Aureothin

Names

[ Name ]:
Aureothin

Biological Activity

[Description]:

Aureothin, is a natural polyketide, is a HIV inhibitor with an 50 of 5.3 nM. Aureothin is a microbial biolarvicide[1][2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HIV

Research Areas >> Infection

[Target]

HIV:5.3 nM (IC50)

[In Vitro]

Aurethin 显示出对埃及伊蚊的杀幼虫活性，处理后 24 小时的 LC50 值为 1.5 ppm，处理后 48 小时的 LC50 值为 3.8 ppm[1]。

[References]

[1]. Seong Jong Kim, et al. Streptomyces distallicus, a Potential Microbial Biolarvicide. J Agric Food Chem. 2022 Sep 14;70(36):11274-11280.

[2]. Alexander Herrmann, et al. Potent inhibition of HIV replication in primary human cells by novel synthetic polyketides inspired by Aureothin. Sci Rep. 2020 Jan 28;10(1):1326.

Chemical & Physical Properties

[ Density]:
1.26g/cm3

[ Boiling Point ]:
591.4ºC at 760mmHg

[ Molecular Formula ]:
C₂₂H₂₃NO₆

[ Molecular Weight ]:
397.42100

[ Flash Point ]:
235ºC

[ Exact Mass ]:
397.15300

[ PSA ]:
94.49000

[ LogP ]:
5.18790

[ Vapour Pressure ]:
5.86E-14mmHg at 25°C

[ Index of Refraction ]:
1.593

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ0800000

CHEMICAL NAME :: 4H-Pyran-4-one, 3,5-dimethyl-, 2-methoxy-6-(tetrahydro-4-(beta-methyl-p-nitrocinnamy lidene)- 2-furyl)-

CAS REGISTRY NUMBER :: 2825-00-5

BEILSTEIN REFERENCE NO. :: 0058476

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C22-H23-N-O6

MOLECULAR WEIGHT :: 397.46

WISWESSER LINE NOTATION :: T6O DVJ BO1 C1 E1 F- ET5O CYTJ CU1Y1&U1R DNW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3 mg/kg

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

REFERENCE :: ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 33,1790,1969

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 740 ug/kg

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

REFERENCE :: ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 33,1790,1969

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1400 ug/kg

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

REFERENCE :: JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 7,60,1954

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1260 ug/kg

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

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#02084

Related Compounds

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