(4S)-4-[(2S)-2-{[(3R,8R,11S,14S,20S,23S,26S,29S,34aS)-8-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-3-carboxypropanamido]-3-hydroxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-20,29-bis(3-carbamimidamidopropyl)-26-[(4-hydroxyphenyl)methyl]-11-[2-(methylsulfanyl)ethyl]-1,9,12,15,18,21,24,27,30-nonaoxo-14,23-bis(propan-2-yl)-dotriacontahydropyrrolo[2,1-g]1,2-dithia-5,8,11,14,17,20,23,26,29-nonaazacyclodotriacontan-3-yl]formamido}-3-(1H-indol-3-yl)propanamido]-4-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butanoic acid

• ChemBase编号: 153137
• 分子式: C99H153N29O26S5
• 平均质量: 2325.77782
• 单一同位素质量: 2324.01451116
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H]1CSSC[C@H](NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCSC)C(C)C)CCCNC(=N)N)C(C)C)Cc1ccc(cc1)O)CCCNC(=N)N)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2)O
• Canonical SMILES: CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H]1CSSC[C@H](NC(=O)[C@@H]2CCCN2C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccc(cc2)O)NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC1=O)CCSC)C(C)C)CCCNC(=N)N)C(C)C)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(C)C)CCC(=O)O)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)CC(=O)O
• InChI: InChI=1S/C99H153N29O26S5/c1-48(2)75-91(148)110-44-72(132)111-57(20-14-34-106-96(100)101)82(139)124-76(49(3)4)92(149)119-63(40-52-26-28-54(130)29-27-52)85(142)117-62(22-16-36-108-98(104)105)94(151)128-37-17-23-69(128)90(147)121-68(89(146)118-64(41-53-43-109-56-19-11-10-18-55(53)56)86(143)114-59(30-31-73(133)134)83(140)125-77(50(5)6)95(152)153)47-159-158-46-67(88(145)115-61(33-39-156-9)84(141)123-75)120-80(137)58(21-15-35-107-97(102)103)113-81(138)60(32-38-155-8)116-93(150)78(51(7)129)126-87(144)65(42-74(135)136)112-71(131)25-13-12-24-70-79-66(45-157-70)122-99(154)127-79/h10-11,18-19,26-29,43,48-51,57-70,75-79,109,129-130H,12-17,20-25,30-42,44-47H2,1-9H3,(H,110,148)(H,111,132)(H,112,131)(H,113,138)(H,114,143)(H,115,145)(H,116,150)(H,117,142)(H,118,146)(H,119,149)(H,120,137)(H,121,147)(H,123,141)(H,124,139)(H,125,140)(H,126,144)(H,133,134)(H,135,136)(H,152,153)(H4,100,101,106)(H4,102,103,107)(H4,104,105,108)(H2,122,127,154)/t51-,57+,58+,59+,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,75+,76+,77+,78+,79+/m1/s1
• InChIKey: FKLSNVGEODBRRJ-KJQIIMNASA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-[(2S)-2-{[(3R,8R,11S,14S,20S,23S,26S,29S,34aS)-8-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-3-carboxypropanamido]-3-hydroxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-20,29-bis(3-carbamimidamidopropyl)-26-[(4-hydroxyphenyl)methyl]-11-[2-(methylsulfanyl)ethyl]-1,9,12,15,18,21,24,27,30-nonaoxo-14,23-bis(propan-2-yl)-dotriacontahydropyrrolo[2,1-g]1,2-dithia-5,8,11,14,17,20,23,26,29-nonaazacyclodotriacontan-3-yl]formamido}-3-(1H-indol-3-yl)propanamido]-4-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butanoic acid
• IUPAC传统名: (4S)-4-[(2S)-2-{[(3R,8R,11S,14S,20S,23S,26S,29S,34aS)-8-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-3-carboxypropanamido]-3-hydroxybutanamido]-4-(methylsulfanyl)butanamido]-5-carbamimidamidopentanamido]-20,29-bis(3-carbamimidamidopropyl)-26-[(4-hydroxyphenyl)methyl]-14,23-diisopropyl-11-[2-(methylsulfanyl)ethyl]-1,9,12,15,18,21,24,27,30-nonaoxo-docosahydro-2H-pyrrolo[2,1-g]1,2-dithia-5,8,11,14,17,20,23,26,29-nonaazacyclodotriacontan-3-yl]formamido}-3-(1H-indol-3-yl)propanamido]-4-{[(1S)-1-carboxy-2-methylpropyl]carbamoyl}butanoic acid
• 别名: MCH Biotinylated; Biotinyl-Melanin-Concentrating Hormone from salmon

登记号

• MDL号: MFCD00168126
• PubChem SID: 162247277
• PubChem CID: 71311593

理论计算性质

• Acid pKa: 3.0598142
• 质子受体: 35
• 质子供体: 33
• LogD (pH = 5.5): -11.546467
• LogD (pH = 7.4): -11.534204
• Log P: -11.532442
• 摩尔折射率: 617.7144 cm^3
• 极化性: 229.46924 Å^3
• 极化表面积: 880.89 Å^2
• 可自由旋转的化学键: 52
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• Empirical Formula (Hill Notation): C99H153N29O26S5

详细说明

Sigma Aldrich - B3559

Amino Acid Sequence
Biotinyl-Asp-Thr-Met-Arg-Cys-Met-Val-Gly-Arg-Val-Tyr-Arg-Pro-Cys-Trp-Glu-Val-OH [Disulfide bridge: 5-14]
Biochem/physiol Actions
Originally isolated from salmon pituitary glands, also found in the mammalian CNS. In lower vertebrates, MCH alters pigmentation by inducing melanosome aggregation within melanocytes of teleost fish, whereas it causes melanosome dispersion in amphibians and reptiles.