Palovarotene（R 667） - ≥99% , Retinoic acid receptor gamma agonist, CAS No.410528-02-8, Retinoic acid receptor gamma agonist

CAS: 410528-02-8 Cat. No.: P649404 Molecular Weight: 414.54 PubChem CID: 10295295

GRADE & PURITY ≥99%

Synonyms

PALOVAROTENE [INN] | Ro 3300074 | A914214 | DB12320 | Palovarotene [USAN] | GTPL8276 | 4-((1E)-2-(5,5,8,8-Tetramethyl-3-(1H-pyrazol-1-ylmethyl)-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl)benzoic acid | Palovarotene [USAN:INN] | 4-((1E)-2-(5,5,8,8-Tetrameth

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Palovarotene is a nuclear retinoic acid receptor γ ( RAR-γ ) agonist.

In Vivo

Palovarotene suppresses post-traumatic chondrogenesis and osteogenesis and mitigated trauma-induced ectopic bone formation. Palovarotene inhibits subcutaneous and intramuscular heterotopic ossification (HO) in mice. Palovarotene is given orally for 14 days at 1 mg/kg/day starting on post-operative day (POD) 1 or POD-5, and HO amount, wound dehiscence and related processes are monitored for up to 84 days post injury. Compared to vehicle-control animals, Palovarotene significantly decreases HO by 50 to 60% regardless of when the treatment started and if infection is present . Starting from day 1 of injury, half of the Acvr1 cR206H/+ mice are treated with Palovarotene by daily gavage for 14 days and the other half received vehicle as control. Analysis by mCT and 3D image reconstruction at day 14 shows that large HO tissue masses have formed in the targeted leg of Acvr1 cR206H/+ mutant mice receiving vehicle, but HO formation is greatly diminished in Palovarotene-treated companions by more than 80% based on bone volume/total volume quantification. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:RAR-γ

Specifications

Synonyms

PALOVAROTENE [INN] | Ro 3300074 | A914214 | DB12320 | Palovarotene [USAN] | GTPL8276 | 4-((1E)-2-(5, 5, 8, 8-Tetramethyl-3-(1H-pyrazol-1-ylmethyl)-5, 6, 7, 8-tetrahydronaphthalen-2-yl)ethenyl)benzoic acid | Palovarotene [USAN:INN] | 4-((1E)-2-(5, 5, 8, 8-Tetrameth

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Palovarotene is a nuclear retinoic acid receptor γ ( RAR-γ ) agonist.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

AGONIST

Mechanism of action

Retinoic acid receptor gamma agonist

Purity

≥99%

Product Properties

• ALogP: 6.8

Names and Identifiers

• Canonical Smiles: CC1(CCC(C2=C1C=C(C(=C2)C=CC3=CC=C(C=C3)C(=O)O)CN4C=CC=N4)(C)C)C
• IUPAC Name: 4-[(E)-2-[5,5,8,8-tetramethyl-3-(pyrazol-1-ylmethyl)-6,7-dihydronaphthalen-2-yl]ethenyl]benzoic acid
• InChIKey: YTFHCXIPDIHOIA-DHZHZOJOSA-N
• INCHI: 1S/C27H30N2O2/c1-26(2)12-13-27(3,4)24-17-22(18-29-15-5-14-28-29)21(16-23(24)26)11-8-19-6-9-20(10-7-19)25(30)31/h5-11,14-17H,12-13,18H2,1-4H3,(H,30,31)/b11-8+
• Isomeric SMILES: CC1(CCC(C2=C1C=C(C(=C2)/C=C/C3=CC=C(C=C3)C(=O)O)CN4C=CC=N4)(C)C)C
• Alternate CAS: 410528-02-8
• PubChem CID: 10295295
• MeSH Entry Terms: Palovarotene;R-667;RG-667;RO-3300074
• Molecular Weight: 414.54

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: Tetralins Benzoic acids Styrenes Benzoyl derivatives Pyrazoles Heteroaromatic compounds Carboxylic acids Azacyclic compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Stilbene - Tetralin - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Styrene - Benzenoid - Monocyclic benzene moiety - Azole - Pyrazole - Heteroaromatic compound - Organoheterocyclic compound - Carboxylic acid - Carboxylic acid derivative - Azacycle - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic 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: 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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 25 mg/mL (60.31 mM; Need ultrasonic)
• Molecular Weight: 414.500 g/mol
• XLogP3: 6.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 414.231 Da
• Monoisotopic Mass: 414.231 Da
• Topological Polar Surface Area: 55.100 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 662.000
• 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