Name | Oridonin |
Synonyms | ,14r)- Oridonin ISODONAL Rubescensin rubescensin A Rabdosia rubescens (6beta,7beta)-1,6,7,14-tetrahydroxy-7,20-epoxykaur-16-en-15-one 20-epoxy-1-alpha,6-beta,7,14-tetrahydroxy-7-alph(14r)-kaur-16-en-15-on (14r)-7-alpha,20-epoxy-1-alpha,6-beta,7,14-tetrahydroxykaur-16-en-15-one kaur-16-en-15-one,7,20-epoxy-1,6,7,14-tetrahydroxy-,(1-alpha,6-beta,7-alpha (1-alpha,6-beta,7-alpha,14r)-7,20-epoxy-1,6,7,14-tetrahydroxykaur-16-en-15-o (1alpha,5beta,6beta,9beta,14S)-1,6,7,14-tetrahydroxy-7,20-epoxykaur-16-en-15-one (1alpha,5beta,6beta,7beta,9xi,10xi,14S)-1,6,7,14-tetrahydroxy-7,20-epoxykaur-16-en-15-one (1alpha,5beta,6beta,7beta,8alpha,9beta,10alpha,13alpha,14R)-1,6,7,14-tetrahydroxy-7,20-epoxykaur-16-en-15-one |
CAS | 28957-04-2 |
InChI | InChI=1/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10?,11?,12?,13?,15?,16-,18?,19?,20+/m0/s1 |
Molecular Formula | C20H28O6 |
Molar Mass | 364.44 |
Density | 1.42±0.1 g/cm3(Predicted) |
Melting Point | 248-250°C |
Boling Point | 599.8±50.0 °C(Predicted) |
Specific Rotation(α) | (c, 0.1 in EtOH)-47 |
Flash Point | 215°C |
Solubility | Slightly soluble in water, soluble in methanol, ethyl acetate, acetone, etc. |
Vapor Presure | 6.9E-17mmHg at 25°C |
Appearance | Pale yellow needle crystal |
Color | White or off-white |
pKa | 10.96±0.70(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | 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. |
Refractive Index | 1.635 |
MDL | MFCD00221762 |
Physical and Chemical Properties | It is derived from the whole grass of the genus Fructus Lamiaceae (Rabdosia rubescens). |
In vitro study | Oridonin effectively inhibits the proliferation of various cancer cells, including from prostate cancer (LNCaP, DU145, PC3), breast cancer (MCF-7, MDA-MB231), non-small cell lung cancer (NSCL) (NCI-H520, NCI-H460, NCI-H1299), cell proliferation in acute promyelocytic leukemia (NB4), as well as in glioblastoma (U118, U138), the ED50s ranged from 1.8 to 7.5 μg/ml. The antitumor activity of Oridonin may be due to its inhibitory effect on NF-κB and MAPKs signaling pathways. |
In vivo study | LD50: Mouse 35-40 mg/kg. |
Hazard Symbols | Xn - Harmful |
Risk Codes | 40 - Limited evidence of a carcinogenic effect |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 2 |
RTECS | NZ8177000 |
HS Code | 29389090 |
traits | light yellow crystalline powder; The air is slight and the taste is bitter. |
use | has anti-tumor, immunosuppressive, antiviral, anti-early pregnancy, and changes the keratinization process of skin epidermis. It is clinically used for malignant tumors, psoriasis, warts, acute and chronic leukemia and hepatosplenomegaly caused by schistosomiasis. used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: Oridonin has a strong killing and inhibiting effect on a variety of cancer cells. It is mainly used for anti-cancer, antibacterial, anti-tumor, insecticidal, heat-clearing and detoxification, anti-inflammatory and analgesic, stomach and blood circulation and other effects. |
Rabdosia rubescens extract | oridonin, also known as oridonin and trenchantinarine, is a diterpenoid compound extracted from the leaves of Rabdosia rubescens, a plant of the genus Lamiaceae. It has the effects of clearing away heat and detoxification, eliminating inflammation and pain, invigorating the stomach and promoting blood circulation, and better anti-tumor activities, it has been found to have inhibitory effects on lung cancer, prostate cancer, breast cancer and other cell lines. |
biological activity | Oridonin (Isodonol, Rubescenin, NSC-250682) is an enantiotaxane diterpene isolated from Rabdosia rubescens, which is a traditional Chinese medicine with anti-tumor, anti-bacterial and anti-infective effects. Oridonin inhibit the kinase activity of AKT1 and AKT2, the corresponding IC50 values are 8.4 μM and 8.9 μM respectively. |
target | TargetValue Akt1 (Cell-free say) 8.4 μM Akt2 (Cell-free say) 8.9 μM |
Target | Value |
Akt1 (Cell-free assay) | 8.4 μM |
Akt2 (Cell-free assay) | <8.9 μM |
in vitro study | Oridonin effectively inhibit the proliferation of various cancer cells, including prostate cancer (LNCaP, DU145, PC3), breast cancer (MCF-7, MDA-MB231), non-small cell lung cancer (NSCL) (NCI-H520, NCI-H460, NCI-H1299), cell proliferation in acute promyelocytic leukemia (NB4) and glioblastoma (U118, U138), the range of ED50s is 1.8 to 7.5 μg/ml. The antitumor activity of Oridonin may be due to its inhibitory effect on NF-κB and MAPKs signaling pathways. |
in vivo study | LD50: mice 35-40 mg/kg. |
chemical properties | comes from the whole plant of the genus Fructus Lamiaceae (Rabdosia rubescens). |