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Showing NP-Card for (-)-Syringaresinol 4,4'-di-O-beta-D-glucoside (NP0138424)

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Record Information
Version1.0
Created at2022-06-29 17:28:55 UTC
Updated at2022-06-29 17:28:55 UTC
NP-MRD IDNP0138424
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Syringaresinol 4,4'-di-O-beta-D-glucoside
DescriptionZINC223283690 belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. (-)-Syringaresinol 4,4'-di-O-beta-D-glucoside is found in Albizia julibrissin, Crescentia cujete, Daphne feddei, Daphne giraldii, Eleutherococcus brachypus, Phellodendron amurense and Pyrola japonica. It was first documented in 2022 (PMID: 35850976). Based on a literature review a significant number of articles have been published on ZINC223283690 (PMID: 35850975) (PMID: 35850974) (PMID: 35850973) (PMID: 35850972) (PMID: 35850971) (PMID: 35850970).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)


  Mrv1652309282217272D          

 29 32  0  0  1  0            999 V2000
    2.0425    3.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    1.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0575   -1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -2.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -1.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -0.1395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5117   -0.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -0.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  1  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 14 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  6  0  0  0
 11 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 29  1  0  0  0  0
M  END
Download

3D MOL for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)

Download
3D SDF for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)

  Mrv1652309282217272D          

 29 32  0  0  1  0            999 V2000
    2.0425    3.0840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    2.0445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1259    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125    1.6320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4991    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860   -0.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0575   -1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421   -1.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0137   -2.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552   -0.9043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -1.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -1.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9533   -2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014   -0.1395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5117   -0.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -0.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429    2.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    2.2994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  1  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
 14 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  6  0  0  0
 11 27  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 10 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138424

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@H]([C@@H](CC)CN1CC[C@]21C(=O)NC2=CC=CC=C12)C(=C/OC)\C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19+,22+/m0/s1

> <INCHI_KEY>
DAXYUDFNWXHGBE-BRSGZFOASA-N

> <FORMULA>
C22H28N2O4

> <MOLECULAR_WEIGHT>
384.476

> <EXACT_MASS>
384.20490739

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.593783034106494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-[(3R,6'R,7'S,8'aR)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
2.85

> <JCHEM_LOGP>
2.6094639083333337

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.16702338486493

> <JCHEM_PKA_STRONGEST_BASIC>
10.712527798380334

> <JCHEM_POLAR_SURFACE_AREA>
67.86999999999999

> <JCHEM_REFRACTIVITY>
108.00599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-2-[(3R,6'R,7'S,8'aR)-6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)
Download
PDB for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)
HEADER    PROTEIN                                 28-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-SEP-22         0                                  
HETATM    1  O   UNK     0       3.813   5.757   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.289   4.292   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.753   3.816   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.753   2.276   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.898   1.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.577  -0.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.113  -0.736   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.968   0.294   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.289   1.800   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.383   3.046   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.478   1.800   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.798   0.294   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.654  -0.736   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.974  -2.243   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.439  -2.719   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.759  -4.225   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.223  -4.701   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.583  -1.688   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.830  -3.273   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.635  -2.797   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.779  -3.828   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.189  -0.260   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.955  -1.291   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.420  -0.815   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.131   1.246   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   27  N   UNK     0       1.013   2.276   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       1.013   3.816   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.478   4.292   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9    2   11   29                                             
CONECT   11   10   12   26   27                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   13   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   27                                                       
CONECT   26   11                                                            
CONECT   27   11   25   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   10                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

Download
3D PDB for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)
Download
SMILES for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)
[H][C@]12C[C@@H]([C@@H](CC)CN1CC[C@]21C(=O)NC2=CC=CC=C12)C(=C/OC)\C(=O)OC
Download
INCHI for NP0138424 ((-)-Syringaresinol 4,4'-di-O-beta-D-glucoside)
InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19+,22+/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC34H46O18
Average Mass742.7240 Da
Monoisotopic Mass742.26841 Da
IUPAC Namemethyl (2E)-2-[(3R,6'R,7'S,8'aR)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate
Traditional Namemethyl (2E)-2-[(3R,6'R,7'S,8'aR)-6'-ethyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate
CAS Registry Number66791-77-3
SMILES
[H][C@@]12CO[C@@]([H])(C3=CC(OC)=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(OC)=C3)[C@]1([H])CO[C@@]2([H])C1=CC(OC)=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(OC)=C1
InChI Identifier
InChI=1S/C34H46O18/c1-43-17-5-13(6-18(44-2)31(17)51-33-27(41)25(39)23(37)21(9-35)49-33)29-15-11-48-30(16(15)12-47-29)14-7-19(45-3)32(20(8-14)46-4)52-34-28(42)26(40)24(38)22(10-36)50-34/h5-8,15-16,21-30,33-42H,9-12H2,1-4H3/t15-,16-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30+,33+,34+/m1/s1
InChI KeyFFDULTAFAQRACT-NYYYOYJKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Albizia julibrissinLOTUS Database
Crescentia cujeteLOTUS Database
Daphne feddeiLOTUS Database
Daphne giraldiiLOTUS Database
Eleutherococcus brachypusLOTUS Database
Phellodendron amurenseLOTUS Database
Pyrola japonicaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndolizidines  
Sub ClassNot Available
Direct ParentIndolizidines  
Alternative Parents
Substituents
  • Indole or derivatives
    • 

