Pentagastrin

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Pentagastrin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Pentagastrin?

The molecule Pentagastrin presents a molecular formula of C37H49N7O9S and its IUPAC name is (3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid.

Pentagastrin is a molecule that is structurally similar to gastrin, a hormone that is produced by the stomach. Pentagastrin is used as a medication to test for stomach acid production and to treat stomach ulcers..

Pentagastrin is a synthetic molecule that is structurally similar to gastrin, a hormone that is produced by the stomach. Pentagastrin is used as a medication to test for stomach acid production and to treat stomach ulcers..

Pentagastrin stimulates the release of stomach acid and can be used to test for acid production. A test for stomach acid production is important because too much or too little stomach acid can lead to health problems. Pentagastrin is also used to treat stomach ulcers..

Pentagastrin exists as a injection and is given under the skin or into a muscle..

3D structure

Cartesian coordinates

Geometry of Pentagastrin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Pentagastrin NEYNJQRKHLUJRU-DZUOILHNSA-N chemical compound 2D structure molecule svg
Pentagastrin

 

Molecule descriptors

 
IUPAC name(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
InChI codeInChI=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
InChI KeyNEYNJQRKHLUJRU-DZUOILHNSA-N
SMILESCSCC[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](Cc1ccccc1)C(N)=O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (10S,13S,16S)-10-((1H-indol-3-yl)methyl)-16-((S)-1-amino-1-oxo-3-phenylpropan-2-ylcarbamoyl)-2,2-dimethyl-13-(2-(methylthio)ethyl)-4,8,11,14-tetraoxo-3-oxa-5,9,12,15-tetraazaoctadecan-18-oic acid
  • (3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
  • 3-{2-[2-(3-tert-Butoxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methylsulfanyl-butyrylamino}-N-(1-carbamoyl-2-phenyl-ethyl)-succinamic acid
  • 534P952
  • 5534-95-2
  • A-Ala-Trp-Met-Asp-Phe-NH2
  • AS-56396
  • AY 6608
  • AY-6608
  • Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butyl ester, L-
  • Alaninamide, N-carboxy-beta-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-, N-tert-butylester, L-
  • BDBM50024321
  • BRN 5472892
  • Boc-
  • Boc-beta-Ala-Trp-Met-Asp-Phe-NH2
  • Boc-beta-ala-try-met-asp-phe(nh2)
  • CS-5667
  • D01631
  • DB00183
  • DSSTox_CID_28918
  • DSSTox_GSID_48992
  • DSSTox_RID_83185
  • EF0NX91490
  • Gastrodiagnost
  • HSDB 3247
  • HY-A0261
  • ICI 50,123
  • ICI 50123
  • ICI-50123
  • L-PHENYLALANINAMIDE, N-((1,1-DIMETHYLETHOXY)CARBONYL)-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-.ALPHA.-ASPARTYL-
  • L-Phenylalaninamide, N-((1,1-dimethylethoxy)carbonyl)-beta-alanyl-L-tryptophyl-L-methionyl-L-alpha-aspartyl-
  • MFCD00076515
  • MLS006009992
  • N-(N-(N-(N-(N-tert-Butoxycarbonyl-beta-alanyl)-L-tryptophanyl)-L-methionyl)-L-aspartyl)-L-phenylalaninamide
  • N-(alpha-Carbamoylphenethyl)-3-(2-(2-(3-(carboxyamino)propionamido)-3-indol-3-ylpropionamido)-4-(methylthio)butyramido)succinamic acid N-tert-butyl ester
  • N-CARBOXY-.BETA.-ALANYL-L-TRYPTOPHYL-L-METHIONYL-L-ASPARTYLPHENYL-L-ALANINAMIDE N-TERT-BUTYL ESTER
  • 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
  • NCGC00167300-01
  • NCGC00183362-01
  • NCGC00183362-02
  • NSC 367746
  • NSC-367746
  • Pentagastrin
  • Pentagastrin (JAN/USAN/INN)
  • Pentagastrina
  • Pentagastrine
  • Pentagastrinum
  • Peptavlon
  • Petogasrin
  • Q423586
  • SMR004701067
  • pentagastrin

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8214644
  • CAS-5534-95-2
  • UNII-EF0NX91490
  • AKOS030213248
  • DTXSID3048992
  • CHEMBL1328
  • CHEBI:31974
  • Tox21_113479
  • Tox21_113479_1
  • EINECS 226-889-7
  • SCHEMBL26045

Physico-Chemical properties

IUPAC name(3S)-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-[[(2S)-2-[[(2S)-3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
Molecular formulaC37H49N7O9S
Molecular weight767.891
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity202.30
LogP4.2
Topological polar surface area276.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.