alternariol monomethyl ether

Names

[ Name ]:
alternariol monomethyl ether

[Synonym ]:
3,7-Dihydroxy-9-methoxy-1-methyl-6H-dibenzo[b,d]pyran-6-one,Alternariol monomethyl ether
9-nitro-7,12-dihydroindolo-[3,2-d][1]benzazepin-6(5H)-one
Paullone Analog 1
Alternariol-9-methyl ether
1q3w
9-Nitropaullone
14-nitro-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2(7),3,5,12(17),13,15-heptaen-9-one
Alsterpaullone
alternariol 5-O-methyl ether
Kinome_3754
Alternariol monomethyl ether from Alternaria alternata (tenuis)
alternariol monomethyl ester
alternariol monomethylether

Biological Activity

[Description]:

Djalonensone, isolated from the roots of Anthocleista djalonensis (Loganiaceae), is an important taxonomic marker of the plant species[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Ziling Mao, et al. Natural dibenzo-α-pyrones and their bioactivities. Molecules. 2014 Apr 22;19(4):5088-108.

Chemical & Physical Properties

[ Density]:
1.427g/cm3

[ Boiling Point ]:
559.2ºC at 760mmHg

[ Molecular Formula ]:
C₁₅H₁₂O₅

[ Molecular Weight ]:
272.25300

[ Flash Point ]:
217.4ºC

[ Exact Mass ]:
272.06800

[ PSA ]:
79.90000

[ LogP ]:
2.67440

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.665

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HP8755000

CHEMICAL NAME :: 6H-Dibenzo(b,d)pyran-6-one, 3,7-dihydroxy-9-methoxy-1-methyl-

CAS REGISTRY NUMBER :: 23452-05-3

BEILSTEIN REFERENCE NO. :: 0253553

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C15-H12-O5

MOLECULAR WEIGHT :: 272.27

WISWESSER LINE NOTATION :: T B666 HOVJ C1 EQ KQ MO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 200 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 200 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 50 ug/plate

REFERENCE :: JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 37,1341,1989

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H317

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22-43

[ Safety Phrases ]:
36/37

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

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%

Articles

Natural occurrence of four Alternaria mycotoxins in tomato- and citrus-based foods in China.

J. Agric. Food Chem. 63(1) , 343-8, (2015)

A total of 70 tomato-based and 86 citrus-based products collected in China were analyzed for alternariol, alternariol monomethyl ether, tentoxin, and tenuazonic acid by ultraperformance liquid chromat...

Simultaneous determination of seventeen mycotoxins residues in Puerariae lobatae radix by liquid chromatography-tandem mass spectrometry.

J. Pharm. Biomed. Anal. 98 , 201-9, (2014)

This work reported an efficient and accurate liquid chromatography tandem mass spectrometry (LC-MS/MS) method for simultaneous determination of seventeen mycotoxins in Puerariae lobatae radix, a frequ...

Mycotoxin production by Alternaria strains isolated from Argentinean wheat.

Int. J. Food Microbiol. 119(3) , 219-22, (2007)

The toxigenic potential of Alternaria strains isolated from Argentinean wheat was investigated. A total of 123 strains were assayed for the production of tenuazonic acid (TA), alternariol (AOH) and al...