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C5624

Sigma-Aldrich

Cryptotanshinone

≥98% (HPLC)

Synonyme(s) :

1,2,6,7,8,9-hexahydro-1,6,6-trimethyl- (R)-phenanthro(1,2-b)furan-10,11-dione, Cryptotanshinon, Tanshinone c

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About This Item

Formule empirique (notation de Hill):
C19H20O3
Numéro CAS:
35825-57-1
Poids moléculaire :
296.36
Numéro MDL:
MFCD07636810
Code UNSPSC :
12352200
ID de substance PubChem :
329775097
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D -80 to -99°, c = 0.5 in chloroform-d

Conditions de stockage

desiccated
protect from light

Couleur

orange-brown

Solubilité

DMSO: ≥5 mg/mL

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

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

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

Clé InChI

GVKKJJOMQCNPGB-JTQLQIEISA-N

Actions biochimiques/physiologiques

Cryptotanshinone is a quinoid diterpene isolated from the root of the Asian medicinal plant, Salvia miotiorrhiza bunge. Recently it was discovered that the compound is a potent STAT3 inhibitor. Cryptotanshinone rapidly inhibited STAT3 Tyr705 phosphorylation through a JAK2-independent mechanism. Cryptotanshinone selectively inhibits STAT3-activated cell lines through binding to monomer STAT3, subsequently blocking the dimerization and inhibiting STAT3 transcriptional regulatory activity. Previously, it was reported that the compound counteracts inflammation through the inhibition of cyclooxygenase II activity and endothelin-1 expression. In traditional oriental medicine dried roots of Salvia Miltiorrhiza Bunge (Danshen) have commonly been used for the treatment of circulatory disorders, liver disease, coronary heart disease, hepatitis, and chronic renal failure.

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Fu-Lin Zheng et al.
Chinese medical journal, 124(24), 4293-4298 (2012-02-22)
Cryptotanshinone (CT) is the major active constituent of Salvia miltiorrhiza Bunge. The present study was carried out to investigate the effects of CT on rats with adjuvant arthritis (AA). AA was induced by the metatarsal footpad injection with complete Freund's
Shuangtao Ma et al.
Molecular medicine reports, 6(1), 145-150 (2012-04-17)
Cryptotanshinone is an active ingredient of Salvia miltiorrhiza that has been used in traditional Chinese medicine for treating cardiovascular disorders. Thus, we investigated the effects of cryptotanshinone on cardiac fibrosis induced by isoprenaline and examined whether cardiac matrix metalloproteinase (MMP)-2
Wenxing Chen et al.
Cancer prevention research (Philadelphia, Pa.), 5(5), 778-787 (2012-04-12)
Cryptotanshinone (CPT), a natural compound isolated from the plant Salvia miltiorrhiza Bunge, is a potential anticancer agent. However, the underlying mechanism is not well understood. Here, we show that CPT induced caspase-independent cell death in human tumor cells (Rh30, DU145
Wentao Bi et al.
Talanta, 85(1), 701-706 (2011-06-08)
Ionic liquid-based extraction of medicinal or useful compounds from plants was investigated as an alternative to supercritical fluid, cloud point and conventional organic solvent extractions. The method integrated extraction and preconcentration. Medicinal products were first extracted by an ionic liquid
Yingjie Wei et al.
Molecules (Basel, Switzerland), 17(7), 8617-8632 (2012-07-20)
The study aimed to investigate the potential of zebrafish in imitating mammal phase I metabolism of natural compounds. Three diterpenoid quinones from Radix Salvia miltiorrhiza, namely tanshinone IIA (TIIA), cryptotanshinone (Cry) and tanshinone I (TI) were selected as model compounds
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