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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

Niveau de qualité

100

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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Yongpeng Zhang et al.
Drug development research, 82(4), 581-588 (2020-12-20)
Coronary microembolization (CME) is a prevalent cardiovascular disease, especially nowadays when percutaneous coronary intervention is widely applied. However, neither cardio-protective agents nor devices for distal protection could effectively prevent the occurrence of CME. Therefore, we aimed to develop a new
Zhiyuan Lu et al.
Molecular biology reports, 51(1), 436-436 (2024-03-23)
Elevated levels of adipokine chemerin have been identified in oral squamous cell carcinoma (OSCC) and found to be associated with metastasis to the cervical lymph nodes. The underlying mechanism through which chemerin affects OSCC progression is unclear. The aims of
Jia-Hau Yen et al.
Molecular therapy oncolytics, 26, 158-174 (2022-07-22)
Dampening tumor growth by converting tumor-associated macrophages (TAMs) from M2/repair-types to M1/kill-types is of high interest. Here, we show that cryptotanshinone (CPT) can function as an antitumor immune modulator that switches TAMs from an M2 to an M1 phenotype, leading
Hui Li et al.
Anti-cancer drugs, 23(8), 846-855 (2012-04-13)
This study has investigated the growth-inhibitory and apoptosis-inducing effects of dihydrotanshinone, tanshinone I, tanshinone IIA, and cryptotanshinone on hematological malignancy cell lines, aiming to explore their structure-activity relationship. The growth-inhibitory effects of the tanshinones on K562 and Raji cells were
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.
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