4-{2-[2-(2-{2-amino-3-[(acetamidomethyl)sulfanyl]propanamido}-4-(methylsulfanyl)butanamido)-3-(1H-imidazol-5-yl)propanamido]-3-methylpentanamido}-4-({1-[(1-{[2-carboxy-1-({1-[(1-{[1-({1-carboxy-2-[(acetamidomethyl)sulfanyl]ethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)ethyl]carbamoyl}-3-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)butanoic acid

• ChemBase ID: 155299
• Molecular Formular: C63H98N16O23S3
• Molecular Mass: 1543.74062
• Monoisotopic Mass: 1542.61528648
• SMILES: CCC(C)C(C(=O)NC(CCC(=O)O)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(C(C)O)C(=O)NC(CSCNC(=O)C)C(=O)O)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(CCSC)NC(=O)C(CSCNC(=O)C)N
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CSCNC(=O)C)C(O)C)Cc1ccc(cc1)O)CO)CC(=O)O)CC(C)C)CO)CCC(=O)O)C(CC)C)Cc1cnc[nH]1)NC(=O)C(CSCNC(=O)C)N
• InChI: InChI=1S/C63H98N16O23S3/c1-9-31(4)50(78-58(96)43(20-36-22-65-27-66-36)73-54(92)40(16-17-103-8)69-52(90)38(64)25-104-28-67-33(6)83)61(99)70-39(14-15-48(86)87)53(91)75-45(23-80)59(97)71-41(18-30(2)3)55(93)74-44(21-49(88)89)56(94)76-46(24-81)60(98)72-42(19-35-10-12-37(85)13-11-35)57(95)79-51(32(5)82)62(100)77-47(63(101)102)26-105-29-68-34(7)84/h10-13,22,27,30-32,38-47,50-51,80-82,85H,9,14-21,23-26,28-29,64H2,1-8H3,(H,65,66)(H,67,83)(H,68,84)(H,69,90)(H,70,99)(H,71,97)(H,72,98)(H,73,92)(H,74,93)(H,75,91)(H,76,94)(H,77,100)(H,78,96)(H,79,95)(H,86,87)(H,88,89)(H,101,102)
• InChIKey: UEJSENUVDZJGAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[2-(2-{2-amino-3-[(acetamidomethyl)sulfanyl]propanamido}-4-(methylsulfanyl)butanamido)-3-(1H-imidazol-5-yl)propanamido]-3-methylpentanamido}-4-({1-[(1-{[2-carboxy-1-({1-[(1-{[1-({1-carboxy-2-[(acetamidomethyl)sulfanyl]ethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)ethyl]carbamoyl}-3-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)butanoic acid
• IUPAC Traditional name: 4-{2-[2-(2-{2-amino-3-[(acetamidomethyl)sulfanyl]propanamido}-4-(methylsulfanyl)butanamido)-3-(3H-imidazol-4-yl)propanamido]-3-methylpentanamido}-4-({1-[(1-{[2-carboxy-1-({1-[(1-{[1-({1-carboxy-2-[(acetamidomethyl)sulfanyl]ethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)ethyl]carbamoyl}-3-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)butanoic acid
• Synonyms: Cys(S-Acetamidomethyl)-Met-His-Ile-Glu-Ser-Leu-Asp-Ser-Tyr-Thr-Cys(Acm); [Cys(Acm)20,31]-Epidermal Growth Factor Fragment 20-31

Database IDs

• CAS Number: 89991-90-2
• MDL Number: MFCD00133946
• PubChem SID: 162249437; 24894695
• PubChem CID: 5054692

CALCULATED PROPERTIES

• Acid pKa: 3.1086268
• H Acceptors: 25
• H Donor: 22
• LogD (pH = 5.5): -13.940532
• LogD (pH = 7.4): -16.471636
• Log P: -11.728201
• Molar Refractivity: 374.9945 cm^3
• Polarizability: 147.38719 Å^3
• Polar Surface Area: 625.82 Å^2
• Rotatable Bonds: 50
• 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 ... EGF(1950)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C63H98N16O23S3

DETAILS

Sigma Aldrich - E9384

Biochem/physiol Actions
The fragment of mouse epidermal growth factor (EGF) that contains the receptor-binding region as well as the predominant EGF antigenic determinant. This fragment exhibits the biological activity of EGF in vitro.