NP-MRD: Showing NP-Card for 5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol (NP0332547)

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Record Information

Version

1.0

Created at

2024-02-22 12:06:25 UTC

Updated at

2024-04-19 10:11:00 UTC

NP-MRD ID

NP0332547

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol

Description

Ergosterol peroxide, also known as peroxyergosterol, belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position. Thus, ergosterol peroxide is considered to be a sterol. It was first documented in 2022 (PMID: 36552259). Based on a literature review a significant number of articles have been published on ergosterol peroxide (PMID: 38346851) (PMID: 38338616) (PMID: 38154274) (PMID: 37711987) (PMID: 37458927) (PMID: 37446570).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02222412062D          

 31 35  0  0  1  0            999 V2000
    6.9501    1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524    1.0834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5478    0.2650    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2938   -0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8594    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630    1.2368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8154    1.9827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3456    2.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6376    2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1075    1.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9297    1.4402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2820    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3995    0.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2217    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0472    0.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6815    0.2531    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1833   -0.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2543   -0.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600   -0.0332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2635   -0.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0067    0.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037    0.5100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5787    0.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    1.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    0.7259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7105    0.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9764    0.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3310    1.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436    1.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 16 21  1  6  0  0  0
 19 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 19  1  0  0  0  0
 27 28  1  1  0  0  0
 29 27  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END


  Mrv2104 02222412062D          

 31 35  0  0  1  0            999 V2000
    6.9501    1.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524    1.0834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5478    0.2650    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2938   -0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8594    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630    1.2368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8154    1.9827    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3456    2.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6376    2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1075    1.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9297    1.4402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2820    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3995    0.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2217    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0472    0.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6815    0.2531    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1833   -0.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2543   -0.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5600   -0.0332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2635   -0.0465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0067    0.0538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -0.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037    0.5100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5787    0.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7153    1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363    1.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0825    0.7259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7105    0.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9764    0.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3310    1.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1436    1.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 16 21  1  6  0  0  0
 19 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
 27 19  1  0  0  0  0
 27 28  1  1  0  0  0
 29 27  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332547

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@@H]1[C@@]3(C)CC[C@H](O)C[C@@]33OO[C@@]21C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1

> <INCHI_KEY>
VXOZCESVZIRHCJ-KGHQQZOUSA-N

> <FORMULA>
C28H44O3

> <MOLECULAR_WEIGHT>
428.657

> <EXACT_MASS>
428.329045277

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.07247299958207

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol

> <JCHEM_LOGP>
6.347938847666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.149025482683198

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7336162538743682

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
126.8241

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-FEB-24         0                                  
HETATM    1  C   UNK     0      12.974   3.459   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.418   2.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.223   0.495   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.615  -0.163   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671   0.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.931   2.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.589   3.701   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.712   4.967   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.124   3.828   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.001   2.562   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.535   2.688   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.193   4.081   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.412   1.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.947   1.549   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.755   0.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.605   0.472   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.675  -1.034   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.941  -1.268   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.645  -0.062   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.959  -0.087   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.346   0.100   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.088  -0.488   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.487   0.952   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.947   0.938   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.068   2.420   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.601   2.568   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.621   1.355   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.793   0.356   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.289   1.580   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.951   3.020   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.468   3.284   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   31                                             
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    3   17   21   29                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22   27                                             
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   19   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   16   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Value	Source
(22E,24R)-5alpha,8alpha-Epidioxyergosta-6,22-dien-3beta-ol	ChEBI
(24R)-5alpha,8alpha-Epidioxy-24-methylcholesta-6,22-dien-3beta-ol	ChEBI
(3beta,5alpha,8alpha,22E)-5,8-Epidioxyergosta-6,22-dien-3-ol	ChEBI
5alpha,8alpha-Epidioxy-22E-ergosta-6,22-dien-3beta-ol	ChEBI
Ergosterol 5alpha,8alpha-epidioxide	ChEBI
Ergosterol endoperoxide	ChEBI
Ergosterol-5,8-peroxide	ChEBI
Peroxyergosterol	ChEBI
(22E,24R)-5a,8a-Epidioxyergosta-6,22-dien-3b-ol	Generator
(22E,24R)-5Α,8α-epidioxyergosta-6,22-dien-3β-ol	Generator
(24R)-5a,8a-Epidioxy-24-methylcholesta-6,22-dien-3b-ol	Generator
(24R)-5Α,8α-epidioxy-24-methylcholesta-6,22-dien-3β-ol	Generator
(3b,5a,8a,22E)-5,8-Epidioxyergosta-6,22-dien-3-ol	Generator
(3Β,5α,8α,22E)-5,8-epidioxyergosta-6,22-dien-3-ol	Generator
5a,8a-Epidioxy-22E-ergosta-6,22-dien-3b-ol	Generator
5Α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol	Generator
Ergosterol 5a,8a-epidioxide	Generator
Ergosterol 5α,8α-epidioxide	Generator
3-Hydroxy-5,7-epidioxyergosta-6,22-diene	MeSH
5,8-Epidioxyergosta-6,22-dien-3-ol	MeSH

