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(-)-Hardwickic acid

Names

[ CAS No. ]:
1782-65-6

[ Name ]:
(-)-Hardwickic acid

[Synonym ]:
1-Naphthalenecarboxylic acid, 5-[2-(3-furanyl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-5,6,8a-trimethyl-, (4aR,5S,6R,8aR)-
(-)-Hardwickiic acid
(4aR,5S,6R,8aR)-5-[2-(3-Furyl)ethyl]-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid
(-)-Hardwickic acid

Biological Activity

[Description]:

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

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel
Research Areas >> Infection
Research Areas >> Neurological Disease

[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.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
427.2±18.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H28O3

[ Molecular Weight ]:
316.435

[ Flash Point ]:
212.2±21.2 °C

[ Exact Mass ]:
316.203857

[ PSA ]:
50.44000

[ LogP ]:
6.56

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.519

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds