(2S)-6-amino-2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]-4-methylpentanamido]-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-N-[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]hexanamide

• ChemBase ID: 153338
• Molecular Formular: C74H141N27O18
• Molecular Mass: 1697.08144
• Monoisotopic Mass: 1696.09479081
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N)N)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)CC(C)C)C)[C@H](O)C)C)CC(C)C)CCCCN)CC(C)C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)N)CCCNC(=N)N)CC(C)C)CCCNC(=N)N
• InChI: InChI=1S/C74H141N27O18/c1-36(2)31-50(58(78)106)97-59(107)40(9)90-70(118)56(43(12)103)100-60(108)41(10)89-66(114)52(33-38(5)6)98-64(112)47(22-15-17-27-76)94-67(115)51(32-37(3)4)91-54(105)35-88-61(109)45(23-18-28-85-72(79)80)92-62(110)46(21-14-16-26-75)93-63(111)49(25-20-30-87-74(83)84)96-71(119)57(44(13)104)101-68(116)53(34-39(7)8)99-65(113)48(24-19-29-86-73(81)82)95-69(117)55(77)42(11)102/h36-53,55-57,102-104H,14-35,75-77H2,1-13H3,(H2,78,106)(H,88,109)(H,89,114)(H,90,118)(H,91,105)(H,92,110)(H,93,111)(H,94,115)(H,95,117)(H,96,119)(H,97,107)(H,98,112)(H,99,113)(H,100,108)(H,101,116)(H4,79,80,85)(H4,81,82,86)(H4,83,84,87)/t40-,41-,42+,43+,44+,45-,46-,47-,48-,49-,50-,51-,52-,53-,55-,56-,57-/m0/s1
• InChIKey: DYKHTIXXYHGOAC-XUUMPEJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]-4-methylpentanamido]-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-N-[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-[(2S)-2-{2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-5-carbamimidamidopentanamido]-4-methylpentanamido]-3-hydroxybutanamido]-5-carbamimidamidopentanamido]hexanamido]-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-N-[(1S)-1-{[(1S)-1-{[(1S,2R)-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}ethyl]carbamoyl}-3-methylbutyl]hexanamide
• Synonyms: Thr-Arg-Leu-Thr-Arg-Lys-Arg-Gly-Leu-Lys-Leu-Ala-Thr-Ala-Leu-NH2; Apolipoprotein B amide fragment 3358-3372

Database IDs

• CAS Number: 117047-99-1
• MDL Number: MFCD00214570
• PubChem SID: 162247477
• PubChem CID: 71311645

CALCULATED PROPERTIES

• H Acceptors: 30
• H Donor: 30
• LogD (pH = 5.5): -24.680307
• LogD (pH = 7.4): -22.187746
• Log P: -9.33477
• Molar Refractivity: 467.4729 cm^3
• Polarizability: 171.07036 Å^3
• Polar Surface Area: 774.94 Å^2
• Rotatable Bonds: 60
• 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 ... APOB(338)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C74H141N27O18

DETAILS

Sigma Aldrich - A4183

Biochem/physiol Actions
Anti-proliferative peptide