EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

1,9-heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-

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CAS Number: 55297-87-5Picture of molecule3D/inchi
FDA UNII: Search
XlogP3-AA:4.40 (est)
Molecular Weight:260.37668000
Formula:C17 H24 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 406.00 to 408.00 °C. @ 760.00 mm Hg (est)
Flash Point: 365.00 °F. TCC ( 184.70 °C. ) (est)
logP (o/w): 6.318 (est)
Soluble in:
 water, 1.745 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
Falcarindiol >98%
For experimental / research use only.
Falcarindiol 95%
Safety Information:
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
flavoring agents
Recommendation for falcarindiol usage levels up to:
 not for fragrance use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6436239
National Institute of Allergy and Infectious Diseases:Data
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6436239
Pubchem (sid):135029350
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C08449
HMDB (The Human Metabolome Database):HMDB33941
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 aegopodium podagraria
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 angelica acutiloba
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 angelica japonica
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 caraway root
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 carrot root
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 carrot root tissue
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 celery root
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 heteromorpha trifoliata
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 lovage root
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 parsley leaf oil @ 1.79%
Data GC Search Trop Picture
 parsley root
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 peucedanum praeruptorum
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 schefflera arboricola
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 schefflera digitata
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 tomato seed
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1,9-heptadecadiene-4,6-diyne-3,8-diol, (3S,8S,9Z)-


PubMed:Natural product agonists of peroxisome proliferator-activated receptor gamma (PPARγ): a review.
PubMed:Determination of six polyynes in Oplopanax horridus and Oplopanax elatus using polyethylene glycol modified reversed migration microemulsion electrokinetic chromatography.
PubMed:Automated analytical standard production with supercritical fluid chromatography for the quantification of bioactive C17-polyacetylenes: A case study on food processing waste.
PubMed:Anticancer activities of polyynes from the root bark of Oplopanax horridus and their acetylated derivatives.
PubMed:Polyacetylenes from Radix et Rhizoma Notopterygii incisi with an inhibitory effect on nitric oxide production in vitro.
PubMed:Polyacetylene levels in carrot juice, effect of pH and thermal processing.
PubMed:Dietary polyacetylenes of the falcarinol type are inhibitors of breast cancer resistance protein (BCRP/ABCG2).
PubMed:Inhibition of glycogen synthase kinase-3β by falcarindiol isolated from Japanese Parsley (Oenanthe javanica).
PubMed:Identification of potential anticancer compounds from Oplopanax horridus.
PubMed:Quality of carrots as affected by pre- and postharvest factors and processing.
PubMed:Polyacetylenes from Notopterygium incisum--new selective partial agonists of peroxisome proliferator-activated receptor-gamma.
PubMed:The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins.
PubMed:Quantitative Raman spectroscopy for the analysis of carrot bioactives.
PubMed:Influence of field attack by carrot psyllid (Trioza apicalis Förster) on sensory quality, antioxidant capacity and content of terpenes, falcarindiol and 6-methoxymellein of carrots (Daucus carota L.).
PubMed:The antitumor natural compound falcarindiol promotes cancer cell death by inducing endoplasmic reticulum stress.
PubMed:Antimycobacterials from lovage root (Ligusticum officinale Koch).
PubMed:[Fingerprint analysis of Glehniae Radix by TLC].
PubMed:Melanogenesis inhibitory bisabolane-type sesquiterpenoids from the roots of Angelica koreana.
PubMed:Falcarindiol allosterically modulates GABAergic currents in cultured rat hippocampal neurons.
PubMed:Effects of bioactive compounds from carrots (Daucus carota L.), polyacetylenes, beta-carotene and lutein on human lymphoid leukaemia cells.
PubMed:Polyacetylenes in fresh and stored carrots (Daucus carota): relations to root morphology and sugar content.
PubMed: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.
PubMed:Components of rhizome extract of Cnidium officinale Makino and their in vitro biological effects.
PubMed:Quantification of polyacetylenes in apiaceous plants by high-performance liquid chromatography coupled with diode array detection.
PubMed:Spectroscopic studies on bioactive polyacetylenes and other plant components in wild carrot root.
PubMed:Characterisation of polyacetylenes isolated from carrot (Daucus carota) extracts by negative ion tandem mass spectrometry.
PubMed:Anticomplement activity of polyacetylenes from leaves of Dendropanax morbifera Leveille.
PubMed:Effect of ultrasound and blanching pretreatments on polyacetylene and carotenoid content of hot air and freeze dried carrot discs.
PubMed:Dietary diacetylene falcarindiol induces phase 2 drug-metabolizing enzymes and blocks carbon tetrachloride-induced hepatotoxicity in mice through suppression of lipid peroxidation.
