4-[2-(2-{2-[2-(2-{[1-(1-{5-carbamimidamido-2-[(5-oxopyrrolidin-2-yl)formamido]pentanoyl}pyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-4-carboxybutanamido}-4-carboxybutanamido)-4-carboxybutanamido]-4-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid

• ChemBase ID: 104075
• Molecular Formular: C94H128N22O31S2
• Molecular Mass: 2126.28092
• Monoisotopic Mass: 2124.85572743
• SMILES: CSCCC(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)CNC(=O)C(Cc1ccc(O)cc1)NC(=O)C(C)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCC(=O)O)NC(=O)C(CCSC)NC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C1CCC(=O)N1)C(=O)NC(CC(=O)O)C(=O)NC(Cc1ccccc1)C(=O)N
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)CC(=O)O)CCSC)Cc1c[nH]c2c1cccc2)Cc1ccc(cc1)O)C)CCC(=O)O)CCC(=O)O)CCC(=O)O)CCC(=O)O)CCC(=O)O)NC(=O)C1CCCN1C(=O)C1CCCN1C(=O)C(NC(=O)C1CCC(=O)N1)CCCNC(=N)N
• InChI: InChI=1S/C94H128N22O31S2/c1-48(79(133)113-65(43-50-19-21-52(117)22-20-50)80(134)100-47-71(119)103-66(44-51-46-99-54-15-8-7-14-53(51)54)89(143)109-61(35-40-148-2)88(142)114-67(45-77(130)131)90(144)112-64(78(95)132)42-49-12-5-4-6-13-49)101-81(135)56(24-30-72(120)121)104-83(137)57(25-31-73(122)123)105-84(138)58(26-32-74(124)125)106-85(139)59(27-33-75(126)127)107-86(140)60(28-34-76(128)129)108-87(141)62(36-41-149-3)110-91(145)68-17-10-38-115(68)93(147)69-18-11-39-116(69)92(146)63(16-9-37-98-94(96)97)111-82(136)55-23-29-70(118)102-55/h4-8,12-15,19-22,46,48,55-69,99,117H,9-11,16-18,23-45,47H2,1-3H3,(H2,95,132)(H,100,134)(H,101,135)(H,102,118)(H,103,119)(H,104,137)(H,105,138)(H,106,139)(H,107,140)(H,108,141)(H,109,143)(H,110,145)(H,111,136)(H,112,144)(H,113,133)(H,114,142)(H,120,121)(H,122,123)(H,124,125)(H,126,127)(H,128,129)(H,130,131)(H4,96,97,98)
• InChIKey: FUTWNIPXZKAJHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(2-{2-[2-(2-{[1-(1-{5-carbamimidamido-2-[(5-oxopyrrolidin-2-yl)formamido]pentanoyl}pyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-4-carboxybutanamido}-4-carboxybutanamido)-4-carboxybutanamido]-4-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid
• IUPAC Traditional name: 4-[2-(2-{2-[2-(2-{[1-(1-{5-carbamimidamido-2-[(5-oxopyrrolidin-2-yl)formamido]pentanoyl}pyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}-4-(methylsulfanyl)butanamido)-4-carboxybutanamido]-4-carboxybutanamido}-4-carboxybutanamido)-4-carboxybutanamido]-4-[(1-{[1-({[(1-{[1-({1-[(1-carbamoyl-2-phenylethyl)carbamoyl]-2-carboxyethyl}carbamoyl)-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]methyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}ethyl)carbamoyl]butanoic acid
• Synonyms: GASTRIN I; Gastrin I rat

Database IDs

• CAS Number: 81123-06-0
• MDL Number: MFCD00076501
• PubChem SID: 24895057; 162105848
• PubChem CID: 16133222

CALCULATED PROPERTIES

• Acid pKa: 2.95942
• H Acceptors: 34
• H Donor: 27
• LogD (pH = 5.5): -17.25729
• LogD (pH = 7.4): -25.414362
• Log P: -9.534847
• Molar Refractivity: 532.0677 cm^3
• Polarizability: 204.28656 Å^3
• Polar Surface Area: 841.93 Å^2
• Rotatable Bonds: 64
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• 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: rat ... Gast(25320)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C94H128N22O31S2

DETAILS

MP Biomedicals - 02154549

pGlu-Arg-Pro-Pro-Met-Glu-Glu-Glu-Glu- Glu-Ala-Tyr-Gly-Trp-Met-Asp-Phe-NH2 Species: Rat

Sigma Aldrich - G1276

Amino Acid Sequence
Glp-Arg-Pro-Pro-Met-Glu-Glu-Glu-Glu-Glu-Ala-Tyr-Gly-Trp-Met-Asp-Phe-NH2
Biochem/physiol Actions
Produced in the stomach; stimulates gastric acid secretion

REFERENCES

• Reeves, J.R. et al., Peptides 2: 45, (1981).