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Merck
CN

80709

Cryptotanshinone

analytical standard

Synonym(s):

(R)-(−)-1,6,6-Trimethyl-1,2,6,7,8,9-hexahydrophenanthro[1,2-b]furan-10,11-dione, Tanshinone C

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About This Item

Empirical Formula (Hill Notation):
C19H20O3
CAS Number:
35825-57-1
Molecular Weight:
296.36
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329769040
MDL number:
MFCD07636810
Beilstein/REAXYS Number:
5445400

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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

SMILES string

C[C@H]1COC2=C1C(=O)C(=O)c3c4CCCC(C)(C)c4ccc23

InChI key

GVKKJJOMQCNPGB-JTQLQIEISA-N

grade

analytical standard

assay

≥97.0% (HPLC)

optical activity

[α]/D -85.0±3.0°, c = 0.1 in chloroform

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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General description

Cryptotanshinone is a bioconstituent, belonging to the class of tanshinone compounds isolated from Salvia miltiorrhiza Bunge and exhibits a broad-spectrum of therapeutic applications such as antibacterial, anti-inflammatory and antineoplastic property.

Application

Cryptotanshinone may be used as an analytical reference standard for the quantification of the analyte in biological samples and pharmaceutical formulations using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Cryptotanshinone is an antibacterial and anti-inflammatory compound originally extracted from the roots of Salvia miltiorrhiaz (danshen). Cryptotanshinone has been found to inhibit HIF activation and to inhibit macrophage migration negatively regulate the PI3K pathway. It has demonstrated activity against several strains of Staphylococcus aureus.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW3427

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Simultaneous determination of cryptotanshinone, tanshinone I and tanshinone IIA in traditional Chinese medicinal preparations containing Radix salvia miltiorrhiza by HPLC
Shi Z, et al.
Journal of Pharmaceutical and Biomedical Analysis, 37(3), 481-486 (2005)
Simultaneous determination of danshensu, ferulic acid, cryptotanshinone and tanshinone IIA in rabbit plasma by HPLC and their pharmacokinetic application in danxiongfang
Li X, et al.
Journal of Pharmaceutical and Biomedical Analysis, 44(5), 1106-1112 (2007)
Won Sam Kim et al.
Biochemical and biophysical research communications, 425(2), 340-347 (2012-07-31)
Natural killer (NK) cells are a subset of lymphocytes crucial for innate and adaptive immune responses. Here we show a stimulatory effect of cryptotanshinone (CTS) and tanshinone IIA (TS), isolated from Salvia miltiorrhiza Bunge, on the differentiation of NK cells.
Zhengrong Mei et al.
Neurochemical research, 37(3), 622-628 (2011-11-22)
The deposition of amyloid β-protein (Aβ) fibrils into plaques within the brain parenchyma and along cerebral blood vessels is a hallmark of Alzheimer's disease (AD). Aβ42 oligomers and fibrils cause the breakdown of neural circuits, neuronal death and eventually dementia.
Hang Yu et al.
Archives of pharmacal research, 35(8), 1457-1464 (2012-09-04)
Cryptotanshinone, tanshinone I and tanshinone IIA are three major components in the extract of Salvia miltiorrhiza with pharmacological significance. However, their effective utilization is limited due to poor water solubility and bioavailability. Solid dispersion (SD) of the extract of Salvia
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