physcione

9,10-anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

CAS: 521-61-9 C16 H12 O5 MW: 284.26764000

Identification

Namephyscione
IUPAC1,8-dihydroxy-3-methoxy-6-methylanthracene-9,10-dione
CAS Number521-61-9
EINECS208-315-7
FDA UNIIH6PT94IV61
Molecular FormulaC16 H12 O5
Molecular Weight284.26764000
MDL NumberMFCD00017374
Nikkaji NumberJ11.586J
Beilstein1915778

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 560.53 °C. @ 760.00 mm Hg (est)
Flash Point 420.00 °F. TCC ( 215.40 °C. ) (est)
logP (o/w) 5.078 (est)
Soluble in water, 0.5633 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 10 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for physcione usage levels up tonot for fragrance use.
Recommendation for physcione flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

rhubarb root rumex crispus root sage sorrel garden sorrel plant

Synonyms

9,10- anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- 9,10- anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI) anthraquinone, 1,8-dihydroxy-3-methoxy-6-methyl- 1,8- dihydroxy-3-methoxy-6-methyl anthraquinone 1,8- dihydroxy-3-methoxy-6-methyl-9,10-anthracene dione 1,8- dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione 1,8- dihydroxy-3-methoxy-6-methyl-9,10-anthraquinone 1,8- dihydroxy-3-methoxy-6-methyl-anthraquinone 1,8- dihydroxy-3-methoxy-6-methylanthracene-9,10-dione 1,8- dihydroxy-3-methoxy-6-methylanthraquinone 1,8- dihydroxy-3-methyl-6-methoxy-9,10-anthraquinone 1,8- dihydroxy-3-methyl-6-methoxyanthraquinone 1,8- dihydroxy-6-methoxy-3-methylanthracene-9,10-dione emodin 3-methyl ether emodin-3-methyl ether emodin-3-methylether parietin physcion rheochrysidin PubMed: Lichen secondary metabolites as DNA-interacting agents. PubMed: Application of an efficient strategy based on liquid-liquid extraction, high-speed counter-current chromatography, and preparative HPLC for the rapid enrichment, separation, and purification of four anthraquinones from Rheum tanguticum. PubMed: Purgative components in rhubarbs: adrenergic receptor inhibitors linked with glucose carriers. PubMed: Antioxidant polyketide phenolic metabolites from the edible mushroom Cortinarius purpurascens. PubMed: Quality assessment of Japanese knotweed (Fallopia japonica) grown on Prince Edward Island as a source of resveratrol. PubMed: Developmental changes in the composition of five anthraquinones from Rheum palmatum as quantified by (1) H-NMR. PubMed: Comparison of laxative and antioxidant activities of raw, processed and fermented Polygoni Multiflori radix. PubMed: Comparative pharmacokinetics of five rhubarb anthraquinones in normal and thrombotic focal cerebral ischemia-induced rats. PubMed: Effect of acute pancreatitis on the pharmacokinetics of Chinese herbal ointment Liu-He-Dan in anaesthetized rats. PubMed: A strategy for detecting absorbed bioactive compounds for quality control in the water extract of rhubarb by ultra performance liquid chromatography with photodiode array detector. PubMed: A new polymorph of physcion. PubMed: [Chemical constituents of Berchemia lineate]. PubMed: [Determination of four anthraquinones in Sanhuang tablets by QAMS]. PubMed: Enhancement of fluoride activity against Streptococcus mutans biofilms by a substance separated from Polygonum cuspidatum. PubMed: Lichen secondary metabolites are responsible for induction of apoptosis in HT-29 and A2780 human cancer cell lines. PubMed: Anthraquinones of Cissus populnea Guill & Perr (Amplidaceae). PubMed: Combined phytochemistry and chemotaxis assays for identification and mechanistic analysis of anti-inflammatory phytochemicals in Fallopia japonica. PubMed: [Chemical constituents of Carya cathayensis and their antitumor bioactivity]. PubMed: A comparative study on the tissue distributions of rhubarb anthraquinones in normal and CCl4-injured rats orally administered rhubarb extract. PubMed: [Alkaloids and anthraquinones from branches and leaves of uvaria kurzii]. PubMed: Hepatoxicity of major constituents and extractions of Radix Polygoni Multiflori and Radix Polygoni Multiflori Praeparata. PubMed: The use of response surface methodology to optimize the ultrasound-assisted extraction of five anthraquinones from Rheum palmatum L. PubMed: Comparative analyses of chromatographic fingerprints of the roots of Polygonum multiflorum Thunb. and their processed products using RRLC/DAD/ESI-MS(n). PubMed: [Tissue distribution of free anthraquinones in SD rats after orally administered extracts from raw and prepared rhubarbs]. PubMed: Simultaneous determination of eight anthraquinones in Semen Cassiae by HPLC-DAD. PubMed: Sensitivity of Xanthoria parietina to UV-A: role of metabolic modulators. PubMed: Preparative isolation of three anthraquinones from Rumex japonicus by high-speed counter-current chromatography. PubMed: Physiological responses of root-less epiphytic plants to acid rain. PubMed: [Studies on the chemical constituents