(2S)-6-amino-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]-3-(4-hydroxyphenyl)propanamido]hexanoic acid; acetic acid

• ChemBase ID: 132681
• Molecular Formular: C23H39N5O7
• Molecular Mass: 497.58506
• Monoisotopic Mass: 497.28494861
• SMILES: CC(=O)O.c1cc(ccc1C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CCCCN)N)O
• Canonical SMILES: CC(=O)O.NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCCCN)Cc1ccc(cc1)O)N
• InChI: InChI=1S/C21H35N5O5.C2H4O2/c22-11-3-1-5-16(24)19(28)26-18(13-14-7-9-15(27)10-8-14)20(29)25-17(21(30)31)6-2-4-12-23;1-2(3)4/h7-10,16-18,27H,1-6,11-13,22-24H2,(H,25,29)(H,26,28)(H,30,31);1H3,(H,3,4)/t16-,17-,18-;/m0./s1
• InChIKey: OXXOYNFTOCTMGG-UVJOBNTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]-3-(4-hydroxyphenyl)propanamido]hexanoic acid; acetic acid
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-[(2S)-2,6-diaminohexanamido]-3-(4-hydroxyphenyl)propanamido]hexanoic acid; acetic acid
• Synonyms: Lys-Tyr-Lys acetate salt

Database IDs

• MDL Number: MFCD00079406
• PubChem SID: 24896335; 162226958
• PubChem CID: 71308588

CALCULATED PROPERTIES

• Acid pKa: 3.506361
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -8.336904
• LogD (pH = 7.4): -6.0302277
• Log P: -3.7569938
• Molar Refractivity: 116.3164 cm^3
• Polarizability: 46.09961 Å^3
• Polar Surface Area: 193.79 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 - L3271

Amino Acid Sequence
Lys-Tyr-Lys
Biochem/physiol Actions
Tripeptide can induce nicks at apurinic/apyrimidinic sites in circular DNA.