Chemical Formula

C₂₈H₄₄O₃

Average Mass

428.6570 Da

Monoisotopic Mass

428.32905 Da

IUPAC Name

(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol

Traditional Name

(1S,2R,5R,6R,9R,10R,13S,15S)-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0^{1,9}.0^{2,6}.0^{10,15}]nonadec-18-en-13-ol

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@@H]1[C@@]3(C)CC[C@H](O)C[C@@]33OO[C@@]21C=C3

InChI Identifier

InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,22+,23+,24+,25+,26+,27+,28-/m0/s1

InChI Key

VXOZCESVZIRHCJ-KGHQQZOUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	yijing0212@163.com	南方医科大学	Jing Yi	2024-02-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	yijing0212@163.com	南方医科大学	Jing Yi	2024-02-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.918653341 MHz, C2D6OS, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergostane steroids

Alternative Parents

Substituents

Ergostane-skeleton
Ortho-dioxane
Cyclic alcohol
Dialkyl peroxide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:65858 )
organic peroxide (CHEBI:65858 )
ergostanoid (CHEBI:65858 )
phytosterols (CHEBI:65858 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.35	ChemAxon
pKa (Strongest Acidic)	15.15	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	126.82 m³·mol⁻¹	ChemAxon
Polarizability	52.07 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030200

