Lyoniresinol

For Research Use Only.
Category
Lignans
Cat.No.
NP3922
CAS
14464-90-5
Product Name
Lyoniresinol
Structure

Product Details

Description
Lyoniresinol, a natural lignan isolated from the root of Vitex negundo,is one of the eight lignans purified from methanol which has robust tyrosinase inhibitory capacity. Lyoniresinol exhibits the activity of antioxidative, and it decreases tyrosinase activity and melanin biosynthesis in B16F10 cells by activating ERK signaling, which downregulates MITF, tyrosinase, but not TRP-1 and TRP-2 protein expression, it can perhaps be incorporated into clinical dermatologic use as a skin lightening agent.
Synonyms
(1S)-1α-(3,5-Dimethoxy-4-hydroxyphenyl)-6,8-dimethoxy-7-hydroxy-1,2,3,4-tetrahydronaphthalene-2β,3α-dimethanol
IUPAC Name
(6R,7R,8S)-8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-ol
Molecular Weight
420.5
Molecular Formula
C22H28O8
Canonical SMILES
COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)CO
InChI
InChI=1S/C22H28O8/c1-27-15-7-12(8-16(28-2)20(15)25)18-14(10-24)13(9-23)5-11-6-17(29-3)21(26)22(30-4)19(11)18/h6-8,13-14,18,23-26H,5,9-10H2,1-4H3/t13-,14-,18+/m0/s1
InChIKey
ZDVZKBOFCHOPLM-SUNYJGFJSA-N
Boiling Point
617.6±55.0 °C(Predicted)
Melting Point
170.7-171.0 °C
Purity
>98%
Density
1.272±0.06 g/cm3(Predicted)
Appearance
Powder
Application
anti-melanogenic; anti-oxidant
EINECS
200-258-5
pKa
10.05±0.40(Predicted)
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