B MDL No:
Product Description
Catalog Number:
AG002F5B
Chemical Name:
3-Furancarboxylic acid, tetrahydro-4-methylene-2-octyl-5-oxo-, (2R,3S)-rel-
CAS Number:
191282-48-1
Molecular Formula:
C14H22O4
Molecular Weight:
254.3221
IUPAC Name:
(2R,3S)-4-methylidene-2-octyl-5-oxooxolane-3-carboxylic acid
InChI:
InChI=1S/C14H22O4/c1-3-4-5-6-7-8-9-11-12(13(15)16)10(2)14(17)18-11/h11-12H,2-9H2,1H3,(H,15,16)/t11-,12+/m1/s1
InChI Key:
VCWLZDVWHQVAJU-NEPJUHHUSA-N
SMILES:
CCCCCCCC[C@H]1OC(=O)C(=C)[C@@H]1C(=O)O
Properties
Complexity:
322
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
2
Defined Bond Stereocenter Count:
0
Exact Mass:
254.152g/mol
Formal Charge:
0
Heavy Atom Count:
18
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
254.326g/mol
Monoisotopic Mass:
254.152g/mol
Rotatable Bond Count:
8
Topological Polar Surface Area:
63.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4
Literature
| Title | Journal |
|---|---|
| Quercetin inhibits HGF/c-Met signaling and HGF-stimulated melanoma cell migration and invasion. | Molecular cancer 20150101 |
| U18666A, an intra-cellular cholesterol transport inhibitor, inhibits dengue virus entry and replication. | Antiviral research 20120101 |
| The effects of C75, an inhibitor of fatty acid synthase, on sleep and metabolism in mice. | PloS one 20120101 |
| Blockade of fatty acid synthase induces ubiquitination and degradation of phosphoinositide-3-kinase signaling proteins in ovarian cancer. | Molecular cancer research : MCR 20111201 |
| Fatty acid synthase expression in Barrett's esophagus: implications for carcinogenesis. | Journal of clinical gastroenterology 20110901 |
| The lipogenesis pathway as a cancer target. | Journal of medicinal chemistry 20110825 |
| Carnitine palmitoyltransferase (CPT) modulators: a medicinal chemistry perspective on 35 years of research. | Journal of medicinal chemistry 20110512 |
| Overexpression of fatty acid synthase in Middle Eastern epithelial ovarian carcinoma activates AKT and Its inhibition potentiates cisplatin-induced apoptosis. | Molecular medicine (Cambridge, Mass.) 20110101 |
| Inhibition of fatty acid synthase suppresses c-Met receptor kinase and induces apoptosis in diffuse large B-cell lymphoma. | Molecular cancer therapeutics 20100501 |
| Fatty acid synthase phosphorylation: a novel therapeutic target in HER2-overexpressing breast cancer cells. | Breast cancer research : BCR 20100101 |
| Fatty acid oxidation and meiotic resumption in mouse oocytes. | Molecular reproduction and development 20090901 |
| Interaction between fatty acid synthase- and ErbB-systems in ovarian cancer cells. | Biochemical and biophysical research communications 20090731 |
| C75 is converted to C75-CoA in the hypothalamus, where it inhibits carnitine palmitoyltransferase 1 and decreases food intake and body weight. | Biochemical pharmacology 20090315 |
| Novel fatty acid synthase (FAS) inhibitors: design, synthesis, biological evaluation, and molecular docking studies. | Bioorganic & medicinal chemistry 20090301 |
| Fatty acid synthase inhibitor, C75, blocks resistin-induced increases in lipid accumulation by human macrophages. | Diabetes, obesity & metabolism 20081201 |
| Effect of centrally administered C75, a fatty acid synthase inhibitor, on gastric emptying and gastrointestinal transit in mice. | European journal of pharmacology 20081024 |
| Fatty acid synthase and AKT pathway signaling in a subset of papillary thyroid cancers. | The Journal of clinical endocrinology and metabolism 20081001 |
| Intraperitoneal injections of low doses of C75 elicit a behaviorally specific and vagal afferent-independent inhibition of eating in rats. | American journal of physiology. Regulatory, integrative and comparative physiology 20080901 |
