ChemFOnt: Showing chemical card for Neuromedin C 1-8 (CFc000008158)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:49 UTC

Chemfont ID

CFc000008158

Molecule Identification

Common Name

Neuromedin C 1-8

Definition

Neuromedin C is a neuropeptide derived from the same precursor polypeptide as neurotensin, and with similar but subtly distinct expression and effect. Neurotensin is a 13 amino acid neuropeptide that is implicated in the regulation of luteinizing hormone and prolactin release and has significant interaction with the dopaminergic system. Neurotensin was first isolated from extracts of bovine hypothalamus based on its ability to cause a visible vasodilation in the exposed cutaneous regions of anesthetized rats. This structure shows the 1-8 fragment of neuromedin c.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Gastrin releasing peptide (18-25)	HMDB
GRP (18-25)	HMDB
NMC1-8	HMDB
(2R)-2-[(2-Amino-1-hydroxyethylidene)amino]-N-[(1R)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-[({[(1R)-1-(C-hydroxycarbonimidoyl)-2-(1H-imidazol-5-yl)ethyl]-C-hydroxycarbonimidoyl}methyl)-C-hydroxycarbonimidoyl]-2-methylpropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}-2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-(1H-imidazol-5-yl)ethyl]butanediimidate	Generator

Chemical Formula

C₃₉H₅₃N₁₅O₉

Average Molecular Weight

875.9332

Monoisotopic Molecular Weight

875.415068369

IUPAC Name

(3R)-3-(2-aminoacetamido)-3-{[(1R)-1-{[(1S)-1-{[(1S)-1-{[(1R)-1-[({[(1R)-1-(C-hydroxycarbonimidoyl)-2-(1H-imidazol-4-yl)ethyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl]carbamoyl}ethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-(1H-imidazol-4-yl)ethyl]carbamoyl}propanimidic acid

Traditional Name

CAS Registry Number

157623-03-5

SMILES

CC(C)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@@H](CC1=CNC=N1)NC(=O)[C@@H](CC(O)=N)NC(=O)CN)C(=O)NCC(=O)N[C@H](CC1=CNC=N1)C(O)=N

InChI Identifier

InChI=1S/C39H53N15O9/c1-19(2)33(39(63)46-16-32(57)50-26(34(42)58)9-22-14-43-17-47-22)54-35(59)20(3)49-36(60)27(8-21-13-45-25-7-5-4-6-24(21)25)52-37(61)28(10-23-15-44-18-48-23)53-38(62)29(11-30(41)55)51-31(56)12-40/h4-7,13-15,17-20,26-29,33,45H,8-12,16,40H2,1-3H3,(H2,41,55)(H2,42,58)(H,43,47)(H,44,48)(H,46,63)(H,49,60)(H,50,57)(H,51,56)(H,52,61)(H,53,62)(H,54,59)/t20-,26+,27-,28+,29+,33+/m0/s1

InChI Key

GGPOKZDOZLSFCF-CTQSJLOZSA-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
Histidine or derivatives
Asparagine or derivatives
N-acyl-alpha amino acid or derivatives
Valine or derivatives
Alpha-amino acid amide
Triptan
Alanine or derivatives
Alpha-amino acid or derivatives
3-alkylindole
N-substituted-alpha-amino acid
Indole
Indole or derivatives
Substituted pyrrole
N-acyl-amine
Fatty acyl
Benzenoid
Fatty amide
Azole
Imidazole
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Primary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Organoheterocyclic compound
Azacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Primary aliphatic amine
Primary amine
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0013019)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	-0.39	ALOGPS
logP	-9.6	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	12.81	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	391.03 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	242.84 m³·mol⁻¹	ChemAxon
Polarizability	88.77 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

External Links

HMDB ID

HMDB0013019

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029247

KNApSAcK ID

Not Available

Chemspider ID

30776678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481580

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Neuromedin C 1-8 (CFc000008158)

MOL for CFc000008158 (Neuromedin C 1-8)

3D MOL for CFc000008158 (Neuromedin C 1-8)

3D SDF for CFc000008158 (Neuromedin C 1-8)

3D-SDF for CFc000008158 (Neuromedin C 1-8)

PDB for CFc000008158 (Neuromedin C 1-8)

3D PDB for CFc000008158 (Neuromedin C 1-8)

SMILES for CFc000008158 (Neuromedin C 1-8)

INCHI for CFc000008158 (Neuromedin C 1-8)

Structure for CFc000008158 (Neuromedin C 1-8)

3D Structure for CFc000008158 (Neuromedin C 1-8)