Sincalide (CED0011194)

Record Information

Version

1.0

Creation Date

2016-05-22 06:35:22 UTC

Update Date

2026-08-22 15:09:23 UTC

Accession Number

CHEM019858

Identification

Common Name

Sincalide

Class

Small Molecule

Description

Sincalide is an organic compound with the chemical formula C49H62N10O16S3. Sincalide belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,143 g/mol, Sincalide is a heavy molecule. This compound acts as an agonist for two protein targets: the Gastrin/cholecystokinin type B receptor (CCKBR) and the Cholecystokinin receptor type A (CCKAR). Recorded exposure routes for the substance include intravenous administration. Sincalide is found in or released from three recorded sources: magnets within electrical and electronic equipment, credit card holders among household items, and unclassified diagnostic agents within healthcare, pharmaceuticals, and veterinary products.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cholecystokinin-pancreozymin	Kegg
Kinevac	Kegg
CCK-OP	MeSH
Cholecystokinin octapeptide	MeSH
H-Asp-tyr(so3h)-met-gly-TRP-met-asp-phe-NH2	MeSH
Syncalide	MeSH
bracco Brand OF sincalide	MeSH
Cholecystokinin pancreozymin C terminal octapeptide	MeSH
Cholecystokinin pancreozymin C-terminal octapeptide	MeSH
CCK-8	MeSH
OP-CCK	MeSH
(3S)-3-{[(2S)-2-{[(2S)-2-[(2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-[4-(sulfooxy)phenyl]propylidene]amino}-1-hydroxy-4-(methylsulfanyl)butylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulfanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoate	Generator
(3S)-3-{[(2S)-2-{[(2S)-2-[(2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-[4-(sulphooxy)phenyl]propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoate	Generator
(3S)-3-{[(2S)-2-{[(2S)-2-[(2-{[(2S)-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-[4-(sulphooxy)phenyl]propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-1-hydroxyethylidene)amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-{[(1S)-1-(C-hydroxycarbonimidoyl)-2-phenylethyl]-C-hydroxycarbonimidoyl}propanoic acid	Generator

Chemical Formula

C₄₉H₆₂N₁₀O₁₆S₃

Average Molecular Mass

1143.270 g/mol

Monoisotopic Mass

1142.351 g/mol

CAS Registry Number

25126-32-3

IUPAC Name

(3S)-3-[(2S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carboxypropanamido]-3-[4-(sulfooxy)phenyl]propanamido]-4-(methylsulfanyl)butanamido]acetamido}-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acid

Traditional Name

SMILES

CSCC[C@H](NC(=O)[C@H](CC1=CC=C(OS(O)(=O)=O)C=C1)NC(=O)[C@@H](N)CC(O)=O)C(=O)NCC(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(N)=O

InChI Identifier

InChI=1S/C49H62N10O16S3/c1-76-18-16-34(55-47(69)37(58-44(66)32(50)23-41(61)62)21-28-12-14-30(15-13-28)75-78(72,73)74)45(67)53-26-40(60)54-38(22-29-25-52-33-11-7-6-10-31(29)33)48(70)56-35(17-19-77-2)46(68)59-39(24-42(63)64)49(71)57-36(43(51)65)20-27-8-4-3-5-9-27/h3-15,25,32,34-39,52H,16-24,26,50H2,1-2H3,(H2,51,65)(H,53,67)(H,54,60)(H,55,69)(H,56,70)(H,57,71)(H,58,66)(H,59,68)(H,61,62)(H,63,64)(H,72,73,74)/t32-,34-,35-,36-,37-,38-,39-/m0/s1

InChI Key

IZTQOLKUZKXIRV-YRVFCXMDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Phenylalanine or derivatives
Methionine or derivatives
Aspartic acid or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
Phenylsulfate
N-substituted-alpha-amino acid
Arylsulfate
Amphetamine or derivatives
Alpha-amino acid or derivatives
3-alkylindole
Indole or derivatives
Indole
Phenoxy compound
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Substituted pyrrole
Fatty acyl
Benzenoid
Fatty amide
Sulfuric acid ester
N-acyl-amine
Sulfate-ester
Sulfuric acid monoester
Pyrrole
Organic sulfuric acid or derivatives
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxylic acid
Thioether
Sulfenyl compound
Azacycle
Dialkylthioether
Organoheterocyclic compound
Primary amine
Primary aliphatic amine
Hydrocarbon derivative
Amine
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	0.48	ALOGPS
logP	-2.4	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	426.8 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	282.07 m³·mol⁻¹	ChemAxon
Polarizability	112.69 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-5910121100-3340452ed5408c50c8d3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0imr-9731313000-0e21f4347c59b5da21ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-9311200000-94164a1a0b9abf4b2b31	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9300000001-2e8bbc02c67fde19fa93	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9100000001-568bf434b6cda55ca098	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9200000001-a551db3f3a2b11c6e4ce	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
411	Unclassified diagnostic agents	Healthcare, pharmaceuticals & veterinary products	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
572	Credit Card Holders	Household items	Not Available

Pathways

1 pathway

Sincalide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cholecystokinin receptor type A	P30551	Rattus norvegicus	Predicted (SEA)	0.0778492
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P79266	Bos taurus	Predicted (SEA)	0.311397
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P32239	Humans	Predicted (SEA)	0.544945
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P30553	Rattus norvegicus	Predicted (SEA)	0.155698
Click to view 3D structure	Cholecystokinin receptor type A	Q63931	Cavia porcellus	Predicted (SEA)	0.389246
Click to view 3D structure	Cholecystokinin receptor type A	P32238	Humans	Predicted (SEA)	0.544945
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P56481	Mus musculus	Predicted (SEA)	0.467095
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	23.6662
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	21.2528
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	26.0795
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	28.0257
Click to view 3D structure	Segment polarity protein dishevelled homolog DVL-2	O14641	Humans	Predicted (SEA)	7.00643
Click to view 3D structure	Melanocortin receptor 4	P32245	Humans	Predicted (SEA)	31.1397
Click to view 3D structure	Substance-K receptor	P51144	Mesocricetus auratus	Predicted (SEA)	5.13805
Click to view 3D structure	Melanocortin receptor 4	P56450	Mus musculus	Predicted (SEA)	21.6421
Click to view 3D structure	Melanocortin receptor 5	P41149	Mus musculus	Predicted (SEA)	21.9535
Click to view 3D structure	Melanocortin receptor 3	P41968	Humans	Predicted (SEA)	21.9535
Click to view 3D structure	Melanocortin receptor 5	P33032	Humans	Predicted (SEA)	23.744
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01727	Mus musculus	Predicted (SEA)	26.2352
Click to view 3D structure	Substance-K receptor	P16610	Rattus norvegicus	Predicted (SEA)	12.378
Click to view 3D structure	Substance-P receptor	P25103	Humans	Predicted (SEA)	18.9952
Click to view 3D structure	Hyaluronan mediated motility receptor	O75330	Humans	Predicted (SEA)	6.38364
Click to view 3D structure	Leukocyte surface antigen CD47	Q08722	Humans	Predicted (SEA)	17.6718
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	96.533
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01726	Humans	Predicted (SEA)	34.3315