CHEBI:45353 - phosphoramidon

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name phosphoramidon
ChEBI ID CHEBI:45353
Definition A dipeptide isolated from the cultures of Streptomyces tanashiensis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8164
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C23H34N3O10P
Net Charge 0
Average Mass 543.50390
Monoisotopic Mass 543.19818
InChI InChI=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
InChIKey ZPHBZEQOLSRPAK-XLCYBJAPSA-N
SMILES CC(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](Cc1c[nH]c2ccccc12)C(O)=O
Metabolite of Species Details
Streptomyces tanashiensis (NCBI:txid67367) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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).
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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-tryptophan ChemIDplus
N-ALPHA-L-RHAMNOPYRANOSYLOXY(HYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN PDBeChem
Manual Xrefs Databases
C00017972 KNApSAcK
C00563 KEGG COMPOUND
Phosphoramidon Wikipedia
RDF PDBeChem
View more database links
Registry Numbers Types Sources
36357-77-4 CAS Registry Number KEGG COMPOUND
36357-77-4 CAS Registry Number ChemIDplus
5368869 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1579051 PubMed citation Europe PMC
23988485 PubMed citation Europe PMC
24000822 PubMed citation Europe PMC
6363990 PubMed citation Europe PMC
7687732 PubMed citation Europe PMC
Last Modified
08 January 2015