5-Ph-IAA - Moligand™, ≥99% , CAS No.168649-23-8

CAS: 168649-23-8 Cat. No.: P650834 Molecular Weight: 251.28 PubChem CID: 15207491

GRADE & PURITY Moligand™, ≥99%

Synonyms

starbld0014027 | HY-134653 | MS-23552 | PD158918 | 2-(5-phenyl-1H-indol-3-yl)acetic acid | 5-Ph-IAA | AT34792 | AKOS022555695 | 5-phenyl-indole-3-acetic acid | 5-Phenyl-1H-indole-3-acetic acid | DTXSID80570014 | SCHEMBL23701757 | GLXC-25859 | EX-A6742 | (

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5-Ph-IAA is a derivative of IAA. 5-Ph-IAA, a ligand, establishes the auxin-inducible degron 2 ( AID2 ) system together with an OsTIR1 (F74G) mutant. AID2 induces rapid and efficient depletion of mAID-fused proteins to study protein function in living cells, causing tumor suppression.

In Vitro

5-Ph-IAA (1 μM; 6 hours) leads to DHC1-mAC degradation in HCT116 cells constitutively expressing OsTIR1(F74G), which means the AID2 system better than the original AID system in generating conditional mutant cell lines. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Western Blot AnalysisCell Line: HCT116 cells Concentration: 1 µM Incubation Time: 6 hours Result: Depleted DHC1-mAC efficiently in HCT116 cells constitutively expressing OsTIR1(F74G).

In Vivo

5-Ph-IAA (0-10 mg/kg; intraperitoneally injection; every day; 7 days), used for the AID2 system, is sufficient to deplete mAID-BRD4 and TOP2A-mAC, leading to tumour suppression . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Balb/c-nu female mice (7 weeks old; 16–20 g ) bearing mAID-BRD4 and TOP2A-mAC xenograft tumours cells Dosage: 0 mg/kg, 1 mg/kg, 3 mg/kg and 10 mg/kg Administration: Intraperitoneally injection; every day; 7 days Result: Displayed significant tumour suppression of mAID-BRD4 xenografts and TOP2A-mAC xenografts.

Form:Solid

Specifications

Synonyms

starbld0014027 | HY-134653 | MS-23552 | PD158918 | 2-(5-phenyl-1H-indol-3-yl)acetic acid | 5-Ph-IAA | AT34792 | AKOS022555695 | 5-phenyl-indole-3-acetic acid | 5-Phenyl-1H-indole-3-acetic acid | DTXSID80570014 | SCHEMBL23701757 | GLXC-25859 | EX-A6742 | (

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

5-Ph-IAA is a derivative of IAA. 5-Ph-IAA, a ligand, establishes the auxin-inducible degron 2 ( AID2 ) system together with an OsTIR1 (F74G) mutant. AID2 induces rapid and efficient depletion of mAID-fused proteins to study protein function in living cell

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™

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 528761295
• Canonical Smiles: C1=CC=C(C=C1)C2=CC3=C(C=C2)NC=C3CC(=O)O
• IUPAC Name: 2-(5-phenyl-1H-indol-3-yl)acetic acid
• InChIKey: ACCCWYHBDGKDKN-UHFFFAOYSA-N
• INCHI: 1S/C16H13NO2/c18-16(19)9-13-10-17-15-7-6-12(8-14(13)15)11-4-2-1-3-5-11/h1-8,10,17H,9H2,(H,18,19)
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC3=C(C=C2)NC=C3CC(=O)O
• Alternate CAS: 168649-23-8
• PubChem CID: 15207491
• Molecular Weight: 251.28

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indole-3-acetic acid derivatives
• Alternative Parents: 3-alkylindoles Substituted pyrroles Benzene and substituted derivatives Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole-3-acetic acid derivative - 3-alkylindole - Indole - Monocyclic benzene moiety - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Azacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indole-3-acetic acid derivatives. These are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO
• Sensitivity: Light sensitive；Heat sensitive
• Molecular Weight: 251.280 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 251.095 Da
• Monoisotopic Mass: 251.095 Da
• Topological Polar Surface Area: 53.100 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 325.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1