(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one
Nodakenin
CAS: 495-31-8
Molecular Formula: C20H24O9
(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one - Names and Identifiers
| Name | Nodakenin |
| Synonyms | NODAKENIN Nodakenin AliNodakenin 2-(7-Oxo-2,3-dihydro-7H-furo[3,2-g]chromen-3-yl)-2-propanyl β-D-glucopyranoside 1-methyl-1-(7-oxo-2,3-dihydro-7H-furo[3,2-g]chromen-3-yl)ethyl beta-D-glucopyranoside 2-[(2R)-7-oxo-2,3-dihydro-7H-furo[3,2-g]chromen-2-yl]propan-2-yl beta-D-glucopyranoside (R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one 7H-Furo[3,2-g][1]benzopyran-7-one, 2-[1-(β-D-glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-, (2R)- (2R)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one |
| CAS | 495-31-8 |
| InChI | InChI=1/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)14(7-21)28-19)11-8-26-13-6-12-9(5-10(11)13)3-4-15(22)27-12/h3-6,11,14,16-19,21,23-25H,7-8H2,1-2H3/t11?,14-,16-,17+,18-,19+/m1/s1 |
(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one - Physico-chemical Properties
| Molecular Formula | C20H24O9 |
| Molar Mass | 408.4 |
| Density | 1.51±0.1 g/cm3(Predicted) |
| Melting Point | melting at 216° |
| Boling Point | 657.1±55.0 °C(Predicted) |
| Specific Rotation(α) | D30 +56.6° |
| Flash Point | 225.4°C |
| Solubility | Soluble in methanol |
| Vapor Presure | 5.12E-17mmHg at 25°C |
| Appearance | Leafy (ethanol) |
| Color | Off-White to Pale Beige |
| pKa | 12.90±0.70(Predicted) |
| Storage Condition | 2-8°C(protect from light) |
| Refractive Index | 1.65 |
| MDL | MFCD09953919 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, derived from Peucedanum, Angelica. |
(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29389090 |
(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one - Reference
| Reference Show more | 1. Guo, Hui, Qing, Li, ya, Qi, Wang, Zi, Xuan, et al. HPLC fingerprint analysis of radix notopterygii of different commercial specifications [J]. Chinese Journal of Experimental prescriptions, 2019, 025(007):184-188. 2. Guo Huiqing, Wang Zixuan, Zhang Zekun, etc. Quality evaluation of different commercial specifications of notopterygii radix based on multi-component quantitative analysis [J]. Chinese herbal medicines, 2018, 041(007):1651-1655. 3. Feng Xue, Gao Yuqiao, fan Qiongying, Su Junhua, Zhao Baohua. Simultaneous determination of four effective components in Jingfang Baidu oral liquid by LC-ESI/MS [J]. Journal of Pharmaceutical Analysis, 2017,37(08):1489-1496. 4.] zhao Yanhui, Liu Tingting, man Jingyi, Wang Miao, Zhao Yu, Zhao Chunjie. Simultaneous determination of seven components in Sanhua decoction by HPLC [J]. Journal of Shenyang Pharmaceutical University, 2021,38(03):272-278. 5. Lili, Chen Yong, Zhang Mengwei, Huang Hongxia, Gao Shouhong, Chen Wansheng. Determination of 11 main components in UHPLC-MS experience prescription cold dampness lung decoction by Novel coronavirus pneumonia (COVID-19)/MS [J]. Journal of Pharmaceutical Practice, 2021,39(02):148-151 156. 6. [IF = 3.361] Yanhui Zhao et al."Rapid characterization of the chemical constituents of Sanhua resolution by UHPLC coupled with Fourier transform ion cyclotron resonance mass spectroscopy. Rsc Adv. 2020 Jul;10(44):26109-26119 |
(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one - Reference Information
| overview | purple-flowered bezel (ND) is one of the main chemical components of traditional Chinese medicine Notopterygium angustifolia and Notopterygium angustifolia (N.forbesiiBoiss.), and is also widely distributed in medicinal plants of the genus Peucedanum, with the highest content of 24~30.9mg · g-1 crude. ND has obvious anti-platelet aggregation and analgesic effects. The latest research results show that ND has the function of improving learning and memory impairment, which is related to the effect of increasing cholinergic nervous system, suggesting that ND is expected to develop into a new amnesia prevention and treatment drug. |
