Np mrd loader

Showing NP-Card for Hispidin (NP0079084)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-29 00:09:04 UTC
Updated at2022-04-29 00:09:04 UTC
NP-MRD IDNP0079084
Secondary Accession NumbersNone
Natural Product Identification
Common NameHispidin
DescriptionHispidin belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Hispidin 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. Hispidin is found in Cortinarius abnormis, Equisetum arvense, Gymnopilus spectabilis, Inonotus hispidus , Phaeolus schweinitzii, Phellinus merrillii, Phellinus pomaceus, Sanghuangporus baumii, Solanum hispidum and Tropicoporus linteus. It was first documented in 2021 (PMID: 35111796). Based on a literature review a significant number of articles have been published on hispidin (PMID: 35467808) (PMID: 35087407) (PMID: 35078584) (PMID: 35067200) (PMID: 34936307) (PMID: 34335912).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0079084 (Hispidin)


  Mrv1652304292202092D          

 18 19  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  2  0  0  0  0
  9 11  1  0  0  0  0
  1 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
M  END
Download

3D MOL for NP0079084 (Hispidin)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    4.4140   -2.5039    0.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200   -1.3786    0.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228   -0.3490    0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3515    0.9118   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    1.9758   -0.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9927    1.0935   -0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478    0.0295   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842    0.2670   -0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -0.7122    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221   -0.5901    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4363   -1.6798    0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8082   -1.5505    0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274   -0.3578    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8246   -0.2387    0.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6426    0.7424   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2027    1.9660   -0.4277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559    0.5999   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6222   -1.1626    0.2493 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8938   -0.4850    0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1938    1.9184   -0.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    2.0740   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943    1.2487   -0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.6865    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.6211    0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4632   -2.4075    0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2805    0.6396   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    2.7642   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.4924   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 18  1  0
 18  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
  7  6  2  0
  6  4  1  0
 17 10  1  0
  5 20  1  0
  3 19  1  0
  8 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 16 27  1  0
 17 28  1  0
  6 21  1  0
M  END
Download

3D SDF for NP0079084 (Hispidin)


  Mrv1652304292202092D          

 18 19  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  2  0  0  0  0
  9 11  1  0  0  0  0
  1 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0079084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(=O)OC(\C=C\C2=CC=C(O)C(O)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+

> <INCHI_KEY>
SGJNQVTUYXCBKH-HNQUOIGGSA-N

> <FORMULA>
C13H10O5

> <MOLECULAR_WEIGHT>
246.218

> <EXACT_MASS>
246.052823422

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
24.281876816997872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
1.919531842333333

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.254116793967981

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.180883014976921

> <JCHEM_PKA_STRONGEST_BASIC>
-6.2172322913632145

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
67.95129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hispidin

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0079084 (Hispidin)

Download
PDB for NP0079084 (Hispidin)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   9.240   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  10.780   0.000  0.00  0.00           O+0
CONECT    1    2   12   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15    1                                                       
CONECT   17   15                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

Download
3D PDB for NP0079084 (Hispidin)
Download
SMILES for NP0079084 (Hispidin)
OC1=CC(=O)OC(\C=C\C2=CC=C(O)C(O)=C2)=C1
Download
INCHI for NP0079084 (Hispidin)
InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+
Download
View in JSmol
Synonyms
ValueSource
6-(3,4-Dihydroxystyryl)-4-hydroxy-2-pyroneChEBI
6-[(e)-2-(3,4-Dihydroxyphenyl)vinyl]-4-hydroxy-2H-pyran-2-oneChEBI
Chemical FormulaC13H10O5
Average Mass246.2180 Da
Monoisotopic Mass246.05282 Da
IUPAC Name6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one
Traditional Namehispidin
CAS Registry NumberNot Available
SMILES
OC1=CC(=O)OC(\C=C\C2=CC=C(O)C(O)=C2)=C1
InChI Identifier
InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+
InChI KeySGJNQVTUYXCBKH-HNQUOIGGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cortinarius abnormisLOTUS Database
Equisetum arvenseLOTUS Database
Gymnopilus spectabilisLOTUS Database
Inonotus hispidusFungi
Phaeolus schweinitziiLOTUS Database
Phellinus merrilliiLOTUS Database
Phellinus pomaceusFungi
Sanghuangporus baumiiLOTUS Database
Solanum hispidumPlant
Tropicoporus linteusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenols  
Sub ClassBenzenediols  
Direct ParentCatechols  
Alternative Parents
Substituents
  • Catechol
    • 

