trans-4-Hydroxystilbene - ≥95% , CAS No.6554-98-9

CAS: 6554-98-9 Cat. No.: T339654 Molecular Weight: 196.24 Beilstein Registry Number: 2045489 EC Number: 229-483-8

GRADE & PURITY ≥95%

Synonyms

4-[(E)-2-Phenylethenyl]phenol # | 4-Styrylphenol | trans-stilben-4-ol | MFCD00002386 | 4-Hydroxystilbene | (E)-1-(4-HYDROXYPHENYL)-2-PHENYLETHENE | 4-((E)-2-PHENYLETHENYL)PHENOL | 4-(2-phenylvinyl)phenol | BDBM50410498 | (E)-4-STYRYLPHENOL

Storage

Room temperature

Shipped In

Normal

Overview

Trans-4-Hydroxystilbene is a stilbene compound found in various plant species. It is a derivative of resveratrol and is known for its antioxidant properties. In biochemistry, trans-4-Hydroxystilbene has been studied for its potential role in modulating various cellular processes. It exhibits anti-inflammatory effects by inhibiting the expression of pro-inflammatory mediators. Trans-4-Hydroxystilbene has anti-cancer properties, with studies suggesting its ability to induce apoptosis in cancer cells.

Specifications

Synonyms

4-[(E)-2-Phenylethenyl]phenol # | 4-Styrylphenol | trans-stilben-4-ol | MFCD00002386 | 4-Hydroxystilbene | (E)-1-(4-HYDROXYPHENYL)-2-PHENYLETHENE | 4-((E)-2-PHENYLETHENYL)PHENOL | 4-(2-phenylvinyl)phenol | BDBM50410498 | (E)-4-STYRYLPHENOL

Specifications & Purity

≥95%

Storage

Room temperature

Shipped In

Normal

Purity

≥95%

Product Properties

• pKa: pKₐ: 9.59 (Predicted)

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C=CC2=CC=C(C=C2)O
• IUPAC Name: 4-[(E)-2-phenylethenyl]phenol
• InChIKey: QVLMUEOXQBUPAH-VOTSOKGWSA-N
• INCHI: 1S/C14H12O/c15-14-10-8-13(9-11-14)7-6-12-4-2-1-3-5-12/h1-11,15H/b7-6+
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)O
• Molecular Weight: 196.24
• Beilstein: 2045489

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Stilbenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Stilbenes
• Alternative Parents: Styrenes 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Stilbene - Styrene - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: 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: Diphenyl ethers, biphenyls, dibenzyls and stilbenes

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)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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

TRPV1 Tclin Vanilloid receptor (8273 Activities)

Discover Target: TRPV1

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

HT-29 (80576 Activities)

Explore this target

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

Associated Targets(non-human)

Ttr Transthyretin (14 Activities)

Discover Target: Ttr

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in acetone, chloroform, benzene, and acetic acid. Insoluble in water.
• Refractive Index: n20D1.69 (Predicted)
• Melt Point(°C): 185-189℃
• Molecular Weight: 196.240 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.089 Da
• Monoisotopic Mass: 196.089 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 195.000
• 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

References

1. Yifei Shi, Lei Zhang, Shuming Hu, Xu Wang, Jincheng Huang, Xinlong Zhang, Yuanfang Zhang, Jintao He, Kai Liao, Ruoxi Yang, Hengzhi Zuo, Wenqi Wu, Fei Jiang, Jianlin Chen, Zhuoyin Peng.  (2024)  Multifunctional Conjugated Polyphenol “Bridge” Capped the Upper Interface of Highly Efficient and Stable Inorganic Perovskite Solar Cells Fabricated in Air.  ACS Applied Materials & Interfaces,      [PMID:39661756] [10.1021/acsami.4c17934]