Human Metabolome Database Version 3.5

Showing metabocard for Neuromedin B (4-10) (HMDB13017)

Record Information
Version 3.5
Creation Date 2009-07-24 18:11:43 -0600
Update Date 2013-02-08 17:29:39 -0700
HMDB ID HMDB13017
Secondary Accession Numbers None
Metabolite Identification
Common Name Neuromedin B (4-10)
Description NMB acts by binding to its high affinity cell surface receptor, neuromedin B receptor (NMBR). This receptor is a G protein-coupled receptor with seven transmembrane spanning regions, hence the receptor is also denoted as a 7 transmembrane receptor (7-TMR). Upon binding several intracellular signaling pathways are triggered (see Figure 2). Neuromedin B (NMB) is a bombesin-related peptide in mammals. It was originally purified from pig spinal cord, and later shown to be present in human central nervous system and gastrointestinal tract. This structure shows the 4-10 fragment of neuromedin B.
Structure Thumb
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Display: 2D Structure | 3D Structure
Synonyms
  1. Trp-Ala-Thr-Gly-His-Phe-Met-NH2
Chemical Formula C40H53N11O8S
Average Molecular Weight 847.983
Monoisotopic Molecular Weight 847.379928417
IUPAC Name (2R)-2-[(2S)-2-[(2R)-2-{2-[(2R,3R)-2-[(2R)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanamido]propanamido]-3-hydroxybutanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3-phenylpropanamido]-4-(methylsulfanyl)butanimidic acid
Traditional IUPAC Name (2R)-2-[(2S)-2-[(2R)-2-{2-[(2R,3R)-2-[(2R)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanamido]propanamido]-3-hydroxybutanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3-phenylpropanamido]-4-(methylsulfanyl)butanimidic acid
CAS Registry Number Not Available
SMILES CSCC[C@@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](CC1=CNC=N1)NC(=O)CNC(=O)[C@H](NC(=O)[C@@H](C)NC(=O)[C@H](N)CC1=CNC2=CC=CC=C12)[C@@H](C)O)C(O)=N
InChI Identifier InChI=1S/C40H53N11O8S/c1-22(47-37(56)28(41)16-25-18-44-29-12-8-7-11-27(25)29)36(55)51-34(23(2)52)40(59)45-20-33(53)48-32(17-26-19-43-21-46-26)39(58)50-31(15-24-9-5-4-6-10-24)38(57)49-30(35(42)54)13-14-60-3/h4-12,18-19,21-23,28,30-32,34,44,52H,13-17,20,41H2,1-3H3,(H2,42,54)(H,43,46)(H,45,59)(H,47,56)(H,48,53)(H,49,57)(H,50,58)(H,51,55)/t22-,23-,28-,30-,31+,32-,34-/m1/s1
InChI Key MVOFLIKDVHKCBK-FVNKCRITSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Peptides
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
Substituents
  • Amphetamine Or Derivative
  • Carboxamide Group
  • Imidazole
  • Indole
  • N Acyl Alpha Amino Acid
  • Primary Aliphatic Amine (Alkylamine)
  • Primary Carboxylic Acid Amide
  • Pyrrole
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
  • Thioether
  • Triptan
  • Tryptamine
Direct Parent Peptides
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.0088 g/L ALOGPS
LogP 0.73 ALOGPS
LogP -3.2 ChemAxon
LogS -4.98 ALOGPS
pKa (strongest acidic) 6.48 ChemAxon
pKa (strongest basic) 7.98 ChemAxon
Hydrogen Acceptor Count 11 ChemAxon
Hydrogen Donor Count 12 ChemAxon
Polar Surface Area 309.4 A2 ChemAxon
Rotatable Bond Count 23 ChemAxon
Refractivity 232.92 ChemAxon
Polarizability 88.34 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029245
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB13017 Link_out
Metagene Link HMDB13017 Link_out
METLIN ID Not Available
PubChem Compound 53481578 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available