N-(1-{[({1-[(1-{2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl}-4-methyl-1-oxopentan-2-yl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)-3-hydroxy-2-{2-[3-(1H-imidazol-5-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]-3-(1H-indol-3-yl)propanamido}propanamide

• ChemBase ID: 134390
• Molecular Formular: C60H73N15O13
• Molecular Mass: 1212.31432
• Monoisotopic Mass: 1211.55122747
• SMILES: CC(C)CC(C(=O)N1CCCC1C(=O)NCC(=O)N)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CNC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CO)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C1CCC(=O)N1
• Canonical SMILES: OCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NCC(=O)N)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)Cc1[nH]cnc1
• InChI: InChI=1S/C60H73N15O13/c1-32(2)20-47(60(88)75-19-7-12-49(75)59(87)65-28-50(61)78)73-55(83)44(22-34-25-63-40-10-5-3-8-38(34)40)69-52(80)29-66-53(81)43(21-33-13-15-37(77)16-14-33)70-58(86)48(30-76)74-56(84)45(23-35-26-64-41-11-6-4-9-39(35)41)71-57(85)46(24-36-27-62-31-67-36)72-54(82)42-17-18-51(79)68-42/h3-6,8-11,13-16,25-27,31-32,42-49,63-64,76-77H,7,12,17-24,28-30H2,1-2H3,(H2,61,78)(H,62,67)(H,65,87)(H,66,81)(H,68,79)(H,69,80)(H,70,86)(H,71,85)(H,72,82)(H,73,83)(H,74,84)
• InChIKey: NMJREATYWWNIKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-{[({1-[(1-{2-[(carbamoylmethyl)carbamoyl]pyrrolidin-1-yl}-4-methyl-1-oxopentan-2-yl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)-3-hydroxy-2-{2-[3-(1H-imidazol-5-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]-3-(1H-indol-3-yl)propanamido}propanamide
• IUPAC Traditional name: N-{1-[({[1-({1-[2-(carbamoylmethylcarbamoyl)pyrrolidin-1-yl]-4-methyl-1-oxopentan-2-yl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl}-3-hydroxy-2-{2-[3-(3H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]-3-(1H-indol-3-yl)propanamido}propanamide
• Synonyms: GnRH; Gonadoliberin; Gonadotropin releasing hormone; LH-RH; Luteinizing hormone releasing hormone salmon

Database IDs

• CAS Number: 86073-88-3
• MDL Number: MFCD00133497
• PubChem SID: 24896381; 162228666
• PubChem CID: 16132914

CALCULATED PROPERTIES

• Acid pKa: 9.489744
• H Acceptors: 14
• H Donor: 15
• LogD (pH = 5.5): -3.618063
• LogD (pH = 7.4): -3.1569173
• Log P: -3.0908523
• Molar Refractivity: 315.0778 cm^3
• Polarizability: 123.99059 Å^3
• Polar Surface Area: 426.02 Å^2
• Rotatable Bonds: 29
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60
• Safety Statements: 53-22-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360
• GHS Precautionary statements: P201-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... GNRH1(2796), GNRHR(2798)mouse ... GNRH1(14714), GNRHR(14715)rat ... GNRH1(25194), GNRHR(81668)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - L4897

Amino Acid Sequence
Glp-His-Trp-Ser-Tyr-Gly-Trp-Leu-Pro-Gly-NH2
Biochem/physiol Actions
Hypothalamic peptide that stimulates release of gonadotrophins from anterior pituitary, thus regulating reproductive functions.