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30779-95-4

30779-95-4 | 1,9-Heptadecadiene-4,6-diyne-3,8-diol

CAS No: 30779-95-4 Catalog No: AG0031A1 MDL No:

Product Description

Catalog Number:
AG0031A1
Chemical Name:
1,9-Heptadecadiene-4,6-diyne-3,8-diol
CAS Number:
30779-95-4
Molecular Formula:
C17H24O2
Molecular Weight:
260.3713
IUPAC Name:
heptadeca-1,9-dien-4,6-diyne-3,8-diol
InChI:
InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3
InChI Key:
QWCNQXNAFCBLLV-UHFFFAOYSA-N
SMILES:
CCCCCCCC=CC(C#CC#CC(C=C)O)O

Properties

Complexity:
394  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
260.178g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
260.377g/mol
Monoisotopic Mass:
260.178g/mol
Rotatable Bond Count:
9  
Topological Polar Surface Area:
40.5A^2
Undefined Atom Stereocenter Count:
2  
Undefined Bond Stereocenter Count:
1  
XLogP3:
4.4  

Literature

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Falcarindiol allosterically modulates GABAergic currents in cultured rat hippocampal neurons. Journal of natural products 20120427
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The influence of the fungal pathogen Mycocentrospora acerina on the proteome and polyacetylenes and 6-methoxymellein in organic and conventionally cultivated carrots (Daucus carota) during post harvest storage. Journal of proteomics 20120104
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Effect of ultrasound and blanching pretreatments on polyacetylene and carotenoid content of hot air and freeze dried carrot discs. Ultrasonics sonochemistry 20110901
Spectroscopic studies on bioactive polyacetylenes and other plant components in wild carrot root. Journal of natural products 20110826
Characterisation of polyacetylenes isolated from carrot (Daucus carota) extracts by negative ion tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20110815
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Medicinal plant extracts with efflux inhibitory activity against Gram-negative bacteria. International journal of antimicrobial agents 20110201
Dietary diacetylene falcarindiol induces phase 2 drug-metabolizing enzymes and blocks carbon tetrachloride-induced hepatotoxicity in mice through suppression of lipid peroxidation. Biological & pharmaceutical bulletin 20110101
Quantification of polyacetylenes in apiaceous plants by high-performance liquid chromatography coupled with diode array detection. Zeitschrift fur Naturforschung. C, Journal of biosciences 20110101
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Quantitative analysis of six polyynes and one polyene in Oplopanax horridus and Oplopanax elatus by pressurized liquid extraction and on-line SPE-HPLC. Journal of pharmaceutical and biomedical analysis 20101201
Effects of harvesting date and storage on the amounts of polyacetylenes in carrots, Daucus carota. Journal of agricultural and food chemistry 20101124
Hydrophobic constituents and their potential anticancer activities from Devil's Club (Oplopanax horridus Miq.). Journal of ethnopharmacology 20101028
Influence of Sous Vide and water immersion processing on polyacetylene content and instrumental color of parsnip (Pastinaca sativa) disks. Journal of agricultural and food chemistry 20100714
Comparison of polyacetylene content in organically and conventionally grown carrots using a fast ultrasonic liquid extraction method. Journal of agricultural and food chemistry 20100714
The herbal medicine compound falcarindiol from Notopterygii Rhizoma suppresses dendritic cell maturation. The Journal of pharmacology and experimental therapeutics 20100601
Oploxynes A and B, polyacetylenes from the stems of Oplopanax elatus. Journal of natural products 20100528
[O-methylnotopterol, a new natural product from the roots and rhizomes of Notopterygium incisum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100501
Sesquiterpenes from Oplopanax horridus. Journal of natural products 20100423
Activation of the Nrf2/ARE pathway via S-alkylation of cysteine 151 in the chemopreventive agent-sensor Keap1 protein by falcarindiol, a conjugated diacetylene compound. Toxicology and applied pharmacology 20100401
A new prenylated flavanonol from Seseli annuum roots showing protective effect on human lymphocytes DNA. Chemistry & biodiversity 20100301
[Fast determination of active components in Angelica dahurica extract using capillary electrochromatography with methacrylate ester-based monolithic columns]. Se pu = Chinese journal of chromatography 20100301
New antibacterial and cytotoxic activities of falcarindiol isolated in Crithmum maritimum L. leaf extract. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100201
Creatine-induced activation of antioxidative defence in myotube cultures revealed by explorative NMR-based metabonomics and proteomics. Journal of the International Society of Sports Nutrition 20100101
Structure determination of bisacetylenic oxylipins in carrots (Daucus carota L.) and enantioselective synthesis of falcarindiol. Journal of agricultural and food chemistry 20091125
Differential effects of falcarinol and related aliphatic C(17)-polyacetylenes on intestinal cell proliferation. Journal of agricultural and food chemistry 20090923
