[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate
Curculigoside
CAS: 85643-19-2
Molecular Formula: C22H26O11
[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate - Names and Identifiers
| Name | Curculigoside |
| Synonyms | CURCULIGOSIDE Curculigoside CurculigosideA 2-(beta-D-glucopyranosyloxy)-5-hydroxybenzyl 2,6-dimethoxybenzoate β-D-Glucopyranoside,2-[[(2,6-diMethoxybenzoyl)oxy]Methyl]-4-hydroxyphenyl β-D-Glucopyranoside, 2-[[(2,6-dimethoxybenzoyl)oxy]methyl]-4-hydroxyphenyl 2-[[(2,6-Dimethoxybenzoyl)oxy]methyl]-4-hydroxyphenyl beta-D-Glucopyranoside beta-D-Glucopyranoside, 2-(((2,6-dimethoxybenzoyl)oxy)methyl)-4-hydroxyphenyl [5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate |
| CAS | 85643-19-2 |
| InChI | InChI=1/C22H26O11/c1-29-14-4-3-5-15(30-2)17(14)21(28)31-10-11-8-12(24)6-7-13(11)32-22-20(27)19(26)18(25)16(9-23)33-22/h3-8,16,18-20,22-27H,9-10H2,1-2H3/t16-,18-,19+,20-,22-/m1/s1 |
[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate - Physico-chemical Properties
| Molecular Formula | C22H26O11 |
| Molar Mass | 466.44 |
| Density | 1.450±0.06 g/cm3(Predicted) |
| Melting Point | 158-160 °C(Solv: methanol (67-56-1)) |
| Boling Point | 734.9±60.0 °C(Predicted) |
| Specific Rotation(α) | -15.3°（methanol） |
| Flash Point | 253.8°C |
| Solubility | Soluble in methanol, DMSO and other solvents, insoluble in petroleum ether, chloroform. |
| Vapor Presure | 1.13E-22mmHg at 25°C |
| Appearance | White powder |
| Color | Off-White |
| pKa | 9.70±0.20(Predicted) |
| Storage Condition | -20°C Freezer |
| Refractive Index | 1.623 |
| MDL | MFCD00800689 |
| Physical and Chemical Properties | White granular crystals, soluble in methanol, almost insoluble in ether, derived from Curculigo. |
| In vitro study | Curculigoside (1-64 μg/ml; 72 hours) exerts significant inhibitory effects on MH7A cell viability between 1 and 64 µg/ml in MH7A cells. Curculigoside (4-16 μg/ml; 24 hours) decreases the protein expression of JAK1, JAK3 and STAT3 compared to the TNF-α group. Cell Viability Assay Cell Line: MH7A cells Concentration: 1 μg/ml; 2 μg/ml; 4 μg/ml; 8 μg/ml; 16 μg/ml; 32 μg/ml; 64 μg/ml Incubation Time: 72 hours Result: Had inhibitory effect on MH7A cells. Western Blot Analysis Cell Line: MH7A cells Concentration: 4 μg/ml; 64 μg/ml Incubation Time: 24 hours Result: Downregulated JAK1, JAK3 and STAT3 protein expression. |
[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29389090 |
[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate - Reference
| Reference Show more | 1. Fan xiaulong, Chen Ran, Wu Wanqin, Liu Guoyan, Huang Kun, Jiang Feng. Determination of 20 functional components in food by liquid chromatography tandem mass spectrometry [J]. Food and machinery, 2021,37(01):86-93 98. 2. Chen, Tingxiang, et al. "Effects of curculigoside A on random skin flap survival in rats." European journal of pharmacology 834 (2018): 281-287.https:// doi.org/10.1016/j. July 30, 2018 3. [IF = 4.36] Kun Shi et al. "Epimedii Folium and curculginis rhezoma ameriorate lipopolysaccharides-induced cognitive impact by regulating the TREM2 signaling pathway." J Ethnopharmacol. 2022 Feb;284:114766 |
[5-Hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl-2,6-dimethoxybenzoate - Reference Information
| overview | curculigin has the effects of tonifying kidney and strengthening yang, benefiting essence and blood, strengthening muscles and bones, and reducing blood and swelling. It is used for clinical diseases such as deficiency of kidney, spermatorrhea of yang, internal injury of deficiency and thin, cold pain of waist and spine, cold deficiency and diarrhea, taking down, frequency of urination, etc. |
| biological activity | Curculigoside are the main saponins in C. orchioide, with significant antioxidant, anti-osteoporosis, antidepressant and neuroprotective effects. By regulating the JAK/STAT/NF-κB signaling pathway, it has shown significant anti-arthritis effects in vivo and in vitro. |
| target | JAK; STAT; NF-κB |
| in vitro research | Curculigoside (1-64 μg/ml; 72 hours) exerts significant inhibitory effects on MH7A cell viability between 1 and 64g/ml in MH7A cells. Curculigoside (4-16 μg/ml; 24 hours) decreases the protein expression of JAK1, JAK3 and STAT3 compared to the TNF-α group. Cell Viability Assay Cell Line: MH7A cells Concentration: 1 μg/ml; 2 μg/ml; 4 μg/ml; 8 μg/ml; 16 μg/ml; 32 μg/ml; 64 μg/ml Incubation Time: 72 hours Result: Had inhibitory effect on MH7A cells. Western Blot Analysis Cell Line: MH7A cells Concentration: 4 μg/ml; 64 μg/ml Incubation Time: 24 hours Result: Downregulated JAK1, JAK3 and STAT3 protein expression. |
| Cell Line: | MH7A cells MH7A cells |
| Concentration: | 1 μg/ml; 2 μg/ml; 4 μg/ml; 8 μg/ml; 16 μg/ml; 32 μg/ml; 64 μg/ml 4 μg/ml; 64 μg/ml |
| Incubation Time: | 72 hours 24 hours |
| Result: | Had inhibitory effect on MH7A cells. Downregulated JAK1, JAK3 and STAT3 protein expression. |
| chemical properties | white particle crystal, soluble in methanol, almost insoluble in ether, derived from Curculigo. |
| use | curculigoside has the effect of scavenging free radicals and significantly resisting osteoporosis. used for content determination/identification/pharmacological experiment, etc. |
Last Update：2024-04-09 15:16:35
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Mobile: 18021002903
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