of radix Boehmeriae]. PubMed: Phytochemical and antioxidant studies of Laurera benguelensis growing in Thailand. PubMed: [Liposomal encapsulation of free anthraquinones in rhizoma et radix rhei and its quality control]. PubMed: [Studies on the chemical constituents of Kalimeris indica]. PubMed: Variable responses of different human cancer cells to the lichen compounds parietin, atranorin, usnic acid and gyrophoric acid. PubMed: [Chemical constituents of Discocleidion rufescens]. PubMed: A new bianthracene C-arabinopyranoside from Senna septemtrionalis. PubMed: The correlation between bioactive components of Fallopia multiflora root and environmental factors. PubMed: Bioactivity-guided separation of anti-acidogenic substances against Streptococcus mutans UA 159 from Polygonum cuspidatum. PubMed: Physcion, a natural anthraquinone derivative, enhances the gene expression of leaf-specific thionin of barley against Blumeria graminis. PubMed: Qualitative and quantitative analysis of anthraquinone derivatives in rhizomes of tissue culture-raised Rheum emodi Wall. plants. PubMed: Light screening in lichen cortices can be quantified by chlorophyll fluorescence techniques for both reflecting and absorbing pigments. PubMed: Physcion-8-O-beta-D-glucopyranoside enhances the commitment of mouse mesenchymal progenitors into osteoblasts and their differentiation: Possible involvement of signaling pathways to activate BMP gene expression. PubMed: [Effect of processing on the chemical contents and hepatic and renal toxicity of rhubarb studied by canonical correlation analysis]. PubMed: Comparison of three different extraction methods and HPLC determination of the anthraquinones aloe-emodine, emodine, rheine, chrysophanol and physcione in the bark of Rhamnus alpinus L. (Rhamnaceae). PubMed: Effect of severe acute pancreatitis on pharmacokinetics of Da-Cheng-Qi Decoction components. PubMed: Simultaneous determination of seven components in Qibaomeiran pill by HPLC-DAD. PubMed: Phytochemical investigation of the Australian lichens Ramalina glaucescens and Xanthoria parietina. PubMed: Simple and reliable methods for the determination of sixteen marker components for quality control of Daochi pill by HPLC coupled with diode array detection. PubMed: Simultaneous determination of the 10 major components of Da-Cheng-Qi decoction in dog plasma by liquid chromatography tandem mass spectrometry. PubMed: Effective constituents in Xiexin Decoction for anti-inflammation. PubMed: Ultrasonic extraction and HPLC determination of anthraquinones, aloe-emodine, emodine, rheine, chrysophanol and physcione, in roots of Polygoni multiflori. PubMed: A new chalcone glycoside from Rhamnus nipalensis. PubMed: Dissociation and metal-binding characteristics of yellow lichen substances suggest a relationship with site preferences of lichens. PubMed: [Study on the chemical constituents of Rhizoma Cyperi]. PubMed: [Studies on chemical constituents and volatile oil of Xiaochengqi decoction]. PubMed: [Theoretical and experimental studies on solubility parameters of multiple components for traditional Chinese materia medica with HPLC]. PubMed: Anti-proliferative effects of estrogen receptor-modulating compounds isolated from Rheum palmatum. PubMed: [A new qualitative and quantitative analytical method of chromatographic fingerprints: total quantum statistical moment]. PubMed: A new spiroketal from Aspergillus terreus, an endophytic fungus in Opuntia ficusindica Mill. PubMed: [Study on correlation of soil nutrients and content of active constituents in root of Rumex gmelini]. PubMed: Optimization and validation of a chromatographic method for the simultaneous quantification of six bioactive compounds in Rhizoma et Radix Polygoni Cuspidati. PubMed: Lichen secondary metabolites from the cultured lichen mycobionts of Teloschistes chrysophthalmus and Ramalina celastri and their antiviral activities. PubMed: A new isocoumarin from Hypericum annulatum. PubMed: Study of interactions of anthraquinones with DNA using ethidium bromide as a fluorescence probe. PubMed: In situ synthesis of molecularly imprinted polymers on glass microspheres in a column. PubMed: [Application of macroporous resin in purification for effective part from Polygonum cuspidatum]. PubMed: Preparative isolation and purification of hydroxyanthraquinones from Rheum tanguticum Maxim. on normal phase silica gel: using a Flash Master Personal system. PubMed: Tolerance of the lichen Xanthoria parietina (L.) Th. Fr. to metal stress. PubMed: Anthraquinones, Cdc25B phosphatase inhibitors, isolated from the roots of Polygonum multiflorum Thunb. PubMed: Synergistic interaction of physcion and chrysophanol on plant powdery mildew. PubMed: Alterations in secondary metabolism of aposymbiotically grown mycobionts of Xanthoria elegans and cultured resynthesis stages. PubMed: [Induction of hairy roots and anthraquinone production in Rheum