(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]propanamido]acetamido}acetamido)-3-carboxypropanamido]propanamido]-3-hydroxypropanamido]acetamido}pentanedioic acid

• ChemBase ID: 131543
• Molecular Formular: C35H48N10O15
• Molecular Mass: 848.81362
• Monoisotopic Mass: 848.33006089
• SMILES: C[C@@H](C(=O)NCC(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N
• Canonical SMILES: OC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)O)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)CNC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)C)C
• InChI: InChI=1S/C35H48N10O15/c1-16(41-32(56)20(36)9-18-11-37-21-6-4-3-5-19(18)21)30(54)39-12-25(47)38-13-26(48)44-23(10-29(52)53)34(58)42-17(2)31(55)45-24(15-46)33(57)40-14-27(49)43-22(35(59)60)7-8-28(50)51/h3-6,11,16-17,20,22-24,37,46H,7-10,12-15,36H2,1-2H3,(H,38,47)(H,39,54)(H,40,57)(H,41,56)(H,42,58)(H,43,49)(H,44,48)(H,45,55)(H,50,51)(H,52,53)(H,59,60)/t16-,17-,20-,22-,23-,24-/m0/s1
• InChIKey: ZRZROXNBKJAOKB-GFVHOAGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]propanamido]acetamido}acetamido)-3-carboxypropanamido]propanamido]-3-hydroxypropanamido]acetamido}pentanedioic acid
• IUPAC Traditional name: (2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-(2-{2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]propanamido]acetamido}acetamido)-3-carboxypropanamido]propanamido]-3-hydroxypropanamido]acetamido}pentanedioic acid
• Synonyms: DSIP; Sleep inducing peptide; Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu; Delta Sleep Inducing Peptide

Database IDs

• CAS Number: 62568-57-4
• MDL Number: MFCD00076883
• PubChem SID: 162225821
• PubChem CID: 68816

CALCULATED PROPERTIES

• Acid pKa: 2.9074638
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -12.618787
• LogD (pH = 7.4): -15.887864
• Log P: -9.403979
• Molar Refractivity: 199.4698 cm^3
• Polarizability: 79.12747 Å^3
• Polar Surface Area: 406.74 Å^2
• Rotatable Bonds: 25
• 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 - D4067

Amino Acid Sequence
Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu