4-(2-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{2-[2-(2-{6-amino-2-[6-amino-2-(2-{2-[6-amino-2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamido}-3-hydroxypropanamido)hexanamido]-3-hydroxybutanamido}propanamido)hexanamido]hexanamido}-4-methylpentanamido)-4-carboxybutanamido]-3-carbamoylpropanamido}-3-hydroxypropanamido)propanamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-3-hydroxypropanamido)-4-{[({1-[(1-{[1-({1-[(1-{[1-({[(2-{2-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]pyrrolidin-1-yl}-2-oxoethyl)carbamoyl]methyl}carbamoyl)-3-carbamoylpropyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)-2-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylbutyl}carbamoyl)methyl]carbamoyl}butanoic acid

• ChemBase ID: 133832
• Molecular Formular: C147H253N45O43
• Molecular Mass: 3338.85742
• Monoisotopic Mass: 3336.89939198
• SMILES: CCC(C)C(C(=O)NC(C)C(=O)NC(C(C)CC)C(=O)NC(C)C(=O)NC(C(C)CC)C(=O)NC(CCC(=O)N)C(=O)NCC(=O)NCC(=O)N1CCCC1C(=O)NC(CCCNC(=N)N)C(=O)O)NC(=O)CNC(=O)C(CCC(=O)O)NC(=O)C(CO)NC(=O)C(C(C)CC)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)C(CCCCN)NC(=O)C(C)NC(=O)C(CO)NC(=O)C(CC(=O)N)NC(=O)C(CCC(=O)O)NC(=O)C(CC(C)C)NC(=O)C(CCCCN)NC(=O)C(CCCCN)NC(=O)C(C)NC(=O)C(C(C)O)NC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CO)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NCC(=O)N1CCCC1C(=O)NC(C(=O)O)CCCNC(=N)N)CCC(=O)N)C(CC)C)C)C(CC)C)C)C(CC)C)CCC(=O)O)CO)C(CC)C)CCCNC(=N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CO)N)CC(C)C)CO)CCCCN)C)CCCCN)CCCCN)CC(C)C)CCC(=O)O)CC(=O)N)CO)C)CCCCN
• InChI: InChI=1S/C147H253N45O43/c1-18-75(9)113(140(229)167-81(15)120(209)188-114(76(10)19-2)141(230)168-82(16)121(210)189-115(77(11)20-3)142(231)178-94(47-50-106(154)198)123(212)164-66-108(200)163-68-110(202)192-60-36-46-105(192)139(228)179-97(145(234)235)45-35-59-161-147(158)159)187-109(201)67-165-124(213)95(48-51-111(203)204)176-138(227)104(72-196)186-143(232)116(78(12)21-4)190-130(219)93(44-34-58-160-146(156)157)174-127(216)90(41-26-31-55-150)172-125(214)88(39-24-29-53-148)170-118(207)79(13)166-136(225)102(70-194)184-135(224)101(64-107(155)199)183-129(218)96(49-52-112(205)206)177-132(221)98(61-73(5)6)181-128(217)91(42-27-32-56-151)173-126(215)89(40-25-30-54-149)171-119(208)80(14)169-144(233)117(83(17)197)191-131(220)92(43-28-33-57-152)175-137(226)103(71-195)185-133(222)99(62-74(7)8)182-134(223)100(180-122(211)86(153)69-193)63-84-65-162-87-38-23-22-37-85(84)87/h22-23,37-38,65,73-83,86,88-105,113-117,162,193-197H,18-21,24-36,39-64,66-72,148-153H2,1-17H3,(H2,154,198)(H2,155,199)(H,163,200)(H,164,212)(H,165,213)(H,166,225)(H,167,229)(H,168,230)(H,169,233)(H,170,207)(H,171,208)(H,172,214)(H,173,215)(H,174,216)(H,175,226)(H,176,227)(H,177,221)(H,178,231)(H,179,228)(H,180,211)(H,181,217)(H,182,223)(H,183,218)(H,184,224)(H,185,222)(H,186,232)(H,187,201)(H,188,209)(H,189,210)(H,190,219)(H,191,220)(H,203,204)(H,205,206)(H,234,235)(H4,156,157,160)(H4,158,159,161)
• InChIKey: PRIVBYDFWSFUFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{2-[2-(2-{6-amino-2-[6-amino-2-(2-{2-[6-amino-2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamido}-3-hydroxypropanamido)hexanamido]-3-hydroxybutanamido}propanamido)hexanamido]hexanamido}-4-methylpentanamido)-4-carboxybutanamido]-3-carbamoylpropanamido}-3-hydroxypropanamido)propanamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-3-hydroxypropanamido)-4-{[({1-[(1-{[1-({1-[(1-{[1-({[(2-{2-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]pyrrolidin-1-yl}-2-oxoethyl)carbamoyl]methyl}carbamoyl)-3-carbamoylpropyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)-2-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylbutyl}carbamoyl)methyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-(2-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{2-[2-(2-{6-amino-2-[6-amino-2-(2-{2-[6-amino-2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(1H-indol-3-yl)propanamido]-4-methylpentanamido}-3-hydroxypropanamido)hexanamido]-3-hydroxybutanamido}propanamido)hexanamido]hexanamido}-4-methylpentanamido)-4-carboxybutanamido]-3-carbamoylpropanamido}-3-hydroxypropanamido)propanamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-3-methylpentanamido}-3-hydroxypropanamido)-4-{[({1-[(1-{[1-({1-[(1-{[1-({[(2-{2-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]pyrrolidin-1-yl}-2-oxoethyl)carbamoyl]methyl}carbamoyl)-3-carbamoylpropyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)-2-methylbutyl]carbamoyl}ethyl)carbamoyl]-2-methylbutyl}carbamoyl)methyl]carbamoyl}butanoic acid
• Synonyms: Cecropin P1 Porcine

Database IDs

• CAS Number: 125667-96-1
• MDL Number: MFCD00079839
• PubChem SID: 24892582; 162228109
• PubChem CID: 16132685

CALCULATED PROPERTIES

• Acid pKa: 2.9807167
• H Acceptors: 55
• H Donor: 52
• LogD (pH = 5.5): -30.730465
• LogD (pH = 7.4): -29.582531
• Log P: -25.234118
• Molar Refractivity: 858.6667 cm^3
• Polarizability: 330.42987 Å^3
• Polar Surface Area: 1459.15 Å^2
• Rotatable Bonds: 118
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: 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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - C7927

Amino Acid Sequence
Ser-Trp-Leu-Ser-Lys-Thr-Ala-Lys-Lys-Leu-Glu-Asn-Ser-Ala-Lys-Lys-Arg-Ile-Ser-Glu-Gly-Ile-Ala-Ile-Ala-Ile-Gln-Gly-Gly-Pro-Arg
Biochem/physiol Actions
Antibacterial peptide originally identified in moths (Hyalophora cecropia) and later in pig intestine.