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Protirelin

CAT: 0804-HY-P0002-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P0002-02Size:10 mg
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Description
Protirelin is a highly conserved neuropeptide that exerts the hormonal control of thyroid-stimulating hormone (TSH) levels as well as neuromodulatory functions.
CAS Number
24305-27-9
Product Name Alternative
Thyrotropin-releasing-hormone; TRH
UNSPSC
12352209
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Thyroid Hormone Receptor
Type
Peptides
Related Pathways
Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Endocrinology; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/Protirelin.html
Purity
99.98
Solubility
DMSO : 250 mg/mL (ultrasonic)
Smiles
O=C(N)[C@H]1N(C([C@H](CC2=CNC=N2)NC([C@H](CC3)NC3=O)=O)=O)CCC1
Molecular Formula
C16H22N6O4
Molecular Weight
362.38
Precautions
H302, H315, H319, H335
References & Citations
[1]Van Sinay E, et al. Evolutionarily conserved TRH neuropeptide pathway regulates growth in Caenorhabditis elegans. Proc Natl Acad Sci U S A. 2017 May 16;114 (20) :E4065-E4074.|[2]Noda Y, et al. Hyperthermia induced by thyrotropin-releasing hormone (TRH, Protirelin) in the rat. Kurume Med J. 1979;26 (2) :107-12.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture and light)
Scientific Category
Peptides
Clinical Information
Launched
Citation 01
Cell Rep. 2024 Nov 9;43 (11) :114962.|Nat Immunol. 2024 Apr;25 (4) :659-670.|Obesity. 2024 Aug;32 (8) :1483-1493.

Chemical Information

Protirelin

Protirelin is a tripeptide composed of L-pyroglutamyl, L-histidyl and L-prolinamide residues joined in sequence. It has a role as a human metabolite. It is a peptide hormone and a tripeptide.

CAS Number24305-27-9
PubChem CID638678
IUPAC Name(2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
Molecular FormulaC16H22N6O4
Molecular Weight362.38
XLogP-2.5
Topological Polar Surface Area150
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count26
Formal Charge0
Complexity597
SMILES
C1C[C@H](N(C1)C(=O)[C@H](CC2=CN=CN2)NC(=O)[C@@H]3CCC(=O)N3)C(=O)N
InChI
InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
InChIKey
XNSAINXGIQZQOO-SRVKXCTJSA-N
Chemical Structure
2D Structure
2D structure of Protirelin
CAS: 24305-27-9
CID: 638678
Formula: C16H22N6O4
MW: 362.38
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight362.38
XLogP3-2.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass362.17025320
Monoisotopic Mass362.17025320
Topological Polar Surface Area150 Ų
Heavy Atom Count26
Formal Charge0
Complexity597
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes