3-({5-amino-1-[(1-{[({1-[(1-carbamoylethyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]pentyl}carbamoyl)-3-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[(1-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanamido}-4-methylpentanamido)-3-carbamoylpropanamido]-3-hydroxypropanamido}propanamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanamido)-4-methylpentanamido]acetyl}pyrrolidin-2-yl)formamido]-3-(1H-imidazol-5-yl)propanamido}propanamido)-3-methylpentanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(1H-imidazol-5-yl)propanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-(1H-imidazol-5-yl)propanamido}propanoic acid

• ChemBase ID: 134070
• Molecular Formular: C146H213N43O40
• Molecular Mass: 3210.51752
• Monoisotopic Mass: 3208.59549883
• SMILES: CCC(C)C(C(=O)NC(CC(=O)O)C(=O)NC(CC(=O)N)C(=O)NC(Cc1cnc[nH]1)C(=O)NC(CCCNC(=N)N)C(=O)NC(CO)C(=O)NC(Cc1ccccc1)C(=O)NC(Cc1cnc[nH]1)C(=O)NC(CC(=O)O)C(=O)NC(CCCCN)C(=O)NC(Cc1ccc(cc1)O)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(C)C(=O)N)NC(=O)C(C)NC(=O)C(Cc1cnc[nH]1)NC(=O)C1CCCN1C(=O)CNC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(Cc1ccc(cc1)O)NC(=O)CNC(=O)C(C)NC(=O)C(CO)NC(=O)C(CC(=O)N)NC(=O)C(CC(C)C)NC(=O)C(C(C)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CN
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N)C)CC(C)C)Cc1ccc(cc1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(CC)C)NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)CNC(=O)C(NC(=O)C(NC(=O)C(Cc1ccc(cc1)O)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CN)CC(C)C)CC(=O)N)CO)C)CC(C)C)CC(C)C)Cc1[nH]cnc1)C)CC(=O)O)CC(=O)N)Cc1[nH]cnc1)CCCNC(=N)N)CO)Cc1ccccc1)Cc1[nH]cnc1)CC(=O)O
• InChI: InChI=1S/C146H213N43O40/c1-15-75(10)119(187-123(207)78(13)167-129(213)101(51-84-60-154-68-162-84)182-143(227)110-31-24-42-189(110)116(200)65-161-124(208)93(43-71(2)3)173-130(214)95(45-73(6)7)174-132(216)98(49-82-34-38-88(194)39-35-82)170-114(198)63-159-122(206)77(12)166-141(225)108(66-190)186-137(221)105(55-112(150)196)179-131(215)96(46-74(8)9)183-145(229)120(79(14)192)188-140(224)100(168-113(197)58-148)50-83-59-158-90-28-20-19-27-89(83)90)144(228)184-107(57-118(203)204)139(223)180-104(54-111(149)195)136(220)178-102(52-85-61-155-69-163-85)134(218)172-92(30-23-41-157-146(152)153)127(211)185-109(67-191)142(226)176-99(47-80-25-17-16-18-26-80)133(217)177-103(53-86-62-156-70-164-86)135(219)181-106(56-117(201)202)138(222)171-91(29-21-22-40-147)126(210)175-97(48-81-32-36-87(193)37-33-81)125(209)160-64-115(199)169-94(44-72(4)5)128(212)165-76(11)121(151)205/h16-20,25-28,32-39,59-62,68-79,91-110,119-120,158,190-194H,15,21-24,29-31,40-58,63-67,147-148H2,1-14H3,(H2,149,195)(H2,150,196)(H2,151,205)(H,154,162)(H,155,163)(H,156,164)(H,159,206)(H,160,209)(H,161,208)(H,165,212)(H,166,225)(H,167,213)(H,168,197)(H,169,199)(H,170,198)(H,171,222)(H,172,218)(H,173,214)(H,174,216)(H,175,210)(H,176,226)(H,177,217)(H,178,220)(H,179,215)(H,180,223)(H,181,219)(H,182,227)(H,183,229)(H,184,228)(H,185,211)(H,186,221)(H,187,207)(H,188,224)(H,201,202)(H,203,204)(H4,152,153,157)
• InChIKey: SLZIZIJTGAYEKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({5-amino-1-[(1-{[({1-[(1-carbamoylethyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]pentyl}carbamoyl)-3-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[(1-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanamido}-4-methylpentanamido)-3-carbamoylpropanamido]-3-hydroxypropanamido}propanamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanamido)-4-methylpentanamido]acetyl}pyrrolidin-2-yl)formamido]-3-(1H-imidazol-5-yl)propanamido}propanamido)-3-methylpentanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(1H-imidazol-5-yl)propanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-(1H-imidazol-5-yl)propanamido}propanoic acid
• IUPAC Traditional name: 3-({5-amino-1-[(1-{[({1-[(1-carbamoylethyl)carbamoyl]-3-methylbutyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]pentyl}carbamoyl)-3-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[(1-{2-[2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(2-aminoacetamido)-3-(1H-indol-3-yl)propanamido]-3-hydroxybutanamido}-4-methylpentanamido)-3-carbamoylpropanamido]-3-hydroxypropanamido}propanamido)acetamido]-3-(4-hydroxyphenyl)propanamido}-4-methylpentanamido)-4-methylpentanamido]acetyl}pyrrolidin-2-yl)formamido]-3-(3H-imidazol-4-yl)propanamido}propanamido)-3-methylpentanamido]-3-carboxypropanamido}-3-carbamoylpropanamido)-3-(3H-imidazol-4-yl)propanamido]-5-carbamimidamidopentanamido}-3-hydroxypropanamido)-3-phenylpropanamido]-3-(3H-imidazol-4-yl)propanamido}propanoic acid
• Synonyms: Galanin porcine

Database IDs

• CAS Number: 88813-36-9
• MDL Number: MFCD00133353
• PubChem SID: 24895230; 162228347
• PubChem CID: 16132994

CALCULATED PROPERTIES

• Acid pKa: 3.2538955
• H Acceptors: 48
• H Donor: 46
• LogD (pH = 5.5): -23.961164
• LogD (pH = 7.4): -20.871101
• Log P: -20.170311
• Molar Refractivity: 818.4345 cm^3
• Polarizability: 315.9019 Å^3
• Polar Surface Area: 1326.8 Å^2
• Rotatable Bonds: 99
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder

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: pig ... GAL(397465)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - G5773

Amino Acid Sequence
Gly-Trp-Thr-Leu-Asn-Ser-Ala-Gly-Tyr-Leu-Leu-Gly-Pro-His-Ala-Ile-Asp-Asn-His-Arg-Ser-Phe-His-Asp-Lys-Tyr-Gly-Leu-Ala-NH2
Biochem/physiol Actions
Co-localized with acetylcholine and inhibits its release; inhibits the release of glutamic acid, decreases excitability of spinal neurons; blocks voltage-activated Ca2+ channels; linked to behavioral and cognitive deficits in Alzheimer′s disease.