945619-74-9
Ophiopogonin D
CAS: 945619-74-9
Molecular Formula: C44H70O16
945619-74-9 - Names and Identifiers
| Name | Ophiopogonin D |
| Synonyms | Ophiopogonin D OPHIOPOGONIN D Deacetylophiopogonin C β-D-Galactopyranoside, (1β,3β,25R)-3-hydroxyspirost-5-en-1-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-6-deoxy- |
| CAS | 945619-74-9 |
| InChI | InChI=1/C44H70O16/c1-18-9-12-43(55-16-18)19(2)30-28(59-43)15-26-24-8-7-22-13-23(45)14-29(42(22,6)25(24)10-11-41(26,30)5)44(60-39-36(52)33(49)27(46)17-54-39)38(35(51)32(48)21(4)58-44)57-40-37(53)34(50)31(47)20(3)56-40/h7,18-21,23-40,45-53H,8-17H2,1-6H3/t18-,19+,20+,21-,23-,24-,25+,26?,27-,28+,29?,30+,31+,32+,33+,34-,35-,36-,37-,38-,39+,40+,41+,42+,43-,44+/m1/s1 |
945619-74-9 - Physico-chemical Properties
| Molecular Formula | C44H70O16 |
| Molar Mass | 855.03 |
| Density | 1.40 |
| Melting Point | 263-265 °C |
| pKa | 13.01±0.70(Predicted) |
| Storage Condition | Sealed in dry,Store in freezer, under -20°C |
| Refractive Index | 1.628 |
| Physical and Chemical Properties | From Ophiopogon japonicus |
945619-74-9 - Reference
| Reference Show more | 1. Huang Xiaoyan, Wang Yuguang, Li Ke, etc. Comparative study of ophiopogonin D and ophiopogonin D' based on the transcriptional expression of CYP3A4 regulated by Human pregnane X receptor [J]. Chinese Journal of Traditional Chinese Medicine, 2017(05):2302-2306. 2. Zhou Junju, Wang Qian, Zeng Meiyan, He Youshun, Liu Tingting, Liu Qu, Ouyang Jianjun. Determination of rehmannioside A, Ophiopogon saponin D and primary stemona in Yuehua pill (capsule) and its components into blood by HPLC [J]. Shi-zhen, National Medicine, 2017,28(08):1800-1802. 3. [IF = 6.529] Lingna Wu et al."Interactions of the major effective components in Shengmai formula with breast cancer resistance protein at the cellular and cellular levels." Biomed Pharmacother. 2021 Jan;133:110939 4. [IF = 5.34] You-Ping Wu et al."Indications for the mechanism of Shenmai injection angiographic doxorubicin-induced cardiotoxicity." Phytopedicine. 2021 Jul;88:153597 |
945619-74-9 - Reference Information
| overview | ophiopogon saponin d: C44H70O16, belongs to steroidal saponins, soluble in ethanol and water, insoluble in non-polar solvents such as acetone and petroleum ether. It has a significant effect on the cardiovascular and cerebrovascular system. For example, Jiang Fengrong and others published "Study on the protective mechanism of Ophiopogonoside D on HUVEC modeled by hydrogen peroxide". This literature clarifies that Ophiopogonoside D can stabilize mitochondrial membrane potential and reduce Calcium ion influx increases cell vitality and has a certain protective effect on human umbilical vein endothelial cells (HUVEC). |
| preparation | 500g of dried ophiopogon japonicus was taken, crushed through a 40-mesh sieve, 4L of 80% ethanol solution was added and soaked for 0.5 hours, then irradiated and extracted in a microwave device for 15min, the extraction temperature was 60-70 ℃, the power of the microwave device was set to 200W, the extract was concentrated to obtain 68g of extract, and 150ml of water was added to disperse, add 200ml of water saturated n-butanol to extract twice, combine the extract, precipitate with 300ml of acetone, filter, and evaporate the filtrate to obtain 11.8g of total saponins of Ophiopogon japonicus. Chloroform, methanol, and 1% ammonia water are measured in a volume ratio of 7: 13: 5, and then added to the separatory funnel after ultrasonic mixing, let stand to delaminate the upper and lower phases, take the upper phase as the stationary phase, and the lower phase As the mobile phase, the above-mentioned yellow powder is dissolved in 500ml of the lower phase, and then the upper phase is pumped to fill the chromatographic column, and then the mobile phase is pumped at a flow rate of 2.0 ml/min, after balancing, the rotation speed of the chromatograph is set to 850r /min, and the sample is injected through the injection valve. The injection volume is 150mg each time. The effluent is collected and evaporated under reduced pressure to obtain Ophiopogon japonicus saponin D2.7g with a content of 99.3%. |
| biological activity | Ophiopogonin D is isolated from tubers of Ophiopogon japonicus (Ophiopogon japonicus) and is a rare naturally occurring C29 steroid glycoside. Ophiopogonin D, an inducer of CYP2J3, significantly inhibited Ang II-induced NF-κB nuclear translocation, down-regulation of IκBα, intracellular Ca2 + overload, and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used in the study of inflammation and cardiovascular diseases. |
| Target | PPARα NF-κB Ca 2 |
| Chemical properties | From Ophiopogon japonicus |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: protect vascular endothelial cells, prevent and treat cardiovascular and cerebrovascular diseases. A steroid glycoside extracted from Ophiopogon japonicus has the effect of antioxidant and protecting cardiovascular system. |
Last Update：2024-04-09 20:45:29
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View History
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