(2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid acetic acid hydrate

• ChemBase ID: 132228
• Molecular Formular: C23H46N8O9
• Molecular Mass: 578.65954
• Monoisotopic Mass: 578.33877509
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)N)O.CC(=O)O.O
• Canonical SMILES: CC(=O)O.NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)O)CCCNC(=N)N)NC(=O)[C@H]([C@H](O)C)N.O
• InChI: InChI=1S/C21H40N8O6.C2H4O2.H2O/c1-12(30)16(23)18(32)27-13(6-2-3-9-22)19(33)29-11-5-8-15(29)17(31)28-14(20(34)35)7-4-10-26-21(24)25;1-2(3)4;/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26);1H3,(H,3,4);1H2/t12-,13+,14+,15+,16+;;/m1../s1
• InChIKey: SMSBUFILHWPAMV-DZOCJTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid acetic acid hydrate
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-6-amino-2-[(2S,3R)-2-amino-3-hydroxybutanamido]hexanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid acetic acid hydrate
• Synonyms: Thr-Lys-Pro-Arg; Tuftsin acetate salt hydrate

Database IDs

• MDL Number: MFCD11045984
• PubChem SID: 162226505
• PubChem CID: 71308534

CALCULATED PROPERTIES

• Acid pKa: 3.4362361
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -10.3344145
• LogD (pH = 7.4): -8.261224
• Log P: -5.3488107
• Molar Refractivity: 136.7791 cm^3
• Polarizability: 49.665333 Å^3
• Polar Surface Area: 249.98 Å^2
• Rotatable Bonds: 15
• 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 - T5897

Amino Acid Sequence
Thr-Lys-Pro-Arg

Sigma Aldrich - T6135

Amino Acid Sequence
Thr-Lys-Pro-Arg