Name | trans-Pterostilbene |
Synonyms | AKOS 236-80 PTEROSTILBENE pterostilbene trans-Pterostilbene pterocarpus marsupium PTEROCARPUS MARSUPIUM 3',5'-DIMETHOXY-4-STILBENOL 3',5'-Dimethoxy-4-stilbenol 3,5-dimethoxy-4'-hydroxystilbene 3,5-DIMETHOXY-4'-HYDROXYSTILBENE trans-3',5'-Dimethoxy-4-stilbenol 4-Stilbenol, 3',5'-dimethoxy-, (E)- (E)-3,5-Dimethoxy-4'-hydroxystilbene Trans-3,5-dimethoxy-4'-hydroxystilbene TRANS-3,5-DIMETHOXY-4'-HYDROXYSTILBENE 3,5-Dimethoxy-4'-hydroxy-trans-stilbene 4-(E)-(2-(3,5-Dimethoxyphenyl)ethenyl)phenol 4-[(1E)-2-(3,5-DIMETHOXYPHENYL)ETHENYL]PHENOL Phenol, 4-(2-(3,5-dimethoxyphenyl)ethenyl)-, (E)- |
CAS | 537-42-8 18259-15-9 |
EINECS | 611-041-4 |
InChI | InChI=1/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+ |
Molecular Formula | C16H16O3 |
Molar Mass | 256.3 |
Density | 1.169±0.06 g/cm3(Predicted) |
Melting Point | 89-92 ºC |
Boling Point | 420.4±35.0 °C(Predicted) |
Flash Point | 208.1°C |
Solubility | Soluble in hot methanol and DMSO, insoluble in water. |
Vapor Presure | 1.15E-07mmHg at 25°C |
Appearance | White crystal |
Color | White or off-white |
Maximum wavelength(λmax) | ['321nm(MeOH)(lit.)'] |
pKa | 9.96±0.26(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week. |
Sensitive | Sensitive to light and air |
Refractive Index | 1.639 |
MDL | MFCD00238710 |
Physical and Chemical Properties | Soluble in hot methanol, DMSO, insoluble in water. From the leguminous plant pterostilbene pterostilbene (Pterocarpus indicus) |
Risk Codes | R41 - Risk of serious damage to eyes R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | 3077 |
WGK Germany | 3 |
HS Code | 29095000 |
Hazard Class | IRRITANT |
Packing Group | Ⅲ |
Reference Show more | 1. Liu, Pengpeng, Guoxian, Zhang Fan et al. UPLC-MS comparison of contents of 12 active components in astragalus membranaceus prepared by directional processing with organic acid [J]. Chinese Journal of Traditional Chinese Medicine, 2020 v.45(01):121-126. 2. Zhong Gui-lan, well-known, Wang Ru, et al. Effects of pterostilbene on autophagy and SIRT1-FoxO signaling pathway in cervical cancer cells [J]. Chinese Journal of pathophysiology, Volume 36, 20208, pages 1439-1443, ISTIC PKU CSCD CA, 2020. 3. Chen Hong. Synergistic Effect of pterostilbene and acetylshikonin on proliferation of B16F10 cells [J]. Chinese pharmacological Bulletin, 32(06):818-824. 4. Zhong Guilan, as we all know, Wang Ru, Fu Shanhua, Liu Xiaofang. Effects of pterostilbene on autophagy and SIRT1-FoxO signaling pathway in cervical cancer cells [J]. Chinese Journal of pathophysiology, 2020,36(08):1439-1443. 5. [IF = 3.998] Chenhao Tong et al."pterostilbene inhibits gallbladder cancer progression by suppressing the PI3K/Akt pathway." Sci Rep-Uk. 2021 Feb;11(1):1-10 |
Overview | Pterostilbene is a chemical component contained in Pterosalwood, but scientists have also discovered the existence of Pterostilbene in other plants. However, it was named Pterostilbene for the first time because of its discovery and Pterostilbene species. Pterostilbene is a white or white-like powder crystal, which has rich medicinal value. It is an antifungal active ingredient in draconis products. It has certain effects on the treatment of cancer, hypertension and hyperlipidemia. Recently, researchers have mastered the industrial synthesis method of red sandalwood. pterostilbene is an antifungal active ingredient in draconis products. It is a polyhydroxystilbene compound and is a homolog of resveratrol. Its pharmacological effects are partially similar to resveratrol. Besides, it also has strong antifungal activity (its antifungal activity is five times that of resveratrol). |
