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Showing NP-Card for 18alpha-Hydroxyglycyrrhetic acid (NP0335951)

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Record Information
Version2.0
Created at2024-09-11 04:01:06 UTC
Updated at2024-09-11 04:01:07 UTC
NP-MRD IDNP0335951
Secondary Accession NumbersNone
Natural Product Identification
Common Name18alpha-Hydroxyglycyrrhetic acid
Description18Alpha-Hydroxyglycyrrhetic acid is also known as 18α-hydroxyglycyrrhetate. 18alpha-Hydroxyglycyrrhetic acid was first documented in 2023 (PMID: 37986321). Based on a literature review very few articles have been published on 18alpha-Hydroxyglycyrrhetic acid.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)


  Mrv2104 05262306332D          

 35 39  0  0  0  0            999 V2000
    3.7903    3.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7088    2.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982    0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452    3.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3975    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1711    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2487    1.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  2  0  0  0  0
 21  9  1  0  0  0  0
 22 18  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25 12  1  0  0  0  0
 25 17  1  0  0  0  0
 25 23  1  0  0  0  0
 26  4  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27  5  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 15  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 11  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
 30 26  1  0  0  0  0
 31 18  2  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 35 30  1  0  0  0  0
M  END
Download

3D MOL for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)

Download
3D SDF for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)

  Mrv2104 05262306332D          

 35 39  0  0  0  0            999 V2000
    3.7903    3.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7088    2.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982    0.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5452    3.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3975    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3461    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.2211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1711    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2487    1.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  2  0  0  0  0
 21  9  1  0  0  0  0
 22 18  1  0  0  0  0
 24  1  1  0  0  0  0
 24  2  1  0  0  0  0
 24 19  1  0  0  0  0
 24 21  1  0  0  0  0
 25  3  1  0  0  0  0
 25 12  1  0  0  0  0
 25 17  1  0  0  0  0
 25 23  1  0  0  0  0
 26  4  1  0  0  0  0
 26 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27  5  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28  6  1  0  0  0  0
 28 15  1  0  0  0  0
 28 20  1  0  0  0  0
 29  7  1  0  0  0  0
 29 11  1  0  0  0  0
 29 22  1  0  0  0  0
 29 28  1  0  0  0  0
 30 17  1  0  0  0  0
 30 20  1  0  0  0  0
 30 26  1  0  0  0  0
 31 18  2  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 35 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335951

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C1(C)CCC1(C)CCC(C)(CC21O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C30H46O5/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3,23(33)34)17-30(20,26)35/h16,19,21-22,32,35H,8-15,17H2,1-7H3,(H,33,34)

> <INCHI_KEY>
FCVHQYZUEPQNJU-UHFFFAOYNA-N

> <FORMULA>
C30H46O5

> <MOLECULAR_WEIGHT>
486.693

> <EXACT_MASS>
486.334524581

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
56.18642825049958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,14b-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid

> <JCHEM_LOGP>
5.027935731333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.773924426473357

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.353529605968222

> <JCHEM_PKA_STRONGEST_BASIC>
-0.835128699230153

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
135.64259999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
10,14b-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,3,4,5,6,7,8,8a,10,11,12,12b-dodecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)
Download
PDB for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       7.075   5.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.790   4.940   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.170   0.230   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   5.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.263   1.746   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.018   6.187   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.609   6.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.033   5.747   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.343   1.746   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.803   1.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.493   5.747   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.207   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.437   4.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.127   5.747   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.413   5.747   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.183   1.746   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.897   1.746   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.723   1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.803   4.414   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.413   3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.113   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.493   3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.885   1.220   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.343   4.414   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.437   1.746   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.897   4.414   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.033   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.183   4.414   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.723   4.414   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.127   3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.493   0.413   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.653   3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.152  -0.297   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -6.064   2.210   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -0.357   1.746   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   29                                                            
CONECT    8   11   19                                                       
CONECT    9   10   21                                                       
CONECT   10    9   27                                                       
CONECT   11    8   29                                                       
CONECT   12   13   25                                                       
CONECT   13   12   26                                                       
CONECT   14   15   26                                                       
CONECT   15   14   28                                                       
CONECT   16   18   20                                                       
CONECT   17   25   30                                                       
CONECT   18   16   22   31                                                  
CONECT   19    8   24   27                                                  
CONECT   20   16   28   30                                                  
CONECT   21    9   24   32                                                  
CONECT   22   18   27   29                                                  
CONECT   23   25   33   34                                                  
CONECT   24    1    2   19   21                                             
CONECT   25    3   12   17   23                                             
CONECT   26    4   13   14   30                                             
CONECT   27    5   10   19   22                                             
CONECT   28    6   15   20   29                                             
CONECT   29    7   11   22   28                                             
CONECT   30   17   20   26   35                                             
CONECT   31   18                                                            
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   23                                                            
CONECT   35   30                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

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3D PDB for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)
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SMILES for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)
CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C1(C)CCC1(C)CCC(C)(CC21O)C(O)=O
Download
INCHI for NP0335951 (18alpha-Hydroxyglycyrrhetic acid)
InChI=1/C30H46O5/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3,23(33)34)17-30(20,26)35/h16,19,21-22,32,35H,8-15,17H2,1-7H3,(H,33,34)
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View in JSmol
Synonyms
ValueSource
18a-HydroxyglycyrrhetateGenerator
18a-Hydroxyglycyrrhetic acidGenerator
18alpha-HydroxyglycyrrhetateGenerator
18Α-hydroxyglycyrrhetateGenerator
18Α-hydroxyglycyrrhetic acidGenerator
Chemical FormulaC30H46O5
Average Mass486.6930 Da
Monoisotopic Mass486.33452 Da
IUPAC Name10,14b-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
Traditional Name10,14b-dihydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,3,4,5,6,7,8,8a,10,11,12,12b-dodecahydropicene-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC1(C)C(O)CCC2(C)C1CCC1(C)C2C(=O)C=C2C1(C)CCC1(C)CCC(C)(CC21O)C(O)=O
InChI Identifier
InChI=1/C30H46O5/c1-24(2)19-8-11-29(7)22(27(19,5)10-9-21(24)32)18(31)16-20-28(29,6)15-14-26(4)13-12-25(3,23(33)34)17-30(20,26)35/h16,19,21-22,32,35H,8-15,17H2,1-7H3,(H,33,34)
InChI KeyFCVHQYZUEPQNJU-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Cyclohexenone
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP5.03ChemAxon
pKa (Strongest Acidic)4.35ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area94.83 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity135.64 m³·mol⁻¹ChemAxon
Polarizability56.19 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Li W, Zhang G, Zhao Z, Zuo Y, Sun Z, Chen S: Exploring the mechanism of Erchen decoction in the treatment of atherosclerosis based on network pharmacology and molecular docking. Medicine (Baltimore). 2023 Nov 17;102(46):e35248. doi:  10.1097/MD.0000000000035248. [PubMed:37986321  ]