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2-Methyl anthraquinone | CAS:84-54-8
2-Methyl anthraquinone
  • Name:2-Methyl anthraquinone
  • CAS:84-54-8
  • Synonyms:Methylanthraquinone; Tectoquinone; 2-Methyl-9,10-anthracenedione
  • Molecular Formula:C15H10O2
  • Molecular Weight:222.24
  • EINESC:201-539-6

Description

Properties

Melting point 168 ºC
Boiling point 236 ºC
Flash point 209 ºC

Safety

SDS/MSDS S24/25

SDS

Source SDS/MSDS Samples
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Synthetic Route
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Articles
Peer-Reviewed Papers
Cyclobranol: a substrate for C25-methyl sterol side chains and potent mechanism-based inactivator of plant sterol methyltransferase.Junqing Wang et al.Bioorganic & medicinal chemistry letters, 18(14), 3878-3881 (2008-07-02) Analysis of triterpenoids and phytosterols in vegetables by thin-layer chromatography coupled to tandem mass spectrometry.Katerina Naumoska et al.Journal of chromatography. A, 1381, 229-238 (2015-01-20) Co-expression of squalene epoxidases with triterpene cyclases boosts production of triterpenoids in plants and yeast.Lemeng Dong et al.Metabolic engineering, 49, 1-12 (2018-07-18) Three new cycloartenol glycosides from the roots of Cimicifuga simplex.HaiXue Kuang et al.Planta medica, 78(6), 622-625 (2012-02-11) Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme a reductase.Laurent F Wentzinger et al.Plant physiology, 130(1), 334-346 (2002-09-13) Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction.Augusta Caligiani et al.Plant foods for human nutrition (Dordrecht, Netherlands), 65(3), 277-283 (2010-07-08) Steroid biosynthesis in prokaryotes: identification of myxobacterial steroids and cloning of the first bacterial 2,3(S)-oxidosqualene cyclase from the myxobacterium Stigmatella aurantiaca.Helge Björn Bode et al.Molecular microbiology, 47(2), 471-481 (2003-01-10) Albinism and cell viability in cycloartenol synthase deficient Arabidopsis.Elena Babiychuk et al.Plant signaling & behavior, 3(11), 978-980 (2009-08-26) Phylotranscriptomics in Cucurbitaceae Reveal Multiple Whole-Genome Duplications and Key Morphological and Molecular Innovations.Jing Guo et al.Molecular plant, 13(8), 1117-1133 (2020-05-24) Sterol C24-methyltransferase: mechanistic studies of the C-methylation reaction with 24-fluorocycloartenol.Junqing Wang et al.Bioorganic & medicinal chemistry letters, 18(1), 232-235 (2007-11-14) Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin.Sarwat Sultana et al.Redox report : communications in free radical research, 8(2), 105-112 (2003-06-14) Transcriptomic response to cold of thermophilous medicinal plant Marsdenia tenacissima.Guangqiang Long et al.Gene, 742, 144602-144602 (2020-03-23) Inhibition of the sterol pathway in leek seedlings impairs phosphatidylserine and glucosylceramide synthesis but triggers an accumulation of triacylglycerols.Marie-Andrée Hartmann et al.Biochimica et biophysica acta, 1583(3), 285-296 (2002-08-15) Cloning and characterization of oxidosqualene cyclases from Kalanchoe daigremontiana: enzymes catalyzing up to 10 rearrangement steps yielding friedelin and other triterpenoids.Zhonghua Wang et al.The Journal of biological chemistry, 285(39), 29703-29712 (2010-07-09) Triterpene cyclases from Oryza sativa L.: cycloartenol, parkeol and achilleol B synthases.Ryousuke Ito et al.Organic letters, 13(10), 2678-2681 (2011-04-30) Characterization of a 2,3-oxidosqualene cyclase in the toosendanin biosynthetic pathway of Melia toosendan.Xufan Lian et al.Physiologia plantarum, 170(4), 528-536 (2020-08-15) [Studies on chemical constituents of Fragaria ananassa Duch].J I Ruan et al.Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 26(9), 610-612 (2003-06-05) Sterol C-24 methyltransferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed.Niklas Holmberg et al.Plant physiology, 130(1), 303-311 (2002-09-13) Phytosterols accumulation in the seeds of Linum usitatissimum L.Wahid Herchi et al.Plant physiology and biochemistry : PPB, 47(10), 880-885 (2009-07-21) Mechanism involved in the spasmolytic effect of a mixture of two triterpenes, cycloartenol and cycloeucalenol, isolated from Herissanthia tiubae in the guinea-pig ileum.Ana Yara Gomes et al.Planta medica, 71(11), 1025-1029 (2005-12-02) [Studies on chemical constituents of Ervatamia hainanensis].Xing-qi Tan et al.Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 28(11), 1040-1042 (2004-12-24) Plant lanosterol synthase: divergence of the sterol and triterpene biosynthetic pathways in eukaryotes.Satoru Sawai et al.Plant & cell physiology, 47(5), 673-677 (2006-03-15) A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula.Hideyuki Suzuki et al.The Plant journal : for cell and molecular biology, 32(6), 1033-1048 (2002-12-21) Changes of liposome and antioxidant activity in immature rice during seed development.Dan Li et al.Journal of food science, 85(1), 86-95 (2020-01-17) Transcriptome analysis and functional characterization of oxidosqualene cyclases of the arjuna triterpene saponin pathway.Gaurav Srivastava et al.Plant science : an international journal of experimental plant biology, 292, 110382-110382 (2020-02-02) New cycloartenol esters from Ixora coccinea.Consolacion Y Ragasa et al.Natural product research, 18(4), 319-323 (2004-06-25) Biosynthesis of phytosterols. Kinetic mechanism for the enzymatic C-methylation of sterols.W David Nes et al.The Journal of biological chemistry, 278(36), 34505-34516 (2003-06-17) Investigation of the potential for triterpene synthesis in rice through genome mining and metabolic engineering.Yoshi-Shige Inagaki et al.The New phytologist, 191(2), 432-448 (2011-04-20) Suppressing Farnesyl Diphosphate Synthase Alters Chloroplast Development and Triggers Sterol-Dependent Induction of Jasmonate- and Fe-Related Responses.David Manzano et al.Plant physiology, 172(1), 93-117 (2016-07-07) Determination of free steroidal compounds in vegetable oils by comprehensive two-dimensional gas chromatography coupled to time-of-flight mass spectrometry.Baocheng Xu et al.Food chemistry, 245, 415-425 (2017-12-31) [Study on chemical constituents in rhizome of Pinellia ternata].Ping He et al.Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30(9), 671-674 (2005-08-04) A Global Study by 1H NMR Spectroscopy and SPME-GC/MS of the in Vitro Digestion of Virgin Flaxseed Oil Enriched or not with Mono-, Di- or Tri-Phenolic Derivatives. Antioxidant Efficiency of These Compounds.Jon Alberdi-Cedeño et al.Antioxidants (Basel, Switzerland), 9(4) (2020-04-25) A dynamic role for sterols in embryogenesis of Pisum sativum.Kathrin Schrick et al.Phytochemistry, 72(6), 465-475 (2011-02-15) The photosynthetic bacteria Rhodobacter capsulatus and Synechocystis sp. PCC 6803 as new hosts for cyclic plant triterpene biosynthesis.Anita Loeschcke et al.PloS one, 12(12), e0189816-e0189816 (2017-12-28) Mechanism-based active site modification of the soybean sterol methyltransferase by 26,27-dehydrocycloartenol.Zhihong Song et al.Bioorganic & medicinal chemistry letters, 14(1), 33-36 (2003-12-20) Characterisation of triterpenes and new phenolic lipids in Cameroonian propolis.M N Kardar et al.Phytochemistry, 106, 156-163 (2014-08-12) Dual biosynthetic pathways to phytosterol via cycloartenol and lanosterol in Arabidopsis.Kiyoshi Ohyama et al.Proceedings of the National Academy of Sciences of the United States of America, 106(3), 725-730 (2009-01-14) Analysis of the mechanisms regulating the expression of isoprenoid biosynthesis genes in hydroponically-grown Nicotiana benthamiana plants using virus-induced gene silencing.Go Atsumi et al.Scientific reports, 8(1), 14804-14804 (2018-10-06) Study of the In Vitro Digestion of Olive Oil Enriched or Not with Antioxidant Phenolic Compounds. Relationships between Bioaccessibility of Main Components of Different Oils and Their Composition.Jon Alberdi-Cedeño et al.Antioxidants (Basel, Switzerland), 9(6) (2020-06-25) Comparative analysis of sterol acquisition in the oomycetes Saprolegnia parasitica and Phytophthora infestans.Paul Dahlin et al.PloS one, 12(2), e0170873-e0170873 (2017-02-06) Morphological Characteristics, Nutrients, and Bioactive Compounds of Zizania latifolia, and Health Benefits of Its Seeds.Ning Yan et al.Molecules (Basel, Switzerland), 23(7) (2018-07-01) Brassinosteroids. Plant counterparts to animal steroid hormones?Steven D Clouse Vitamins and hormones, 65, 195-223 (2002-12-17) The biosynthetic pathway of the nonsugar, high-intensity sweetener mogroside V from Siraitia grosvenorii.Maxim Itkin et al.Proceedings of the National Academy of Sciences of the United States of America, 113(47), E7619-E7628 (2016-11-09) Pathway engineering for efficient biosynthesis of violaxanthin in Escherichia coli.Miho Takemura et al.Applied microbiology and biotechnology, 103(23-24), 9393-9399 (2019-11-02) Discrimination of red and white rice bran from Indonesia using HPLC fingerprint analysis combined with chemometrics.Aryani Sabir et al.Food chemistry, 221, 1717-1722 (2016-12-17) Effect of biologically active substances on oxidative stability of flaxseed oil.Oleg Shadyro et al.Journal of food science and technology, 57(1), 243-252 (2020-01-25) Inferring Biochemical Reactions and Metabolite Structures to Understand Metabolic Pathway Drift.Arnaud Belcour et al.iScience, 23(2), 100849-100849 (2020-02-15) Metabolic engineering of soybean affords improved phytosterol seed traits.Anjanasree K Neelakandan et al.Plant biotechnology journal, 10(1), 12-19 (2011-05-11) The Pneumocystis carinii drug target S-adenosyl-L-methionine:sterol C-24 methyl transferase has a unique substrate preference.Edna S Kaneshiro et al.Molecular microbiology, 44(4), 989-999 (2002-05-16) A gene cluster for secondary metabolism in oat: implications for the evolution of metabolic diversity in plants.X Qi et al.Proceedings of the National Academy of Sciences of the United States of America, 101(21), 8233-8238 (2004-05-19)
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