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130853-76-8

130853-76-8 | 2(5H)-Furanone, 5-methyl-3-[(2S,8S,13R)-2,8,13-trihydroxy-13-[(2R,5R)-tetrahydro-5-[(1S)-1-hydroxytridecyl]-2-furanyl]tridecyl]-, (5S)-

CAS No: 130853-76-8 Catalog No: AG000V11 MDL No:

Product Description

Catalog Number:
AG000V11
Chemical Name:
2(5H)-Furanone, 5-methyl-3-[(2S,8S,13R)-2,8,13-trihydroxy-13-[(2R,5R)-tetrahydro-5-[(1S)-1-hydroxytridecyl]-2-furanyl]tridecyl]-, (5S)-
CAS Number:
130853-76-8
Molecular Formula:
C35H64O7
Molecular Weight:
596.8785
IUPAC Name:
2-methyl-4-[2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl]-2H-furan-5-one
InChI:
InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(36)18-13-12-14-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3
InChI Key:
XNODZYPOIPVPRF-UHFFFAOYSA-N
SMILES:
CCCCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@@H](CCCC[C@H](CCCCC[C@@H](CC1=C[C@@H](OC1=O)C)O)O)O)O

Properties

Complexity:
726  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
596.465g/mol
Formal Charge:
0
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
596.89g/mol
Monoisotopic Mass:
596.465g/mol
Rotatable Bond Count:
26  
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
7  
Undefined Bond Stereocenter Count:
0
XLogP3:
8.4  

Literature

Title Journal
Annonacin in Asimina triloba fruit: implication for neurotoxicity. Neurotoxicology 20120101
In situ absorption in rat intestinal tract of solid dispersion of annonaceous acetogenins. Gastroenterology research and practice 20120101
Natural toxins implicated in the development of Parkinson's disease. Therapeutic advances in neurological disorders 20111101
Annonacin induces cell cycle-dependent growth arrest and apoptosis in estrogen receptor-α-related pathways in MCF-7 cells. Journal of ethnopharmacology 20111011
Is neurodegenerative disease a long-latency response to early-life genotoxin exposure? International journal of environmental research and public health 20111001
Yeast as a model system to study tau biology. International journal of Alzheimer's disease 20110101
Nigerian foodstuffs with prostate cancer chemopreventive polyphenols. Infectious agents and cancer 20110101
Complex I: inhibitors, inhibition and neurodegeneration. Experimental neurology 20100801
Convergence of amyloid-beta and tau pathologies on mitochondria in vivo. Molecular neurobiology 20100601
The alternative medicine pawpaw and its acetogenin constituents suppress tumor angiogenesis via the HIF-1/VEGF pathway. Journal of natural products 20100528
Synthesis of annonacin isolated from Annona densicoma. Bioscience, biotechnology, and biochemistry 20100101
Antinociceptive and anti-inflammatory activities of the ethanol extract of Annona muricata L. leaves in animal models. International journal of molecular sciences 20100101
Disruption of mitochondrial DNA replication in Drosophila increases mitochondrial fast axonal transport in vivo. PloS one 20090101
Atypical parkinsonism in the Caribbean island of Guadeloupe: etiological role of the mitochondrial complex I inhibitor annonacin. Movement disorders : official journal of the Movement Disorder Society 20081115
Goniothalamus species: a source of drugs for the treatment of cancers and bacterial infections? Evidence-based complementary and alternative medicine : eCAM 20070901
Annonacin, a natural mitochondrial complex I inhibitor, causes tau pathology in cultured neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20070718
Atypical parkinsonism in Guadeloupe: a common risk factor for two closely related phenotypes? Brain : a journal of neurology 20070301
Acetogenins in Annona muricata L. (annonaceae) leaves are potent molluscicides. Natural product research 20060301
Is atypical parkinsonism in the Caribbean caused by the consumption of Annonacae? Journal of neural transmission. Supplementum 20060101
Quantification of acetogenins in Annona muricata linked to atypical parkinsonism in guadeloupe. Movement disorders : official journal of the Movement Disorder Society 20051201
Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana. Journal of natural products 20041101
Annonacin, a lipophilic inhibitor of mitochondrial complex I, induces nigral and striatal neurodegeneration in rats: possible relevance for atypical parkinsonism in Guadeloupe. Journal of neurochemistry 20040101
Inhibitory effects on mitochondrial complex I of semisynthetic mono-tetrahydrofuran acetogenin derivatives. Bioorganic & medicinal chemistry letters 20031117
Annonacin, a mono-tetrahydrofuran acetogenin, arrests cancer cells at the G1 phase and causes cytotoxicity in a Bax- and caspase-3-related pathway. Life sciences 20030509
The mitochondrial complex I inhibitor annonacin is toxic to mesencephalic dopaminergic neurons by impairment of energy metabolism. Neuroscience 20030101
In vitro antitumor structure-activity relationships of threo/trans/threo mono-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I. Oncology research 20030101
New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata. Journal of natural products 20020401
Selective action of acetogenin mitochondrial complex I inhibitors. Zeitschrift fur Naturforschung. C, Journal of biosciences 20020101
Cytotoxic mono-tetrahydrofuran ring acetogenins from leaves of Annona montana. Planta medica 20011201
Annomocherin, annonacin and annomontacin: a novel and two known bioactive mono-tetrahydrofuran annonaceous acetogenins from Annona cherimolia seeds. Archives of pharmacal research 20010801
Enantioselective syntheses of monotetrahydrofuran Annonaceous acetogenins tonkinecin and annonacin starting from carbohydrates. The Journal of organic chemistry 20010209

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