Hirsutenone

Names

[ Name ]:
Hirsutenone

[Synonym ]:
chikusetsusaponinivc
Panaxoside
hirsutanone
Ginsenoside Re std.
gingerenone-A
4-Hepten-3-one, 1,7-bis(3,4-dihydroxyphenyl)-, (4E)-
gingenoside Re
ginsenoside-Re standard
ginsenoside-Re
(4E)-1,7-Bis(3,4-dihydroxyphenyl)hept-4-en-3-one
GINSENOSIDE GINSENOSIDE-RE
(4E)-1,7-Bis(3,4-dihydroxyphenyl)-4-hepten-3-one
1,7-Bis-(3,4-dihydroxy-phenyl)-hept-4-en-3-one
ginsenosideb2
Hirsutenone

Biological Activity

[Description]:

Hirsutenone is an active botanical diarylheptanoid present in Alnus species and exhibits many biological activities, including anti-inflammatory, anti-tumor promoting and anti-atopic dermatitis effects. Hirsutenone attenuates adipogenesis by binding directly to PI3K and ERK1 in a non-ATP competitive manner. Hirsutenone can be used for the study of obesity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> PI3K/Akt/mTOR >> PI3K

Research Areas >> Inflammation/Immunology

Signaling Pathways >> MAPK/ERK Pathway >> ERK

Signaling Pathways >> Stem Cell/Wnt >> ERK

[In Vitro]

Hirsutenone (0-100 μM; 48 hours) inhibits adipogenesis in 3T3-L1 preadipocytes and exhibits non-toxicity at 20-100 μM[1]. Hirsutenone (0-100 μM; 48 hours) attenuates MDI-induced lipid accumulation in 3T3-L1 preadipocytes in a dose-dependent manner. In particular, HST at 40 and 80 μM significantly reduces MDI-induced adipogenesis in 3T3-L1 preadipocytes[1]. Hirsutenone (0-100 μM; 48 hours) reduces the protein expression levels of PPARg, C/EBPa, and FAS in a dose-dependent manner in 3T3-L1 preadipocytes[1]. Hirsutenone (80 μM; 20-24 hours) suppresses the cell cycle entry to S and G2/M phases occurrs at 20 hours when compares with at 20 hours. At 24 h, more cells are arrested in G1 phase (53% of total cells) when compares with the MDI-induced group which contains the majority of cells (56% of total cells) in G2/M phase[1].

[References]

[1]. Lai Yee Cheong, et al. Hirsutenone Directly Targets PI3K and ERK to Inhibit Adipogenesis in 3T3-L1 Preadipocytes.J Cell Biochem

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
622.0±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₉H₂₀O₅

[ Molecular Weight ]:
328.359

[ Flash Point ]:
344.0±28.0 °C

[ Exact Mass ]:
328.131073

[ PSA ]:
97.99000

[ LogP ]:
2.16

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.649

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H410

[ Precautionary Statements ]:
P273-P501

[ Hazard Codes ]:
N

[ Risk Phrases ]:
50

[ Safety Phrases ]:
61

[ RIDADR ]:
UN 3077 9 / PGIII

[ HS Code ]:
2914501900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%