| preparation | extraction and separation of prahalogenin from purple flower: 1) pulverize the root of notopterygium root into coarse powder, add 6-10 times of 70% ethanol solution according to volume/mass for extraction twice, each time for 1.5 hours, combine the filter solution, concentrate to no alcohol taste, add water to 1 times the weight of the medicinal material; The concentrated solution is added with concentrated hydrochloric acid to adjust the pH to 2, heat and reflux for 0.5 hours, concentrate and evaporate to dry, add the 40% ethanol solution with 1 times the weight of the medicinal material to completely dissolve it. After the hydrolysis solution is adsorbed by a D-101 macroporous resin column (diameter-to-height ratio is 1:8) with 2 times the weight of the medicinal material, 4 column volumes are eluted by water, 3 column volumes are eluted by 40% ethanol, and 6 column volumes are eluted by 60% ethanol. 60% ethanol eluent is combined, solvent is recovered and concentrated to extract. The extract is added with ethyl acetate solution to make it completely dissolved, filtered, recovered the solvent, concentrated to the extract, vacuum dried at 60 ℃, and crushed to obtain the Notopterygium extract. 2) Notopterygium extract is dissolved by adding appropriate amount of methanol, adding the same amount of crude silica gel (80-100 mesh), stirring evenly, drying and pouring into a column containing 4-5 times the amount of silica gel (200-300 mesh). After the petroleum ether balance D-101 the column, the petroleum ether-ethyl acetate 50:1, 20:1, 10:1 were used to elute 4 column volumes each, and the 10:1 part was collected and concentrated and evaporated. After adding methanol to the 10:1 elution site of petroleum ether-ethyl acetate to dissolve, centrifuge, take the supernatant, use the high-pressure preparation liquid phase for preparation, collect the chromatographic peak of purple prohu aglycone, and obtain purple prohu aglycone after concentration and drying. High pressure preparative liquid chromatography conditions: Agilent 1260 preparative chromatograph with FujiC18 column (250 × 50mm); The mobile phase is acetonitrile (A)-water (B); The detection wavelength is 310nm. The elution procedure is 0~60min,A 30%,B 70%; The flow rate is 30mL · min-1; The column temperature is 30 ℃. |
| Target | Value |
| AChE (Cell-free assay) | 84.7 μM |
| use | picroside has the functions of dispelling wind heat, reducing qi and eliminating phlegm. Used for content determination/identification/pharmacological experiments and other pharmacological effects: treating wind-heat headache, phlegm-heat cough and asthma, vomiting, chest and diaphragm full, with obvious anti-platelet aggregation and analgesic effects. |
Last Update：2024-04-09 02:00:08
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(R)-2-[1-(β-D-Glucopyranosyloxy)-1-methylethyl]-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one
Einecs 231-961-6
3-Pyridinecarbonitrile, 5-[2-(2,3-dihydro-1,3-dioxo-1H-benz[de]isoquinolin-6-yl)diazenyl]-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-
4-[(phenylsulfanyl)methyl]-N'-[2-(trifluoromethyl)benzylidene]benzohydrazide
Methyl 6-cyano-1,2,2a,7b-tetrahydro-3H-cyclobuta[b]indole-3-carboxylate
ASGPR ligand-1
(1R)-1-(4-CHLORO-3-METHYLPHENYL)-2,2,2-TRIFLUOROETHYLAMINE
2-({[2-(benzyloxy)-1-naphthyl]methyl}amino)ethanol
(3aR,4R,7S,7aS)-rel-3a,4,7,7a-tetrahydro-4-Methyl-4,7-Epoxy-1H-isoindole-1,3(2H)-dione (Relative stereocheMistry)
pectin lyase basic enzyme from*aspergillus japoni
Einecs 231-961-6
3-Pyridinecarbonitrile, 5-[2-(2,3-dihydro-1,3-dioxo-1H-benz[de]isoquinolin-6-yl)diazenyl]-1,2-dihydro-6-hydroxy-4-methyl-2-oxo-
4-[(phenylsulfanyl)methyl]-N'-[2-(trifluoromethyl)benzylidene]benzohydrazide
Methyl 6-cyano-1,2,2a,7b-tetrahydro-3H-cyclobuta[b]indole-3-carboxylate
ASGPR ligand-1
(1R)-1-(4-CHLORO-3-METHYLPHENYL)-2,2,2-TRIFLUOROETHYLAMINE
2-({[2-(benzyloxy)-1-naphthyl]methyl}amino)ethanol
(3aR,4R,7S,7aS)-rel-3a,4,7,7a-tetrahydro-4-Methyl-4,7-Epoxy-1H-isoindole-1,3(2H)-dione (Relative stereocheMistry)
pectin lyase basic enzyme from*aspergillus japoni