2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-(1H-imidazol-5-yl)propanamido}-3-(1H-indol-3-yl)propanamido)-4-methylpentanamido]-4-carbamoylbutanamido}-4-methylpentanoic acid

• ChemBase ID: 133272
• Molecular Formular: C45H59N11O8
• Molecular Mass: 882.01886
• Monoisotopic Mass: 881.4548079
• SMILES: CC(C)CC(C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)C(=O)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(Cc1c[nH]c2c1cccc2)N
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)CCC(=O)N)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(Cc1c[nH]c2c1cccc2)N)C
• InChI: InChI=1S/C45H59N11O8/c1-24(2)15-35(42(60)52-34(13-14-39(47)57)41(59)56-38(45(63)64)16-25(3)4)54-43(61)36(18-27-21-50-33-12-8-6-10-30(27)33)55-44(62)37(19-28-22-48-23-51-28)53-40(58)31(46)17-26-20-49-32-11-7-5-9-29(26)32/h5-12,20-25,31,34-38,49-50H,13-19,46H2,1-4H3,(H2,47,57)(H,48,51)(H,52,60)(H,53,58)(H,54,61)(H,55,62)(H,56,59)(H,63,64)
• InChIKey: PBLMMVDDGREFKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-(1H-imidazol-5-yl)propanamido}-3-(1H-indol-3-yl)propanamido)-4-methylpentanamido]-4-carbamoylbutanamido}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]-3-(3H-imidazol-4-yl)propanamido}-3-(1H-indol-3-yl)propanamido)-4-methylpentanamido]-4-carbamoylbutanamido}-4-methylpentanoic acid
• Synonyms: α1-Mating factor fragment 1-6; Trp-His-Trp-Leu-Gln-Leu

Database IDs

• CAS Number: 65418-88-4
• MDL Number: MFCD00133882
• PubChem SID: 162227549; 24900091
• PubChem CID: 3611372

CALCULATED PROPERTIES

• Acid pKa: 3.5570426
• H Acceptors: 10
• H Donor: 11
• LogD (pH = 5.5): -1.7594252
• LogD (pH = 7.4): -1.0633535
• Log P: -1.0570253
• Molar Refractivity: 235.9168 cm^3
• Polarizability: 93.9275 Å^3
• Polar Surface Area: 312.17 Å^2
• Rotatable Bonds: 24
• 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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - T2903

Amino Acid Sequence
Trp-His-Trp-Leu-Gln-Leu
Biochem/physiol Actions
Induces morphological changes on alpha-mating type cells.