Acacetin

Names

[ CAS No. ]:
480-44-4

[ Name ]:
Acacetin

[Synonym ]:
Linarigenin
5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
5,7-Dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Acacetin
5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
5,7-Dihydroxy-4'-methoxyflavone
Apigenin-4'-methyl Ether
4'-O-Methylapigenin
Buddleoflavonol
MFCD00016936
4'-Methoxyapigenin
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-methoxyphenyl)-
Apigenin 4'-methyl ether
EINECS 207-552-3

Biological Activity

[Description]:

1) Natural acacetin was a 4.0-fold and 5.5-fold more potent inhibitor of BACE-1 than oleanolic acid and maslinic acid, respectively.[1]2) Acacetin significantly suppressed the photoreceptor collapse. [1]3) Acacetin significantly reduces the Aβ levels by interfering with human APP proteolytic processing and BACE-1 expression. [1]4) Acacetin inhibited the generation of the APP-CTF by affecting APP cleavage. [1]5) Acacetin prolongs lifespan of significantly in the dose dependent manner. Acacetin(25 uM) had the greatest effect on longevity, extending mean lifespan significantly by 27.31% at 25 uM concentration

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

Natural Products >> Flavonoids

Research Areas >> Others

[References]

[1]. Wang X. Effects and possible mechanisms of action of acacetin on the behavior and eye morphology of Drosophilamodels of Alzheimer's disease. Sci Rep, 2015 Nov 4, 5:16127.

[2]. Asthana J et al. Acacetin promotes healthy aging by altering stress response in Caenorhabditis elegans. Free Radic Res, 2016 Aug, 50(8):861-74.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
518.6±50.0 °C at 760 mmHg

[ Melting Point ]:
260-265 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₂O₅

[ Molecular Weight ]:
284.263

[ Flash Point ]:
198.3±23.6 °C

[ Exact Mass ]:
284.068481

[ PSA ]:
79.90000

[ LogP ]:
3.15

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.669

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ3002000

CHEMICAL NAME :: 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-methoxyphenyl)-

CAS REGISTRY NUMBER :: 480-44-4

BEILSTEIN REFERENCE NO. :: 0277879

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C16-H12-O5

MOLECULAR WEIGHT :: 284.28

WISWESSER LINE NOTATION :: T66 BO EVJ CR DO1& GQ IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 933 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 933 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 50 mg/kg

SEX/DURATION :: female 1 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 3,401,1981

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DJ3002000

[ HS Code ]:
2914509090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Related Compounds

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