EQUISETIN

Product Name: EQUISETIN
CAS No.: 57749-43-6
Chemical Name: EQUISETIN
Synonyms: LS-64262;EQUISETIN;Citalopram Impurity 39;(3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione;2,4-Pyrrolidinedione, 5-(hydroxymethyl)-3-[hydroxy[(1S,2R,4aS,6R,8aR)-1,2,4a,5,6,7,8,8a-octahydro-1,6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-, (3E,5S)-;(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione
CBNumber: CB1281192
Molecular Formula: C22H31NO4
Formula Weight: 373.49
MOL File: 57749-43-6.mol

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EQUISETIN Property

Melting point:: 117-118 °C
Boiling point:: 556.0±50.0 °C(Predicted)
Density: 1.180±0.06 g/cm3(Predicted)
storage temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 4.50±1.00(Predicted)
color: Pale Beige to Light Brown
Stability:: Hygroscopic

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Safety

HS Code: 29339900
Toxicity: mouse,LD50,intraperitoneal,63mg/kg (63mg/kg),Antimicrobial Agents and Chemotherapy. Vol. 5, Pg. 634, 1974.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1929
Product name: Equisetin
Purity: (<I>Fusarium equiseti</I>), ≥97% (HPLC)
Packaging: 1 mg
Price: $163
Updated: 2025/07/31

Cayman Chemical

Product number: 18196
Product name: Equisetin
Purity: ≥99%
Packaging: 1mg
Price: $153
Updated: 2024/03/01

Cayman Chemical

Product number: 18196
Product name: Equisetin
Purity: ≥99%
Packaging: 5mg
Price: $684
Updated: 2024/03/01

TRC

Product number: E592900
Product name: Equisetin
Packaging: 0.5mg
Price: $125
Updated: 2021/12/16

Usbiological

Product number: E3450-55
Product name: Equisetin
Packaging: 1mg
Price: $390
Updated: 2021/12/16

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EQUISETIN Chemical Properties,Usage,Production

Description

Equisetin is a fungal metabolite that has been isolated from Fusarium. It inhibits HIV-1 integrase 3’ end-processing and strand transfer activities. Equisetin inhibits the ATPase activity of rat liver mitochondria and mitoplasts stimulated by 2,4-dinitrophenol (Dnp) in a concentration-dependent manner (IC₅₀ = ~8 nM per mg of protein for both). It also inhibits ADP-stimulated respiration and the mitochondrial transport of ATP, inorganic phosphate, and succinate. Epiequisetin is phytotoxic and inhibits the germination of various seeds and growth of young seedlings.

Uses

The tetramic acid, equisetin, is produced by a number of species of Fusarium. Interest in equisetin emerged with reports of its inhibitory activity against HIV-1 integrase in vitro that was mechanistically distinct from previously described inhibitors. Equisetin inhibits 3' end-processing and strand transfer, as well as disintegration catalysed by either the full-length enzyme or the truncated integrase core.

Uses

Equisetin is tetramic acid with antibiotic and cytotoxic activity, and a potent inhibitor of HIV-1 integrase.

in vivo

Equisetin (20-80 mg/kg, i.g., 6 weeks) inhibits obesity and increased energy expenditure in high-fat diet-induced obese mice through inhibition of the enzymatic activity of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1)^[5].
Equisetin (10 mg/kg, i.p., 6 h) shows significant anti-infective activity in a mouse model of Staphylococcus aureus ATCC 29213 infection^[8].
Equisetin (5-20 mg/kg, p.o., every two days until 12 weeks) prevents atherosclerosis in mice by binding to and inhibiting the activity of STAT3^[10].

Animal Model:	Atherosclerosis model (eight-week-old male ApoE-/- mice were fed with HFD for 12 weeks)^[10]
Dosage:	5, 20 mg/kg
Administration:	Oral gavage (p.o.), every two days until 12 weeks
Result:	Attenuated HFD-induced lipid area in the en face prepared aorta and aortic root. Attenuated atherosclerotic lesion area (HFD versus HFD+5?mg/kg Equisetin: 31.71 versus 16.95; HFD versus HFD+20?mg/kg Equisetin: 31.71 versus 10.12). Increased collagen content in the aortic plaques. Increased α-SMA-positive areas in the plaques in aortic root.

