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35825-57-1,MFCD07636810
Catalog No.:AA00I70U

35825-57-1 | Cryptotanshinone

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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00I70U
Chemical Name:
Cryptotanshinone
CAS Number:
35825-57-1
Molecular Formula:
C19H20O3
Molecular Weight:
296.3603
MDL Number:
MFCD07636810
SMILES:
C[C@H]1COC2=C1C(=O)C(=O)c1c2ccc2c1CCCC2(C)C
NSC Number:
686518
Properties
Computed Properties
 
Complexity:
571  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
XLogP3:
3.8  

Literature

Title: Characterization of the inhibitory activity of natural tanshinones from Salvia miltiorrhiza roots on protein tyrosine phosphatase 1B.

Journal: Chemico-biological interactions 20171225

Title: A novel topoisomerase 2a inhibitor, cryptotanshinone, suppresses the growth of PC3 cells without apparent cytotoxicity.

Journal: Toxicology and applied pharmacology 20170901

Title: Cryptotanshinone induces ROS-dependent autophagy in multidrug-resistant colon cancer cells.

Journal: Chemico-biological interactions 20170801

Title: Anticancer activity of cryptotanshinone on acute lymphoblastic leukemia cells.

Journal: Archives of toxicology 20160901

Title: Effects of tanshinones from Salvia miltiorrhiza on CYP2C19 activity in human liver microsomes: enzyme kinetic and molecular docking studies.

Journal: Chemico-biological interactions 20150325

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Tanshinones as selective and slow-binding inhibitors for SARS-CoV cysteine proteases.

Journal: Bioorganic & medicinal chemistry 20121001

Title: Cryptotanshinone down-regulates androgen receptor signaling by modulating lysine-specific demethylase 1 function.

Journal: International journal of cancer 20120915

Title: Cryptotanshinone attenuates isoprenaline-induced cardiac fibrosis in mice associated with upregulation and activation of matrix metalloproteinase-2.

Journal: Molecular medicine reports 20120701

Title: Tanshinones from Chinese medicinal herb Danshen (Salvia miltiorrhiza Bunge) suppress prostate cancer growth and androgen receptor signaling.

Journal: Pharmaceutical research 20120601

Title: The selective inhibitory effect of a synthetic tanshinone derivative on prostate cancer cells.

Journal: The Prostate 20120515

Title: Cryptotanshinone activates p38/JNK and inhibits Erk1/2 leading to caspase-independent cell death in tumor cells.

Journal: Cancer prevention research (Philadelphia, Pa.) 20120501

Title: Cryptotanshinione inhibits β-amyloid aggregation and protects damage from β-amyloid in SH-SY5Y cells.

Journal: Neurochemical research 20120301

Title: Cryptotanshinone induces ER stress-mediated apoptosis in HepG2 and MCF7 cells.

Journal: Apoptosis : an international journal on programmed cell death 20120301

Title: Cryptotanshinone suppresses androgen receptor-mediated growth in androgen dependent and castration resistant prostate cancer cells.

Journal: Cancer letters 20120301

Title: Production of salvianolic acid B in roots of Salvia miltiorrhiza (Danshen) during the post-harvest drying process.

Journal: Molecules (Basel, Switzerland) 20120227

Title: Tanshinone I increases CYP1A2 protein expression and enzyme activity in primary rat hepatocytes.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120115

Title: ortho-Quinone tanshinones directly inhibit telomerase through an oxidative mechanism mediated by hydrogen peroxide.

Journal: Bioorganic & medicinal chemistry letters 20111215

Title: Development of a strategy and process parameters for a green process in counter-current chromatography: purification of tanshinone IIA and cryptotanshinone from Salvia miltiorrhiza Bunge as a case study.

Journal: Journal of chromatography. A 20110909

Title: Bioactive tanshinones in Salvia miltiorrhiza inhibit the growth of prostate cancer cells in vitro and in mice.

Journal: International journal of cancer 20110901

Title: In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica.

Journal: Bioorganic & medicinal chemistry 20110815

Title: Flavans from Iris tenuifolia and their effects on β-amyloid aggregation and neural stem cells proliferation in vitro.

Journal: Bioorganic & medicinal chemistry letters 20110801

Title: Ultrasonication-assisted extraction and preconcentration of medicinal products from herb by ionic liquids.

Journal: Talanta 20110715

Title: Cryptotanshinone has diverse effects on cell cycle events in melanoma cell lines with different metastatic capacity.

Journal: Cancer chemotherapy and pharmacology 20110701

Title: Cryptotanshinone enhances TNF-α-induced apoptosis in chronic myeloid leukemia KBM-5 cells.