| Fatty acid metabolism in breast cancer cells: differential inhibitory effects of epigallocatechin gallate (EGCG) and C75. | Breast cancer research and treatment 20080601 |
| Inhibiting fatty acid synthase for chemoprevention of chemically induced lung tumors. | Clinical cancer research : an official journal of the American Association for Cancer Research 20080415 |
| Examining the relationship between Cu-ATSM hypoxia selectivity and fatty acid synthase expression in human prostate cancer cell lines. | Nuclear medicine and biology 20080401 |
| An easy, rapid and objective mathematical method to identify fatty acid synthase (oncogenic antigen-519) modulators with potential anticancer value. | Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico 20080401 |
| Lipid bodies are reservoirs of cyclooxygenase-2 and sites of prostaglandin-E2 synthesis in colon cancer cells. | Cancer research 20080315 |
| Molecular docking study of the interactions between the thioesterase domain of human fatty acid synthase and its ligands. | Proteins 20080301 |
| Pharmacological stimulation of brain carnitine palmitoyl-transferase-1 decreases food intake and body weight. | American journal of physiology. Regulatory, integrative and comparative physiology 20080201 |
| Physiological glucose is critical for optimized neuronal viability and AMPK responsiveness in vitro. | Journal of neuroscience methods 20080130 |
| Dorsomorphin inhibits BMP signals required for embryogenesis and iron metabolism. | Nature chemical biology 20080101 |
| The human fatty acid synthase: a new therapeutic target for coxsackievirus B3-induced diseases? | Antiviral research 20071101 |
| Pharmacological blockade of fatty acid synthase (FASN) reverses acquired autoresistance to trastuzumab (Herceptin by transcriptionally inhibiting 'HER2 super-expression' occurring in high-dose trastuzumab-conditioned SKBR3/Tzb100 breast cancer cells. | International journal of oncology 20071001 |
| Fatty acid synthase inhibitors cerulenin and C75 retard growth and induce caspase-dependent apoptosis in human melanoma A-375 cells. | Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20071001 |
| FDG-PET for pharmacodynamic assessment of the fatty acid synthase inhibitor C75 in an experimental model of lung cancer. | Pharmaceutical research 20070601 |
| The GCN2 eIF2alpha kinase regulates fatty-acid homeostasis in the liver during deprivation of an essential amino acid. | Cell metabolism 20070201 |
| Inhibition of fatty acid synthase induces endoplasmic reticulum stress in tumor cells. | Cancer research 20070201 |
| DNA topoisomerase IIalpha (TOP2A) inhibitors up-regulate fatty acid synthase gene expression in SK-Br3 breast cancer cells: in vitro evidence for a 'functional amplicon' involving FAS, Her-2/neu and TOP2A genes. | International journal of molecular medicine 20061201 |
| Growth arrest induced by C75, A fatty acid synthase inhibitor, was partially modulated by p38 MAPK but not by p53 in human hepatocellular carcinoma. | Cancer biology & therapy 20060801 |
| Cancer therapy: back to metabolism. | Cancer biology & therapy 20060801 |
| Fatty acid metabolism, the central nervous system, and feeding. | Obesity (Silver Spring, Md.) 20060801 |
| Intracerebroventricular C75 decreases meal frequency and reduces AgRP gene expression in rats. | American journal of physiology. Regulatory, integrative and comparative physiology 20060701 |
| Novel effect of C75 on carnitine palmitoyltransferase I activity and palmitate oxidation. | Biochemistry 20060411 |
| The connections between C75 and obesity drug-target pathways. | Trends in pharmacological sciences 20051101 |
| Characterization of the inactivation of rat fatty acid synthase by C75: inhibition of partial reactions and protection by substrates. | The Biochemical journal 20050615 |
