Rhapontigenin - ≥96% , CAS No.500-65-2

CAS: 500-65-2 Cat. No.: R160836 Peso molecular: 258.27 PubChem CID: 5320954

GRADE & PURITY ≥96%

Synonyms

AS-68092 | Forst U 46 | HMS3266N10 | (E)-5-(3-Hydroxy-4-methoxystyryl)benzene-1,3-diol | 22BG4NNH6W | AKOS037515600 | Rhapontin genin | Umdipyridyl | 5-((1E)-2-(3-HYDROXY-4-METHOXYPHENYL)ETHENYL)-1,3-BENZENEDIOL | MFCD00017718 | s9163 | SCHEMBL1486816 | D

Storage

Conservar a 2-8°C,cargado con argón

Shipped In

Hielo húmedo

Descripción general

La rhapontigenina es un análogo natural del resveratrol con actividades anticancerígenas, antioxidantes, antifúngicas y antibacterianas. La rhapontigenina es un inactivador potente y selectivo del citocromo P450 1A1 basado en un mecanismo (IC50 = 400 nM). La ropontigenina es 400 veces y 23 veces más selectiva para el P450 1A1 que para el P450 1A2 y el P450 1B1, respectivamente

Specifications

Sinónimos

AS-68092 | Forst U 46 | HMS3266N10 | (E)-5-(3-Hydroxy-4-methoxystyryl)benzene-1, 3-diol | 22BG4NNH6W | AKOS037515600 | Rhapontin genin | Umdipyridyl | 5-((1E)-2-(3-HYDROXY-4-METHOXYPHENYL)ETHENYL)-1, 3-BENZENEDIOL | MFCD00017718 | s9163 | SCHEMBL1486816 | D

Especificaciones y pureza

≥96%

Mecanismos bioquímicos y fisiológicos

Inhibidor potente y selectivo del citocromo P450 1A1 (IC 50 = 400 nM). Diversas actividades farmacológicas como anticancerígeno, antioxidante, antifúngico y antibacteriano.

Condiciones de almacenamiento de almacenamiento

Conservar a 2-8°C, cargado con argón

Enviado en

Hielo húmedo

Nota

Siempre que sea posible, prepare y utilice las soluciones el mismo día. No obstante, si necesita preparar soluciones madre con antelación, le recomendamos que almacene la solución como alícuotas en viales herméticamente cerrados a -20°C. Por lo general, podrán utilizarse durante un mes. Antes de su uso, y antes de abrir el vial, le recomendamos que deje que el producto se equilibre a temperatura ambiente durante al menos 1 hora. ¿Necesita más consejos sobre solubilidad, uso y manipulación? Visite nuestra página de preguntas frecuentes (FAQ) para obtener más información.

Pureza

≥96%

Nombres e identificadores

• Pubchem Sid: 504763598
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763598
• Sonrisas canónicas: COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)O)O)O
• IUPAC Name: 5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol
• InChIKey: PHMHDRYYFAYWEG-NSCUHMNNSA-N
• INCHI: 1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+
• Isómeros SMILES: COC1=C(C=C(C=C1)/C=C/C2=CC(=CC(=C2)O)O)O
• PubChem CID: 5320954
• Peso molecular: 258.27
• Reaxy-Rn: 2619492

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: Methoxyphenols Styrenes Resorcinols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Resorcinol - Styrene - Methoxybenzene - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - 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)

MGAM Tclin Maltase-glucoamylase (654 Activities)

Discover Target: MGAM

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

HL-60 (67320 Activities)

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MDA-MB-231 (73002 Activities)

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Objetivos asociados (no humanos)

Mus musculus (284745 Activities)

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J774 (3120 Activities)

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

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Light sensitive ;Air sensitive ;Heat sensitive
• Punto de fusión (°C): 191 °C
• Peso molecular: 258.269 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 258.089 Da
• Monoisotopic Mass: 258.089 Da
• Topological Polar Surface Area: 69.900 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 295.000
• 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. Yunqiu Chen, Jiayun Ying, Zhiyao Li, Zhen Ning Tony He, Jiani Zhan, Heng Liang, Yuying Liu, Yijia Chen, Xuewen Li, Ting Zhu, Chunxiang Kuang, Guoping Lu, Qing Yang.  (2025)  IDO1 inhibitors block septic cytokine storm by suppressing the IDO1-AHR-CYP1A1 axis.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:40245547] [10.1016/j.biopha.2025.118054]