A phenylethanoid glycoside with diverse biological activities
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Isomer(s)
24965Verbascoside
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Isoverbascoside

Item No. 29216

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside, 6-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoate]
CAS Number
61303-13-7
Synonyms
  • Isoacteoside
Molecular Formula
C29H36O15
Formula Weight
624.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mLDMSO: 30 mg/mLEthanol: 30 mg/mLPBS (pH 7.2): 10 mg/mL
λmax
333 nm
SMILES
O[C@@H]1[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](COC(/C=C/C3=CC=C(O)C(O)=C3)=O)O[C@H]1OCCC4=CC(O)=C(O)C=C4
InChi Code
InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)29(42-13)44-27-23(36)20(12-41-21(34)7-4-14-2-5-16(30)18(32)10-14)43-28(26(27)39)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29-/m0/s1
InChi Key
FNMHEHXNBNCPCI-QEOJJFGVSA-N
Origin
Plant/Cistanches herba
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $171

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    10 mg

    $307

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    25 mg

    $640

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    50 mg

    $1,023

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    Cayman Chemical
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    Product Description

    Isoverbascoside is a phenylethanoid glycoside that has been found in C. trichotomum and has diverse biological activities.1,2,3,4 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) 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.1 Isoverbascoside (7.5-30 μM) induces apoptosis and production of reactive oxygen species (ROS) in, and reduces viability of, OVCAR-3 cells.2 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; Item No. 20574).3 It also decreases xylene-induced ear edema in mice and increases survival in a mouse model of LPS-induced endotoxic shock.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chae, S., Kim, J.S., Kang, K.A., et al. Antioxidant activity of isoacteoside from Clerodendron trichotomum. J. Toxicol. Environ. Health A 68(5), 389-400 (2005).

    2. Yang, X., Guo, F., Peng, Q., et al. 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. BUON. 24(1), 285-290 (2019).

    3. Shiao, Y.-J., Su, M.-H., Lin, H.-C., et al. Acteoside and isoacteoside protect amyloid β peptide induced cytotoxicity, cognitive deficit and neurochemical disturbances in vitro and in vivo. Int. J. Mol. Sci. 18(4), E895 (2017).

    4. Gao, H., Cui, Y., Kang, N., et al. Isoacteoside, a dihydroxyphenylethyl glycoside, exhibits anti-inflammatory effects through blocking toll-like receptor 4 dimerization. Br. J. Pharmacol. 174(17), 2880-2896 (2017).