N-{1-[(1-{2-[({[1-({[(1-carbamoyl-2-hydroxypropyl)carbamoyl]methyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxopropan-2-yl)carbamoyl]-2-phenylethyl}-2-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}butanediamide

• ChemBase ID: 132998
• Molecular Formular: C50H67N13O14
• Molecular Mass: 1074.14568
• Monoisotopic Mass: 1073.49304389
• SMILES: CC(C)C(C(=O)NC(CC(=O)N)C(=O)NC(Cc1ccccc1)C(=O)NC(CO)C(=O)N1CCCC1C(=O)NCC(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NCC(=O)NC(C(C)O)C(=O)N)NC(=O)C1CCC(=O)N1
• Canonical SMILES: OCC(C(=O)N1CCCC1C(=O)NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)N)C(O)C)Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)C(C(C)C)NC(=O)C1CCC(=O)N1)CC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C50H67N13O14/c1-25(2)41(62-45(72)31-15-16-38(67)56-31)49(76)59-34(20-37(51)66)47(74)58-32(18-27-10-5-4-6-11-27)46(73)60-35(24-64)50(77)63-17-9-14-36(63)48(75)55-22-39(68)57-33(19-28-21-53-30-13-8-7-12-29(28)30)44(71)54-23-40(69)61-42(26(3)65)43(52)70/h4-8,10-13,21,25-26,31-36,41-42,53,64-65H,9,14-20,22-24H2,1-3H3,(H2,51,66)(H2,52,70)(H,54,71)(H,55,75)(H,56,67)(H,57,68)(H,58,74)(H,59,76)(H,60,73)(H,61,69)(H,62,72)
• InChIKey: NHXHBXCOYZFUSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[(1-{2-[({[1-({[(1-carbamoyl-2-hydroxypropyl)carbamoyl]methyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxopropan-2-yl)carbamoyl]-2-phenylethyl}-2-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}butanediamide
• IUPAC Traditional name: N-{1-[(1-{2-[({[1-({[(1-carbamoyl-2-hydroxypropyl)carbamoyl]methyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxopropan-2-yl)carbamoyl]-2-phenylethyl}-2-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanamido}butanediamide
• Synonyms: pGlu-Val-Asn-Phe-Ser-Pro-Gly-Trp-Gly-Thr-NH2

Database IDs

• CAS Number: 106018-36-4
• MDL Number: MFCD00076638
• PubChem SID: 162227275; 24898082
• PubChem CID: 3367028

CALCULATED PROPERTIES

• Acid pKa: 10.932483
• H Acceptors: 14
• H Donor: 14
• LogD (pH = 5.5): -6.217237
• LogD (pH = 7.4): -6.2173486
• Log P: -6.2172356
• Molar Refractivity: 268.9718 cm^3
• Polarizability: 106.01827 Å^3
• Polar Surface Area: 424.64 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - P0175

Amino Acid Sequence
Glp-Val-Asn-Phe-Ser-Pro-Gly-Trp-Gly-Thr-NH2
Biochem/physiol Actions
Hypertrehalosemic neuropeptide from cockroach (Nauphoeta cinerea) with an amino acid sequence similar to that of adipokinetic hormone; involved in carbohydrate metabolism and increases the trehalose content of hemolymph.Glp-Val-Asn-Phe-Ser-Pro-Gly-Trp-Gly-Thr-NH2 is a hypertrehalosemic neuropeptide (Nauphoeta cinerea) has an amino acid sequence similar to that of adipokinetic hormone and is involved in carbohydrate metabolism and increases the trehalose content of hemolymph.