  • Styrene
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Pyranone
    • 

  • Monocyclic benzene moiety
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Lactone
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • 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
logP2.01ALOGPS
logP1.92ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)7.18ChemAxon
pKa (Strongest Basic)-6.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.95 m³·mol⁻¹ChemAxon
Polarizability24.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00043575  
Chemspider ID13975015  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHispidin  
METLIN IDNot Available
PubChem Compound54685921  
PDB IDNot Available
ChEBI ID36332  
Good Scents IDNot Available
References
General References
  1. Liang CH, Wu CY, Li PH, Liang ZC: Optimal Liquid Inoculum Conditions and Grain Medium Enhanced Hispidin Production by Species of Genus Phellinus (Agaricomycetes) in Solid-State Fermentation. Int J Med Mushrooms. 2022;24(3):77-90. doi: 10.1615/IntJMedMushrooms.2022042808. [PubMed:35467808  ] 
  2. Li IC, Chang FC, Kuo CC, Chu HT, Li TJ, Chen CC: Pilot Study: Nutritional and Preclinical Safety Investigation of Fermented Hispidin-Enriched Sanghuangporus sanghuang Mycelia: A Promising Functional Food Material to Improve Sleep. Front Nutr. 2022 Jan 17;8:788965. doi: 10.3389/fnut.2021.788965. eCollection  2021. [PubMed:35111796  ] 
  3. Li H, Zhang X, Gu L, Li Q, Ju Y, Zhou X, Hu M, Li Q: Anti-Gout Effects of the Medicinal Fungus Phellinus igniarius in Hyperuricaemia and Acute Gouty Arthritis Rat Models. Front Pharmacol. 2022 Jan 11;12:801910. doi: 10.3389/fphar.2021.801910.  eCollection 2021. [PubMed:35087407  ] 
  4. Caldas LA, Soares DMM, Menolli N Jr, Stevani CV, Sartorelli P: Metabolomics of the wild mushroom Gymnopilus imperialis (Agaricomycetes, Basidiomycota) by UHPLC-HRMS/MS analysis and molecular network. Fungal Biol. 2022 Feb;126(2):132-138. doi: 10.1016/j.funbio.2021.11.005. Epub  2021 Nov 18. [PubMed:35078584  ] 
  5. Tarasek D, Wojtasek H, Benarous K, Yousfi M: In vitro oxidation of hispidin and gallic acid by horseradish peroxidase. J Biomol Struct Dyn. 2023 Apr;41(6):2321-2325. doi:  10.1080/07391102.2022.2029569. Epub 2022 Jan 22. [PubMed:35067200  ] 
  6. Gornostai TG, Stepanov AV, Olennikov DN, Borovskii GG: Antioxidant Activity of Styrylpyrones from Inonotus rheades (Agaricomycetes) Mycelium under Oxidative Stress in Thellungiella salsuginea Cell Suspension Culture. Int J Med Mushrooms. 2021;23(11):37-44. doi: 10.1615/IntJMedMushrooms.2021040459. [PubMed:34936307  ] 
  7. Jin MH, Chen DQ, Jin YH, Han YH, Sun HN, Kwon T: Hispidin inhibits LPS-induced nitric oxide production in BV-2 microglial cells via ROS-dependent MAPK signaling. Exp Ther Med. 2021 Sep;22(3):970. doi: 10.3892/etm.2021.10402. Epub 2021 Jul 7. [PubMed:34335912  ] 
  8. Dokhaharani SC, Ghobad-Nejhad M, Moghimi H, Farazmand A, Rahmani H: Biological activities of two polypore macrofungi (Basidiomycota) and characterization of their compounds using HPLC-DAD and LC-ESI-MS/MS. Folia Microbiol (Praha). 2021 Oct;66(5):775-786. doi: 10.1007/s12223-021-00884-y.  Epub 2021 Jun 13. [PubMed:34120307  ] 
  9. Linani A, Benarous K, Bou-Salah L, Yousfi M: Hispidin, Harmaline, and Harmine as potent inhibitors of bovine xanthine oxidase: Gout treatment, in vitro, ADMET prediction, and SAR studies. Bioorg Chem. 2021 Jul;112:104937. doi: 10.1016/j.bioorg.2021.104937. Epub 2021  Apr 23. [PubMed:33932770  ] 
  10. Palkina KA, Ipatova DA, Shakhova ES, Balakireva AV, Markina NM: Therapeutic Potential of Hispidin-Fungal and Plant Polyketide. J Fungi (Basel). 2021 Apr 22;7(5):323. doi: 10.3390/jof7050323. [PubMed:33922000  ]