Journal: Apoptosis : an international journal on programmed cell death 20110701

Title: [Impact of Cryptotanshinone on the reproductivity and metabolism of male mice with Akt2 deletion].

Journal: Zhonghua nan ke xue = National journal of andrology 20110701

Title: Inhibitory effect of tanshinones on rat CYP3A2 and CYP2C11 activity and its structure-activity relationship.

Journal: Fitoterapia 20110601

Title: Cryptotanshinone reverses reproductive and metabolic disturbances in prenatally androgenized rats via regulation of ovarian signaling mechanisms and androgen synthesis.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20110401

Title: Induction of cytochromes P450 1A1 and 1A2 by tanshinones in human HepG2 hepatoma cell line.

Journal: Toxicology and applied pharmacology 20110401

Title: Plant density-dependent variations in bioactive markers and root yield in Australian-grown Salvia miltiorrhiza Bunge.

Journal: Chemistry & biodiversity 20110401

Title: Molecular imprinting in ionic liquid-modified porous polymer for recognitive separation of three tanshinones from Salvia miltiorrhiza Bunge.

Journal: Analytical and bioanalytical chemistry 20110301

Title: Activation of CYP3A-mediated testosterone 6β-hydroxylation by tanshinone IIA and midazolam 1-hydroxylation by cryptotanshinone in human liver microsomes.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20101201

Title: [Formulation study on cryptotanshinone gel for topical administration].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101201

Title: Simultaneous determination of danshensu, rosmarinic acid, cryptotanshinone, tanshinone IIA, tanshinone I and dihydrotanshinone I by liquid chromatographic-mass spectrometry and the application to pharmacokinetics in rats.

Journal: Journal of pharmaceutical and biomedical analysis 20101102

Title: [Absorption mechanism of tanshinone II A, cryptotanshinone, tanshinone I and tanshinones extract in rat small intestine in vivo].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101101

Title: [Effects of combination of Salvia miltiorrhiza and Panax notoginseng on the pharmacokinetics of their major bioactive components in Beagle dog].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20101101

Title: Interaction study of two diterpenes, cryptotanshinone and dihydrotanshinone, to human acetylcholinesterase and butyrylcholinesterase by molecular docking and kinetic analysis.

Journal: Chemico-biological interactions 20100906

Title: Synthesis and vasodilative activity of tanshinone IIA derivatives.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: Cryptotanshinone inhibits cancer cell proliferation by suppressing Mammalian target of rapamycin-mediated cyclin D1 expression and Rb phosphorylation.

Journal: Cancer prevention research (Philadelphia, Pa.) 20100801

Title: Cytotoxic effects of tanshinones from Salvia miltiorrhiza on doxorubicin-resistant human liver cancer cells.

Journal: Journal of natural products 20100528

Title: Cryptotanshinone, an acetylcholinesterase inhibitor from Salvia miltiorrhiza, ameliorates scopolamine-induced amnesia in Morris water maze task.

Journal: Planta medica 20100201

Title: Ionic liquid surfactant-mediated ultrasonic-assisted extraction coupled to HPLC: application to analysis of tanshinones in Salvia miltiorrhiza bunge.

Journal: Journal of separation science 20091201

Title: Reactive oxygen species-mediated kinase activation by dihydrotanshinone in tanshinones-induced apoptosis in HepG2 cells.

Journal: Cancer letters 20091118

Title: Proliferative inhibition of danxiongfang and its active ingredients on rat vascular smooth muscle cell and protective effect on the VSMC damage induced by hydrogen peroxide.

Journal: Journal of ethnopharmacology 20091112

Title: Preventive effects of a purified extract isolated from Salvia miltiorrhiza enriched with tanshinone I, tanshinone IIA and cryptotanshinone on hepatocyte injury in vitro and in vivo.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20091101

Title: HPLC profiles and biomarker contents of Australian-grown Salvia miltiorrhiza f. alba roots.

Journal: Chemistry & biodiversity 20090701

Title: Seasonal variations in bioactive marker contents in Australian-grown Salvia miltiorrhiza roots.

Journal: Chemistry & biodiversity 20090401

Title: Cryptotanshinone protects primary rat cortical neurons from glutamate-induced neurotoxicity via the activation of the phosphatidylinositol 3-kinase/Akt signaling pathway.

Journal: Experimental brain research 20090201

Title: Cultivar variations of Australian-grown Danshen (Salvia miltiorrhiza): bioactive markers and root yields.

Journal: Chemistry & biodiversity 20090201

Title: PXR-mediated transcriptional activation of CYP3A4 by cryptotanshinone and tanshinone IIA.

Journal: Chemico-biological interactions 20090115

Title: Salvia miltiorrhiza Bunge and its active component cryptotanshinone protects primary cultured rat hepatocytes from acute ethanol-induced cytotoxicity and fatty infiltration.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090101

Title: Genome-wide transcriptional profiling of the response of Staphylococcus aureus to cryptotanshinone.

