(4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl]carbamoyl}butanoic acid

• ChemBase ID: 156627
• Molecular Formular: C75H101N15O26
• Molecular Mass: 1628.68934
• Monoisotopic Mass: 1627.70421843
• SMILES: C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)N
• Canonical SMILES: OC(=O)CC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)CC(=O)O)CC(C)C)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N)CCC(=O)O)CCC(=O)O)CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C75H101N15O26/c1-37(2)29-45(76)66(107)82-48(20-25-59(95)96)69(110)84-50(22-27-61(99)100)71(112)86-51(23-28-62(101)102)72(113)85-49(21-26-60(97)98)70(111)83-47(19-24-58(93)94)68(109)80-39(5)65(106)88-54(32-41-15-17-43(91)18-16-41)67(108)79-36-57(92)81-55(33-42-35-78-46-14-10-9-13-44(42)46)74(115)89-53(30-38(3)4)73(114)90-56(34-63(103)104)75(116)87-52(64(77)105)31-40-11-7-6-8-12-40/h6-18,35,37-39,45,47-56,78,91H,19-34,36,76H2,1-5H3,(H2,77,105)(H,79,108)(H,80,109)(H,81,92)(H,82,107)(H,83,111)(H,84,110)(H,85,113)(H,86,112)(H,87,116)(H,88,106)(H,89,115)(H,90,114)(H,93,94)(H,95,96)(H,97,98)(H,99,100)(H,101,102)(H,103,104)/t39-,45-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m0/s1
• InChIKey: ZAYZEUBKUCMWMH-JNHINDNCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: (4S)-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-4-methylpentanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-carboxybutanamido]-4-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}-2-carboxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}methyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl]carbamoyl}butanoic acid
• Synonyms: LHG-13; [Leu11]-HG-13; [Leucine32]Big gastrin I-(22-34) amide, human; Des-Trp1-[Leu12]-Mini Gastrin I, human

Database IDs

• CAS Number: 66009-14-1
• EC Number: 266-064-9
• MDL Number: MFCD00076505
• PubChem SID: 162250764
• PubChem CID: 71312343

CALCULATED PROPERTIES

• Rotatable Bonds: 52
• Lipinski's Rule of Five: false
• Acid pKa: 2.9986832
• H Acceptors: 27
• H Donor: 22
• LogD (pH = 5.5): -13.646826
• LogD (pH = 7.4): -21.964767
• Log P: -6.123229
• Molar Refractivity: 399.6534 cm^3
• Polarizability: 157.57228 Å^3
• Polar Surface Area: 678.13 Å^2

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

• Grade: PeptiSelect
• Empirical Formula (Hill Notation): C75H101N15O26

DETAILS

Sigma Aldrich - 61893

Antibody Adsorbant
H-Leu-Glu-Glu-Glu-Glu-Glu-Ala-Tyr-Gly-Trp-Leu-Asp-Phe-NH2 (+×NH3)
Other Notes
Biological and immunological properties1; Reviews on gastrin2,3,4,5