IC 50

STAT3

References

[1] A.E. DESJARDINS R. H P. Molecular biology of Fusarium mycotoxins[J]. International journal of food microbiology, 2007, 119 1: Pages 47-50. DOI: 10.1016/j.ijfoodmicro.2007.07.024
[2] BHARGAVI PATHAM. Post-translational import of protein into the endoplasmic reticulum of a trypanosome: an in vitro system for discovery of anti-trypanosomal chemical entities.[J]. Biochemical Journal, 2009, 419 2: 507-517. DOI: 10.1042/bj20081787
[3] SHEO B. SINGH ? . Equisetin and a novel opposite stereochemical homolog phomasetin, two fungal metabolites as inhibitors of HIV-1 integrase[J]. Tetrahedron Letters, 1998, 39 16: Pages 2243-2246. DOI: 10.1016/s0040-4039(98)00269-x
[4] T K?NIG B S A Kapus. Effects of equisetin on rat liver mitochondria: evidence for inhibition of substrate anion carriers of the inner membrane.[J]. Journal of Bioenergetics and Biomembranes, 1993, 25 5: 537-545. DOI: 10.1007/bf01108410
[5] M.H. WHEELER L. S P R D Stipanovic. Phytotoxicity of equisetin and epi-equisetin isolated from Fusarium equiseti and F. pallidoroseum[J]. Mycological research, 1999, 103 8: Pages 967-973. DOI: 10.1017/s0953756298008119

EQUISETIN Preparation Products And Raw materials

Raw materials

Preparation Products

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EQUISETIN Suppliers

China 61 India 1 United Kingdom 6 United States 12 Global 80

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
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Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 13167063860
Fax: 021-50323701
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 25003
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Shanghai Lollane Biological Technology Co.,Ltd.

Tel: 021-52996696，15000506266 15000506266
Fax: +86-21-52996696
Country: China
ProdList: 4768
Advantage: 55

EMMX Biotechnology LLC

Tel: 888-539-0666
Fax: 888-539-0666
Email: info@emmx.com
Country: United States
ProdList: 8447
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Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
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Advantage: 60

Lynnchem

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Email: info@lynnchem.com
Country: China
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Novachemistry

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Fax: (0)2080432064
Email: info@novachemistry.com
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TargetMol Chemicals Inc.

Tel: +1-781-999-5354; +17819995354
Email: marketing@targetmol.com
Country: United States
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BOC Sciences

Tel: +1-631-485-4226
Fax: 1-631-614-7828
Email: inquiry@bocsci.com
Country: United States
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career henan chemical co

Tel: +86-0371-86658258 +8613203830695
Fax: 0086-371-86658258
Email: factory@coreychem.com
Country: China
ProdList: 29798
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View Lastest Price from EQUISETIN manufacturers

Career Henan Chemical Co

Product: EQUISETIN 57749-43-6
Price: US $1.00/g
Min. Order: 1g
Purity: ≥98%
Supply Ability: g/kg/Ton
Release date: 2019-12-25

57749-43-6, EQUISETINRelated Search:

EQUISETIN 1-METHYL-PYRROLIDINE-2,4-DIONE 5-Hydroxymethylpyrrolidin-2-one 2,4-Pyrrolidinedione

EQUISETIN

LS-64262

2,4-Pyrrolidinedione, 5-(hydroxymethyl)-3-[hydroxy[(1S,2R,4aS,6R,8aR)-1,2,4a,5,6,7,8,8a-octahydro-1,6-dimethyl-2-(1E)-1-propen-1-yl-1-naphthalenyl]methylene]-1-methyl-, (3E,5S)-

(3E,5S)-3-[[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-hydroxymethylidene]-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

Citalopram Impurity 39

(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

57749-43-6

C22H31NO4