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12-Hydroxyabieta-8(14),9(11),12-trien-7-one

Names

[ CAS No. ]:
511-05-7

[ Name ]:
12-Hydroxyabieta-8(14),9(11),12-trien-7-one

[Synonym ]:
9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS,10aS)-
12-Hydroxyabieta-8,11,13-triene-7-one
7-oxo-8,11,13-abietatrien-12-ol
12-Hydroxy-abieta-8,11,13-trien-7-on
9(1H)-Phenanthrenone, 2,3,4,4a,10,10a-hexahydro-6-hydroxy-1,1,4a-trimethyl-7-(1-methylethyl)-, (4aS-trans)-
Podocarpa-8,11,13-trien-7-one, 12-hydroxy-13-isopropyl-
12-hydroxy-abieta-8,11,13-trien-7-one
12-Hydroxyabieta-8(14),9(11),12-trien-7-one
10-Deoxoxanthoperol
12-hidroxyabieta-8,11,13-trien-7-one

Biological Activity

[Description]:

Sugiol is an abietane diterpenoid, can be isolated from Calocedrus formosana bark. Sugiol has anti-inflammatory activity, could effectively reduce intracellular reactive oxygen species (ROS) production in lipopolysaccharide (LPS)-stimulated macrophages[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related
Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK
Research Areas >> Inflammation/Immunology
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> MAPK/ERK Pathway >> JNK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

ERK1

ERK2

p38 MAPK

JNK1

JNK2

IL-1β


[In Vitro]

Sugiol (5-30 μM; 30 min) 抑制 J774A 细胞中 TNF-α 和 proIL-1β/IL-1β 蛋白的产生[1]。 Sugiol (5-30 μM; 30 min) 在脂多糖诱导的 J774A 细胞中抑制 MAPK 激活，抑制 ERK1/2, JUNK1/2 和 p38 磷酸化[1]。 Western Blot Analysis[1] Cell Line: J774A.1 macrophages cells stimulated with LPS Concentration: 5 μM, 10 μM, 20 μM, and 30 μM Incubation Time: 30 min Result: Completely inhibited ERK1/2 phosphorylation at 30 μM, and effectively inhibited JNK1/2 and p38 phosphorylation.

[References]

[1]. Chao KP, et al. Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark. Planta Med. 2005 Apr;71(4):300-5.  

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
437.2±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H28O2

[ Molecular Weight ]:
300.435

[ Flash Point ]:
186.4±21.3 °C

[ Exact Mass ]:
300.208923

[ PSA ]:
37.30000

[ LogP ]:
6.77

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

[ Index of Refraction ]:
1.539

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds