Cryptotanshinone - CAS 35825-57-1
Catalog number:
35825-57-1
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C19H20O3
Molecular Weight:
296.36
COA:
Inquire
Targets:
Amyloid-β | STAT
Description:
Cryptotanshinone, a natural cell-permeable diterpene quinone isolated from Salvia miltiorrhiza, it inhibits acetylcholinesterase (IC50 = 4.09 μM) and reduces Aβ peptide generation so that can treat Alzheimer's disease. It also inhibits STAT3 activity (IC50 = 4.6 μM).
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Brife Description:
Inhibits acetylcholinesterase (IC50 = 4.09 μM) and reduce Aβ peptide generation; Inhibits STAT3 activity (IC50 = 4.6 μM)
Appearance:
Orange solid
Synonyms:
(1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione; Cryptotanshinone; 35825-57-1; (R)-1,2,6,7,8,9-Hexahydro-1,6,6-trimethyl-phenanthro(1,2-b)furan-10,11-dione; UNII-5E9SXT166N; MLS001049002; SMR000387041; (1r)-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; Cryptotanshinon; Tanshinone c; NSC686518; (-)-Cryptotanshinone; S2285_Selleck; AC1Q6JLL; AC1L4NB8; SPECTRUM1505812; 5E9SXT166N; CHEMBL187460; cid_160254; SCHEMBL5940386; BDBM57938; CTK4I9862; Phenanthro(1,2-b)furan-10,11-dione, 1,2,6,7,8,9-hexahydro-1,6,6-trimethyl-, (R)-; BB_NC-1574; HMS2269A22; KST-1A5761; KST-1A5762; HY-N0174; ZINC2109876; ANW-46875; AR-1A1000; AR-1A1001; MFCD07636810; ZINC02109876; AKOS015895392; BCP9000554; CCG-208561; CS-3276; MCULE-9919031730; NSC-686518; NCGC00163650-01; NCGC00163650-02; AJ-33498; AK-34832; CJ-32830; DR001155; NCI60_031208; PL018869; BCP0726000307; KB-209580; LS-193719; ST2414407; TR-014774; FT-0603171; N1843; W2147; Cryptotanshinone-Supplied by Selleck Chemicals; Q-100429; Phenanthro[1,11-dione, 1,2,6,7,8,9-hexahydro-1,6,6-trimethyl-, (1R)-; (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g]benzofuran-10,11-dione; (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g]benzofuran-10,11-quinone; (R)-(-)-1,6,6-Trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione; (R)-1,2,6,7,8,9-Hexahydro-1,6,6-trimethylphenanthro[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 1,2,6,7,8,9-hexahydro-1,6,6-trimethyl- (R)-phenanthro(1,2-b)furan-10,11-dione; Cryptotanshinone|1,2,6,7,8,9-Hexahydro-1,6,6-trimethyl[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-, (1R)-; (14R)-6,6,14-TRIMETHYL-12-OXATETRACYCLO[8.7.0.0(2),?.0(1)(1),(1)?]HEPTADECA-1(10),2(7),8,11(15)-TETRAENE-16,17-DIONE; (14R)-6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),2(7),8,11(15)-tetraene-16,17-dione; (14R)-6,6,14-trimethyl-12-oxatetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2(7),8,11(15)-tetraene-16,17-dione
Solubility:
Soluble to 10 mM in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -35℃ for long term (months to years).
MSDS:
Inquire
Application:
Implicated in Alzheimer's disease
Boiling Point:
459℃ at 760 mmHg
Density:
1.23 g/cm3
InChIKey:
GVKKJJOMQCNPGB-JTQLQIEISA-N
InChI:
1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3/t10-/m0/s1
Canonical SMILES:
CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C
1.UFLC-MS/MS analysis of four tanshinone components in Salvia miltiorrhizae after ultrasound-assisted extraction.
Zhang S1, Liu Q1, Luo H2, Chen P3, Wu X3, Yang M4, Kong W5, Guo W6. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 1;1017-1018:204-10. doi: 10.1016/j.jchromb.2016.03.008. Epub 2016 Mar 9.
A sensitive and rapid ultra-fast liquid chromatography with tandem mass spectrometry (UFLC-MS/MS) method was developed for simultaneous qualitative and quantitative of four characteristic tanshione components including tanshinone IIA, cryptotanshinone, tanshinone I and dihydrotanshinone I in Salvia miltiorrhizae after ultrasound-assisted extraction. By using a C18 column, the four analytes were separated by gradient elution with acetonitrile and water both containing 0.1% formic acid at the flow rate of 0.3mL/min. Multiple-reaction monitoring (MRM) was used for quantification, and an information-dependent acquisition (IDA) method was used to trigger enhanced product ion scans (EPI) for supplementary characteristic identification for qualitative research. Calibration curves showed good linearities with correlation coefficients (r) higher than 0.9990. The method showed high sensitivity with limits of detection (LODs) and quantification (LOQs) less than 0.
2.Simultaneous Quantification of 13 Compounds in Guanxin Shutong Capsule by HPLC Method.
Zhou F1, Zhang L1, Gu L1, Zhang Y1, Hou C1, Bi K1, Chen X1, Zhang H2. J Chromatogr Sci. 2016 Mar 10. pii: bmw029. [Epub ahead of print]
Guanxin Shutong (GXST) capsule, which is frequently used in clinical therapy, has a certain and positive therapeutic effect against coronary heart disease. However, the existing quality standard of GXST capsule is inadequate to control the quality of GXST capsule. In this paper, a new high-performance liquid chromatographic (HPLC) method for simultaneous determination of 13 compounds (gallic acid, danshensu, protocatechuic acid, procatechuic aldehyde, ellagic acid, rosmarinic acid, salvianolic acid A and salvianolic acid B, eugenol, dihydrotanshinone I, cryptotanshinone, tanshinone I and tanshinone IIA) in GXST capsule was developed and validated. The analytes were successfully separated and quantified with an Agilent TC-C18 column (250 × 4.6 mm, 5 µm) by gradient elution using 0.05% phosphoric acid and acetonitrile as mobile phase. The flow rate was 1 mL/min and the detection wavelength was set at 280 nm. All the compounds showed good linearity (r > 0.
3.Cryptotanshinone, a compound of Salvia miltiorrhiza inhibits pre-adipocytes differentiation by regulation of adipogenesis-related genes expression via STAT3 signaling.
Rahman N1, Jeon M1, Song HY1, Kim YS2. Phytomedicine. 2016 Jan 15;23(1):58-67. doi: 10.1016/j.phymed.2015.12.004. Epub 2015 Dec 21.
BACKGROUND: Cryptotanshinone (CT), a major tanshinone found in Salvia miltiorrhiza Bunge (Lamiaceae), has various pharmacological effects such as antitumor, anti-inflammatory, and antioxidant properties. Despite its well-documented benefits in a wide range of diseases, the effect of CT on adipocyte differentiation has not been well characterized.
4.Cryptotanshinone deregulates unfolded protein response and eukaryotic initiation factor signaling in acute lymphoblastic leukemia cells.
Wu CF1, Seo EJ1, Klauck SM2, Efferth T3. Phytomedicine. 2016 Feb 15;23(2):174-80. doi: 10.1016/j.phymed.2015.12.011. Epub 2016 Jan 4.
BACKGROUND: Unfolded protein responses (UPR) determine cell fate and are recognized as anticancer targets. In a previous research, we reported that cryptotanshinone (CPT) exerted cytotoxic effects toward acute lymphoblastic leukemia cells through mitochondria-mediated apoptosis.
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CAS 35825-57-1 Cryptotanshinone

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