(2S,3S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-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-4-yl)propanamido]propanamido]-3-methylpentanoic acid

• ChemBase ID: 131577
• Molecular Formular: C78H116N20O21
• Molecular Mass: 1669.87704
• Monoisotopic Mass: 1668.86239083
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)CN
• Canonical SMILES: 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)NCC(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H]([C@H](CC)C)C(=O)O)C)Cc1nc[nH]c1)CC(C)C)CC(C)C)Cc1ccc(cc1)O)C)CO)CC(=O)N)CC(C)C)[C@H](O)C)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C78H116N20O21/c1-12-41(8)64(78(118)119)96-67(107)43(10)87-69(109)56(29-47-33-81-37-85-47)93-76(116)59-18-15-23-98(59)63(105)35-84-68(108)51(24-38(2)3)90-70(110)52(25-39(4)5)91-72(112)54(27-45-19-21-48(101)22-20-45)89-62(104)34-83-66(106)42(9)86-75(115)58(36-99)95-73(113)57(30-60(80)102)92-71(111)53(26-40(6)7)94-77(117)65(44(11)100)97-74(114)55(88-61(103)31-79)28-46-32-82-50-17-14-13-16-49(46)50/h13-14,16-17,19-22,32-33,37-44,51-59,64-65,82,99-101H,12,15,18,23-31,34-36,79H2,1-11H3,(H2,80,102)(H,81,85)(H,83,106)(H,84,108)(H,86,115)(H,87,109)(H,88,103)(H,89,104)(H,90,110)(H,91,112)(H,92,111)(H,93,116)(H,94,117)(H,95,113)(H,96,107)(H,97,114)(H,118,119)/t41-,42-,43-,44+,51-,52-,53-,54-,55-,56-,57-,58-,59-,64-,65-/m0/s1
• InChIKey: FHTSPMGFAZMZJT-GDGJPEIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-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-4-yl)propanamido]propanamido]-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-{2-[(2S)-2-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-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-4-yl)propanamido]propanamido]-3-methylpentanoic acid
• Synonyms: Galanin Fragment 1-16, porcine, rat

Database IDs

• MDL Number: MFCD00167939
• PubChem SID: 162225855
• PubChem CID: 16133822

CALCULATED PROPERTIES

• Acid pKa: 3.5740077
• H Acceptors: 23
• H Donor: 22
• LogD (pH = 5.5): -8.370209
• LogD (pH = 7.4): -7.693005
• Log P: -7.6854415
• Molar Refractivity: 423.4483 cm^3
• Polarizability: 166.80305 Å^3
• Polar Surface Area: 639.28 Å^2
• Rotatable Bonds: 48
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white 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)rat ... Gal(29141)

Product Information

• Purity: >98%

DETAILS

Sigma Aldrich - G112

Amino Acid Sequence
H-Gly-Trp-Thr-Leu-Asn-Ser-Ala-Gly-Tyr-Leu-Leu-Gly-Pro-His-Ala-Ile
Biochem/physiol Actions
Neuropeptide that inhibits the release of acetylcholine, dopamine, norepinephrine and other neurotransmitters.