strigol
(+)-orobanchyl acetate
 
Notes:
None found
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CAS Number: 11017-56-4Picture of molecule3D/inchi
FDA UNII: 7I81Q4NS29
Nikkaji Web: J465.547H
XlogP3: 1.30 (est)
Molecular Weight: 346.37954000
Formula: C19 H22 O6
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1030 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for strigol usage levels up to:
 not for fragrance use.
 
Recommendation for strigol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5281396
National Institute of Allergy and Infectious Diseases: Data
 (3E,3aR,5S,8bS)-5-hydroxy-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one
Chemidplus: 0011017564
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References:
 (3E,3aR,5S,8bS)-5-hydroxy-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5281396
Pubchem (cas): 11017-56-4
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09190
HMDB (The Human Metabolome Database): HMDB36677
FooDB: FDB015607
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 gossypium hirsutum root
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Synonyms:
(3E,3aR,5S,8bS)-5-hydroxy-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one
2H-indeno(1,2-b)furan-2-one, 3-((((2R)-2,5-dihydro-4-methyl-5-oxo-2-furanyl)oxy)methylene)-3,3a,4,5,6,7,8,8b-octahydro-5-hydroxy-8,8-dimethyl-, (3E,3aR,5S,8bS)-
(+)-orobanchyl acetate
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Articles:
PubMed: Strigolactones: new plant hormones in the spotlight.
PubMed: Evidence for species-dependent biosynthetic pathways for converting carlactone to strigolactones in plants.
PubMed: Strigolactone-mediated Stimulation of Secondary Xylem Proliferation in Stems.
PubMed: A Factor Linking Floral Organ Identity and Growth Revealed by Characterization of the Tomato Mutantunfinished flower development(ufd).
PubMed: Strigolactones and parasitic weed management 50 years after the discovery of the first natural strigolactone strigol: status and outlook.
PubMed: Strigolactones redefine plant hormones.
PubMed: Nitro-Phenlactone, a Carlactone Analog with Pleiotropic Strigolactone Activities.
PubMed: Carlactone-type strigolactones and their synthetic analogues as inducers of hyphal branching in arbuscular mycorrhizal fungi.
PubMed: LATERAL BRANCHING OXIDOREDUCTASE acts in the final stages of strigolactone biosynthesis in Arabidopsis.
PubMed: Stereospecificity in strigolactone biosynthesis and perception.
PubMed: Strigolactone-Induced Putative Secreted Protein 1 Is Required for the Establishment of Symbiosis by the Arbuscular Mycorrhizal Fungus Rhizophagus irregularis.
PubMed: Parasitic weed management by using strigolactone-degrading fungi.
PubMed: Suicidal germination for parasitic weed control.
PubMed: The role of strigolactones during plant interactions with the pathogenic fungus Fusarium oxysporum.
PubMed: Effect of volatiles versus exudates released by germinating spores of Gigaspora margarita on lateral root formation.
PubMed: Synthesis of strigolactones, a strategic account.
PubMed: PARASITIC PLANTS. Probing strigolactone receptors in Striga hermonthica with fluorescence.
PubMed: Synthesis of stable isotopically labelled 3-methylfuran-2(5H)-one and the corresponding strigolactones.
PubMed: Strigolactone Regulates Leaf Senescence in Concert with Ethylene in Arabidopsis.
PubMed: Seed response to strigolactone is controlled by abscisic acid-independent DNA methylation in the obligate root parasitic plant, Phelipanche ramosa L. Pomel.
PubMed: Strigolactone regulates anthocyanin accumulation, acid phosphatases production and plant growth under low phosphate condition in Arabidopsis.
PubMed: Asymmetric localizations of the ABC transporter PaPDR1 trace paths of directional strigolactone transport.
PubMed: Strigolactone biosynthesis and perception.
PubMed: The role of strigolactones in photomorphogenesis of pea is limited to adventitious rooting.
PubMed: Strigolactone analogues induce apoptosis through activation of p38 and the stress response pathway in cancer cell lines and in conditionally reprogrammed primary prostate cancer cells.
PubMed: DWARF3 participates in an SCF complex and associates with DWARF14 to suppress rice shoot branching.
PubMed: Carlactone is an endogenous biosynthetic precursor for strigolactones.
PubMed: Enantioselective synthesis of the strigolactone mimic (+)-GR24.
PubMed: Positive regulatory role of strigolactone in plant responses to drought and salt stress.
PubMed: MicroRNA156: a potential graft-transmissible microRNA that modulates plant architecture and tuberization in Solanum tuberosum ssp. andigena.
PubMed: The origins and mechanisms of karrikin signalling.