palmatum]. PubMed: Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata. PubMed: Supercritical CO2 extraction of emodin and physcion from Polygonum cuspidatum and subsequent isolation by semipreparative chromatography. PubMed: [Studies on the chemical constituents in stem rind of Wikstroemia indica]. PubMed: [HPLC fingerprint of Rhizoma Polygoni Cuspidati]. PubMed: [Studies on chemical constituents of hairy root of Cassia obtusifolia]. PubMed: [Simultaneous determination of resveratrol, emodin, chrysophanol, physcion, in root of Polygonam cuspidatum and its extract by HPLC]. PubMed: Annual variation in photo acclimation and photoprotection of the photobiont in the foliose lichen Xanthoria parietina. PubMed: Preparative isolation and purification of five compounds from the Chinese medicinal herb Polygonum cuspidatum Sieb. et Zucc by high-speed counter-current chromatography. PubMed: Evaluation of the antibacterial activity of Ventilago madraspatana Gaertn., Rubia cordifolia Linn. and Lantana camara Linn.: isolation of emodin and physcion as active antibacterial agents. PubMed: Determination and locational variations in the quantity of hydroxyanthraquinones and their glycosides in rhizomes of Rheum emodi using high-performance liquid chromatography. PubMed: [Studies on the chemical constituents in herb of Mentha haplocalyx]. PubMed: [Influence of processing rhubarb on it's anthraquinone contents]. PubMed: [Study on the optimal harvesting time of Rumex gmelini by analyzing the contents of principal components]. PubMed: Separation and determination of four active anthraquinones in Chinese herbal preparations by flow injection-capillary electrophoresis. PubMed: Raman spectroscopic analysis of cyanobacterial gypsum halotrophs and relevance for sulfate deposits on Mars. PubMed: [Influence of process methods on contents of chemical component Radix Polygoni Multiflori]. PubMed: The potential of the lichen symbiosis to cope with the extreme conditions of outer space II: germination capacity of lichen ascospores in response to simulated space conditions. PubMed: Antifungal activity of Rubia tinctorum, Rhamnus frangula and Caloplaca cerina. PubMed: [Simultaneous determination of 4 anthraquinones in Kuhuang injection by RP-HPLC]. PubMed: Anti-proliferative lichen compounds with inhibitory activity on 12(S)-HETE production in human platelets. PubMed: [Phenolic compounds isolated from rhizoma of Aster tataricus]. PubMed: Lichen palatability depends on investments in herbivore defence. PubMed: Aspergillus fumigatus CY018, an endophytic fungus in Cynodon dactylon as a versatile producer of new and bioactive metabolites. PubMed: [Studies on the extraction of ingredients from Chinese traditional medicine with CO2 supercritical fluid]. PubMed: The lichens Xanthoria elegans and Cetraria islandica maintain a high protection against UV-B radiation in Arctic habitats. PubMed: Microbial glycosylation of four free anthraquinones by Absidia coerulea. PubMed: Micropropagation of Polygonum multiflorum THUNB and quantitative analysis of the anthraquinones emodin and physcion formed in in vitro propagated shoots and plants. PubMed: [Studies on the chemical constituents of Dendrobium fimbriatum]. PubMed: [Studies on chemical constituents of Bletilla striata (Thunb) Reichb. f]. PubMed: [Studies on the chemical constituents of the stems of Alyxia sinensis (I)]. PubMed: [Study on the quantitative change of anthraquinonoids of Rhei in the preparation of dachengqi]. PubMed: Is parietin a UV-B or a blue-light screening pigment in the lichen Xanthoria parietina? PubMed: [Studies on the chemical constituents of Evodia rutaecarpa (Juss.) Benth. var. officinalis (Dode) Huang]. PubMed: [Chemical constituents of Rheum wittrochii Lundstr(I)]. PubMed: Cytotoxic principles from Ventilago leiocarpa. PubMed: Determination of pKa values of anthraquinone compounds by capillary electrophoresis. PubMed: Occurrence of emodin, chrysophanol and physcion in vegetables, herbs and liquors. Genotoxicity and anti-genotoxicity of the anthraquinones and of the whole plants. PubMed: Factors affecting the genotoxic potency ranking of natural anthraquinones in mammalian cell culture systems. PubMed: [Isolation and identification of terpenoides and anthraquinones from Euphorbia fischeriana]. PubMed: A tumor cell growth inhibitor from Polygonum hypoleucum Ohwi. PubMed: Sequestration of lichen compounds by lichen-feeding members of the Arctiidae (Lepidoptera). PubMed: Sequestration of lichen compounds by three species of terrestrial snails. PubMed: Phytochemical investigation of Rumex luminiastrum. PubMed: Mutagenicity of substituted anthraquinones in the Ames/Salmonella microsome system. PubMed: Chemical Constituents of the Lichen Ramalina hierrensis. PubMed: [Chemical components of radix Polygoni multiflori and its preparation]. PubMed: [Isolation and identification of metabolites of physcion in rats and mice In vivo and In vitro].