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89471-07-8 | 2,6,10,14-Hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (Z,E,E)-
CAS No: 89471-07-8 Catalog No: AG0043QS MDL No:
Product Description
Catalog Number:
AG0043QS
Chemical Name:
2,6,10,14-Hexadecatetraenoic acid, 3,7,11,15-tetramethyl-, (Z,E,E)-
CAS Number:
89471-07-8
Molecular Formula:
C20H32O2
Molecular Weight:
304.4669
IUPAC Name:
3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoic acid
InChI:
InChI=1S/C20H32O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h9,11,13,15H,6-8,10,12,14H2,1-5H3,(H,21,22)
InChI Key:
SZNLKILVMCHHSD-UHFFFAOYSA-N
SMILES:
C/C(=C\CC/C(=C\C(=O)O)/C)/CC/C=C(/CCC=C(C)C)\C
Properties
Complexity:
458
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
304.24g/mol
Formal Charge:
0
Heavy Atom Count:
22
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
304.474g/mol
Monoisotopic Mass:
304.24g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
3
XLogP3:
6.8
Literature
| Title | Journal |
|---|---|
| Rapid downregulation of cyclin D1 induced by geranylgeranoic acid in human hepatoma cells. | Nutrition and cancer 20120401 |
| Geranylgeraniol oxidase activity involved in oxidative formation of geranylgeranoic acid in human hepatoma cells. | Biomedical research (Tokyo, Japan) 20120201 |
| Aldo-Keto Reductase 1B10 and Its Role in Proliferation Capacity of Drug-Resistant Cancers. | Frontiers in pharmacology 20120101 |
| Exploitation of lipid components by viral and host proteins for hepatitis C virus infection. | Frontiers in microbiology 20120101 |
| Enzymes of the AKR1B and AKR1C Subfamilies and Uterine Diseases. | Frontiers in pharmacology 20120101 |
| Concomitant administration of different doses of simvastatin with ivabradine influence on PAI-1 and heart rate in normo- and hypercholesterolaemic rats. | TheScientificWorldJournal 20120101 |
| Induction of an incomplete autophagic response by cancer-preventive geranylgeranoic acid (GGA) in a human hepatoma-derived cell line. | The Biochemical journal 20111115 |
| Metabolically regulated endoplasmic reticulum-associated degradation of 3-hydroxy-3-methylglutaryl-CoA reductase: evidence for requirement of a geranylgeranylated protein. | The Journal of biological chemistry 20110916 |
| Reversible upregulation of tropomyosin-related kinase receptor B by geranylgeranoic acid in human neuroblastoma SH-SY5Y cells. | Journal of neuro-oncology 20110901 |
| Anti-ulcer agent teprenone inhibits hepatitis C virus replication: potential treatment for hepatitis C. | Liver international : official journal of the International Association for the Study of the Liver 20110701 |
| Polished rice as natural sources of cancer-preventing geranylgeranoic acid. | Journal of clinical biochemistry and nutrition 20110701 |
| Roles of rat and human aldo-keto reductases in metabolism of farnesol and geranylgeraniol. | Chemico-biological interactions 20110530 |
| Efficient synthesis and biological evaluation of demethyl geranylgeranoic acid derivatives. | Bioorganic & medicinal chemistry 20100815 |
| Increase in plasma concentrations of geranylgeranoic Acid after turmeric tablet intake by healthy volunteers. | Journal of clinical biochemistry and nutrition 20100501 |
| Retinoic acid increases proliferation of human osteoclast progenitors and inhibits RANKL-stimulated osteoclast differentiation by suppressing RANK. | PloS one 20100101 |
| An ABC transporter controls export of a Drosophila germ cell attractant. | Science (New York, N.Y.) 20090213 |
| Formation of lipid droplets induced by 2,3-dihydrogeranylgeranoic acid distinct from geranylgeranoic acid. | Acta biochimica Polonica 20070101 |
| Independent pathways in the modulation of osteoclastic resorption by intermediates of the mevalonate biosynthetic pathway: the role of the retinoic acid receptor. | Bone 20060201 |
| Prevention of geranylgeranoic acid-induced apoptosis by phospholipid hydroperoxide glutathione peroxidase gene. | Journal of cellular biochemistry 20060101 |
| Identification of FBL2 as a geranylgeranylated cellular protein required for hepatitis C virus RNA replication. | Molecular cell 20050513 |
| Natural occurrence of cancer-preventive geranylgeranoic acid in medicinal herbs. | Journal of lipid research 20040601 |
| Protein geranylgeranylation is critical for the regulation of survival and proliferation of lymphoma tumor cells. | Clinical cancer research : an official journal of the American Association for Cancer Research 20031115 |
| Geranylgeranyl switching regulates GDI-Rab GTPase recycling. | Structure (London, England : 1993) 20030301 |
| Simvastatin increases fibrinolytic activity in human peritoneal mesothelial cells independent of cholesterol lowering. | Kidney international 20021101 |
| Formation of (R)-2,3-dihydrogeranylgeranoic acid from geranylgeraniol in rat thymocytes. | Journal of biochemistry 20020801 |
| Effects of geranylgeranoic acid in bone: induction of osteoblast differentiation and inhibition of osteoclast formation. | Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20020101 |
| Acyclo-retinoic acid induces apoptosis in human prostate cancer cells. | Anticancer research 20020101 |
| Interaction between cytochrome c and oxidized mitochondrial lipids. | Sub-cellular biochemistry 20020101 |
| Synthesis and evaluation of GGPP geometric isomers: divergent substrate specificities of FTase and GGTase I. | Bioorganic & medicinal chemistry letters 20010618 |
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