  • Dihydroindole
    • 

  • Indolizidine
    • 

  • Aralkylamine
    • 

  • Piperidine
    • 

  • N-alkylpyrrolidine
    • 

  • Benzenoid
    • 

  • Pyrrolidine
    • 

  • Methyl ester
    • 

  • Enoate ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Vinylogous ester
    • 

  • Tertiary aliphatic amine
    • 

  • Tertiary amine
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxamide group
    • 

  • Amino acid or derivatives
    • 

  • Lactam
    • 

  • Carboxylic acid ester
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Amine
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • 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
logP2.61ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)13.17ChemAxon
pKa (Strongest Basic)10.71ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.87 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity108.01 m³·mol⁻¹ChemAxon
Polarizability41.59 ųChemAxon
Number of Rings4ChemAxon
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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound90468042  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
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  2. Santiago T, Santos EJF, Ruaro B, Lepri G, Green L, Wildt M, Watanabe S, Lescoat A, Hesselstrand R, Del Galdo F, Pauling JD, Reeve LJ, D'Agostino MA, Matucci-Cerinic M, Iagnocco A, da Silva JAP: Recommendations for the execution and reporting of skin ultrasound in systemic sclerosis: an international collaboration under the WSF skin ultrasound group. RMD Open. 2022 Jul;8(2). pii: rmdopen-2022-002371. doi: 10.1136/rmdopen-2022-002371. [PubMed:35850975  ] 
  3. Baraliakos X, Pournara E, Gossec L, Mease PJ, White R, O'Brien E, Schulz B, Marzo-Ortega H, Coates LC: Predictors of response to secukinumab in patients with psoriatic arthritis and axial manifestations: a post-hoc analysis of the MAXIMISE trial. RMD Open. 2022 Jul;8(2). pii: rmdopen-2022-002303. doi: 10.1136/rmdopen-2022-002303. [PubMed:35850974  ] 
  4. van Zante A, Flanagan MB, Floyd AD, Johnson DN, Manucha V, McGrath CM, VandenBussche CJ, Griffith CC: High-risk human papillomavirus testing in cytology aspiration samples from the head and neck part 2: a survey of the American Society of Cytopathology community. J Am Soc Cytopathol. 2022 Sep-Oct;11(5):306-312. doi: 10.1016/j.jasc.2022.06.005. Epub 2022 Jun 22. [PubMed:35850973  ] 
  5. Wise J: Record number of consultant physician jobs are unfilled, census shows. BMJ. 2022 Jul 18;378:o1782. doi: 10.1136/bmj.o1782. [PubMed:35850972  ] 
  6. Li P, Jin C, Cui C, Cai P, Manohar SA, Jin L, Wei X, Pan S, Dixon RAF, Liu Q: Impact of family history of coronary artery disease on clinical outcomes in Takotsubo cardiomyopathy. J Investig Med. 2022 Jul 18. pii: jim-2021-002186. doi: 10.1136/jim-2021-002186. [PubMed:35850971  ] 
  7. Ramon A, Torres AM, Milara J, Cascon J, Blasco P, Mateo J: eXtreme Gradient Boosting-based method to classify patients with COVID-19. J Investig Med. 2022 Jul 18. pii: jim-2021-002278. doi: 10.1136/jim-2021-002278. [PubMed:35850970  ] 
  8. Rotimi DE, Olaolu TD, Adeyemi OS: Pharmacological action of quercetin against testicular dysfunction: A mini review. J Integr Med. 2022 Sep;20(5):396-401. doi: 10.1016/j.joim.2022.07.001. Epub 2022  Jul 8. [PubMed:35850969  ] 
  9. Zhang Y, Zhong DL, Zheng YL, Li YX, Huang YJ, Jiang YJ, Jin RJ, Li J: Influence of electroacupuncture on ghrelin and the phosphoinositide 3-kinase/protein kinase B/endothelial nitric oxide synthase signaling pathway in spontaneously hypertensive rats. J Integr Med. 2022 Sep;20(5):432-441. doi: 10.1016/j.joim.2022.06.007. Epub 2022  Jun 30. [PubMed:35850968  ] 
  10. Topaz O: Excimer Laser-Induced Adverse Coronary Events: Discerning the Merits and Shortcomings of the MAUDE Database Report. Cardiovasc Revasc Med. 2022 Oct;43:155-157. doi: 10.1016/j.carrev.2022.07.005. Epub 2022 Jul 11. [PubMed:35850967  ]