(2S)-6-amino-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]hexanamide; trifluoroacetic acid

• ChemBase编号: 154973
• 分子式: C43H62F3N9O9S2
• 平均质量: 970.1324896
• 单一同位素质量: 969.40640127
• SMILES: CC(C)[C@@H](C(=O)N[C@H](CCSC)C(=O)N)NC(=O)[C@H](CCSC)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N)CCSC)C(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)[C@@H](NC(=O)[C@H](Cc1c[nH]c2c1cccc2)N)CCCCN
• InChI: InChI=1S/C41H61N9O7S2.C2HF3O2/c1-24(2)35(41(57)46-31(36(44)52)16-19-58-3)50-39(55)33(17-20-59-4)48-40(56)34(21-25-12-14-27(51)15-13-25)49-38(54)32(11-7-8-18-42)47-37(53)29(43)22-26-23-45-30-10-6-5-9-28(26)30;3-2(4,5)1(6)7/h5-6,9-10,12-15,23-24,29,31-35,45,51H,7-8,11,16-22,42-43H2,1-4H3,(H2,44,52)(H,46,57)(H,47,53)(H,48,56)(H,49,54)(H,50,55);(H,6,7)/t29-,31+,32-,33-,34-,35-;/m0./s1
• InChIKey: MYVYQWVNXDVTBW-HQORXVKSSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-6-amino-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]hexanamide; trifluoroacetic acid
• IUPAC传统名: (2S)-6-amino-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-N-[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-methylpropyl]carbamoyl}-3-(methylsulfanyl)propyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]hexanamide; trifluoroacetic acid
• 别名: Trp-Lys-Tyr-Met-Val-D-Met NH2 trifluoroacetate salt trifluoroacetate salt; WKYMVdM trifluoroacetate salt

登记号

• MDL号: MFCD09039057
• PubChem SID: 162249111
• PubChem CID: 71312039

理论计算性质

• Acid pKa: 9.429101
• 质子受体: 9
• 质子供体: 10
• LogD (pH = 5.5): -4.0279965
• LogD (pH = 7.4): -1.8300647
• Log P: 0.25215942
• 摩尔折射率: 231.5971 cm^3
• 极化性: 91.89581 Å^3
• 极化表面积: 276.65 Å^2
• 可自由旋转的化学键: 27
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: >2 mg/mL
• 外观: white to off-white powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C41H61N9O7S2 · xC2HF3O2

详细说明

Sigma Aldrich - W3020

Amino Acid Sequence
Trp-Lys-Tyr-Met-Val-D-Met NH2
Biochem/physiol Actions
WKYMVm is a very potent agonist of formyl peptide receptor members FPR1/FPR2 (EC50 1 nM) and FPRL1/FPRL2 (75 pM and 3 nM, respectively). WKYMVm stimulation of leukocytes has been shown to elevate intracellular calcium, induce chemotaxis, superoxide generation, cell killing and phagocytosis.