Rhosin

CAT: 0804-HY-12646A-01Size: 1 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-12646A-01Size:1 mg

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Description

Rhosin is a potent, specific RhoA subfamily Rho GTPases inhibitor, which specifically binds to RhoA to inhibit RhoA-GEF interaction with a Kd of ~ 0.4 uM, and does not interact with Cdc42 or Rac1, nor the GEF, LARG. Rhosin induces cell apoptosis[1][2]. Rhosin promotes stress resiliency through enhancing D1-MSN plasticity and reducing hyperexcitability[3].

CAS Number

1173671-63-0

UNSPSC

12352005

Hazard Statement

H315, H319, H320

Target

Apoptosis; Ras

Type

Reference compound

Related Pathways

Apoptosis; GPCR/G Protein; MAPK/ERK Pathway

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/Rhosin.html

Concentration

10mM

Purity

98.74

Solubility

DMSO : 50 mg/mL (ultrasonic)

Smiles

O=C(N/N=C/C1=CC=C2N=CC=NC2=C1)[C@H](N)CC3=CNC4=C3C=CC=C4

Molecular Formula

C20H18N6O

Molecular Weight

358.40

Precautions

H315, H319, H320

References & Citations

[1]Shang X, et al. Rational design of small molecule inhibitors targeting RhoA subfamily Rho GTPases. Chem Biol. 2012 Jun 22;19 (6) :699-710.|[2]Shang X, et al. Small-molecule inhibitors targeting G-protein-coupled Rho guanine nucleotide exchange factors. Proc Natl Acad Sci U S A. 2013 Feb 19;110 (8) :3155-60.|[3]Francis TC, et al. The Selective RhoA Inhibitor Rhosin Promotes Stress Resiliency Through Enhancing D1-Medium Spiny Neuron Plasticity and Reducing Hyperexcitability. Biol Psychiatry. 2019;85 (12) :1001-1010.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Citation 01

Chemical Information

Rhosin

Rhosin is a D-tryptophan derivative obtained by formal condensation of the carboxy group of D-tryptophan with the amino group of (quinoxalin-6-yl)methylidenehydrazide. It directly targets the Rho GEF binding domain, thereby preventing Rho from interacting with its GEFs. It has a role as a RhoA inhibitor, a RhoC inhibitor and an antineoplastic agent. It is a hydrazone, a quinoxaline derivative and a D-tryptophan derivative.

CAS Number	1173671-63-0
PubChem CID	9552914
IUPAC Name	(2R)-2-amino-3-(1H-indol-3-yl)-N-[(E)-quinoxalin-6-ylmethylideneamino]propanamide
Molecular Formula	C20H18N6O
Molecular Weight	358.4
XLogP	1.7
Topological Polar Surface Area	109
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Heavy Atom Count	27
Formal Charge	0
Complexity	541

SMILES

C1=CC=C2C(=C1)C(=CN2)C[C@H](C(=O)N/N=C/C3=CC4=NC=CN=C4C=C3)N

InChI

InChI=1S/C20H18N6O/c21-16(10-14-12-24-17-4-2-1-3-15(14)17)20(27)26-25-11-13-5-6-18-19(9-13)23-8-7-22-18/h1-9,11-12,16,24H,10,21H2,(H,26,27)/b25-11+/t16-/m1/s1

InChIKey

FGYHLIHEFHCMPP-FVWOBLMASA-N

Chemical Structure

2D Structure

CAS: 1173671-63-0

CID: 9552914

Formula: C20H18N6O

MW: 358.4

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	358.4
XLogP3	1.7
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	358.15420922
Monoisotopic Mass	358.15420922
Topological Polar Surface Area	109 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	541
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
MBS5769925	Rhosin
MBS3846075-01	Rhosin hydrochloride
A21504-50	Rhosin 50mg
A21504-10	Rhosin 10mg
A21504-25	Rhosin 25mg
A21504-100	Rhosin 100mg

Rhosin

Chemical Information

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