4-[(5-amino-1-{[1-({3-carbamoyl-1-[(1-{2-[(1-{[1-({1-[(1-carboxy-3-methylbutyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-methylpropyl]carbamoyl}-3-methylbutyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxobutan-2-yl)carbamoyl]propyl}carbamoyl)-2-hydroxyethyl]carbamoyl}pentyl)carbamoyl]-4-{2-[2-(2-{2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido}-4-(methylsulfanyl)butanamido)-3-hydroxybutanamido]-3-hydroxypropanamido}butanoic acid

• ChemBase ID: 133640
• Molecular Formular: C74H122N18O25S
• Molecular Mass: 1695.93108
• Monoisotopic Mass: 1694.85492249
• SMILES: CC(C)CC(C(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)NC(CC(C)C)C(=O)O)NC(=O)C1CCCN1C(=O)C(C(C)O)NC(=O)C(CCC(=O)N)NC(=O)C(CO)NC(=O)C(CCCCN)NC(=O)C(CCC(=O)O)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C(CCSC)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CN
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)C(O)C)C(C)C)CC(C)C)C(O)C)CCC(=O)N)CO)NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CN)CCSC)CO)CCC(=O)O
• InChI: InChI=1S/C74H122N18O25S/c1-36(2)29-47(66(108)88-57(38(5)6)70(112)90-59(40(8)96)71(113)85-49(74(116)117)30-37(3)4)84-69(111)52-20-16-27-92(52)73(115)60(41(9)97)91-63(105)44(21-23-53(77)98)81-67(109)50(34-93)86-61(103)43(19-14-15-26-75)80-62(104)45(22-24-56(101)102)82-68(110)51(35-94)87-72(114)58(39(7)95)89-64(106)46(25-28-118-10)83-65(107)48(31-42-17-12-11-13-18-42)79-55(100)33-78-54(99)32-76/h11-13,17-18,36-41,43-52,57-60,93-97H,14-16,19-35,75-76H2,1-10H3,(H2,77,98)(H,78,99)(H,79,100)(H,80,104)(H,81,109)(H,82,110)(H,83,107)(H,84,111)(H,85,113)(H,86,103)(H,87,114)(H,88,108)(H,89,106)(H,90,112)(H,91,105)(H,101,102)(H,116,117)
• InChIKey: YQEWLSJJOSZFHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(5-amino-1-{[1-({3-carbamoyl-1-[(1-{2-[(1-{[1-({1-[(1-carboxy-3-methylbutyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-methylpropyl]carbamoyl}-3-methylbutyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxobutan-2-yl)carbamoyl]propyl}carbamoyl)-2-hydroxyethyl]carbamoyl}pentyl)carbamoyl]-4-{2-[2-(2-{2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido}-4-(methylsulfanyl)butanamido)-3-hydroxybutanamido]-3-hydroxypropanamido}butanoic acid
• IUPAC Traditional name: 4-[(5-amino-1-{[1-({3-carbamoyl-1-[(1-{2-[(1-{[1-({1-[(1-carboxy-3-methylbutyl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-methylpropyl]carbamoyl}-3-methylbutyl)carbamoyl]pyrrolidin-1-yl}-3-hydroxy-1-oxobutan-2-yl)carbamoyl]propyl}carbamoyl)-2-hydroxyethyl]carbamoyl}pentyl)carbamoyl]-4-{2-[2-(2-{2-[2-(2-aminoacetamido)acetamido]-3-phenylpropanamido}-4-(methylsulfanyl)butanamido)-3-hydroxybutanamido]-3-hydroxypropanamido}butanoic acid
• Synonyms: β-Lipotropin 62-77; des-Tyr1-γ-Endorphin

Database IDs

• CAS Number: 67810-56-4
• MDL Number: MFCD00076397
• PubChem SID: 162227917; 24894492
• PubChem CID: 4340360

CALCULATED PROPERTIES

• Acid pKa: 3.164413
• H Acceptors: 27
• H Donor: 24
• LogD (pH = 5.5): -13.94485
• LogD (pH = 7.4): -14.063356
• Log P: -13.944223
• Molar Refractivity: 418.4002 cm^3
• Polarizability: 165.12775 Å^3
• Polar Surface Area: 698.59 Å^2
• Rotatable Bonds: 55
• 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: ≥97% (HPLC)

DETAILS

Sigma Aldrich - E3005

Amino Acid Sequence
Gly-Gly-Phe-Met-Thr-Ser-Glu-Lys-Ser-Gln-Thr-Pro-Leu-Val-Thr-Leu