(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-3-hydroxypropanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-carboxypropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]propanamido]hexanamido]-4-carboxybutanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanamido]pentanedioic acid; trifluoroacetic acid

• ChemBase ID: 154927
• Molecular Formular: C74H117F3N18O26S
• Molecular Mass: 1763.8859896
• Monoisotopic Mass: 1762.80592161
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)O.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CCC(=O)O)C)[C@H](O)C)CC(C)C)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)CO)CCCCN)CCSC)CC(=O)O)CCC(=O)N)CC(C)C)C
• InChI: InChI=1S/C72H116N18O24S.C2HF3O2/c1-35(2)29-50(67(108)78-37(5)59(100)80-44(17-11-13-26-73)62(103)82-47(20-23-55(94)95)65(106)87-51(30-36(3)4)69(110)90-58(39(7)92)71(112)79-38(6)60(101)85-49(72(113)114)21-24-56(96)97)86-64(105)46(19-22-54(76)93)83-68(109)52(32-57(98)99)88-66(107)48(25-28-115-8)84-63(104)45(18-12-14-27-74)81-70(111)53(34-91)89-61(102)42(75)31-40-33-77-43-16-10-9-15-41(40)43;3-2(4,5)1(6)7/h9-10,15-16,33,35-39,42,44-53,58,77,91-92H,11-14,17-32,34,73-75H2,1-8H3,(H2,76,93)(H,78,108)(H,79,112)(H,80,100)(H,81,111)(H,82,103)(H,83,109)(H,84,104)(H,85,101)(H,86,105)(H,87,106)(H,88,107)(H,89,102)(H,90,110)(H,94,95)(H,96,97)(H,98,99)(H,113,114);(H,6,7)/t37-,38-,39+,42-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,58-;/m0./s1
• InChIKey: FZKRZHJMJIARGO-YVXXVKOOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-3-hydroxypropanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-carboxypropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]propanamido]hexanamido]-4-carboxybutanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanamido]pentanedioic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-3-hydroxypropanamido]hexanamido]-4-(methylsulfanyl)butanamido]-3-carboxypropanamido]-4-carbamoylbutanamido]-4-methylpentanamido]propanamido]hexanamido]-4-carboxybutanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanamido]pentanedioic acid; trifluoroacetic acid
• Synonyms: Chromogranin A fragment 324-337 trifluoroacetate salt; H-Trp-Ser-Lys-Met-Asp-Gln-Leu-Ala-Lys-Glu-Leu-Thr-Ala-Glu-OH trifluoroacetate salt; Human CgA 324-337 trifluoroacetate salt; Peptide WE-14 trifluoroacetate salt; WSRMDQLAKELTAE trifluoroacetate salt; WE-14 trifluoroacetate salt

Database IDs

• CAS Number: 115136-18-0(freebase)
• MDL Number: MFCD19686975
• PubChem SID: 162249065
• PubChem CID: 71312028

CALCULATED PROPERTIES

• Acid pKa: 2.733155
• H Acceptors: 27
• H Donor: 24
• LogD (pH = 5.5): -15.312666
• LogD (pH = 7.4): -17.16803
• Log P: -14.207535
• Molar Refractivity: 407.8643 cm^3
• Polarizability: 161.84778 Å^3
• Polar Surface Area: 704.9 Å^2
• Rotatable Bonds: 58
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >2 mg/mL
• Apperance: white to tan powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C72H116N18O24S · xC2HF3O2

DETAILS

Sigma Aldrich - W2895

Biochem/physiol Actions
WE-14 peptide is a highly conserved neuropeptide derived from Chromogranin A (Parathyroid Secretory Protein 1). It has been detected in vertebrate and invertebrate neurons and in vertebrate endocrine tissues, most notably in the adrenal, pituitary, and parathyroid glands, and has also been found in human and bovine gastro-entero-pancreatic tissues.