A flavonoid glycoside with hepatotoxic activity
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2''-O-Rhamnosylicariside II

Item No. 36487

Technical Information
Formal Name
3-[[6-deoxy-2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-mannopyranosyl]oxy]-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
CAS Number
135293-13-9
Synonyms
  • 2”-O-Rhys II
Molecular Formula
C33H40O14
Formula Weight
Purity
≥98%
A solid
SMILES
C/C(C)=C\CC1=C2C(C(C(O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)=C(C5=CC=C(C=C5)OC)O2)=O)=C(C=C1O)O
InChi Code
InChI=1S/C33H40O14/c1-13(2)6-11-18-19(34)12-20(35)21-24(38)30(28(45-29(18)21)16-7-9-17(42-5)10-8-16)46-33-31(26(40)23(37)15(4)44-33)47-32-27(41)25(39)22(36)14(3)43-32/h6-10,12,14-15,22-23,25-27,31-37,39-41H,11H2,1-5H3/t14-,15-,22-,23-,25+,26+,27+,31+,32-,33-/m0/s1
InChi Key
TVBJKPLTBPGHDJ-ZJTKNEERSA-N
Origin
Plant/Epimedium brevicornu
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2”-O-Rhamnosylicariside II (2”-O-Rhys II) is a flavonoid glycoside that has been found in Epimedium and has hepatotoxic activity.1,2 It increases aspartate aminotransferase (AST), lactate dehydrogenase (LDH), and malondialdehyde (MDA) levels, as well as decreases glutathione (GSH) levels in Hl 7702 cells when used at a concentration of 66 µg/ml. 2’-O-Rhys II (100 µM) induces 100% mortality in zebrafish larvae.2 It also induces hepatocellular vacuolization and degeneration in adult zebrafish when used at a concentration of 25 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, L., Wang, T., Zhao, B.-S., et alEffect of 2″-O-rhamnosyl icariside II, baohuoside I and baohuoside II in Herba epimedii on cytotoxicity indices in HL-7702 and HepG2 cells. Molecules 24(7), 1236 (2019).

    2. Zhong, R., Chen, Y., Ling, J., et alThe toxicity and metabolism properties of Herba epimedii flavonoids on laval and adult zebrafish. Evid. Based Complement. Alternat. Med. 3745051 (2019).