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12,14-Dichlorodehydroabietic acid

Names

[ CAS No. ]:
65281-77-8

[ Name ]:
12,14-Dichlorodehydroabietic acid

[Synonym ]:
12,14-DICHLORODEHYDROABIETIC ACID
1-Phenanthrenecarboxylic acid,6,8-dichloro-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-,(1R,4aS,10aR)

Biological Activity

[Description]:

12,14-Dichlorodehydroabietic acid, a chlorinated resin acid, is a potent Ca2+-activated K+ (BK) channel opener. 12,14-Dichlorodehydroabietic acid blocks GABA-dependent chloride entry in mammalian brain and operates as a non-competitive GABAA antagonist. 12,14-Dichlorodehydroabietic acid increases cytosolic free Ca2+ and stimulates transmitter release[1][2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Research Areas >> Neurological Disease
Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel
Signaling Pathways >> Neuronal Signaling >> GABA Receptor

[Target]

Ca2+-activated K+ (BK) channel[2] GABAA[1]


[References]

[1]. R A Nicholson, et al. Inhibition of GABA-gated chloride channels by 12,14-dichlorodehydroabietic acid in mammalian brain. Br J Pharmacol. 1999 Mar;126(5):1123-32.

[2]. Kazuho Sakamoto, et al. Molecular mechanisms for large conductance Ca2+-activated K+ channel activation by a novel opener, 12,14-dichlorodehydroabietic acid. J Pharmacol Exp Ther. 2006 Jan;316(1):144-53.

Chemical & Physical Properties

[ Density]:
1.2g/cm3

[ Boiling Point ]:
469.6ºC at 760 mmHg

[ Molecular Formula ]:
C20H26Cl2O2

[ Molecular Weight ]:
369.32500

[ Flash Point ]:
237.8ºC

[ Exact Mass ]:
368.13100

[ PSA ]:
37.30000

[ LogP ]:
6.21170

[ Index of Refraction ]:
1.555

Synthetic Route

Click to get detail synthetic route

Related Compounds