Human Metabolome Database Version 3.5

Showing metabocard for Neuromedin B (HMDB13018)

Record Information
Version 3.5
Creation Date 2009-07-24 18:11:44 -0600
Update Date 2013-07-24 12:10:22 -0600
Secondary Accession Numbers None
Metabolite Identification
Common Name Neuromedin B
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.
Structure Thumb
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Display: 2D Structure | 3D Structure
  1. Gly-Asn-Leu-Trp-Ala-Thr-Gly-His-Phe-Met-NH2
Chemical Formula C52H73N15O12S
Average Molecular Weight 1132.294
Monoisotopic Molecular Weight 1131.528383565
IUPAC Name (2S)-2-[(2R)-2-[(2S)-2-{2-[(2S,3R)-2-[(2R)-2-[(2R)-2-[(2S)-2-[(2R)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-4-methylpentanamido]-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 (2S)-2-[(2R)-2-[(2S)-2-{2-[(2S,3R)-2-[(2R)-2-[(2R)-2-[(2S)-2-[(2R)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-4-methylpentanamido]-3-(1H-indol-3-yl)propanamido]propanamido]-3-hydroxybutanamido]acetamido}-3-(1H-imidazol-4-yl)propanamido]-3
CAS Registry Number 87096-84-2
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](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(O)=N)NC(=O)CN)[C@@H](C)O)C(O)=N
InChI Identifier InChI=1S/C52H73N15O12S/c1-27(2)17-36(64-51(78)40(21-41(54)69)61-42(70)22-53)48(75)66-38(19-31-23-57-34-14-10-9-13-33(31)34)47(74)60-28(3)46(73)67-44(29(4)68)52(79)58-25-43(71)62-39(20-32-24-56-26-59-32)50(77)65-37(18-30-11-7-6-8-12-30)49(76)63-35(45(55)72)15-16-80-5/h6-14,23-24,26-29,35-40,44,57,68H,15-22,25,53H2,1-5H3,(H2,54,69)(H2,55,72)(H,56,59)(H,58,79)(H,60,74)(H,61,70)(H,62,71)(H,63,76)(H,64,78)(H,65,77)(H,66,75)(H,67,73)/t28-,29-,35+,36+,37-,38-,39+,40-,44+/m1/s1
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Peptides
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • 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
Status Expected and Not Quantified
  • 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 0.012 g/L ALOGPS
LogP 0.39 ALOGPS
LogP -6 ChemAxon
LogS -4.97 ALOGPS
pKa (strongest acidic) 4.83 ChemAxon
pKa (strongest basic) 8.4 ChemAxon
Hydrogen Acceptor Count 16 ChemAxon
Hydrogen Donor Count 17 ChemAxon
Polar Surface Area 440.78 A2 ChemAxon
Rotatable Bond Count 33 ChemAxon
Refractivity 312.78 ChemAxon
Polarizability 117.03 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
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 FDB029246
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link neuromedin_B Link_out
NuGOwiki Link HMDB13018 Link_out
Metagene Link HMDB13018 Link_out
METLIN ID Not Available
PubChem Compound 53481579 Link_out
PDB ID Not Available
ChEBI ID Not Available
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available