2-{2-[6-amino-2-(2-{2-[2-(2-{[1-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}-3-hydroxypropanamido)-4-carbamoylbutanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)hexanamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanoic acid

• ChemBase ID: 133465
• Molecular Formular: C60H100N20O17
• Molecular Mass: 1373.5598
• Monoisotopic Mass: 1372.75753184
• SMILES: CC(C)CC(C(=O)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCC(=O)N)NC(=O)C(CO)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)C1CCC(=O)N1
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C1CCC(=O)N1)CCCCN)CCCNC(=N)N)CO)CCC(=O)N)CCCNC(=N)N)CO
• InChI: InChI=1S/C60H100N20O17/c1-32(2)28-42(58(96)97)77-53(91)41(29-33-15-17-34(83)18-16-33)76-49(87)36(11-4-6-24-62)73-54(92)43(30-81)78-50(88)37(12-7-25-68-59(64)65)72-52(90)39(19-21-46(63)84)74-55(93)44(31-82)79-56(94)45-14-9-27-80(45)57(95)40(13-8-26-69-60(66)67)75-48(86)35(10-3-5-23-61)71-51(89)38-20-22-47(85)70-38/h15-18,32,35-45,81-83H,3-14,19-31,61-62H2,1-2H3,(H2,63,84)(H,70,85)(H,71,89)(H,72,90)(H,73,92)(H,74,93)(H,75,86)(H,76,87)(H,77,91)(H,78,88)(H,79,94)(H,96,97)(H4,64,65,68)(H4,66,67,69)
• InChIKey: RCRPGVVPXJBQFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[6-amino-2-(2-{2-[2-(2-{[1-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}-3-hydroxypropanamido)-4-carbamoylbutanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)hexanamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{2-[6-amino-2-(2-{2-[2-(2-{[1-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}-3-hydroxypropanamido)-4-carbamoylbutanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)hexanamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanoic acid
• Synonyms: pGlu-Lys-Arg-Pro-Ser-Gln-Arg-Ser-Lys-Tyr-Leu; [pGlu4]-Myelin basic protein fragment 4-14

Database IDs

• CAS Number: 136132-68-8
• MDL Number: MFCD00133754
• PubChem SID: 24898284; 162227742
• PubChem CID: 3306138

CALCULATED PROPERTIES

• Acid pKa: 3.443172
• H Acceptors: 25
• H Donor: 23
• LogD (pH = 5.5): -18.82497
• LogD (pH = 7.4): -17.97847
• Log P: -12.61084
• Molar Refractivity: 366.2004 cm^3
• Polarizability: 134.75742 Å^3
• Polar Surface Area: 628.23 Å^2
• Rotatable Bonds: 45
• 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: mouse ... Mbp(17196)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - P2186

Amino Acid Sequence
Glp-Lys-Arg-Pro-Ser-Gln-Arg-Ser-Lys-Tyr-Leu
Biochem/physiol Actions
Specific substrate for protein kinase C.
Substrates
Specific substrate for protein kinase C