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Rac 2,4-O-Dimethylzearalenone is a racemic mixture of two stereoisomers, 2,4-O-Dimethylzearalenone and 2,4-O-Dimethylα-zearalenol, which are mycotoxins produced by Fusarium fungi. These mycotoxins are structurally similar to zearalenone and can be found in contaminated cereals and animal feed. They exhibit estrogenic activity, which can lead to reproductive and developmental issues in both animals and humans. Due to their potential health risks, monitoring and controlling the presence of rac 2,4-O-Dimethylzearalenone in food products is crucial to ensure safety and prevent adverse effects on human and animal health.

7533-25-7

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7533-25-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7533-25-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,5,3 and 3 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 7533-25:
(6*7)+(5*5)+(4*3)+(3*3)+(2*2)+(1*5)=97
97 % 10 = 7
So 7533-25-7 is a valid CAS Registry Number.

7533-25-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (11E)-14,16-Dimethoxy-3-methyl-3,4,5,6,9,10-hexahydro-1H-2-benzox acyclotetradecine-1,7(8H)-dione

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7533-25-7 SDS

7533-25-7Downstream Products

7533-25-7Relevant academic research and scientific papers

Synthesis and cytotoxic activities of semisynthetic zearalenone analogues

Tadpetch, Kwanruthai,Kaewmee, Benyapa,Chantakaew, Kittisak,Kantee, Kawalee,Rukachaisirikul, Vatcharin,Phongpaichit, Souwalak

supporting information, p. 3612 - 3616 (2016/07/21)

Zearalenone is a β-resorcylic acid macrolide with various biological activities. Herein we report the synthesis and cytotoxic activities of 34 zearalenone analogues against human oral epidermoid carcinoma (KB) and human breast adenocarcinoma (MCF-7) cells as well as noncancerous Vero cells. Some zearalenone analogues showed moderately enhanced cytotoxic activities against the two cancer cell lines. We have discovered the potential lead compounds with diminished or no cytotoxicity to Vero cells. Preliminary structure–activity relationship studies revealed that the double bond at the 1′ and 2′ positions of zearalenone core was crucial for cytotoxic activities on both cell lines. In addition, for zearalenol analogues, the unprotected hydroxyl group at C-2 and an alkoxy substituent at C-4 played key roles on cytotoxic effects of both cell lines.

Catalytic asymmetric total synthesis of (S)-(-)-zearalenone, a novel lipoxygenase inhibitor

Baggelaar, Marc P.,Huang, Yange,Feringa, Ben L.,Dekker, Frank J.,Minnaard, Adriaan J.

, p. 5271 - 5274 (2013/09/02)

A catalytic asymmetric synthesis of (S)-(-)-zearalenone is reported using asymmetric allylic alkylation for the introduction of the stereocenter. (S)-(-)-Zearalenone turned out to be a novel lipoxygenase inhibitor.

A concise total synthesis of (S)-zearalenone and zeranol

Yadav,Murthy, P. Vishnu

, p. 2117 - 2124 (2011/08/05)

A convergent total synthesis of the naturally occurring, 14-membered macrolides (S)-zearalenone and zeranol has been achieved through application of the Diels-Alder reaction, Jacobsen kinetic resolution, Mitsunobu coupling, ring-closing metathesis, and hy

Access to resorcylic acid lactones via phosphonate based intramolecular olefination

Napolitano, Carmela,McArdle, Patrick,Murphy, Paul V.

supporting information; experimental part, p. 7404 - 7407 (2011/02/22)

An approach to resorcylic acid lactones is described, exploiting an intramolecular olefination reaction for the generation of the 14-membered macrolactone. The synthetic route gave zearalenone precursors, and the preparations of other RAL analogues, trans

Total syntheses of (S)-(-)-zearalenone and lasiodiplodin reveal superior metathesis activity of ruthenium carbene complexes with imidazol-2-ylidene ligands

Furstner,Thiel,Kindler,Bartkowska

, p. 7990 - 7995 (2007/10/03)

Total syntheses of the bioactive orsellinic acid derivatives zearalenone 3 and lasiodiplodin 1 are reported based on a ring-closing metathesis (RCM) reaction of styrene precursors as the key steps. These and closely related macrocyclizations are catalyzed

Total Synthesis of the Mycotoxin (-)-Zearalenone based on Macrocyclisation using a Cinnamyl Radical Intermediate

Hitchcock, Stephen A.,Pattenden, Gerald

, p. 1323 - 1328 (2007/10/02)

A concise synthesis of optically active (-)-zearalenone, which uses a novel 14-endo-trig macrocyclisation from a cinnamyl radical intermediate onto an α,β-enone electrophore as a key feature, is described.

Thermostable Enzymes in Organic Synthesis, Part 6. Total synthesis of (S)-(-)-Zearalenone using a TBADH-Generated Trifunctional Chiron

Keinan, Ehud,Sinha, Subhash C.,Sinha-Bagchi, Anjana

, p. 3333 - 3340 (2007/10/02)

Chiral alcohols produced by Thermoanaerobium brockii alcohol dehydrogenase (TBADH)-catalysed asymmetric reduction of polyfunctional ketones are useful building blocks for natural products synthesis.In particular, the ability of TBADH to discriminate between two ketones having equal chemical reactivity is demonstrated by enzymatic reduction of dec-9-ene-2,6-dione to produce optically pure (S)-2-hydroxydec-9-en-6-one.The total synthesis of (S)-(-)-zearalenone with optical purity that exceeds 99.5percent has been achieved by using the latter compound as a starting material.

Asymmetric Synthesis of (S)-Zearalenone Dimethyl Ether, an Orsellinic Acid Type Macrolide

Solladie, Guy,Maestro, M. Carmen,Rubio, Almudena,Pedregal, Concepcion,Carreno, M. Carmen,Ruano, Jose L. Garcia

, p. 2317 - 2322 (2007/10/02)

The synthesis of (S)-zearalenone dimethyl ether is described.The chiral part of the molecule was obtained by asymmetric synthesis monitored by a chiral sulfoxide group and introduced in the very last steps of the synthesis.

Synthesis of macrocycles via allylic radical intermediates. A total synthesis of (-)-zearalenone

Hitchcock, Stephen A.,Pattenden, Gerald

, p. 3641 - 3644 (2007/10/02)

A concise synthesis of optically active (-)-zearalenone (1) which uses a novel 14-endo trig macrocyclisation from an allylic radical intermediate (Scheme 1) as a key feature, is described.

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