Oridonin

Oridonin Struktur
28957-04-2
CAS-Nr.
28957-04-2
Englisch Name:
Oridonin
Synonyma:
,14r)-;Rubesin;ORIDONIN;ISODONAL;Isodonol;NSC 250682;Rubescenin;Oridonin A;Rubescensin;Oridonin,98%
CBNumber:
CB4236658
Summenformel:
C20H28O6
Molgewicht:
364.44
MOL-Datei:
28957-04-2.mol

Oridonin Eigenschaften

Schmelzpunkt:
248-250°C
Siedepunkt:
599.8±50.0 °C(Predicted)
Dichte
1.42±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Löslichkeit
DMSO: >20mg/mL
Aggregatzustand
Yellow solid
pka
10.96±0.70(Predicted)
Farbe
White or off-white
Stabilität:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
InChIKey
SDHTXBWLVGWJFT-WNKSEERENA-N
SMILES
O[C@@]12OC[C@]3([C@H](CCC(C)(C)[C@@]3([H])[C@@H]1O)O)[C@]1([H])CC[C@@]3([H])C(=C)C(=O)[C@@]21C3([H])O |&1:1,4,5,11,13,16,20,26,r|
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 40
S-Sätze: 36/37-24/25
WGK Germany  2
RTECS-Nr. NZ8177000
HS Code  29389090
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Oridonin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Oridonin is a diterpenoid that has been found in R. rubescens and has anti-inflammatory and anticancer properties. It is an inhibitor of AKT1 and AKT2 (IC50s = 8.4 and 8.9 μM, respectively). Oridonin inhibits proliferation of KYSE70, KYSE410, and KYSE450 esophageal cancer cells in a dose-dependent manner, halts the cell cycle at the G2/M phase, and induces apoptosis when used at a concentration of 20 μM. It decreases the expression of cleaved poly(ADP-ribose) polymerase (PARP), caspase-3, caspase-7, and Bims and the protein levels of phosphorylated AKT and reduces AKT activity. Oridonin reduces tumor growth in patient-derived mouse tumor models when administered at doses of 40 and 160 mg/kg. Oridonin is also an inhibitor of NLRP3 inflammasome assembly and activation. It inhibits inflammation in wild-type, but not Nlrp3-/-, mice in a model of high-fat diet-induced type 2 diabetes when administered at a dose of 3 mg/kg.

Verwenden

Oridonin is an effective anticancer agent due to its ability to inhibit proliferation and induce apoptosis of human osteosarcoma cells. Blocks Wnt/β-catenin signalling.

Pharmakokinetik

The anti-inflammatory property of oridonin has been well documented in various immunological diseases. The compound is able to counteract the expression of COX-2 and NOS-2 in the murine RAW 264.7 macrophage cell line activated with LPS. The mechanism underlies the direct interference of the compound with the active region of NF-κB, thereby blocking its nuclear localisation and reducing inflammation (Leung et al., 2005). Shang et al. (2016) observed the efficacy of oridonin against RA-FLS proliferation. They found that oridonin inhibited cell proliferation and promoted cell apoptosis in IL-1β–treated FLS through phosphorylation of ERK1/2 and JNK in a dose-dependent manner. Oridonin is also reported to restrict the release of pro-inflammatory cytokines in LPS-activated RAW264.7 macrophages (Shang et al., 2016).

Nebenwirkungen

Oridonin has shown prominent adverse effects, even toxicity, under specific circumstances in vitro and in vivo. It showed hepatotoxicity and hepatoprotective effects, which the pair of pharmacological activities seems to be a paradox. However, through the analysis, it is found that this is mainly related to the concentration of oridonin and the time of administration. Long-term administration and high-dose administration may cause liver damage. On the other hand, according to the chemical structure of oridonin, it may react covalently with the sulfhydryl group of some proteins, which can partly explain the reason for adverse reactions, even toxicity of oridonin in specific environments[6].

Oridonin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Oridonin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 365)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+86-19164747840 +86-13119157289
13119157289@163.com China 2971 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 15932 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21689 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3012 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3424 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28180 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953
sales@pioneerbiotech.com China 3000 58

28957-04-2()Verwandte Suche:


  • Oridonin, R. rubescens
  • ISODONAL
  • (14r)-7-alpha,20-epoxy-1-alpha,6-beta,7,14-tetrahydroxykaur-16-en-15-one
  • (1-alpha,6-beta,7-alpha,14r)-7,20-epoxy-1,6,7,14-tetrahydroxykaur-16-en-15-o
  • ,14r)-
  • 20-epoxy-1-alpha,6-beta,7,14-tetrahydroxy-7-alph(14r)-kaur-16-en-15-on
  • kaur-16-en-15-one,7,20-epoxy-1,6,7,14-tetrahydroxy-,(1-alpha,6-beta,7-alpha
  • Rubescensin
  • Rabdosia rubescens
  • (1S,4AR,5S,6S,14S)-1,5,6,14-Tetrahydroxy-4,4-dimethyl-8-methylenedecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-7(8H)-one
  • ORIDONIN
  • RUBESCENSIN A
  • ORIDONIN(FORR&DONLY)
  • Kaur-16-en-15-one,7,20-epoxy-1,6,7,14-tetrahydroxy-,(1α,6β,7α,14R)-
  • (14R)-7α,20-Epoxy-1α,6β,7,14-tetrahydroxykaur-16-en-15-one
  • ROSMARINIC ACID(RG)
  • Isodonol
  • NSC 250682
  • Oridonin (Isodonol)
  • Rubescenin
  • 7a,20-Epoxy-1a,6b,7,14-tetrahydroxy-Kaur-16-en-15-one
  • Oridonin, 98%, from Rabdosia rubescens (Hemsl.) H. Hara
  • Rabdosiae Rubescentis Herba
  • Oridonin A
  • Oridonin, R. rubescens - CAS 28957-04-2 - Calbiochem
  • Kaur-16-en-15-one, 7,20-epoxy-1,6,7,14-tetrahydroxy-, (1a,6b,7a,14R)-
  • Oridonin 28957-04-2
  • Oridonin,HPLC≥98%
  • Oridonin USP/EP/BP
  • Oridonin (NSC-250682)
  • Rubesin
  • Rabdosia rubescens extract
  • Oridonin,98%
  • (1α,6β,7α,14R)-1,5,6,14-Tetrahydroxy-4,4-dimethyl-8-methylenedecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-7(8H)-one
  • Oridonin (7CI)
  • Kaur-16-en-15-one, 7,20-epoxy-1,6,7,14-tetrahydroxy-, (1α,6β,7α,14R)-
  • 28957-04-2
  • C20H28O6
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Miscellaneous Natural Products
  • Natural Plant Extract
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