Sec-O-GlucosylhamaudolCAS# 80681-44-3 |
Quality Control & MSDS
3D structure
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Number of papers citing our products
| Cas No. | 80681-44-3 | SDF | Download SDF |
| PubChem ID | 10478277 | Appearance | White powder |
| Formula | C21H26O10 | M.Wt | 438.43 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in methan | ||
| Chemical Name | (3S)-5-hydroxy-2,2,8-trimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydropyrano[3,2-g]chromen-6-one | ||
| SMILES | CC1=CC(=O)C2=C(C3=C(C=C2O1)OC(C(C3)OC4C(C(C(C(O4)CO)O)O)O)(C)C)O | ||
| Standard InChIKey | QVUPQEXKTXSMKX-JJDILSOYSA-N | ||
| Standard InChI | InChI=1S/C21H26O10/c1-8-4-10(23)15-12(28-8)6-11-9(16(15)24)5-14(21(2,3)31-11)30-20-19(27)18(26)17(25)13(7-22)29-20/h4,6,13-14,17-20,22,24-27H,5,7H2,1-3H3/t13-,14+,17-,18+,19-,20+/m1/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Sec-O-glucosylhamaudol has anti-inflammatory effect through regulation of p38 Mitogen-Activated Protein Kinase in Lipopolysaccharide-stimulated RAW264.7 cell line. Intrathecal sec-O-glucosylhamaudol has a very strong antinociceptive effect in the formalin test and it seems the effect is related to an opioid receptor. |
| Targets | p38MAPK | NF-kB |
| In vitro | Anti-Inflammatory Effect of Sec-O-glucosylhamaudol from Ledebouriella seseloides through Regulation of p38 Mitogen-Activated Protein Kinase in Lipopolysaccharide-Stimulated RAW264.7 Cell Line[Reference: WebLink]2014 International Symposium and Annual Meeting, 2014.10, 338-338.Anti-Inflammatory Effect of Sec-O-Glucosylhamaudol from Ledebouriella seseloides through Regulation of p38 Mitogen-Activated Protein Kinase in Lipopolysaccharide-Stimulated RAW264.7 Cell Line. Screening active components from Yu-ping-feng-san for regulating initiative key factors in allergic sensitization.[Pubmed: 25198676]PLoS One. 2014 Sep 8;9(9):e107279.Yu-ping-feng-san (YPFS) is a Chinese medical formula that is used clinically for allergic diseases and characterized by reducing allergy relapse. Our previous studies demonstrated that YPFS efficiently inhibited T helper 2 cytokines in allergic inflammation. The underlying mechanisms of action of YPFS and its effective components remain unclear.
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| In vivo | Antinociceptive effect of intrathecal sec-O-glucosylhamaudol on the formalin-induced pain in rats.[Pubmed: 28416993]Korean J Pain. 2017 Apr; 30(2): 98–103.The root of Peucedanum japonicum Thunb., a perennial herb found in Japan, the Philippines, China, and Korea, is used as an analgesic. In a previous study, Sec-O-Glucosylhamaudol (SOG) showed an analgesic effect.
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| Structure Identification | J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jan 1;944:35-8.Determination of sec-O-glucosylhamaudol in rat plasma by gradient elution liquid chromatography-mass spectrometry.[Pubmed: 24291717]Sec-O-Glucosylhamaudol is one of the major bioactive compounds of the Saposhnikoviae Radix.
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Sec-O-Glucosylhamaudol Dilution Calculator
Sec-O-Glucosylhamaudol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2809 mL | 11.4043 mL | 22.8087 mL | 45.6173 mL | 57.0216 mL |
| 5 mM | 0.4562 mL | 2.2809 mL | 4.5617 mL | 9.1235 mL | 11.4043 mL |
| 10 mM | 0.2281 mL | 1.1404 mL | 2.2809 mL | 4.5617 mL | 5.7022 mL |
| 50 mM | 0.0456 mL | 0.2281 mL | 0.4562 mL | 0.9123 mL | 1.1404 mL |
| 100 mM | 0.0228 mL | 0.114 mL | 0.2281 mL | 0.4562 mL | 0.5702 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Screening active components from Yu-ping-feng-san for regulating initiative key factors in allergic sensitization.[Pubmed:25198676]
PLoS One. 2014 Sep 8;9(9):e107279.
