CHEBI:45353 - phosphoramidon

ChEBI IDCHEBI:45353
ChEBI Namephosphoramidon
Stars
DefinitionA dipeptide isolated from the cultures of Streptomyces tanashiensis.
Secondary ChEBI IDCHEBI:8164
Last Modified8 January 2015
DownloadsMolfile
FormulaC23H34N3O10P
Net Charge0
Average Mass543.510
Monoisotopic Mass543.19818
SMILESCC(C)C[C@H](NP(=O)(O)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](Cc1cnc2ccccc12)C(=O)O
InChIInChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1
InChIKeyZPHBZEQOLSRPAK-XLCYBJAPSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Streptomyces tanashiensis (ncbitaxon:67367) - DOI (10.1016/S0040-4039(01)84249-0)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.4.24.71 (endothelin-converting enzyme 1) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of endothelin-converting enzyme 1 (EC 3.4.24.71).
EC 3.4.24.11 (neprilysin) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of neprilysin (EC 3.4.24.11).
ChEBI Ontology
Outgoing Relation(s)
phosphoramidon (CHEBI:45353) has role bacterial metabolite (CHEBI:76969)
phosphoramidon (CHEBI:45353) has role EC 3.4.24.11 (neprilysin) inhibitor (CHEBI:82973)
phosphoramidon (CHEBI:45353) has role EC 3.4.24.71 (endothelin-converting enzyme 1) inhibitor (CHEBI:82974)
phosphoramidon (CHEBI:45353) is a deoxyaldohexose phosphate (CHEBI:23627)
phosphoramidon (CHEBI:45353) is a dipeptide (CHEBI:46761)
IUPAC Name 
N-(hydroxy{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}phosphoryl)-L-leucyl-L-tryptophan
Synonyms  Source
N-ALPHA-L-RHAMNOPYRANOSYLOXY(HYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHANPDBeChem
(2S)-2-{[(2S)-2-{[(S)-hydroxy{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}phosphoryl]amino}-4-methylpentanoyl]amino}-3-(1H-indol-3-yl)propanoic acid (non-preferred name)PDBeChem
N-(N-(((6-deoxy-α-L-mannopyranosyl)oxy)hydroxyphosphinyl)-L-leucyl)-L-tryptophanChemIDplus
Manual XrefsDatabases
C00563KEGG COMPOUND
RDFPDBeChem
PhosphoramidonWikipedia
C00017972KNApSAcK
Registry NumbersSources
Reaxys:5368869Reaxys
CAS:36357-77-4KEGG COMPOUND
CAS:36357-77-4ChemIDplus
Citations