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Record Information
Version2.0
Created at2020-12-09 03:54:18 UTC
Updated at2021-07-15 16:56:20 UTC
NP-MRD IDNP0006988
Secondary Accession NumbersNone
Natural Product Identification
Common NameCarbonarone A
Provided ByNPAtlasNPAtlas Logo
DescriptionCarbonarone A is also known as tensidol a. Carbonarone A 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. Carbonarone A is found in Aspergillus carbonarius and Pseudopestalotiopsis theae. Carbonarone A was first documented in 2007 (PMID: 17420566). Based on a literature review a small amount of articles have been published on Carbonarone A.
Structure
Data?1624574908
Synonyms
ValueSource
Tensidol aChEBI
6-Benzyl-4-oxo-4H-pyran-3-carboxamideMeSH
Chemical FormulaC13H11NO3
Average Mass229.2350 Da
Monoisotopic Mass229.07389 Da
IUPAC Name6-benzyl-4-oxo-4H-pyran-3-carboxamide
Traditional Name6-benzyl-4-oxopyran-3-carboxamide
CAS Registry NumberNot Available
SMILES
NC(=O)C1=COC(CC2=CC=CC=C2)=CC1=O
InChI Identifier
InChI=1S/C13H11NO3/c14-13(16)11-8-17-10(7-12(11)15)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,14,16)
InChI KeyRQWMGMIZGOCPMP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aspergillus carbonariusNPAtlas
Pseudopestalotiopsis theaeLOTUS Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as pyranones and derivatives. These are compounds containing a pyran ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrans
Sub ClassPyranones and derivatives
Direct ParentPyranones and derivatives
Alternative Parents
Substituents
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Carboxamide group
  • Primary carboxylic acid amide
  • Cyclic ketone
  • Carboxylic acid derivative
  • Oxacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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
logP1.41ALOGPS
logP1.23ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)15.57ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.39 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity64.27 m³·mol⁻¹ChemAxon
Polarizability23.18 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA015651
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID17226923
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16067346
PDB IDNot Available
ChEBI ID69403
Good Scents IDNot Available
References
General References
  1. Zhang Y, Zhu T, Fang Y, Liu H, Gu Q, Zhu W: Carbonarones A and B, new bioactive gamma-Pyrone and alpha-Pyridone derivatives from the marine-derived fungus Aspergillus carbonarius. J Antibiot (Tokyo). 2007 Feb;60(2):153-7. doi: 10.1038/ja.2007.15. [PubMed:17420566 ]