(3S)-3-{[(1S)-1-[({[(1S,2S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-2-methylbutyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl]carbamoyl}-3-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-carbamoylpropanamido]propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanamido]propanoic acid

• ChemBase编号: 154612
• 分子式: C114H174N34O31
• 平均质量: 2516.81056
• 单一同位素质量: 2515.30842496
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](Cc1ccccc1)N
• Canonical SMILES: NCCCC[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[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)CC(C)C)C)CCCNC(=N)N)Cc1nc[nH]c1)CCC(=O)N)CCC(=O)N)Cc1ccc(cc1)O)CCC(=O)N)C)CO)CC(C)C)NC(=O)[C@H]([C@H](CC)C)NC(=O)CNC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](Cc1ccccc1)N)CC(=O)N)C)Cc1ccccc1)CC(=O)O
• InChI: InChI=1S/C114H174N34O31/c1-12-60(8)93(146-90(157)54-128-111(177)92(59(6)7)147-109(175)81(50-91(158)159)143-108(174)78(46-65-25-17-14-18-26-65)144-110(176)83-29-22-42-148(83)113(179)63(11)132-105(171)80(49-87(120)154)139-97(163)69(116)45-64-23-15-13-16-24-64)112(178)137-71(27-19-20-40-115)101(167)140-76(44-58(4)5)106(172)145-82(55-149)99(165)127-52-88(155)130-61(9)95(161)134-72(34-37-84(117)151)103(169)141-77(47-66-30-32-68(150)33-31-66)107(173)136-73(35-38-85(118)152)102(168)135-74(36-39-86(119)153)104(170)142-79(48-67-51-124-56-129-67)98(164)126-53-89(156)133-70(28-21-41-125-114(122)123)100(166)131-62(10)96(162)138-75(94(121)160)43-57(2)3/h13-18,23-26,30-33,51,56-63,69-83,92-93,149-150H,12,19-22,27-29,34-50,52-55,115-116H2,1-11H3,(H2,117,151)(H2,118,152)(H2,119,153)(H2,120,154)(H2,121,160)(H,124,129)(H,126,164)(H,127,165)(H,128,177)(H,130,155)(H,131,166)(H,132,171)(H,133,156)(H,134,161)(H,135,168)(H,136,173)(H,137,178)(H,138,162)(H,139,163)(H,140,167)(H,141,169)(H,142,170)(H,143,174)(H,144,176)(H,145,172)(H,146,157)(H,147,175)(H,158,159)(H4,122,123,125)/t60-,61-,62-,63-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,92-,93-/m0/s1
• InChIKey: OJSXICLEROKMBP-FFUDWAICSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-3-{[(1S)-1-[({[(1S,2S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-2-methylbutyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl]carbamoyl}-3-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-carbamoylpropanamido]propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanamido]propanoic acid
• IUPAC传统名: (3S)-3-{[(1S)-1-[({[(1S,2S)-1-{[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-4-carbamimidamido-1-{[(1S)-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}ethyl]carbamoyl}butyl]carbamoyl}methyl)carbamoyl]-2-(1H-imidazol-4-yl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-3-carbamoylpropyl]carbamoyl}ethyl]carbamoyl}methyl)carbamoyl]-2-hydroxyethyl]carbamoyl}-3-methylbutyl]carbamoyl}pentyl]carbamoyl}-2-methylbutyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl]carbamoyl}-3-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-phenylpropanamido]-3-carbamoylpropanamido]propanoyl]pyrrolidin-2-yl]formamido}-3-phenylpropanamido]propanoic acid
• 别名: Obestatin mouse, rat

登记号

• CAS号: 869705-22-6
• MDL号: MFCD08458632
• PubChem SID: 162248750
• PubChem CID: 71311910

理论计算性质

• Acid pKa: 3.7246118
• 质子受体: 37
• 质子供体: 35
• LogD (pH = 5.5): -20.929743
• LogD (pH = 7.4): -18.104916
• Log P: -16.0007
• 摩尔折射率: 643.8555 cm^3
• 极化性: 247.75702 Å^3
• 极化表面积: 1067.24 Å^2
• 可自由旋转的化学键: 81
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: deionized water: soluble0.5-1 mg/mL
• 外观: white lyophilized powder

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

药理学性质

• 相关基因信息: mouse ... Ghrl(58991)rat ... Ghrl(59301)

产品相关信息

• 生物来源: from synthetic
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C114H174N34O31

详细说明

Sigma Aldrich - O0266

Amino Acid Sequence
Phe-Asn-Ala-Pro-Phe-Asp-Val-Gly-Ile-Lys-Leu-Ser-Gly-Ala-Gln-Tyr-Gln-Gln-His-Gly-Arg-Ala-Leu-NH2
Physical form
Lyophilized from 0.1% aqueous trifluoroacetate (TFA).
Biochem/physiol Actions
Obestatin, an obesity peptide, along with Ghrelin peptides are derived from the same prepropeptide, Ghrelin. In contrast to Ghrelin, Obestatin suppresses food intake, body weight gain, and gastrointestinal motility in rodents.1