6-amino-2-(6-amino-2-{2-[2-({1-[6-amino-2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-3-(1H-imidazol-5-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}acetamido)hexanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanamido]acetamido}hexanamido)hexanoic acid

• ChemBase ID: 131962
• Molecular Formular: C89H133N25O22S
• Molecular Mass: 1937.22762
• Monoisotopic Mass: 1935.97777202
• SMILES: CC(C)C(C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)O)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)CNC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(CCC(=O)O)NC(=O)C(CCSC)NC(=O)C(CO)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(CO)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CCCCN)CCCCN)C(C)C)NC(=O)CNC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CO)N)Cc1ccc(cc1)O)CO)CCSC)CCC(=O)O)Cc1[nH]cnc1)Cc1ccccc1)CCCNC(=N)N
• InChI: InChI=1S/C89H133N25O22S/c1-50(2)74(86(133)100-46-71(118)102-59(21-9-12-33-90)77(124)107-64(88(135)136)23-11-14-35-92)113-85(132)70-25-16-37-114(70)87(134)63(22-10-13-34-91)103-72(119)45-99-76(123)67(41-53-43-98-58-20-8-7-19-56(53)58)110-78(125)60(24-15-36-97-89(94)95)104-81(128)66(39-51-17-5-4-6-18-51)109-83(130)68(42-54-44-96-49-101-54)111-79(126)61(30-31-73(120)121)105-80(127)62(32-38-137-3)106-84(131)69(48-116)112-82(129)65(108-75(122)57(93)47-115)40-52-26-28-55(117)29-27-52/h4-8,17-20,26-29,43-44,49-50,57,59-70,74,98,115-117H,9-16,21-25,30-42,45-48,90-93H2,1-3H3,(H,96,101)(H,99,123)(H,100,133)(H,102,118)(H,103,119)(H,104,128)(H,105,127)(H,106,131)(H,107,124)(H,108,122)(H,109,130)(H,110,125)(H,111,126)(H,112,129)(H,113,132)(H,120,121)(H,135,136)(H4,94,95,97)
• InChIKey: BLBPSTKPAGOHPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-(6-amino-2-{2-[2-({1-[6-amino-2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-3-(1H-imidazol-5-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}acetamido)hexanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanamido]acetamido}hexanamido)hexanoic acid
• IUPAC Traditional name: 6-amino-2-(6-amino-2-{2-[2-({1-[6-amino-2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-amino-3-hydroxypropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-3-(3H-imidazol-4-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}acetamido)hexanoyl]pyrrolidin-2-yl}formamido)-3-methylbutanamido]acetamido}hexanamido)hexanoic acid
• Synonyms: Adrenocorticotropic Hormone Fragment 1-16 human, rat

Database IDs

• CAS Number: 5576-42-1
• MDL Number: MFCD00133032
• PubChem SID: 162226239; 24891382
• PubChem CID: 16133245

CALCULATED PROPERTIES

• Acid pKa: 3.2486334
• H Acceptors: 30
• H Donor: 28
• LogD (pH = 5.5): -20.203356
• LogD (pH = 7.4): -16.964674
• Log P: -12.133173
• Molar Refractivity: 508.4702 cm^3
• Polarizability: 195.51476 Å^3
• Polar Surface Area: 773.45 Å^2
• Rotatable Bonds: 63
• 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)rat ... Pomc(24664)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - A8929

Amino Acid Sequence
Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-Gly-Lys-Lys
Other Notes
Fragment with weak adrenocorticotropic activity.