(2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid

• ChemBase ID: 132407
• Molecular Formular: C28H49N11O11
• Molecular Mass: 715.75576
• Monoisotopic Mass: 715.36130144
• SMILES: C1C[C@H](N(C1)C(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CN)C(=O)N[C@@H](CCCCN)C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)CN)CCCNC(=N)N)CC(=O)O)CO
• InChI: InChI=1S/C28H49N11O11/c29-8-2-1-5-16(27(49)50)37-25(47)19-7-4-10-39(19)26(48)18(14-40)38-24(46)17(11-22(43)44)36-21(42)13-34-23(45)15(35-20(41)12-30)6-3-9-33-28(31)32/h15-19,40H,1-14,29-30H2,(H,34,45)(H,35,41)(H,36,42)(H,37,47)(H,38,46)(H,43,44)(H,49,50)(H4,31,32,33)/t15-,16-,17-,18-,19-/m0/s1
• InChIKey: ZRVZOBGMZWVJOS-VMXHOPILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-{[(2S)-1-[(2S)-2-[(2S)-2-{2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-carboxypropanamido]-3-hydroxypropanoyl]pyrrolidin-2-yl]formamido}hexanoic acid
• Synonyms: GRGDSPK; Gly-Arg-Gly-Asp-Ser-Pro-Lys

Database IDs

• CAS Number: 111119-28-9
• MDL Number: MFCD00076462
• PubChem SID: 24895055; 162226684
• PubChem CID: 130667

CALCULATED PROPERTIES

• Acid pKa: 3.1528563
• H Acceptors: 16
• H Donor: 13
• LogD (pH = 5.5): -13.540499
• LogD (pH = 7.4): -11.849645
• Log P: -11.352271
• Molar Refractivity: 181.3001 cm^3
• Polarizability: 67.00565 Å^3
• Polar Surface Area: 374.58 Å^2
• Rotatable Bonds: 23
• 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

Pharmacology Properties

• Gene Information: human ... ITGA2B(3674), ITGAV(3685)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - G1269

Amino Acid Sequence
Gly-Arg-Gly-Asp-Ser-Pro-Lys
Biochem/physiol Actions
Fibronectin analog that binds to integrins.