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Pentagastrin, >=95% (HPLC), powder

HCID 4734
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
5534-95-2
Standard SMILES
CSCCC(NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)CCNC(=O)OC(C)(C)C)C(=O)NC(CC(=O)O)C(=O)NC(Cc1ccccc1)C(N)=O
InChIKey
NEYNJQRKHLUJRU-UHFFFAOYSA-N
Molecular formula
C37H49N7O9S
Average molar mass
767.9 g/mol
Monoisotopic mass
767.33124734

Names & identifiers

Preferred name
Pentagastrin, >=95% (HPLC), powder
IUPAC
4-[(1-amino-1-oxo-3-phenylpropan-2-yl)amino]-3-[[2-[[3-(1H-indol-3-yl)-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-oxobutanoic acid
English name
PENTAGASTRIN
Molecular formula
C37H49N7O9S
Molecular weight
767.9

Names & synonyms

NSC367746SCHEMBL26046orb321682CHEMBL14055Pentagastrin, >=95% (HPLC), powderLS-15399SBI-0654110.0001L001257HSPAPehtagastrinGRPHS71A
Show more names
ay6608ici50123petavlonpeptavlonpetogasrinlanineamide

Database identifiers

CAS
5534-95-2
PubChem CID
4734
ChEMBL
CHEMBL14055

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
276 Ų
Hydrogen bond donors
8
Hydrogen bond acceptors
10
Rotatable bonds
22
Heavy atoms
54
Formal charge
0
Complexity
1,310

Physicochemical properties

Melting point
229 · 229-230° (dec)
alpha
22 · D22 -28.8 ±0.5° (DMF)
Boiling point
1196.6 · 1196.6±65.0 °C(Predicted)
Density
1.303 · 1.303±0.06 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
solubility
5 M · Practically insoluble in water; soluble in 5M ammonia and in dimethylformamide; slightly soluble in ethanol (96%).
pka
4.19 · 4.19±0.10(Predicted)
form
powder
color
White to off-white
Sequence
2 · N-t-Boc-β-Ala-Trp-Met-Asp-Phe-NH2
InChIKey
NEYNJQRKHLUJRU-DZUOILHNSA-N
SMILES
C(C1=CNC2C=CC=CC1=2)[C@H](NC(=O)CCNC(=O)OC(C)(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)N)CC1C=CC=CC=1 |&1:10,27,35,43,r|
FDA UNII
0 NX91490 · EF0NX91490
ATC code
4 CG04 · V04CG04
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302+H312+H332
Hazard Codes
T
Risk Statements
61 · 61-36/38-20/21
Safety Statements
53 · 53-45-36/37/39-22
WGK Germany
1 · 1
RTECS
2970000 · AY2970000
Storage Class
11 · 11 - Combustible Solids
Hazardous Substances Data
5534 · 5534-95-2(Hazardous Substances Data)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
1
rtecs
AY2970000
risk_code
61-36/38-20/21
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
T
safety_code
53-45-36/37/39-22
Storage Class
11 - Combustible Solids
Hazard statements
H302+H312+H332
Hazardous Substances Data
5534-95-2(Hazardous Substances Data)

Chemistry & industry

Applications · 6 items

DescriptionPentagastrin is a synthetic polypeptide and cholecystokinin-2 (CCK2) receptor agonist. It binds selectively to CCK2 receptors in guinea pig brain over CCK1 receptors in rat pancreas (IC50s = 11 and 1,100 nM, respectively). Pentagastrin increases calcium influx and polyphosphoinositide turnover in rat GH3 pituitary cells (EC50s = 23 and 3.9 nM, respectively). It also increases histidine decarboxylase activity in mucous- and endocrine cell-enriched isolated rabbit fundic mucosal cells (EC50 = 2.9 nM). Pentagastrin induces contraction of isolated pig ileum smooth muscle cells in vitro (EC50 = 30 pM). It increases gastric acid and pepsin secretion in conscious cats in vivo (ED50s = 1.29 and 57.3 nmol/kg2 per hour, respectively). Formulations containing pentagastrin have previously been used as a diagnostic aid to evaluate gastric acid secretory function.

UsesPentagastrin is a synthetic polypeptide 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 as the pentagastrin-stimulated calcitonin test.

Usesanesthetic (local)

Usesdiagnostic agent for gastric secretion disorders

General DescriptionPentagastrin (Peptavlon), a physiologicalgastric acid secretagogue, is the synthetic pentapeptide derivative:N-t-butyloxycarbonyl-β-alanyl-L-tryptophyl-L-methionyl-L-aspartyl-L-phenylalanyl amide. It contains theCOOH-terminal tetrapeptide amide (H·Try·Met· Asp·Phe·NH2), which is considered to be the active center ofthe natural gastrins. Accordingly, pentagastrin appears tohave the physiological and pharmacological properties ofthe gastrins, including stimulation of gastric secretion,pepsin secretion, gastric motility, pancreatic secretion ofwater and bicarbonate, pancreatic enzyme secretion, biliaryflow and bicarbonate output, intrinsic factor secretion, andcontraction of the gallbladder.Pentagastrin is indicated as a diagnostic agent to evaluategastric acid secretory function, and it is useful in testing foranacidity in patients with suspected pernicious anemia, atrophicgastritis or gastric carcinoma, hypersecretion in suspectedduodenal ulcer or postoperative stomal ulcers, andZollinger-Ellison tumor.

DescriptionPentagastrin Synthetic is a single, non-glycosylated polypeptide chain containing 5 amino acids, having a molecular mass of 768 Dalton and a Molecular formula of C37H49N7O9S .

Upstream & downstream products

Upstream raw materials

β-AlanineN-[(tert-Butoxy)carbonyl]-D-tryptophanProtective agentPropionamideL-Aspartic acid

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Hangzhou Go Top Peptide Biotech0571-88211921 · [email protected]
上海弘顺生物科技有限公司15901914505 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
上海鸿肽生物科技有限公司15318089928 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
中科华药(江苏)生物科技有限公司18020125070 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
杭州思诺达医药科技有限责任公司0571-87213919 17306812703 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
Creative Peptides[email protected]
ChemeGen 中国18818260767 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
合肥赛曼诺生物科技有限公司0551-65326643 18156095617 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
康明永瑞生物科技(苏州)有限公司17751201929; 17751201929 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
浙江英沃迪生物科技有限公司2165030 17369571355 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
桦特昇生物科技(武汉)有限公司027-59207879 1972026995 18140587686 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海谱振生物科技有限公司4001650900 13817534909 · [email protected]
杭州固拓生物科技有限公司0571-88211921 17357109671 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
南京肽谷生物科技有限公司18115476705 · [email protected]
Beijing Yibai Biotechnology Co., Ltd0086-182-6772-3597 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
南京莱昂生物科技有限公司025-84523390 -127; 17705183659 · [email protected]
成都云希化工有限公司+86-17380623303 · [email protected]
南京药诚医药科技有限公司025-57043319 15261831516 · [email protected]

Additional notes

DefinitionChEBI: Pentagastrin is an organic molecular entity.

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes