cryptotanshinone

(R)-1,6,6-trimethyl-1,2,6,7,8,9-hexahydro-phenanthro[1,2-b]furan-10,11-dione

CAS: 35825-57-1 C19 H20 O3 MW: 296.36600000

Identification

Namecryptotanshinone
CAS Number35825-57-1
FDA UNII5E9SXT166N
Molecular FormulaC19 H20 O3
Molecular Weight296.36600000
MDL NumberMFCD07636810
Nikkaji NumberJ865.486G

Regulatory

Physical Properties

Appearance red-brown powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 459.03 °C. @ 760.00 mm Hg (est)
Flash Point 398.00 °F. TCC ( 203.40 °C. ) (est)
logP (o/w) 4.130 (est)
Soluble in water, 0.5213 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
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 cryptotanshinone usage levels up tonot for fragrance use.
Recommendation for cryptotanshinone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

rosemary sage red sage

Synonyms

(-)- cryptotanshinone (R)-1,2,6,7,8,9- hexahydro-1,6,6-trimethyl-phenanthro(1,2-b)furan-10,11-dione phenanthro(1,2-b)furan-10,11-dione, 1,2,6,7,8,9-hexahydro-1,6,6-trimethyl-, (R)- phenanthro[1,2-b]furan-10,11-dione, 1,2,6,7,8,9-hexahydro-1,6,6-trimethyl-, (1R)- tanshinone C (R)-1,6,6- trimethyl-1,2,6,7,8,9-hexahydro-phenanthro[1,2-b]furan-10,11-dione (1R)-1,6,6- trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione (R)-1,6,6- trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione (1R)-1,6,6- trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione PubMed: Cryptotanshinone Reverses Reproductive and Metabolic Disturbances in PCOS Model Rats via Regulating the Expression of CYP17 and AR. PubMed: [Effects on Salvia miltiorrhiza hairy roots of tanshinones content accumulation after treated with fosmidomycin]. PubMed: [Influence of continuous cropping years on yield and active compounds in Salvia miltiorrhiza f. alba]. PubMed: Synergistic Effect between Cryptotanshinone and Antibiotics against Clinic Methicillin and Vancomycin-Resistant Staphylococcus aureus. PubMed: Cryptotanshinone Induces Inhibition of Breast Tumor Growth by Cytotoxic CD4+ T Cells through the JAK2/STAT4/ Perforin Pathway. PubMed: Inhibitory effect of cryptotanshinone on angiogenesis and Wnt/β-catenin signaling pathway in human umbilical vein endothelial cells. PubMed: Effects of Streptomyces pactum Act12 on Salvia miltiorrhiza Hairy Root Growth and Tanshinone Synthesis and Its Mechanisms. PubMed: Tissue-smashing based ultra-rapid extraction of chemical constituents in herbal medicines. PubMed: Cryptotanshinone inhibits lung tumorigenesis and induces apoptosis in cancer cells in vitro and in vivo. PubMed: Cryptotanshinone attenuates cardiac fibrosis via downregulation of COX-2, NOX-2 and NOX-4. PubMed: Syntheses of diacyltanshinol derivatives and their suppressive effects on macrophage foam cell formation by reducing oxidized LDL uptake. PubMed: The Nrf2-inducers tanshinone I and dihydrotanshinone protect human skin cells and reconstructed human skin against solar simulated UV. PubMed: Opposite Effects of Single-Dose and Multidose Administration of the Ethanol Extract of Danshen on CYP3A in Healthy Volunteers. PubMed: Cryptotanshinone induces G1 cell cycle arrest and autophagic cell death by activating the AMP-activated protein kinase signal pathway in HepG2 hepatoma. PubMed: Protective effect of cryptotanshinone on lipopolysaccharide-induced acute lung injury in mice. PubMed: RNA interference-mediated repression of SmCPS (copalyldiphosphate synthase) expression in hairy roots of Salvia miltiorrhiza causes a decrease of tanshinones and sheds light on the functional role of SmCPS. PubMed: [Investigation on equilibrium solubility and apparent oil/water partition coefficient of diterpenoid tanshinone component by similarity analysis methods]. PubMed: A Simple and Reliable Method for Distinguishing Danshen in Salvia: Simultaneous Quantification of Six Active Compositions by HPLC. PubMed: Hepatoprotective effect of cryptotanshinone from Salvia miltiorrhiza in D-galactosamine/lipopolysaccharide-induced fulminant hepatic failure. PubMed: [Effects of ABA on tanshinones accumulation of Salvia miltiorrhiza hairy root]. PubMed: The herbal compound cryptotanshinone restores sensitivity in cancer cells that are resistant to the tumor necrosis factor-related apoptosis-inducing ligand. PubMed: Identification of cryptotanshinone as an inhibitor of oncogenic protein tyrosine phosphatase SHP2 (PTPN11). PubMed: Apoptosis Induced by Tanshinone IIA and Cryptotanshinone Is Mediated by Distinct JAK/STAT3/5 and SHP1/2 Signaling in Chronic Myeloid Leukemia K562 Cells. PubMed: The profiling of bioactive ingredients of differently aged Salvia miltiorrhiza roots. PubMed: A rapid UFLC-MS/MS method for simultaneous determination of formononetin, cryptotanshinone, tanshinone IIA and emodin in rat plasma and its application to a pharmacokinetic study of Bu Shen Huo Xue formula. PubMed: Effects of combined elicitors on tanshinone metabolic profiling and SmCPS expression in Salvia miltiorrhiza hairy root cultures. PubMed: Application of a rapid and efficient quantitative analysis method for traditional Chinese medicines: the case study of quality assessment of Salvia miltiorrhiza Bunge. PubMed: Cryptotanshinone inhibits human glioma cell proliferation by suppressing STAT3 signaling. PubMed: Differential androgen deprivation therapies with anti-androgens casodex/bicalutamide or MDV3100/Enzalutamide versus anti-androgen receptor ASC-J9(R) Lead to promotion versus suppression of prostate cancer metastasis. PubMed: Proapoptotic and TRAIL-sensitizing constituents isolated from Salvia militiorrhiza (Danshen). PubMed: PF2401-SF, standardized fraction of Salvia miltiorrhiza shows anti-inflammatory activity in macrophages and acute arthritis in vivo. PubMed: Conical coils counter-current chromatography for preparative isolation and purification of tanshinones from Salvia miltiorrhiza Bunge. PubMed: Tanshinone IIA and Cryptotanshinone Prevent Mitochondrial Dysfunction in Hypoxia-Induced H9c2 Cells: Association to Mitochondrial ROS, Intracellular Nitric Oxide, and Calcium Levels. PubMed: Anticancer activity in human multiple myeloma U266 cells: synergy between cryptotanshinone and arsenic trioxide. PubMed: Qualitative and quantitative analysis of the major constituents in Chinese medicinal preparation Dan-Lou tablet by ultra high performance liquid chromatography/diode-array detector/quadrupole time-of-flight tandem mass spectrometry. PubMed: Tanshinone I activates the Nrf2-dependent antioxidant response and protects against As(III)-induced lung inflammation in vitro and in vivo. PubMed: TanshinoneIIA and cryptotanshinone protect against hypoxia-induced mitochondrial apoptosis in H9c2 cells. PubMed: Cryptotanshinone and dihydrotanshinone I exhibit strong inhibition towards human liver microsome (HLM)-catalyzed propofol glucuronidation. PubMed: Molecular evidence of cryptotanshinone for treatment and prevention of human cancer. PubMed: Inhibition of Hypoxia Inducible Factor Alpha and Astrocyte-Elevated Gene-1 Mediates Cryptotanshinone Exerted Antitumor Activity in Hypoxic PC-3 Cells. PubMed: Enzyme kinetic and molecular docking studies for the inhibitions of miltirone on major human cytochrome P450 isozymes. PubMed: Tanshinone derivatives: a patent review (January 2006 - September 2012). PubMed: Coexisted components of Salvia miltiorrhiza enhance intestinal absorption of cryptotanshinone via inhibition of the intestinal P-gp. PubMed: Comparison of neuroprotective effects of five major lipophilic diterpenoids from Danshen extract against experimentally induced transient cerebral ischemic damage. PubMed: [Chemical constituents contained in Salvia castanea]. PubMed: Enhancement of solubility and dissolution rate of cryptotanshinone, tanshinone I and tanshinone IIA extracted from Salvia miltiorrhiza. PubMed: On-line ionic liquid-based dynamic microwave-assisted extraction-high performance liquid chromatography for the determination of lipophilic constituents in root of Salvia miltiorrhiza Bunge. PubMed: Three-channel column-switching high-performance liquid chromatography with electrochemical detection for determining bioactive redox components in Salvia miltiorrhiza. PubMed: Cryptotanshinone and tanshinone IIA enhance IL-15-induced natural killer cell differentiation. PubMed: Metabolism of tanshinone IIA, cryptotanshinone and tanshinone I from Radix Salvia miltiorrhiza in zebrafish.