β-Zearalenol - Moligand™,≥98% , CAS No.71030-11-0

CAS: 71030-11-0 Cat. No.: Z347223 Molecular Weight: 320.38 EC Number: 664-283-8 PubChem CID: 6437352

GRADE & PURITY Moligand™, ≥98%

Synonyms

.beta.-Zearalenol | MLS000055555 | (3s,7s,11e)-7,14,16-Trihydroxy-3-Methyl-3,4,5,6,7,8,9,10-Octahydro-1h-2-Benzoxacyclotetradecin-1-One | (3S,7S,E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-benzo[c][1]oxacyclotetradecin-1-one | 1H-2-BENZOX

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

β-Zearalenol is a non-steroidal estrogenic mycotoxin synthesized by Fusarium species. β-Zearalenol potentially influences transcription and effects gene expression on translational level.

Specifications

Synonyms

.beta.-Zearalenol | MLS000055555 | (3s, 7s, 11e)-7, 14, 16-Trihydroxy-3-Methyl-3, 4, 5, 6, 7, 8, 9, 10-Octahydro-1h-2-Benzoxacyclotetradecin-1-One | (3S, 7S, E)-7, 14, 16-trihydroxy-3-methyl-3, 4, 5, 6, 7, 8, 9, 10-octahydro-1H-benzo[c][1]oxacyclotetradecin-1-one | 1H-2-BENZOX

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504764173
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764173
• Canonical Smiles: CC1CCCC(CCCC=CC2=C(C(=CC(=C2)O)O)C(=O)O1)O
• IUPAC Name: (4S,8S,12E)-8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),12,15,17-tetraen-2-one
• InChIKey: FPQFYIAXQDXNOR-PMRAARRBSA-N
• INCHI: 1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14-/m0/s1
• Isomeric SMILES: C[C@H]1CCC[C@H](CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1)O
• WGK Germany: 2
• PubChem CID: 6437352
• UN Number: 3077
• Packing Group: III
• Molecular Weight: 320.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Macrolides and analogues

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Macrolides and analogues
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macrolides and analogues
• Alternative Parents: Hydroxybenzoic acid derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Secondary alcohols Lactones Carboxylic acid esters Polyols Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Macrolide - Dihydroxybenzoic acid - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Vinylogous acid - Carboxylic acid ester - Lactone - Secondary alcohol - Carboxylic acid derivative - Polyol - Monocarboxylic acid or derivatives - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
• External Descriptors: Mycotoxins

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

Discover Target: STAT3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

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HepG2 (196354 Activities)

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KB (17409 Activities)

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

Discover Target: GNAS

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

STAT1 Tchem Signal transducer and activator of transcription 1-alpha/beta (808 Activities)

Discover Target: STAT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)

Discover Target: BRCA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

Discover Target: HPGD

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)

Discover Target: ATAD5

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ATXN2 Tbio Ataxin-2 (54410 Activities)

Discover Target: ATXN2

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Vero (26788 Activities)

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H4 (48 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Impa1 Inositol monophosphatase 1 (16203 Activities)

Discover Target: Impa1

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: 19.60 - 20.40 mg/ml in Methanol
• Sensitivity: Light sensitve
• Molecular Weight: 320.400 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 320.162 Da
• Monoisotopic Mass: 320.162 Da
• Topological Polar Surface Area: 87.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 408.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Ting Wang, Ting Zhou, Kang Wu, Junlin Cao, Yuze Feng, Jianguo Li, Anping Deng.  (2023)  A sensitive monoclonal antibody-based ELISA integrated with immunoaffinity column extraction for the detection of zearalenone in food and feed samples.  ANALYST,  149  (2): (442-450).  [PMID:38099486] [10.1039/D3AN01779F]

2. Li-Hong Su, Hai-Long Qian, Shu-Ting Xu, Cheng Yang, Zhenyu Wang, Xiu-Ping Yan.  (2025)  Designing flexible aliphatic linker based molecular imprinted covalent organic framework for rapid and selective extraction and detection of trace zearalenone.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40037192] [10.1016/j.jhazmat.2025.137778]

3. Huiqian Zhang, Xiuwei Shen, Jiayi He, Qingyuan Wang, Yunbing Tang, Peipei Pan, Ren-shan Ge, Xiaoheng Li.  (2025)  Impact of Mycotoxins on Placental Function: Focus on Cyclopiazonic Acid, Deoxynivalenol, Patulin, and Zaralenone’s Metabolites.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:40854511] [10.1016/j.cbi.2025.111718]