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Key Documents

SML0590

Sigma-Aldrich

Isorhapontigenin

≥98% (HPLC)

Synonym(s):

(E)- 3′-methoxy-3,4′,5-stilbenetriol, (E)-5-[2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol, 3′-Methoxyresveratrol, Isorhapotigenin, Isorhapotogenin

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About This Item

Empirical Formula (Hill Notation):
C15H14O4
CAS Number:
Molecular Weight:
258.27
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 15 mg/mL, clear

storage temp.

room temp

SMILES string

OC1=CC(/C=C/C2=CC=C(O)C(OC)=C2)=CC(O)=C1

InChI

1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+

InChI key

ANNNBEZJTNCXHY-NSCUHMNNSA-N

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Biochem/physiol Actions

Isorhapontigenin or 4-methoxyresveratrol is a stilbene derivative isolated from a number of plants including Chinese medical herbs Gnetum Cleistostachyum and Iris Domestica (Belamcanda chinensis, leopard lily), and wine grapes. Similarly to resveratrol, isorhapontigenin is a potent antioxidant that attenuates ROS generation. Also, Isorhapontigenin exhibits pro-apoptopic and anti-cancer activities through downregulation of XIAP (X-linked inhibitor of apoptosis protein).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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