Chemspider ID

4508532

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ergosterol_peroxide

METLIN ID

Not Available

PubChem Compound

5351516

PDB ID

Not Available

ChEBI ID

65858

Good Scents ID

Not Available

References

General References

Daroodi Z, Taheri P, Tarighi S, Iranshahi M, Akaberi M: Efficacy of ergosterol peroxide obtained from the endophytic fungus Acrophialophora jodhpurensis against Rhizoctonia solani. J Appl Microbiol. 2024 Feb 1;135(2):lxae031. doi: 10.1093/jambio/lxae031. [PubMed:38346851 ]
Yin Z, Zhu L, Gao M, Yu D, Zhang Z, Zhu L, Zhan X: Effects of In Vitro Fermentation of Polysialic Acid and Sialic Acid on Gut Microbial Community Composition and Metabolites in Healthy Humans. Foods. 2024 Feb 2;13(3):481. doi: 10.3390/foods13030481. [PubMed:38338616 ]
Chiou WC, Lyu YS, Hsia TL, Chen JC, Lin LC, Chang MF, Hsu MS, Huang C: Ergosterol peroxide blocks HDV infection as a novel entry inhibitor by targeting human NTCP receptor. Biomed Pharmacother. 2024 Jan;170:116077. doi: 10.1016/j.biopha.2023.116077. Epub 2023 Dec 28. [PubMed:38154274 ]
Hoang CK, Le CH, Nguyen DT, Tran HTN, Luu CV, Le HM, Tran HTH: Steroid Components of Marine-Derived Fungal Strain Penicillium levitum N33.2 and Their Biological Activities. Mycobiology. 2023 Aug 31;51(4):246-255. doi: 10.1080/12298093.2023.2248717. eCollection 2023. [PubMed:37711987 ]
Gris L, Battershill CN, Prinsep MR: Investigation of the Dietary Preferences of Two Dorid Nudibranchs by Feeding-Choice Experiments and Chemical Analysis. J Chem Ecol. 2023 Oct;49(9-10):599-610. doi: 10.1007/s10886-023-01444-z. Epub 2023 Jul 17. [PubMed:37458927 ]
Sulkowska-Ziaja K, Robak J, Szczepkowski A, Gunia-Krzyzak A, Popiol J, Piotrowska J, Rospond B, Szewczyk A, Kala K, Muszynska B: Comparison of Bioactive Secondary Metabolites and Cytotoxicity of Extracts from Inonotus obliquus Isolates from Different Host Species. Molecules. 2023 Jun 22;28(13):4907. doi: 10.3390/molecules28134907. [PubMed:37446570 ]
Khazaal HT, Khazaal MT, Abdel-Razek AS, Hamed AA, Ebrahim HY, Ibrahim RR, Bishr M, Mansour YE, El Dib RA, Soliman HSM: Antimicrobial, antiproliferative activities and molecular docking of metabolites from Alternaria alternata. AMB Express. 2023 Jul 6;13(1):68. doi: 10.1186/s13568-023-01568-1. [PubMed:37414961 ]
Manassov N, Samy MN, Datkhayev U, Avula B, Adams SJ, Katragunta K, Raman V, Khan IA, Ross SA: Ultrastructural, Energy-Dispersive X-ray Spectroscopy, Chemical Study and LC-DAD-QToF Chemical Characterization of Cetraria islandica (L.) Ach. Molecules. 2023 Jun 1;28(11):4493. doi: 10.3390/molecules28114493. [PubMed:37298969 ]
Huang J, Lin Z, Wang Y, Ding X, Zhang B: Wuling San Based on Network Pharmacology and in vivo Evidence Against Hyperuricemia via Improving Oxidative Stress and Inhibiting Inflammation. Drug Des Devel Ther. 2023 Mar 4;17:675-690. doi: 10.2147/DDDT.S398625. eCollection 2023. [PubMed:36911073 ]
Ilyas Y M, Sahidin I, Jabbar A, Yodha AWM, Diantini A, Pradipta IS, Amalia R, Febrianti RM, Hadisaputri YE, Ghozali M, Julaeha E: Effect of Immunomodulating Extract and Some Isolates from Etlingera rubroloba A.D. Poulsen Fruits on Diabetic Patients with Tuberculosis. Molecules. 2023 Mar 6;28(5):2401. doi: 10.3390/molecules28052401. [PubMed:36903646 ]
Sasaki H, Kurakado S, Matsumoto Y, Yoshino Y, Sugita T, Koyama K, Kinoshita K: Enniatins from a marine-derived fungus Fusarium sp. inhibit biofilm formation by the pathogenic fungus Candida albicans. J Nat Med. 2023 Jun;77(3):455-463. doi: 10.1007/s11418-023-01684-z. Epub 2023 Mar 1. [PubMed:36859622 ]
Buonanno F, Trenti F, Achille G, Vallesi A, Guella G, Ortenzi C: Chemical Defence by Sterols in the Freshwater Ciliate Stentor polymorphus. Biology (Basel). 2022 Nov 30;11(12):1749. doi: 10.3390/biology11121749. [PubMed:36552259 ]
Sunarwidhi AL, Hernawan A, Frediansyah A, Widyastuti S, Martyasari NWR, Abidin AS, Padmi H, Handayani E, Utami NWP, Maulana FA, Ichfa MSM, Prasedya ES: Multivariate Analysis Revealed Ultrasonic-Assisted Extraction Improves Anti-Melanoma Activity of Non-Flavonoid Compounds in Indonesian Brown Algae Ethanol Extract. Molecules. 2022 Nov 3;27(21):7509. doi: 10.3390/molecules27217509. [PubMed:36364336 ]
Alvarez CM, Oliveira MME, Pires RH: Sporotrichosis: A Review of a Neglected Disease in the Last 50 Years in Brazil. Microorganisms. 2022 Oct 30;10(11):2152. doi: 10.3390/microorganisms10112152. [PubMed:36363744 ]
Qiu S, Liu Q, Yuan Y, Zhou H, Zeng B: Aspergillus oryzae accelerates the conversion of ergosterol to ergosterol peroxide by efficiently utilizing cholesterol. Front Genet. 2022 Aug 22;13:984343. doi: 10.3389/fgene.2022.984343. eCollection 2022. [PubMed:36072662 ]

Showing NP-Card for 5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol (NP0332547)

MOL for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

3D MOL for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

3D SDF for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

3D-SDF for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

PDB for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

3D PDB for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

SMILES for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

INCHI for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

Structure for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)

3D Structure for NP0332547 (5α,8α-epidioxy-(22E,24 R)-ergosta-6,22-dien-3β-ol)