2-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(1H-imidazol-5-yl)propanamido]-3-hydroxypropanamido}-3-carboxypropanamido)propanamido]-3-methylbutanamido}-3-phenylpropanamido)-3-hydroxybutanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 155580
• Molecular Formular: C61H88N18O22
• Molecular Mass: 1425.45882
• Monoisotopic Mass: 1424.63205655
• SMILES: CC(C)C(C(=O)NC(Cc1ccccc1)C(=O)NC(C(C)O)C(=O)NC(CC(=O)O)C(=O)NC(CC(=O)N)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(C(C)O)C(=O)NC(CCCNC(=N)N)C(=O)O)NC(=O)C(C)NC(=O)C(CC(=O)O)NC(=O)C(CO)NC(=O)C(Cc1cnc[nH]1)N
• Canonical SMILES: OCC(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)CCCNC(=N)N)C(O)C)Cc1ccc(cc1)O)CC(=O)N)CC(=O)O)C(O)C)Cc1ccccc1)C(C)C)C)CC(=O)O)NC(=O)C(Cc1[nH]cnc1)N
• InChI: InChI=1S/C61H88N18O22/c1-27(2)46(77-49(89)28(3)69-51(91)40(22-44(85)86)73-56(96)42(25-80)76-50(90)35(62)20-33-24-66-26-68-33)57(97)74-38(18-31-10-7-6-8-11-31)55(95)79-48(30(5)82)59(99)75-41(23-45(87)88)53(93)72-39(21-43(63)84)52(92)71-37(19-32-13-15-34(83)16-14-32)54(94)78-47(29(4)81)58(98)70-36(60(100)101)12-9-17-67-61(64)65/h6-8,10-11,13-16,24,26-30,35-42,46-48,80-83H,9,12,17-23,25,62H2,1-5H3,(H2,63,84)(H,66,68)(H,69,91)(H,70,98)(H,71,92)(H,72,93)(H,73,96)(H,74,97)(H,75,99)(H,76,90)(H,77,89)(H,78,94)(H,79,95)(H,85,86)(H,87,88)(H,100,101)(H4,64,65,67)
• InChIKey: OZQVVUDUPMJWPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(1H-imidazol-5-yl)propanamido]-3-hydroxypropanamido}-3-carboxypropanamido)propanamido]-3-methylbutanamido}-3-phenylpropanamido)-3-hydroxybutanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(3H-imidazol-4-yl)propanamido]-3-hydroxypropanamido}-3-carboxypropanamido)propanamido]-3-methylbutanamido}-3-phenylpropanamido)-3-hydroxybutanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-5-carbamimidamidopentanoic acid
• Synonyms: VIP 1-12; Vasoactive Intestinal Peptide Fragment 1-12 human, porcine, rat

Database IDs

• CAS Number: 120928-03-2
• MDL Number: MFCD00133921
• PubChem SID: 24900690; 162249718
• PubChem CID: 25082537

CALCULATED PROPERTIES

• Acid pKa: 2.9961956
• H Acceptors: 27
• H Donor: 24
• LogD (pH = 5.5): -15.271901
• LogD (pH = 7.4): -16.618715
• Log P: -14.85028
• Molar Refractivity: 355.3678 cm^3
• Polarizability: 134.85965 Å^3
• Polar Surface Area: 672.61 Å^2
• Rotatable Bonds: 43
• 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 ... VIP(7432)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C61H88N18O22

DETAILS

Sigma Aldrich - V0131

Amino Acid Sequence
His-Ser-Asp-Ala-Val-Phe-Thr-Asp-Asn-Tyr-Thr-Arg
Biochem/physiol Actions
Ligand for CD4 receptor.