Induction of antioxidant and phase 2 drug-metabolizing enzymes by falcarindiol isolated from Notopterygium incisum extract, which activates the Nrf2/ARE pathway, leads to cytoprotection against oxidative and electrophilic stress. Archives of biochemistry and biophysics 20090801
Polyacetylenes from sardinian Oenanthe fistulosa: a molecular clue to risus sardonicus. Journal of natural products 20090522
[Study on chemical constituents from Cicuta virosa var. latisecta]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090301
Indoleacetic acid falcarindiol ester induces granulocytic differentiation of the human leukemia cell line HL-60. Planta medica 20090101
Reinvestigation of the bitter compounds in carrots (Daucus carota L.) by using a molecular sensory science approach. Journal of agricultural and food chemistry 20081112
Anti-TB polyynes from the roots of Angelica sinensis. Phytotherapy research : PTR 20080701
Purple carrot (Daucus carota L.) polyacetylenes decrease lipopolysaccharide-induced expression of inflammatory proteins in macrophage and endothelial cells. Journal of agricultural and food chemistry 20080528
Antimycobacterial polyacetylenes from Levisticum officinale. Phytotherapy research : PTR 20080501
Novel coumarin glycoside and phenethyl vanillate from Notopterygium forbesii and their binding affinities for opioid and dopamine receptors. Bioorganic & medicinal chemistry 20080315
The polyacetylenes falcarinol and falcarindiol affect stress responses in myotube cultures in a biphasic manner. Dose-response : a publication of International Hormesis Society 20080101
The polyacetylene falcarindiol with COX-1 activity isolated from Aegopodium podagraria L. Journal of ethnopharmacology 20070815
Lignans and coumarins from the roots of Anthriscus sylvestris and their increase of caspase-3 activity in HL-60 cells. Biological & pharmaceutical bulletin 20070701
Growth inhibitory indole acetic acid polyacetylenic ester from Japanese ivy (Hedera rhombea Bean). Phytochemistry 20070601
Determination of polyacetylenes in carrot roots (Daucus carota L.) by high-performance liquid chromatography coupled with diode array detection. Journal of separation science 20070301
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[Studies on the chemical constituents of the aerial parts of Seseli mairei]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070101
Hederyne A, a new antimicrobial polyacetylene from galls of Hedera rhombea Bean. Journal of Asian natural products research 20070101
Inhibitory effects of coumarin and acetylene constituents from the roots of Angelica furcijuga on D-galactosamine/lipopolysaccharide-induced liver injury in mice and on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages. Bioorganic & medicinal chemistry 20060115
The antimycobacterial constituents of dill (Anethum graveolens). Phytotherapy research : PTR 20051101
In vitro GABA-transaminase inhibitory compounds from the root of Angelica dahurica. Phytotherapy research : PTR 20051001
LC-DAD-APCI-MS-based screening and analysis of the absorption and metabolite components in plasma from a rabbit administered an oral solution of danggui. Analytical and bioanalytical chemistry 20050901
In situ simultaneous analysis of polyacetylenes, carotenoids and polysaccharides in carrot roots. Journal of agricultural and food chemistry 20050824
Spatial tissue distribution of polyacetylenes in carrot root. The Analyst 20050601
Polyacetylenes from the Apiaceae vegetables carrot, celery, fennel, parsley, and parsnip and their cytotoxic activities. Journal of agricultural and food chemistry 20050406
Falcarindiol impairs the expression of inducible nitric oxide synthase by abrogating the activation of IKK and JAK in rat primary astrocytes. British journal of pharmacology 20050101
Inhibitory constituents against cyclooxygenases from Aralia cordata Thunb. Archives of pharmacal research 20050101
Cytotoxic constituents of roots of Chaerophyllum hirsutum. Journal of natural products 20040901
Quantitative studies and sensory analyses on the influence of cultivar, spatial tissue distribution, and industrial processing on the bitter off-taste of carrots (Daucus carota l.) and carrot products. Journal of agricultural and food chemistry 20040714
New constituents of Artemisia monosperma. Journal of natural products 20040501
The anti-staphylococcal activity of Angelica dahurica (Bai Zhi). Phytochemistry 20040201
Falcarindiol inhibits nitric oxide-mediated neuronal death in lipopolysaccharide-treated organotypic hippocampal cultures. Neuroreport 20031027
Structural and sensory characterization of compounds contributing to the bitter off-taste of carrots (Daucus carota L.) and carrot puree. Journal of agricultural and food chemistry 20030618
Four guaianolides from Sinodielsia yunnanensis. Chemical & pharmaceutical bulletin 20030101
Lignans, phenylpropanoids and polyacetylenes from Chaerophyllum aureum L. (Apiaceae). Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101
Olefin cross-metathesis as a tool in natural product degradation. The stereochemistry of (+)-falcarindiol. Organic letters 20021226
Chemosystematic investigations of irregular diterpenes in Anisotome and related New Zealand Apiaceae. Phytochemistry 20020201
Medicinal and ethnoveterinary remedies of hunters in Trinidad. BMC complementary and alternative medicine 20010101

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