(2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid

• ChemBase ID: 132834
• Molecular Formular: C40H62N12O14S
• Molecular Mass: 967.05728
• Monoisotopic Mass: 966.42291572
• SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(=O)O)NC(=O)[C@H](CS)N
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCCNC(=N)N)CO)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H](CS)N)CC(=O)O)C
• InChI: InChI=1S/C40H62N12O14S/c1-3-20(2)32(37(63)46-17-30(56)48-27(18-53)35(61)49-24(39(65)66)6-4-12-44-40(42)43)51-34(60)25(14-21-8-10-22(54)11-9-21)47-29(55)16-45-36(62)28-7-5-13-52(28)38(64)26(15-31(57)58)50-33(59)23(41)19-67/h8-11,20,23-28,32,53-54,67H,3-7,12-19,41H2,1-2H3,(H,45,62)(H,46,63)(H,47,55)(H,48,56)(H,49,61)(H,50,59)(H,51,60)(H,57,58)(H,65,66)(H4,42,43,44)/t20-,23-,24-,25-,26-,27-,28-,32-/m0/s1
• InChIKey: NGBBIWFVAWMQKZ-JDIVNGTKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{2-[(2S,3S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}acetamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]acetamido}-3-hydroxypropanamido]-5-carbamimidamidopentanoic acid
• Synonyms: Laminin Fragment 925-933; Cys-Asp-Pro-Gly-Tyr-Ile-Gly-Ser-Arg

Database IDs

• CAS Number: 110590-60-8
• MDL Number: MFCD00076474
• PubChem SID: 24892267; 162227111
• PubChem CID: 9811758

CALCULATED PROPERTIES

• Acid pKa: 3.2485056
• H Acceptors: 18
• H Donor: 16
• LogD (pH = 5.5): -9.509675
• LogD (pH = 7.4): -9.642577
• Log P: -9.507274
• Molar Refractivity: 246.5055 cm^3
• Polarizability: 92.20803 Å^3
• Polar Surface Area: 426.99 Å^2
• Rotatable Bonds: 28
• 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 ... POMC(5443)

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - C0668

Amino Acid Sequence
Cys-Asp-Pro-Gly-Tyr-Ile-Gly-Ser-Arg
Biochem/physiol Actions
Inhibits experimental metastasis.