Yu-ping-feng-san (YPFS) is a Chinese medical formula that is used clinically for allergic diseases and characterized by reducing allergy relapse. Our previous studies demonstrated that YPFS efficiently inhibited T helper 2 cytokines in allergic inflammation. The underlying mechanisms of action of YPFS and its effective components remain unclear. In this study, it was shown that YPFS significantly inhibited production of thymic stromal lymphopoietin (TSLP), an epithelial cell-derived initiative factor in allergic inflammation, in vitro and in vivo. A method of human bronchial epithelial cell (16HBE) binding combined with HPLC-MS (named 16HBE-HPLC-MS) was established to explore potential active components of YPFS. The following five components bound to 16HBE cells: calycosin-7-glucoside, ononin, claycosin, Sec-O-Glucosylhamaudol and formononetin. Serum from YPFS-treated mice was analyzed and three major components were detected claycosin, formononetin and cimifugin. Among these, claycosin and formononetin were detected by 16HBE-HPLC-MS and in the serum of YPFS-treated mice. Claycosin and formononetin decreased the level of TSLP markedly at the initial stage of allergic inflammation in vivo. Nuclear factor (NF)-kappaB, a key transcription factor in TSLP production, was also inhibited by claycosin and formononetin, either in terms of transcriptional activation or its nuclear translocation in vitro. Allergic inflammation was reduced by claycosin and formononetin when they are administered only at the initial stage in a murine model of atopic contact dermatitis. Thus, epithelial cell binding combined with HPLC-MS is a valid method for screening active components from complex mixtures of Chinese medicine. It was demonstrated that the compounds screened from YPFS significantly attenuated allergic inflammation probably by reducing TSLP production via regulating NF-kappaB activation.
Determination of sec-O-glucosylhamaudol in rat plasma by gradient elution liquid chromatography-mass spectrometry.[Pubmed:24291717]
J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jan 1;944:35-8.
Sec-O-Glucosylhamaudol is one of the major bioactive compounds of the Saposhnikoviae Radix. A simple and selective liquid chromatography-mass spectrometry (LC-MS) method for determination of Sec-O-Glucosylhamaudol in rat plasma was developed. After addition of carbamazepine as internal standard (IS), protein precipitation with acetonitrile-methanol (9:1, v/v) was used as sample preparation. Chromatographic separation was achieved on a Zorbax SB-C18 (2.1mmx150mm, 5mum) column with acetonitrile-0.1% formic acid in water as mobile phase with gradient elution. Electrospray ionization (ESI) source was applied and operated in positive ion mode; selective ion monitoring (SIM) mode was used for quantification using target fragment ions m/z 439 for Sec-O-Glucosylhamaudol and m/z 237 for the IS. Calibration plots were linear over the range of 50-8000ng/mL for Sec-O-Glucosylhamaudol in rat plasma. Mean recovery of Sec-O-Glucosylhamaudol in plasma was in the range of 74.8-83.7%. Intra-day and inter-day precision were both <15%. This method was successfully applied in pharmacokinetic study after intravenous administration of 2.5mg/kg Sec-O-Glucosylhamaudol in rats.
Antinociceptive effect of intrathecal sec-O-glucosylhamaudol on the formalin-induced pain in rats.[Pubmed:28416993]
Korean J Pain. 2017 Apr;30(2):98-103.
BACKGROUND: The root of Peucedanum japonicum Thunb., a perennial herb found in Japan, the Philippines, China, and Korea, is used as an analgesic. In a previous study, Sec-O-Glucosylhamaudol (SOG) showed an analgesic effect. This study was performed to examine the antinociceptive effect of intrathecal SOG in the formalin test. METHODS: Male Sprague-Dawley rats were implanted with an intrathecal catheter. Rats were randomly treated with a vehicle and SOG (10 microg, 30 microg, 60 microg, and 100 microg) before formalin injection. Five percent formalin was injected into the hind-paw, and a biphasic reaction followed, consisting of flinching and licking behaviors (phase 1, 0-10 min; phase 2, 10-60 min). Naloxone was injected 10 min before administration of SOG 100 microg to evaluate the involvement of SOG with an opioid receptor. Dose-responsiveness and ED50 values were calculated. RESULTS: Intrathecal SOG showed a significant reduction of the flinching responses at both phases in a dose-dependent manner. Significant effects were showed from the dose of 30 microg and maximum effects were achieved at a dose of 100 microg in both phases. The ED50 value (95% confidence intervals) of intrathecal SOG was 30.3 (25.8-35.5) microg during phase 1, and 48.0 (41.4-55.7) during phase 2. The antinociceptive effects of SOG (100 microg) were significantly reverted at both phases of the formalin test by naloxone. CONCLUSIONS: These results demonstrate that intrathecal SOG has a very strong antinociceptive effect in the formalin test and it seems the effect is related to an opioid receptor.
