(2S)-1-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxamide; acetic acid

• ChemBase ID: 131927
• Molecular Formular: C18H26N6O6
• Molecular Mass: 422.43564
• Monoisotopic Mass: 422.19138258
• SMILES: CC(=O)O.c1c(nc[nH]1)C[C@@H](C(=O)N1CCC[C@H]1C(=O)N)NC(=O)[C@@H]1CCC(=O)N1
• Canonical SMILES: O=C1CC[C@H](N1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N)Cc1nc[nH]c1.CC(=O)O
• InChI: InChI=1S/C16H22N6O4.C2H4O2/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;1-2(3)4/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25);1H3,(H,3,4)/t10-,11-,12-;/m0./s1
• InChIKey: UFDPEOAOBPUWFB-LFELFHSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxamide; acetic acid
• IUPAC Traditional name: (2S)-1-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxamide; acetic acid
• Synonyms: TRH; pGlu-His-Pro Amide; Thyrotropin releasing hormone acetate salt; 促甲状腺素释放激素 乙酸盐

Database IDs

• CAS Number: 40216-95-3
• MDL Number: MFCD00082391
• PubChem SID: 162226204; 24898282
• PubChem CID: 69031038

CALCULATED PROPERTIES

• Acid pKa: 11.153014
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.711611
• LogD (pH = 7.4): -2.9796522
• Log P: -2.929305
• Molar Refractivity: 89.1899 cm^3
• Polarizability: 34.62961 Å^3
• Polar Surface Area: 150.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TRH(7200); human ... TRH(7200)mouse ... Trhr(22045)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - P3588

Biochem/physiol Actions
Stimulates the production of thyrotropin (TSH) and its secretion from the anterior pituitary.

Sigma Aldrich - P2161

Biochem/physiol Actions
Stimulates the production of thyrotropin (TSH) and its secretion from the anterior pituitary.