2-{6-amino-2-[2-(2-{6-amino-2-[3-hydroxy-2-(3-hydroxy-2-{2-[3-hydroxy-2-(2-{3-methyl-2-[4-(methylsulfanyl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]acetamido}butanamido]pentanamido}acetamido)butanamido]-4-methylpentanamido}butanamido)propanamido]hexanamido}-5-carbamimidamidopentanamido)-3-methylpentanamido]hexanamido}pentanediamide

• ChemBase ID: 131879
• Molecular Formular: C66H119N21O19S
• Molecular Mass: 1542.84536
• Monoisotopic Mass: 1541.87118169
• SMILES: CCC(C)C(C(=O)NCC(=O)NC(C(C)O)C(=O)NC(CC(C)C)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CCC(=O)N)C(=O)N)NC(=O)C(CCSC)NC(=O)CNC(=O)C1CCC(=O)N1
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CCC(=O)N)CCCCN)C(CC)C)CCCNC(=N)N)NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(C(O)C)NC(=O)CNC(=O)C(C(CC)C)NC(=O)C(NC(=O)CNC(=O)C1CCC(=O)N1)CCSC)CC(C)C)CO
• InChI: InChI=1S/C66H119N21O19S/c1-10-34(5)50(85-59(100)43(24-28-107-9)77-48(93)30-74-55(96)42-21-23-47(92)76-42)62(103)75-31-49(94)84-52(36(7)89)64(105)82-44(29-33(3)4)60(101)87-53(37(8)90)65(106)83-45(32-88)61(102)80-39(17-12-14-25-67)57(98)79-41(19-16-27-73-66(71)72)58(99)86-51(35(6)11-2)63(104)81-40(18-13-15-26-68)56(97)78-38(54(70)95)20-22-46(69)91/h33-45,50-53,88-90H,10-32,67-68H2,1-9H3,(H2,69,91)(H2,70,95)(H,74,96)(H,75,103)(H,76,92)(H,77,93)(H,78,97)(H,79,98)(H,80,102)(H,81,104)(H,82,105)(H,83,106)(H,84,94)(H,85,100)(H,86,99)(H,87,101)(H4,71,72,73)
• InChIKey: LDCPZBREJGHLQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{6-amino-2-[2-(2-{6-amino-2-[3-hydroxy-2-(3-hydroxy-2-{2-[3-hydroxy-2-(2-{3-methyl-2-[4-(methylsulfanyl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]acetamido}butanamido]pentanamido}acetamido)butanamido]-4-methylpentanamido}butanamido)propanamido]hexanamido}-5-carbamimidamidopentanamido)-3-methylpentanamido]hexanamido}pentanediamide
• IUPAC Traditional name: 2-{6-amino-2-[2-(2-{6-amino-2-[3-hydroxy-2-(3-hydroxy-2-{2-[3-hydroxy-2-(2-{3-methyl-2-[4-(methylsulfanyl)-2-{2-[(5-oxopyrrolidin-2-yl)formamido]acetamido}butanamido]pentanamido}acetamido)butanamido]-4-methylpentanamido}butanamido)propanamido]hexanamido}-5-carbamimidamidopentanamido)-3-methylpentanamido]hexanamido}pentanediamide
• Synonyms: pGlu-Gly-Met-Ile-Gly-Thr-Leu-Thr-Ser-Lys-Arg-Ile-Lys-Gln-NH2; Levitide

Database IDs

• CAS Number: 114281-19-5
• MDL Number: MFCD00076644
• PubChem SID: 162226156
• PubChem CID: 5058228

CALCULATED PROPERTIES

• Acid pKa: 11.045185
• H Acceptors: 24
• H Donor: 24
• LogD (pH = 5.5): -18.344126
• LogD (pH = 7.4): -17.485872
• Log P: -10.560266
• Molar Refractivity: 397.8754 cm^3
• Polarizability: 152.43248 Å^3
• Polar Surface Area: 668.21 Å^2
• Rotatable Bonds: 54
• 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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - L5522

Other Notes
Neurohormone-like peptide found in the skin of Xenopus laevis