Cryptotanshinone Chemical Properties

Melting point:

192°C(lit.)

Boiling point:

459.0±45.0 °C(Predicted)

Density 

1.23±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: ≥5mg/mL

form 

powder

color 

orange-brown

optical activity

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

λmax

263nm(lit.)

BRN 

5445400

InChIKey

IJSBKZLSTIFYIE-FPKDZHNTSA-N

LogP

4.130 (est)

CAS DataBase Reference

35825-57-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,N

Risk Statements 

25-50/53

Safety Statements 

45-60-61

RIDADR 

UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all

WGK Germany 

3

RTECS 

SF8282645

HazardClass 

6.1

PackingGroup 

III

HS Code 

29321900

Cryptotanshinone Usage And Synthesis

Chemical Properties

Orange powder

Uses

inhibits angiogenesis

Uses

Cryptotanshinone (CPT), a lipophilic diterpene derived from the roots of Salvia miltiorrhiza Bge and Salvia przewalskii Maxim, may be used to study its multiple bioactivities as an antibacterial, antidermatophytic, antioxidant, anti-inflammatory and anticancer agent. Cryptotanshinone may also be studied as a differentiation factor.

Definition

ChEBI: Cryptotanshinone is an abietane diterpenoid. It has a role as an anticoronaviral agent.

General Description

Cryptotanshinone, a cell-permeable diterpene quinone and naturally occurring herbal constituent of Salvia miltiorrhiza Bunge (Danshen), is shown to inhibit the constitutive STAT3 Tyr⁷⁰⁵ phosphorylation in DU145 prostate cancer cells (>90% inhibition in 1 h at 7 μM) independent of the IL-6/JAK/STAT3 signaling pathway, resulting in a blockage of STAT3 dimerization, nuclear translocation, and STAT3-dependent transcription activity (by ~80% in 24 h at 7 μM). Cryptotanshinone is also reported to deplete cellular ATP level (by 75% in 12 h at 20 μM in C2C12 myotubes), resulting in an indirect activation of cellular AMPK pathways and an enhancement of insulin-stimulated cellular glucose uptake in C2C12 myotubes and 3T3-L1 adipocytes (by ~1.3- and 1.9-fold, respectively). Cryptotanshinone is demonstrated to be an orally active hypoglycemic agent in ob/ob mice, db/db mice, and ZDF rats in vivo (600 mg/kg/day).

Biological Activity

Major tanshinone isolated from Salvia miltiorrhiza that exhibits multiple activities. Exhibits antitumor activity via inhibition STAT3 activity (IC 50 = 4.6 μ ). Displays antibacterial and anti-inflammatory activity and acts as an antidiabetes and antiobesity agent via activation of AMP-activated protein kinase (AMPK). Also improves cognitive impairment in Alzheimer's disease transgenic mice by inhibition of acetylcholinesterase (IC 50 = 4.09 μ ) and reduction in A β peptide generation.

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.

Cytotoxicity

IC50 (μg/mL): 1.27 (A549), 1.39 (TOV-21G) (Chang et al. 2013)

storage

Room temperature

Cryptotanshinone(35825-57-1)Related Product Information

• Baicalin
• Berberine
• Curcumol
• Resveratrol
• Borneol
• Gastrodin
• Salvia Root P.E Tanshinone IIA 20%
• TANSHINONE ⅡA
• Retinoic acid
• (+)-Camptothecin
• Cryptochlorogenic acid
• illudin S
• Leucocrystal Violet
• NOTOGINSENG RADIX ET RHIZOMA
• Rhodiola Crenulate(tibetan Ginseng) Salidroside 1-5%,Rosavins 3% HPLC
• Cryptotanshinone
• 1,2-NAPHTHOQUINONE
• 1,5-DIMETHYL-1,2,3,4-TETRAHYDRONAPHTHALENE