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Substance Name: Pentagastrin [USAN:INN:BAN:JAN]
RN: 5534-95-2
UNII: EF0NX91490
InChIKey: NEYNJQRKHLUJRU-DZUOILHNSA-N

Note

  • A synthetic pentapeptide that has effects like gastrin when given parenterally. It stimulates the secretion of gastric acid, pepsin, and intrinsic factor, and has been used as a diagnostic aid.

Molecular Formula

  • C37-H49-N7-O9-S

Molecular Weight

  • 767.9001
 

Classification Codes

  • Diagnostic Aid (Gastric Secretion Indicator)
  • Drug / Therapeutic Agent
  • Human Data

Names and Synonyms

Name of Substance

  • Pentagastrin
  • Pentagastrin [USAN:INN:BAN:JAN]

MeSH Heading

  • Pentagastrin

Synonyms

  • Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butyl ester, L-
  • AY 6608
  • AY-6608
  • Boc-beta-ala-try-met-asp-phe(nh2)
  • BRN 5472892
  • EINECS 226-889-7
  • Gastrodiagnost
  • HSDB 3247
  • ICI 50,123
  • ICI 50123
  • L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-
  • N-(alpha-Carbamoylphenethyl)-3-(2-(2-(3-(carboxyamino)propionamido)-3-indol-3-ylpropionamido)-4-(methylthio)butyramido)succinamic acid N-tert-butyl ester
  • N-(N-(N-(N-(N-tert-Butoxycarbonyl-beta-alanyl)-L-tryptophanyl)-L-methionyl)-L-aspartyl)-L-phenylalaninamide
  • N-Carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-L-alaninamide N-tert-butyl ester
  • N-t-Butyloxycarbonyl-beta-alanyl-L-tryptophyl-L-methion yl-L-aspartyl-L-phenylalanine amide
  • NSC 367746
  • Pentagastrin
  • Pentagastrina
  • Pentagastrina [INN-Spanish]
  • Pentagastrine
  • Pentagastrine [INN-French]
  • Pentagastrinum
  • Pentagastrinum [INN-Latin]
  • Peptavlon
  • Petogasrin
  • UNII-EF0NX91490

Systematic Names

  • Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butylester, L-
  • L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-
  • Pentagastrin

Registry Numbers

CAS Registry Number

  • 5534-95-2

FDA UNII

  • EF0NX91490

Other Registry Numbers

  • 15686-70-1
  • 5118-28-5
  • 7488-96-2
  • 77055-37-9

System Generated Number

  • 0005534952

Structure Descriptors

InChI

1S/C37H49N7O9S/c1-37(2,3)53-36(52)39-16-14-30(45)41-28(19-23-21-40-25-13-9-8-12-24(23)25)34(50)42-26(15-17-54-4)33(49)44-29(20-31(46)47)35(51)43-27(32(38)48)18-22-10-6-5-7-11-22/h5-13,21,26-29,40H,14-20H2,1-4H3,(H2,38,48)(H,39,52)(H,41,45)(H,42,50)(H,43,51)(H,44,49)(H,46,47)/t26-,27-,28-,29-/m0/s1

InChIKey

NEYNJQRKHLUJRU-DZUOILHNSA-N

Smiles

CSCC[C@H](NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CCNC(=O)OC(C)(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo subcutaneous 5ug/kg (0.005mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS British Medical Journal. Vol. 289, Pg. 470, 1984.
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973.
mouse LD50 intravenous > 150mg/kg (150mg/kg)   Drugs in Japan Vol. 6, Pg. 766, 1982.
mouse LD50 oral > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973.
mouse LD50 subcutaneous > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 766, 1982.
rat LD intraperitoneal > 1gm/kg (1000mg/kg)   Farmakologiya i Toksikologiya Vol. 38, Pg. 612, 1975.
rat LD50 intravenous 50mg/kg (50mg/kg)   Drugs in Japan Vol. 6, Pg. 776, 1982.
rat LD50 oral > 100mg/kg (100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 4, Pg. 90, 1973.
rat LD50 subcutaneous > 300mg/kg (300mg/kg)   Drugs in Japan Vol. 6, Pg. 766, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 229 dec deg C   EXP
log P (octanol-water) 1.480 (none)   EST
Atmospheric OH Rate Constant 3.16E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.