| Pharmacological inhibition of AMP-activated protein kinase provides neuroprotection in stroke. | The Journal of biological chemistry 20050527 |
| Positive feedback regulation between AKT activation and fatty acid synthase expression in ovarian carcinoma cells. | Oncogene 20050519 |
| Fatty acid metabolism as a target for obesity treatment. | Physiology & behavior 20050519 |
| Inhibition of fatty acid synthase prevents preadipocyte differentiation. | Biochemical and biophysical research communications 20050325 |
| Disconnection between the early onset anorectic effects by C75 and hypothalamic fatty acid synthase inhibition in rodents. | European journal of pharmacology 20050321 |
| Fatty acid synthase inhibitors are chemopreventive for mammary cancer in neu-N transgenic mice. | Oncogene 20050106 |
| C75 [4-methylene-2-octyl-5-oxo-tetrahydro-furan-3-carboxylic acid] activates carnitine palmitoyltransferase-1 in isolated mitochondria and intact cells without displacement of bound malonyl CoA. | The Journal of pharmacology and experimental therapeutics 20050101 |
| C75 alters central and peripheral gene expression to reduce food intake and increase energy expenditure. | Endocrinology 20050101 |
| C75 activates malonyl-CoA sensitive and insensitive components of the CPT system. | Biochemical and biophysical research communications 20041217 |
| Effects of a fatty acid synthase inhibitor on adipocyte differentiation of mouse 3T3-L1 cells. | Acta pharmacologica Sinica 20040801 |
| Chronic C75 treatment of diet-induced obese mice increases fat oxidation and reduces food intake to reduce adipose mass. | American journal of physiology. Endocrinology and metabolism 20040701 |
| C75, a fatty acid synthase inhibitor, reduces food intake via hypothalamic AMP-activated protein kinase. | The Journal of biological chemistry 20040507 |
| Long-term effects of a fatty acid synthase inhibitor on obese mice: food intake, hypothalamic neuropeptides, and UCP3. | Biochemical and biophysical research communications 20040430 |
| Anorexigenic C75 alters c-Fos in mouse hypothalamic and hindbrain subnuclei. | Neuroreport 20040409 |
| C75, a fatty acid synthase inhibitor, modulates AMP-activated protein kinase to alter neuronal energy metabolism. | The Journal of biological chemistry 20040130 |
| The anorexigenic fatty acid synthase inhibitor, C75, is a nonspecific neuronal activator. | Endocrinology 20040101 |
| Fatty acid synthase inhibition triggers apoptosis during S phase in human cancer cells. | Cancer research 20031101 |
| Effect of the anorectic fatty acid synthase inhibitor C75 on neuronal activity in the hypothalamus and brainstem. | Proceedings of the National Academy of Sciences of the United States of America 20030513 |
| C75 inhibits food intake by increasing CNS glucose metabolism. | Nature medicine 20030501 |
| Expression of FAS within hypothalamic neurons: a model for decreased food intake after C75 treatment. | American journal of physiology. Endocrinology and metabolism 20021101 |
| Comparison of central and peripheral administration of C75 on food intake, body weight, and conditioned taste aversion. | Diabetes 20021101 |
| Block the FAS, lose the fat. | Nature medicine 20020401 |
| Thin mice and fat mice respond differently to appetite suppressant. | Lancet (London, England) 20020223 |
| Green tea epigallocatechin gallate: a natural inhibitor of fatty-acid synthase. | Biochemical and biophysical research communications 20011116 |
| Increased fatty acid synthase as a therapeutic target in androgen-independent prostate cancer progression. | The Prostate 20010501 |
| Increased fatty acid synthase is a therapeutic target in mesothelioma. | Clinical cancer research : an official journal of the American Association for Cancer Research 20010101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.