(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-6-amino-2-(2-aminoacetamido)hexanamido]acetamido}-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-3-hydroxypropanamido]-4-methylpentanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-phenylpropanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanoic acid

• ChemBase ID: 155083
• Molecular Formular: C70H111N23O19
• Molecular Mass: 1578.77304
• Monoisotopic Mass: 1577.84265845
• SMILES: C[C@@H](C(=O)O)NC(=O)CNC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)CN
• Canonical SMILES: NCCCC[C@@H](C(=O)NCC(=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[C@H](C(=O)NCC(=O)N[C@H](C(=O)O)C)Cc1c[nH]c2c1cccc2)CO)Cc1ccccc1)CCCNC(=N)N)CO)CC(C)C)CO)CC(C)C)CCCNC(=N)N)NC(=O)CN
• InChI: InChI=1S/C70H111N23O19/c1-37(2)25-47(86-57(100)33-81-59(102)45(20-13-23-77-69(73)74)85-56(99)32-80-58(101)44(19-11-12-22-71)84-54(97)29-72)62(105)91-52(35-95)66(109)88-48(26-38(3)4)63(106)92-51(34-94)65(108)87-46(21-14-24-78-70(75)76)61(104)89-49(27-40-15-7-6-8-16-40)64(107)93-53(36-96)67(110)90-50(28-41-30-79-43-18-10-9-17-42(41)43)60(103)82-31-55(98)83-39(5)68(111)112/h6-10,15-18,30,37-39,44-53,79,94-96H,11-14,19-29,31-36,71-72H2,1-5H3,(H,80,101)(H,81,102)(H,82,103)(H,83,98)(H,84,97)(H,85,99)(H,86,100)(H,87,108)(H,88,109)(H,89,104)(H,90,110)(H,91,105)(H,92,106)(H,93,107)(H,111,112)(H4,73,74,77)(H4,75,76,78)/t39-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1
• InChIKey: WOPYSVAYXQKVIU-VELWNJBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-6-amino-2-(2-aminoacetamido)hexanamido]acetamido}-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-3-hydroxypropanamido]-4-methylpentanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-phenylpropanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanoic acid
• IUPAC Traditional name: (2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-{2-[(2S)-6-amino-2-(2-aminoacetamido)hexanamido]acetamido}-5-carbamimidamidopentanamido]acetamido}-4-methylpentanamido]-3-hydroxypropanamido]-4-methylpentanamido]-3-hydroxypropanamido]-5-carbamimidamidopentanamido]-3-phenylpropanamido]-3-hydroxypropanamido]-3-(1H-indol-3-yl)propanamido]acetamido}propanoic acid
• Synonyms: MBP (104-118); Myelin Basic Protein Fragment 104-118

Database IDs

• MDL Number: MFCD00273539
• PubChem SID: 162249221
• PubChem CID: 71312077

CALCULATED PROPERTIES

• Acid pKa: 3.257735
• H Acceptors: 27
• H Donor: 27
• LogD (pH = 5.5): -18.885584
• LogD (pH = 7.4): -16.769075
• Log P: -11.779154
• Molar Refractivity: 421.1519 cm^3
• Polarizability: 157.0565 Å^3
• Polar Surface Area: 697.02 Å^2
• Rotatable Bonds: 52
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

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 ... MBP(4155)

Product Information

• Biological Source: synthetic

DETAILS

Sigma Aldrich - M8184

Amino Acid Sequence
Gly-Lys-Gly-Arg-Gly-Leu-Ser-Leu-Ser-Arg-Phe-Ser-Trp-Gly-Ala
Biochem/physiol Actions
Substrate of Protein Kinase C