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Record Information
Version2.0
Created at2020-12-09 05:40:36 UTC
Updated at2021-07-15 16:59:17 UTC
NP-MRD IDNP0008051
Secondary Accession NumbersNone
Natural Product Identification
Common NamePestalamide B
Provided ByNPAtlasNPAtlas Logo
DescriptionPestalamide B is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Pestalamide B is found in Pestalotiopsis and Pestalotiopsis theae. Pestalamide B was first documented in 2011 (PMID: 21854017). Based on a literature review very few articles have been published on pestalamide B.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC18H18N2O5
Average Mass342.3510 Da
Monoisotopic Mass342.12157 Da
IUPAC Name(2S)-4-[(6-benzyl-4-oxo-1,4-dihydropyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid
Traditional Name(2S)-4-[(6-benzyl-4-oxo-1H-pyridin-3-yl)formamido]-2-methyl-4-oxobutanoic acid
CAS Registry NumberNot Available
SMILES
C[C@@H](CC(=O)NC(=O)C1=CNC(CC2=CC=CC=C2)=CC1=O)C(O)=O
InChI Identifier
InChI=1S/C18H18N2O5/c1-11(18(24)25)7-16(22)20-17(23)14-10-19-13(9-15(14)21)8-12-5-3-2-4-6-12/h2-6,9-11H,7-8H2,1H3,(H,19,21)(H,24,25)(H,20,22,23)/t11-/m0/s1
InChI KeyAKUZFSWMFGYDBI-NSHDSACASA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
PestalotiopsisNPAtlas
Pseudopestalotiopsis theaeFungi
Species Where Detected
Species NameSourceReference
Pestalotiopsis theaeKNApSAcK Database
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.35ALOGPS
logP1.27ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)3.97ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.57 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity90.98 m³·mol⁻¹ChemAxon
Polarizability35.07 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA014364
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00039971
Chemspider ID30786421
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25158705
PDB IDNot Available
ChEBI ID69407
Good Scents IDNot Available
References
General References
  1. Henrikson JC, Ellis TK, King JB, Cichewicz RH: Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one systems. J Nat Prod. 2011 Sep 23;74(9):1959-64. doi: 10.1021/np200454z. Epub 2011 Aug 19. [PubMed:21854017 ]