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ChemicalBook >  Product Catalog >  Natural Products >  Terpenes >  (4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid

(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid

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(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid Basic information

Product Name:
(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid
Synonyms:
  • (-)-Hardwickiic acid
  • (4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid
  • 1-Naphthalenecarboxylic acid, 5-(2-(3-furanyl)ethyl)-3,4,4A,5,6,7,8,8A-octahydro-5,6,8A-trimethyl-, (4ar-(4aalpha,5alpha,6beta,8abeta))-
  • (4aR,5R,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylicaci
CAS:
1782-65-6
MF:
C20H28O3
MW:
316.43452
Mol File:
1782-65-6.mol
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(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid Chemical Properties

Melting point:
106-107 °C
storage temp. 
Store at -20°C
form 
Solid
color 
White to off-white
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(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acid Usage And Synthesis

Biological Activity

Hardwickiic acid ((-)-Hardwikiic acid) is an antinociceptive compound that blocks Tetrodotoxin-sensitive voltage-dependent sodium channels. Hardwickiic acid shows insecticidal activity[1][2].

References

[1]. Cai S, et al. (-)-Hardwickiic Acid and Hautriwaic Acid Induce Antinociception via Blockade of Tetrodotoxin-Sensitive Voltage-Dependent Sodium Channels. ACS Chem Neurosci. 2019 Mar 20;10(3):1716-1728. [2]. Bandara BM, et al. Isolation and Insecticidal Activity of (-)-Hardwickiic Acid from Croton aromaticus. Planta Med. 1987 Dec;53(6):575.

(4aR)-5β-[2-(3-Furyl)ethyl]-3,4,4aβ,5,6,7,8,8a-octahydro-5,6α,8aα-trimethyl-1-naphthalenecarboxylic acidSupplier

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