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

• ChemBase编号: 131519
• 分子式: C16H22N6O4
• 平均质量: 362.38368
• 单一同位素质量: 362.17025321
• SMILES: 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
• 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

名称和登记号

名称

• IUPAC标准名: (2S)-1-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxamide
• IUPAC传统名: (2S)-1-[(2S)-3-(1H-imidazol-4-yl)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}propanoyl]pyrrolidine-2-carboxamide
• 别名: L-焦谷氨酰-L-组氨酰-L-脯氨酰胺; pGlu-His-Pro 酰胺; 促甲状腺素释放素; 促甲状腺素释放激素; TRF; TRH; Thyrotropin releasing hormone; L-Pyroglutamyl-L-histidyl-L-prolinamide; Thyroliberin; pGlu-His-Pro amide

登记号

• CAS号: 24305-27-9
• EC号: 246-143-4
• MDL号: MFCD00038640
• Beilstein号: 770238
• PubChem SID: 24898185; 162225797
• PubChem CID: 638678

理论计算性质

• Acid pKa: 11.153014
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -3.711611
• LogD (pH = 7.4): -2.9796522
• Log P: -2.929305
• 摩尔折射率: 89.1899 cm^3
• 极化性: 34.62961 Å^3
• 极化表面积: 150.28 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: cell culture medium: soluble50 mL/vial; H2O: soluble10 mg/mL, clear, colorless
• 外观: powder

安全信息

• RTECS编号: TW3580000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... TRH(7200); human ... TRH(7200)mouse ... Trhr(22045)

产品相关信息

• 纯度: ≥85% peptide basis; ≥98% (HPLC); ≥98.0% (HPLC)
• 药效: 0.3-10 ng/mL
• 适用性: cell culture tested
• 杂质: ≤5% water
• 无菌消毒: γ-irradiated
• Empirical Formula (Hill Notation): C16H22N6O4

详细说明

Sigma Aldrich - T9146

Amino Acid Sequence
Glp-His-Pro-NH2
Biochem/physiol Actions
促进垂体前叶生成和分泌促甲状腺素 (TSH)。
Physical form
0°C 下为粉末状；分成小份冻存，以避免使用时重复冰冻/解冻，溶液在 2-8°C 下可稳定 30 天

Sigma Aldrich - P1319

Amino Acid Sequence
Glp-His-Pro-NH2
Biochem/physiol Actions
促进垂体前叶生成和分泌促甲状腺素 (TSH)。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P1319.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P1319.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 83177

Amino Acid Sequence
Glp-His-Pro-NH2
Biochem/physiol Actions
促进垂体前叶生成和分泌促甲状腺素 (TSH)。
Other Notes
Review1; TRH and phorbol esters stimulate sphingomyelin synthesis in GH3 pituitary cells2