Journal: Journal of biomedicine & biotechnology 20090101

Title: Structural elucidation of in vitro and in vivo metabolites of cryptotanshinone by HPLC-DAD-ESI-MS(n).

Journal: Journal of pharmaceutical and biomedical analysis 20081104

Title: Vascular effects of different lipophilic components of 'Danshen', a traditional Chinese medicine, in the isolated porcine coronary artery.

Journal: Journal of natural products 20081101

Title: [Effects of cryptotanshinone in lowering androgens synthesis for the prenatally androgenized male rats].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20081101

Title: Dihydrotanshinone, a lipophilic component of Salvia miltiorrhiza (danshen), relaxes rat coronary artery by inhibition of calcium channels.

Journal: Journal of ethnopharmacology 20080926

Title: T-DNA activation tagging as a tool to isolate Salvia miltiorrhiza transgenic lines for higher yields of tanshinones.

Journal: Planta medica 20080601

Title: Inhibition of prostaglandin and nitric oxide production in lipopolysaccharide-treated RAW 264.7 cells by tanshinones from the roots of Salvia miltiorrhiza bunge.

Journal: Archives of pharmacal research 20080601

Title: Simultaneous determination of tanshinone I, dihydrotanshinone I, tanshinone IIA and cryptotanshinone in rat plasma by liquid chromatography-tandem mass spectrometry: application to a pharmacokinetic study of a standardized fraction of Salvia miltiorrhiza, PF2401-SF.

Journal: Biomedical chromatography : BMC 20080501

Title: Pharmacokinetic characterization of hydroxylpropyl-beta-cyclodextrin-included complex of cryptotanshinone, an investigational cardiovascular drug purified from Danshen (Salvia miltiorrhiza).

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20080401

Title: Mechanisms of the dilator action of cryptotanshinone on rat coronary artery.

Journal: European journal of pharmacology 20080114

Title: Cytotoxicity of major tanshinones isolated from Danshen (Salvia miltiorrhiza) on HepG2 cells in relation to glutathione perturbation.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080101

Title: The correlation of Salvia miltiorrhiza extract-induced regulation of osteoclastogenesis with the amount of components tanshinone I, tanshinone IIA, cryptotanshinone, and dihydrotanshinone.

Journal: Immunopharmacology and immunotoxicology 20080101

Title: Effects of the coexisting diterpenoid tanshinones on the pharmacokinetics of cryptotanshinone and tanshinone IIA in rat.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20071201

Title: [Analysis on biomasses and contents of active components in roots of Salvia miltiorrhiza from different populations].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201

Title: Tanshinone congeners improve memory impairments induced by scopolamine on passive avoidance tasks in mice.

Journal: European journal of pharmacology 20071128

Title: Simultaneous determination of danshensu, ferulic acid, cryptotanshinone and tanshinone IIA in rabbit plasma by HPLC and their pharmacokinetic application in danxiongfang.

Journal: Journal of pharmaceutical and biomedical analysis 20070903

Title: [Contrast studies on content of hydrophobic components between Salvia yunnanensis roots and Salvia miltiorrhiza roots].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070901

Title: Antidiabetes and antiobesity effect of cryptotanshinone via activation of AMP-activated protein kinase.

Journal: Molecular pharmacology 20070701

Title: Cryptotanshinone inhibits chemotactic migration in macrophages through negative regulation of the PI3K signaling pathway.

Journal: British journal of pharmacology 20070701

Title: Abietane diterpenes from Salvia miltiorrhiza inhibit the activation of hypoxia-inducible factor-1.

Journal: Journal of natural products 20070701

Title: Cryptotanshinone inhibits macrophage migration by impeding F-actin polymerization and filopodia extension.

Journal: Life sciences 20070620

Title: Transport of cryptotanshinone, a major active triterpenoid in Salvia miltiorrhiza Bunge widely used in the treatment of stroke and Alzheimer's disease, across the blood-brain barrier.

Journal: Current drug metabolism 20070501

Title: Simultaneous determination of four tanshinones in Salvia miltiorrhiza by pressurized liquid extraction and capillary electrochromatography.

Journal: Journal of separation science 20070401

Title: [Pharmacokinetic interactions between the main components in the extracts of Salvia miltiorrhiza Bge. in rat].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070301

Title: [Effects of methyl jasmonat on accumulation and release of tanshinones in suspension cultures of Salvia miltiorrhiza hairy root].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070201

Title: [Study on uniform-design for optimizing supercritical-CO2 fluid extraction technique of tanshinones in radix salviae].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061201

Title: Cryptotanshinone inhibits cyclooxygenase-2 enzyme activity but not its expression.

Journal: European journal of pharmacology 20061107

Title: [Effect of micronization on the quality of Salvia miltiorrhiza Bge].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060801

Title: [Protective effect of tanshinones against liver injury in mice loaded with restraint stress].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20060701

Title: A mechanistic study of the intestinal absorption of cryptotanshinone, the major active constituent of Salvia miltiorrhiza.

Journal: The Journal of pharmacology and experimental therapeutics 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Simultaneous quantification of cryptotanshinone and its active metabolite tanshinone IIA in plasma by liquid chromatography/tandem mass spectrometry (LC-MS/MS).

Journal: Journal of pharmaceutical and biomedical analysis 20060213

Title: High-performance liquid chromatographic determination of tanshinones in the roots of Salvia miltiorrhiza and related traditional chinese medicinal preparations.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20060101

Title: Determination of cryptotanshinone and its metabolite in rat plasma by liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051205

Title: Simultaneous determination of tanshinone IIA and cryptotanshinone in rat plasma by liquid chromatography-electrospray ionisation-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051105

Title: A trihomoabietane diterpenoid from Plectranthus grandidentatus and an unusual addition of acetone to the ortho-quinone system of cryptotanshinone.

Journal: Journal of natural products 20050901

Title: Induction and potentiation of diterpenoid tanshinone accumulation in Salvia miltiorrhiza hairy roots by beta-aminobutyric acid.

Journal: Applied microbiology and biotechnology 20050801

Title: Inhibition of osteoclast differentiation by tanshinones from the root of Salvia miltiorrhiza bunge.

Journal: Archives of pharmacal research 20050801

Title: Nitrogen-containing compounds from Salvia miltiorrhiza.

Journal: Journal of natural products 20050701

Title: Cryptotanshinone but not tanshinone IIA inhibits angiogenesisin vitro.

Journal: Experimental & molecular medicine 20050430

Title: Simultaneous determination of cryptotanshinone, tanshinone I and tanshinone IIA in traditional Chinese medicinal preparations containing Radix salvia miltiorrhiza by HPLC.

Journal: Journal of pharmaceutical and biomedical analysis 20050309

Title: Antitumor Agents. 239. Isolation, structure elucidation, total synthesis, and anti-breast cancer activity of neo-tanshinlactone from Salvia miltiorrhiza.

Journal: Journal of medicinal chemistry 20041104

Title: Identification of major active constituents in the fingerprint of Salvia miltiorrhiza Bunge developed by high-speed counter-current chromatography.

Journal: Journal of chromatography. A 20040702

Title: Studies on the spectroscopic behavior of cryptotanshinone, tanshinone IIA, and tanshinone I.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040301

Title: Study on the inclusion complexes of cryptotanshinone with beta-cyclodextrin and hydroxypropyl-beta-cyclodextrin.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20031001

Title: Isolation and quantitative analysis of cryptotanshinone, an active quinoid diterpene formed in callus of Salvia miltiorrhiza BUNGE.

Journal: Biological & pharmaceutical bulletin 20030601

Title: [Extraction of three tanshinones from the root of Salvia miltiorrhiza Bunge by supercritical carbon dioxide fluid and their analysis with high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20020101

Title: Leishmanicidal, antiplasmodial, and cytotoxic activity of novel diterpenoid 1,2-quinones from Perovskia abrotanoides: new source of tanshinones.

Journal: Journal of natural products 20011101

Title: [Spectroscopic studies on the binding of effective component of Chinese herbs with human serum albumin].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20011001

Title: [Isolation and elucidation of chemical constituents of Shandanshaoyao Decoction(I)].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010601

Title: Shin DS, et al. Cryptotanshinone inhibits constitutive signal transducer and activator of transcription 3 function through blocking the dimerization in DU145 prostate cancer cells. Cancer Res. 2009 Jan 1;69(1):193-202.

Title: Huang Y, et al. Cryptotanshinone reverses ovarian insulin resistance in mice through activation of insulin signaling and the regulation of glucose transporters and hormone synthesizing enzymes. Fertil Steril. 2014 Aug;102(2):589-596.e4.

Title: Ge Y, et al. Cryptotanshinone acts synergistically with imatinib to induce apoptosis of human chronic myeloid leukemia cells. Leuk Lymphoma. 2014 Jun 25:1-9.

Title: Kim EJ, et al. Antidiabetes and antiobesity effect of cryptotanshinone via activation of AMP-activated protein kinase. Mol Pharmacol. 2007 Jul;72(1):62-72. Epub 2007 Apr 11.

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Tags:35825-57-1 Molecular Formula|35825-57-1 MDL|35825-57-1 SMILES|35825-57-1 Cryptotanshinone