PubMed: Novel insights into strigolactone distribution and signalling.
PubMed: Structural requirements of strigolactones for germination induction and inhibition of Striga gesnerioides seeds.
PubMed: Hormonal signals involved in the regulation of cambial activity, xylogenesis and vessel patterning in trees.
PubMed: Strigone, isolation and identification as a natural strigolactone from Houttuynia cordata.
PubMed: Confirming stereochemical structures of strigolactones produced by rice and tobacco.
PubMed: Structure and activity of strigolactones: new plant hormones with a rich future.
PubMed: Strigolactones: a novel class of phytohormones that inhibit the growth and survival of breast cancer cells and breast cancer stem-like enriched mammosphere cells.
PubMed: Maternal tissue is involved in stimulant reception by seeds of the parasitic plant Orobanche.
PubMed: Effects of triazole derivatives on strigolactone levels and growth retardation in rice.
PubMed: Synthetic studies on the solanacol ABC ring system by cation-initiated cascade cyclization: implications for strigolactone biosynthesis.
PubMed: Strigolactone analogs derived from ketones using a working model for germination stimulants as a blueprint.
PubMed: Strigolactone deficiency confers resistance in tomato line SL-ORT1 to the parasitic weeds Phelipanche and Orobanche spp.
PubMed: A tomato strigolactone-impaired mutant displays aberrant shoot morphology and plant interactions.
PubMed: Strigolactones are a new-defined class of plant hormones which inhibit shoot branching and mediate the interaction of plant-AM fungi and plant-parasitic weeds.
PubMed: A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity.
PubMed: [Carotenoid-derived new plant hormone that regulates shoot branching].
PubMed: New chemical clues for broomrape-sunflower host-parasite interactions: synthesis of guaianestrigolactones.
PubMed: Multiple layers of incompatibility to the parasitic witchweed, Striga hermonthica.
PubMed: Structure and function of natural and synthetic signalling molecules in parasitic weed germination.
PubMed: Strigolactones: structures and biological activities.
PubMed: Strigolactones: ecological significance and use as a target for parasitic plant control.
PubMed: Isolation and identification of alectrol as (+)-orobanchyl acetate, a germination stimulant for root parasitic plants.
PubMed: 2'-epi-orobanchol and solanacol, two unique strigolactones, germination stimulants for root parasitic weeds, produced by tobacco.
PubMed: Nitrogen deficiency as well as phosphorus deficiency in sorghum promotes the production and exudation of 5-deoxystrigol, the host recognition signal for arbuscular mycorrhizal fungi and root parasites.
PubMed: Production of (+)-5-deoxystrigol by Lotus japonicus root culture.
PubMed: Strigol: biogenesis and physiological activity.
PubMed: The strigolactone germination stimulants of the plant-parasitic Striga and Orobanche spp. are derived from the carotenoid pathway.
PubMed: An improved axenic system for studying pre-infection development of the parasitic plant Orobanche ramosa.
PubMed: Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi.
PubMed: Plant-fungal associations: cue for the branching connection.
PubMed: Confirmation and quantification of strigolactones, germination stimulants for root parasitic plants Striga and Orobanche, produced by cotton.
PubMed: Fluridone and norflurazon, carotenoid-biosynthesis inhibitors, promote seed conditioning and germination of the holoparasite Orobanche minor.
PubMed: In vitro germination of Striga hermonthica and Striga aspera seeds by 1-aminocyclopropane-1-carboxylic acid.
PubMed: (+)-Strigol, a witchweed seed germination stimulant, from Menispermum dauricum root culture.
PubMed: Analysis of strigolactones, germination stimulants for striga and orobanche, by high-performance liquid chromatography/tandem mass spectrometry.
PubMed: SAR studies of sesquiterpene lactones as Orobanche cumana seed germination stimulants.
PubMed: Sunflower (Helianthus annuus L.) response to broomrape (Orobanche cernua Loefl.) parasitism: induced synthesis and excretion of 7-hydroxylated simple coumarins.
PubMed: Sunflower sesquiterpene lactone models induce Orobanche cumana seed germination.
PubMed: A critical account on the inception of Striga seed germination.
PubMed: Enzymatic Kinetic Resolution of 5-Hydroxy-4-oxa-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-ones: A Useful Approach to D-Ring Synthons for Strigol Analogues with Remarkable Stereoselectivity.
PubMed: Strigol Analogs Inhibit Seedling Growth and Haustorial Development in Sopubia delphinifolia G. Don. -A Hemi-root Parasite.
PubMed: Germination of Witchweed (Striga lutea Lour.): Isolation and Properties of a Potent Stimulant.
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