character description | white crystalline powder, sensitive to air |
safety | after accidental contact with eyes, please rinse with plenty of water and consult a doctor immediately. Wear goggles or masks. Avoid release into the environment. Refer to the special instructions/safety data specification. |
risk | serious eye damage. It is toxic to aquatic organisms and may have long-term adverse effects on the water environment. |
dangerous goods mark | irritating articles articles harmful to the environment |
hazard description | hazard code: Xi,N hazard level: 41-51/53 safety level: 26-39-61 united nations code: UN3077 |
uses | antioxidant, anti-cell proliferation, hypolipidemic, inhibition of COX-1 and COX-2, anti-cancer, anti-fungal antioxidant, anti-inflammatory, anti-thrombotic, anti-cancer, anti-hyperlipidemia, antibacterial and other activities antioxidant, anti-cell proliferation, hypolipidemic, inhibition of COX-1 and COX-2, anti-cancer, anti-fungal |
pterostilbene and disease | pterostilbene helps prevent pre-cancer damage to the body. As an antioxidant and anti-inflammatory agent, it is found in blueberries and blackberries. The University of Ohio found that animals eating rough berries had a 80% lower risk of colon cancer and a 60% lower risk of digestive tract tumors. colon cancer is one of the common malignant tumors, with the highest incidence in the 40-50 age group. According to the world epidemiological survey, it is found that colon cancer has the highest incidence in North America, Western Europe, Australia, New Zealand and other places, ranking second in visceral tumors. The incidence and mortality in my country are increasing year by year. After many years of experiments on animals, American scientists have discovered that extracting this compound from blueberries and grapes can inhibit an enzyme called "P450 cytochrome", which can activate chemical carcinogens and reduce low-density lipoprotein cholesterol. Therefore, it has the function of preventing cancer and heart disease. Pterostilbene is a aromatic hydrocarbon called "styrene", which is a derivative of resveratrol. In the early 1990s, American scientists discovered that resveratrol has the function of preventing breast cancer and heart disease, and it exists in a large number of red grape skins. |
artificial synthesis method | using 3, 5-dimethoxybenzyl bromide and p-nitrobenzaldehyde as raw materials, the target was obtained by Witting-Hornor reaction, reduction, diazotization and hydrolysis. the natural multifunctional antioxidant pterosperm was synthesized with a total yield of 53.9%, and the structure of the target was characterized by IR, 1HNMR and EI-MS. The synthesis process is simple, easy to operate, low production cost, and has a good industrial application prospect. figure 1 artificial synthesis path of pterostilbene |
References | [1] Rosewood stilb. Bailian Database. [Citation Date 2017.09.07] [2] Xu Fangfang, Qi Rui, Jiang Shiwei, Guo Dean, Liu Bo. Research Progress of Pterossylum [J/OL]. New Drugs and Clinical Pharmacology of Traditional Chinese Medicine, 2017,28(03):406-410. (2017-04-01) [3] Zhang erting. red sandalwood and its application in dermatology [a]. China association of integrated traditional Chinese and western medicine dermatology professional Committee. Compilation of Papers from 2015 National Annual Conference on Dermatology and Venereology of Integrated Traditional Chinese and Western Medicine [C]. Professional Committee of Dermatology and Venereology of Chinese Society of Integrated Traditional Chinese and Western Medicine:,2015:1. |