PubMed:Medicinal plant extracts with efflux inhibitory activity against Gram-negative bacteria.
PubMed:Effects of harvesting date and storage on the amounts of polyacetylenes in carrots, Daucus carota.
PubMed:Hydrophobic constituents and their potential anticancer activities from Devil's Club (Oplopanax horridus Miq.).
PubMed:[O-methylnotopterol, a new natural product from the roots and rhizomes of Notopterygium incisum].
PubMed:Quantitative analysis of six polyynes and one polyene in Oplopanax horridus and Oplopanax elatus by pressurized liquid extraction and on-line SPE-HPLC.
PubMed:Comparison of polyacetylene content in organically and conventionally grown carrots using a fast ultrasonic liquid extraction method.
PubMed:[Fast determination of active components in Angelica dahurica extract using capillary electrochromatography with methacrylate ester-based monolithic columns].
PubMed:Influence of Sous Vide and water immersion processing on polyacetylene content and instrumental color of parsnip (Pastinaca sativa) disks.
PubMed:Oploxynes A and B, polyacetylenes from the stems of Oplopanax elatus.
PubMed:Isolation and identification of two new polyynes from a North American ethnic medicinal plant--Oplopanax horridus (Smith) Miq.
PubMed:A new prenylated flavanonol from Seseli annuum roots showing protective effect on human lymphocytes DNA.
PubMed:Sesquiterpenes from Oplopanax horridus.
PubMed:The herbal medicine compound falcarindiol from Notopterygii Rhizoma suppresses dendritic cell maturation.
PubMed: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.
PubMed:New antibacterial and cytotoxic activities of falcarindiol isolated in Crithmum maritimum L. leaf extract.
PubMed:Structure determination of bisacetylenic oxylipins in carrots (Daucus carota L.) and enantioselective synthesis of falcarindiol.
PubMed:Differential effects of falcarinol and related aliphatic C(17)-polyacetylenes on intestinal cell proliferation.
PubMed:[Study on chemical constituents from Cicuta virosa var. latisecta].
PubMed: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.
PubMed:Polyacetylenes from sardinian Oenanthe fistulosa: a molecular clue to risus sardonicus.
PubMed:[Studies on chemical constituents of Peucedanum delavayi].
PubMed:Indoleacetic acid falcarindiol ester induces granulocytic differentiation of the human leukemia cell line HL-60.
PubMed:Reinvestigation of the bitter compounds in carrots (Daucus carota L.) by using a molecular sensory science approach.
PubMed:The polyacetylenes falcarinol and falcarindiol affect stress responses in myotube cultures in a biphasic manner.
PubMed:Anti-TB polyynes from the roots of Angelica sinensis.
PubMed:Purple carrot (Daucus carota L.) polyacetylenes decrease lipopolysaccharide-induced expression of inflammatory proteins in macrophage and endothelial cells.
PubMed:Antimycobacterial polyacetylenes from Levisticum officinale.
PubMed:Novel coumarin glycoside and phenethyl vanillate from Notopterygium forbesii and their binding affinities for opioid and dopamine receptors.
PubMed:[Studies on chemical constituents of rhizomes of Ligusticum chuanxiong].
PubMed:Hederyne A, a new antimicrobial polyacetylene from galls of Hedera rhombea Bean.
PubMed:Cytotoxic constituents from angelicae sinensis radix.
PubMed:Lignans and coumarins from the roots of Anthriscus sylvestris and their increase of caspase-3 activity in HL-60 cells.
PubMed:The polyacetylene falcarindiol with COX-1 activity isolated from Aegopodium podagraria L.
PubMed:[Studies on the chemical constituents of the aerial parts of Seseli mairei].
PubMed:Growth inhibitory indole acetic acid polyacetylenic ester from Japanese ivy (Hedera rhombea Bean).
PubMed:Determination of polyacetylenes in carrot roots (Daucus carota L.) by high-performance liquid chromatography coupled with diode array detection.
PubMed:Serotonergic activity-guided phytochemical investigation of the roots of Angelica sinensis.
PubMed:Antibacterial activity of components from Lomatium californicum.
PubMed:The antimycobacterial constituents of dill (Anethum graveolens).
PubMed:In vitro GABA-transaminase inhibitory compounds from the root of Angelica dahurica.
PubMed: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.
PubMed: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.
PubMed:In situ simultaneous analysis of polyacetylenes, carotenoids and polysaccharides in carrot roots.
PubMed:Spatial tissue distribution of polyacetylenes in carrot root.
PubMed:Polyacetylenes from the Apiaceae vegetables carrot, celery, fennel, parsley, and parsnip and their cytotoxic activities.
