Triacetyl resveratrol - ≥98% , CAS No.42206-94-0

CAS: 42206-94-0 Cat. No.: T133704 Peso molecular: 354.35 Número EC: 695-560-1 PubChem CID: 5962587

GRADE & PURITY ≥98%

Synonyms

3,4',5-Triacetoxy-trans-stilbene | AC-34935 | NCGC00095675-02 | NSC793317 | NSC-793317 | [4-[(E)-2-(3,5-diacetyloxyphenyl)ethenyl]phenyl] acetate | (E)-5-(4-ACETOXYSTYRYL)-1,3-PHENYLENE DIACETATE | DTXSID50873903 | SCHEMBL717979 | T3232 | Acetic acid 3-ac

Storage

Room temperature

Shipped In

Normal

Descripción general

Resveratrol (RSV) is a natural polyphenolic antioxidant.

Specifications

Sinónimos

3, 4', 5-Triacetoxy-trans-stilbene | AC-34935 | NCGC00095675-02 | NSC793317 | NSC-793317 | [4-[(E)-2-(3, 5-diacetyloxyphenyl)ethenyl]phenyl] acetate | (E)-5-(4-ACETOXYSTYRYL)-1, 3-PHENYLENE DIACETATE | DTXSID50873903 | SCHEMBL717979 | T3232 | Acetic acid 3-ac

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Triacetyl resveratrol displays superior bioavailability to the parent compound, resveratrol. The compound induces p53 activity and inhibits proliferation in breast and prostate tumor cell lines.

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488195642
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195642
• Sonrisas canónicas: CC(=O)OC1=CC=C(C=C1)C=CC2=CC(=CC(=C2)OC(=O)C)OC(=O)C
• IUPAC Name: [4-[(E)-2-(3,5-diacetyloxyphenyl)ethenyl]phenyl] acetate
• InChIKey: PDAYUJSOJIMKIS-SNAWJCMRSA-N
• INCHI: 1S/C20H18O6/c1-13(21)24-18-8-6-16(7-9-18)4-5-17-10-19(25-14(2)22)12-20(11-17)26-15(3)23/h4-12H,1-3H3/b5-4+
• Isómeros SMILES: CC(=O)OC1=CC=C(C=C1)/C=C/C2=CC(=CC(=C2)OC(=O)C)OC(=O)C
• WGK Alemania: 3
• PubChem CID: 5962587
• Peso molecular: 354.35

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Stilbenes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Phenol esters Tricarboxylic acids and derivatives Styrenes Phenoxy compounds Carboxylic acid esters Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Phenol ester - Tricarboxylic acid or derivatives - Phenoxy compound - Styrene - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
• External Descriptors: Not available

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

Objetivos asociados (humanos)

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

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

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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

CLK1 Tchem Dual specificty protein kinase CLK1 (2189 Activities)

Discover Target: CLK1

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PANC-1 (6144 Activities)

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A549 (127892 Activities)

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HeLa (62764 Activities)

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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

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

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LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

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Objetivos asociados (no humanos)

Candida albicans (78123 Activities)

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Mus musculus (284745 Activities)

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Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)

Discover Target: Trpa1

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Serum (58 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO: ≥18 mg/mL
• Sensibilidad: light sensitive
• Punto de fusión (°C): 117.0-121.0℃
• Peso molecular: 354.400 g/mol
• XLogP3: 3.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 354.11 Da
• Monoisotopic Mass: 354.11 Da
• Topological Polar Surface Area: 78.900 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 508.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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

Referencias

1. Yajie Zhang, Changjiao Shang, Chaofan Sun, Lingling Wang.  (2023)  Simultaneously regulating absorption capacities and antioxidant activities of four stilbene derivatives utilizing substitution effect: A theoretical and experimental study against UVB radiation.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:37678043] [10.1016/j.saa.2023.123325]

2. Chai Ran, Chen Yafei, Yuan Hongbo, Wang Xuzhao, Guo Shuai, Qi Jinlong, Zhang Hailin, Zhan Yong, An Hailong.  (2017)  Identification of Resveratrol, an Herbal Compound, as an Activator of the Calcium-Activated Chloride Channel, TMEM16A.  JOURNAL OF MEMBRANE BIOLOGY,  250  (5): (483-492).  [PMID:28852814] [10.1007/s00232-017-9975-9]