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2825-00-5

2825-00-5 structure
2825-00-5 structure
  • Name: Aureothin
  • Chemical Name: 2-Methoxy-3,5-dimethyl-6-{(4Z)-4-[(2E)-2-methyl-3-(4-nitrophenyl) -2-propen-1-ylidene]tetrahydro-2-furanyl}-4H-pyran-4-one
  • CAS Number: 2825-00-5
  • Molecular Formula: C22H23NO6
  • Molecular Weight: 397.42100
  • Catalog: Signaling Pathways Anti-infection HIV
  • Create Date: 2017-05-23 15:23:13
  • Modify Date: 2024-01-02 10:42:51
  • Aureothin, is a natural polyketide, is a HIV inhibitor with an 50 of 5.3 nM. Aureothin is a microbial biolarvicide[1][2].

Name 2-Methoxy-3,5-dimethyl-6-{(4Z)-4-[(2E)-2-methyl-3-(4-nitrophenyl) -2-propen-1-ylidene]tetrahydro-2-furanyl}-4H-pyran-4-one
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
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.  

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

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
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