PubMed:Inhibitory constituents against cyclooxygenases from Aralia cordata Thunb.
PubMed:Falcarindiol impairs the expression of inducible nitric oxide synthase by abrogating the activation of IKK and JAK in rat primary astrocytes.
PubMed:Cytotoxic constituents of roots of Chaerophyllum hirsutum.
PubMed: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.
PubMed:New constituents of Artemisia monosperma.
PubMed:The anti-staphylococcal activity of Angelica dahurica (Bai Zhi).
PubMed:Falcarindiol inhibits nitric oxide-mediated neuronal death in lipopolysaccharide-treated organotypic hippocampal cultures.
PubMed:Lignans, phenylpropanoids and polyacetylenes from Chaerophyllum aureum L. (Apiaceae).
PubMed:Structural and sensory characterization of compounds contributing to the bitter off-taste of carrots (Daucus carota L.) and carrot puree.
PubMed:Four guaianolides from Sinodielsia yunnanensis.
PubMed:Olefin cross-metathesis as a tool in natural product degradation. The stereochemistry of (+)-falcarindiol.
PubMed:Chemosystematic investigations of irregular diterpenes in Anisotome and related New Zealand Apiaceae.
PubMed:Inducible nitric oxide synthase inhibitors from Saposhnikovia divaricata and Panax quinquefolium.
PubMed:Synthesis and cytotoxic activity of a series of diacetylenic compounds related to falcarindiol.
PubMed:Medicinal foodstuffs. XX. Vasorelaxant active constituents from the roots of Angelica furcijuga Kitagawa: structures of hyuganins A, B, C, and D.
PubMed:Cytotoxic constituents from the roots of Anthriscus sylvestris.
PubMed:Stereoselective total synthesis of (3R,8S)-falcarindiol, a common polyacetylenic compound from umbellifers
PubMed:Antiproliferative constituents from umbelliferae plants. V. A new furanocoumarin and falcarindiol furanocoumarin ethers from the root of Angelica japonica.
PubMed:Hepatoprotective and nitric oxide production inhibitory activities of coumarin and polyacetylene constituents from the roots of Angelica furcijuga.
PubMed:Novel antiproliferative falcarindiol furanocoumarin ethers from the root of Angelica japonica.
PubMed:Inhibitory effects of Angelica pubescens f. biserrata on 5-lipoxygenase and cyclooxygenase.
PubMed:Antiproliferative constituents in umbelliferae plants. IV. Constituents in the fruits of Anthriscus sylvestris Hoffm.
PubMed:Antiproliferative constituents in umbelliferae plants. III. Constituents in the root and the ground part of Anthriscus sylvestris Hoffm.
PubMed:Antiproliferative constituents in Umbelliferae plants II. Screening for polyacetylenes in some Umbelliferae plants, and isolation of panaxynol and falcarindiol from the root of Heracleum moellendorffii.
PubMed:[Polyacetylene compounds from Panax notoginsenoside].
PubMed:5-Lipoxygenase and cyclooxygenase inhibitory active constituents from Qianghuo (Notopterygium incisum).
PubMed:Effects of cicutoxin and related polyacetylenes from Cicuta virosa on neuronal action potentials: a comparative study on the mechanism of the convulsive action.
PubMed:[Chemical constituents of Aralia fargesii Franch].
PubMed:Cytotoxic falcarinol oxylipins from Dendropanax arboreus.
PubMed:Potent allelochemical falcalindiol from Glehnia littoralis F. Schm.
PubMed:Polyacetylenes from water hemlock, Cicuta virosa.
PubMed:Screening of polyacetylenic alcohols in crude drugs using the ELISA for panaxytriol.
PubMed:Panaxynol, a polyacetylene compound isolated from oriental medicines, inhibits mammalian lipoxygenases.
PubMed:Bioactive metabolites from Sicilian marine fennel, Crithmum maritimum.
PubMed:Isolation, identification, and bioassay of chemicals affecting nonpreference carrot-root resistance to carrot-fly larva.
PubMed:Isolation of the antifungal compounds falcarindiol and sarisan from Heteromorpha trifoliata.
PubMed:Elicitation of diacetylenic compounds in suspension cultured cells of eggplant.
PubMed:Allergic contact dermatitis from falcarinol isolated from Schefflera arboricola.
PubMed:Antibiotic compounds from New Zealand plants. I. Falcarindiol, an anti-dermatophyte agent from Schefflera digitata.
PubMed:Anti-nociceptive substances from the roots of Angelica acutiloba.
Constit. of roots of several plants including the common carrot (Daucus carota) and Angelica acutiloba (Dong Dang Gui)
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