Introduction:Basic information about Isoacteoside CAS 61303-13-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Isoacteoside Basic information
| Product Name: | Isoacteoside |
| Synonyms: | Isokusaginin;Isoacteoside, >=98%;β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-, 6-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate];ISOVERBASCOSIDE;ISOACTEOSIDE;Isoacteosid;[(2R,3R,4S,5R,6R)-5-(3,4-Dihydroxyphenyl)-6-ethoxy-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate;2-(3,4-Dihydroxyphenyl)ethyl 3-O-(α-L-rhamnopyranosyl)-6-O-[(E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]-β-D-glucopyranoside |
| CAS: | 61303-13-7 |
| MF: | C29H36O15 |
| MW: | 624.59 |
| EINECS: | |
| Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract |
| Mol File: | 61303-13-7.mol |
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Isoacteoside Chemical Properties
| Melting point | 220~230℃ |
| Boiling point | 942.9±65.0 °C(Predicted) |
| density | 1.60±0.1 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | DMSO : ≥ 48 mg/mL (76.85 mM) |
| form | Powder |
| pka | 9.32±0.10(Predicted) |
| color | White to yellow |
| biological source | plant |
| Major Application | metabolomics vitamins, nutraceuticals, and natural products |
| InChIKey | FNMHEHXNBNCPCI-RRYJURSWNA-N |
| SMILES | O1[C@H]([C@@H]([C@@H]([C@H]([C@@H]1C)O)O)O)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2O)COC(=O)\C=C\c4cc(c(cc4)O)O)OCCc3cc(c(cc3)O)O)O |
Safety Information
| WGK Germany | WGK 3 |
| HS Code | 29389090 |
| Storage Class | 11 - Combustible Solids |
Isoacteoside Usage And Synthesis
| Description | Isoverbascoside is a phenylethanoid glycoside that has been found in C. trichotomum and has diverse biological activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay and inhibits hydrogen peroxide-induced lipid peroxidation in V79-4 cells when used at a concentration of 10 μg/ml. Isoverbascoside (7.5-30 μM) induces apoptosis and production of reactive oxygen species (ROS) in, and reduces viability of, OVCAR-3 cells. It inhibits tumor growth in an OVCAR-3 mouse xenograft model when administered at a dose of 30 mg/kg. Isoverbascoside (2.5 and 5 mg/kg) decreases brain amyloid deposition and increases exploratory behavior in rats when infused into the cerebral ventricles with amyloid-β (1-42) (Aβ42; ). It also decreases xylene-induced ear edema in mice and increases survival in a mouse model of LPS-induced endotoxic shock. |
| Chemical Properties | White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Cistanche deserticola and Rehmannia glutinosa. |
| Uses | Isoacteoside is a possible food antioxidant. |
| Definition | ChEBI: Isoacteoside is a hydroxycinnamic acid. |
| in vivo | Isoacteoside (25-100 mg/kg, ip, single dose) exhibits anti-inflammatory efficacy in mouse xylene-induced ear edema models, LPS (HY-D1056)-induced endotoxin shock models, and LPS (HY-D1056)-induced acute kidney injury (AKI) models[2]. Isoacteoside (30 mg/kg, ip, three times a week for 5 weeks) exhibits antitumor efficacy in mouse OVCAR-3 xenograft models[3]. Isoacteoside (2.5-5 mg/kg, icv for 15 days) exhibits neuroprotective effect against Aβ 1-42-induced neurotoxicity and cognitive impairment in SD rats models[5].
| Animal Model: | Acute kidney injury (AKI) model[2] | | Dosage: | 25-100 mg/kg | | Administration: | ip, single dose | | Result: | Ameliorated LPS induced acute kidney injury.| Animal Model: | Mouse OVCAR-3 xenograft model[3] | | Dosage: | 30 mg/kg | | Administration: | ip, three times a week for 5 weeks | | Result: | Reduced the tumor weight and volume.| Animal Model: | Aβ 1-42 induced neurotoxicity in Sprague-Dawley rats models[5] | | Dosage: | 2.5-5 mg/kg | | Administration: | icv for 15 days | | Result: | Increased the exploratory behavior, shortened the escape latency. |
| | References | [1] SUNGWOOK CHAE. Antioxidant activity of isoacteoside from Clerodendron trichotomum.[J]. Journal of Toxicology and Environmental Health-Part A-Current Issues, 2005, 68 5: 389-400. DOI: 10.1080/15287390590900750 [2] XILI YANG. Suppression of in vitro and in vivo human ovarian cancer growth by isoacteoside is mediated via sub-G1 cell cycle arrest, ROS generation, and modulation of AKT/PI3K/m-TOR signalling pathway.[J]. Journal of Buon, 2019, 24 1: 285-290. [3] YOUNG-JI SHIAO. Acteoside and Isoacteoside Protect Amyloid β Peptide Induced Cytotoxicity, Cognitive Deficit and Neurochemical Disturbances In Vitro and In Vivo.[J]. International Journal of Molecular Sciences, 2017, 18 4. DOI: 10.3390/ijms18040895 [4] HONGWEI GAO. Isoacteoside, a dihydroxyphenylethyl glycoside, exhibits anti-inflammatory effects through blocking toll-like receptor 4 dimerization[J]. British Journal of Pharmacology, 2017, 174 17: 2880-2896. DOI: 10.1111/bph.13912 | Isoacteoside Preparation Products And Raw materials |
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