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Record Information
Version2.0
Created at2022-06-29 22:42:14 UTC
Updated at2022-06-29 22:42:14 UTC
NP-MRD IDNP0141268
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+/-)-Pinocembrin
Description (+/-)-Pinocembrin is found in Acritopappus confertus, Adenostoma sparsifolium, Alnus sieboldiana, Alpinia mutica, Alpinia zerumbet, Artemisia dracunculus, Boesenbergia rotunda, Bursaphelenchus xylophilus, Combretum apiculatum, Cryptocarya concinna, Cryptocarya obovata, Dalbergia parviflora, Dalbergia sissoo, Desmos cochinchinensis, Dodonaea viscosa, Eucalyptus sieberi, Glycyrrhiza glabra, Glycyrrhiza lepidota, Glycyrrhiza uralensis, Greyia flanaganii, Helichrysum cymosum, Helichrysum forskahlii, Helichrysum trilineatum, Lagochilus leiacanthus, Lindera umbellata, Litsea rubescens, Melodorum fruticosum, Muntingia calabura, Oxytropis falcata, Ozothamnus stirlingii, Pinus aristata, Pinus mugo, Pinus morrisonicola, Pinus ponderosa, Pinus sibirica, Pinus virginiana, Piper gaudichaudianum, Piper hispidum, Piper sarmentosum, Populus balsamifera, Populus laurifolia, Populus nigra, Prunus verecunda, Pterocaulon serrulatum, Pyracantha coccinea, Scutellaria lateriflora, Soymida febrifuga, Stellaria dichotoma, Syzygium samarangense, Turnera diffusa, Uvaria chamae, Uvaria dulcis, Vachellia vernicosa, Viscum coloratum and Zuccagnia punctata.
Structure
Thumb
Synonyms
ValueSource
(S)-5,7-DihydroxyflavanoneHMDB
5,7-DihydroxyflavanoneHMDB
DihydrochrysinHMDB
Galangin flavanoneHMDB
Pinocembrin (6ci)HMDB
PinocembrinMeSH, HMDB
PinocembrineMeSH, HMDB
(+)-PinocoembrinMeSH
Chemical FormulaC15H12O4
Average Mass256.2570 Da
Monoisotopic Mass256.07356 Da
IUPAC Name5,7-dihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Namepinocembrin
CAS Registry NumberNot Available
SMILES
OC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2
InChI KeyURFCJEUYXNAHFI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Acritopappus confertusLOTUS Database
Adenostoma sparsifoliumLOTUS Database
Alnus sieboldianaLOTUS Database
Alpinia muticaLOTUS Database
Alpinia zerumbetLOTUS Database
Artemisia dracunculusLOTUS Database
Boesenbergia rotundaLOTUS Database
Bursaphelenchus xylophilusLOTUS Database
Combretum apiculatumLOTUS Database
Cryptocarya concinnaLOTUS Database
Cryptocarya obovataLOTUS Database
Dalbergia parvifloraLOTUS Database
Dalbergia sissooLOTUS Database
Desmos cochinchinensisLOTUS Database
Dodonaea viscosaLOTUS Database
Eucalyptus sieberiLOTUS Database
Glycyrrhiza glabraLOTUS Database
Glycyrrhiza lepidotaLOTUS Database
Glycyrrhiza uralensisLOTUS Database
Greyia flanaganiiLOTUS Database
Helichrysum cymosumLOTUS Database
Helichrysum forskahliiLOTUS Database
Helichrysum trilineatumLOTUS Database
Lagochilus leiacanthusLOTUS Database
Lindera umbellataLOTUS Database
Litsea rubescensLOTUS Database
Melodorum fruticosumLOTUS Database
Muntingia calaburaLOTUS Database
Oxytropis falcataLOTUS Database
Ozothamnus stirlingiiLOTUS Database
Pinus aristataLOTUS Database
Pinus montanaLOTUS Database
Pinus morrisonicolaLOTUS Database
Pinus ponderosaLOTUS Database
Pinus sibiricaLOTUS Database
Pinus virginianaLOTUS Database
Piper gaudichaudianumLOTUS Database
Piper hispidumLOTUS Database
Piper sarmentosumLOTUS Database
Populus balsamiferaLOTUS Database
Populus laurifoliaLOTUS Database
Populus nigraLOTUS Database
Prunus verecundaLOTUS Database
Pterocaulon serrulatumLOTUS Database
Pyracantha coccineaLOTUS Database
Scutellaria laterifloraLOTUS Database
Soymida febrifugaLOTUS Database
Stellaria dichotomaLOTUS Database
Syzygium samarangenseLOTUS Database
Turnera diffusaLOTUS Database
Uvaria chamaeLOTUS Database
Uvaria dulcisLOTUS Database
Vachellia vernicosaLOTUS Database
Viscum coloratumLOTUS Database
Zuccagnia punctataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentFlavanones
Alternative Parents
Substituents
  • Flavanone
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • Chromane
  • 1-benzopyran
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP2.85ALOGPS
logP3.14ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)7.87ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.31 m³·mol⁻¹ChemAxon
Polarizability26.27 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002758
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPinocembrin
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available