NP-MRD: Showing NP-Card for Milolide B (NP0025756)

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Record Information

Version

1.0

Created at

2021-06-19 17:47:43 UTC

Updated at

2021-06-29 23:50:54 UTC

NP-MRD ID

NP0025756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Milolide B

Provided By

JEOL Database JEOL Logo

Description

Milolide B is found in Braiareum stechei and Briareum stechei. It was first documented in 2021 (PMID: 34130356). Based on a literature review a significant number of articles have been published on Milolide B (PMID: 34130335) (PMID: 34130218) (PMID: 34130164) (PMID: 34130154) (PMID: 34130152) (PMID: 34130125).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119473D          

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M  END


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M  END
> <DATABASE_ID>
NP0025756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@@]2([H])[C@]3(O[C@@]3([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])\C(=C([H])/[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]12O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O9/c1-11-7-8-15(30-13(3)25)22(5)16(31-14(4)26)10-17-23(6,33-17)19(22)20(27)24(29)12(2)21(28)32-18(24)9-11/h9,12,15-20,27,29H,7-8,10H2,1-6H3/b11-9-/t12-,15+,16-,17-,18-,19+,20+,22-,23-,24-/m0/s1

> <INCHI_KEY>
QGRHFZHVNPHIGN-NNVILMQOSA-N

> <FORMULA>
C24H34O9

> <MOLECULAR_WEIGHT>
466.527

> <EXACT_MASS>
466.220282675

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
47.47320949640337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3R,4R,7S,8Z,12R,13S,14S,16S,18R)-12-(acetyloxy)-2,3-dihydroxy-4,9,13,18-tetramethyl-5-oxo-6,17-dioxatetracyclo[11.5.0.0^{3,7}.0^{16,18}]octadec-8-en-14-yl acetate

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
0.5402301296666667

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.35788792602747

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.360358597605948

> <JCHEM_PKA_STRONGEST_BASIC>
-3.431472374142201

> <JCHEM_POLAR_SURFACE_AREA>
131.89000000000001

> <JCHEM_REFRACTIVITY>
113.6488

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R,7S,8Z,12R,13S,14S,16S,18R)-12-(acetyloxy)-2,3-dihydroxy-4,9,13,18-tetramethyl-5-oxo-6,17-dioxatetracyclo[11.5.0.0^{3,7}.0^{16,18}]octadec-8-en-14-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 70  0  0  0  0  0  0  0  0999 V2000
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 33 67  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 15 47  1  0
 25 58  1  0
 25 59  1  0
 25 60  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.872  -4.566   2.591  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.613  -3.758   1.572  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.411  -4.218   0.768  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.263  -2.446   1.678  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.883  -1.532   0.747  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.245  -1.141   1.331  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.073  -0.359   2.585  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.009   1.057   2.418  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.797   0.423   2.868  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.482   0.675   4.314  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.645   0.505   1.850  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.133   1.983   1.591  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.173   2.942   1.835  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.134   2.486   2.355  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.902   2.435   3.768  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.424   1.743   1.952  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.744   0.491   2.713  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.887  -0.761   2.236  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.244  -1.890   3.174  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.726  -1.161   0.785  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.315  -1.701   0.499  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.385  -0.695  -0.223  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.027  -1.288  -1.502  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.911  -1.115  -2.524  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.402  -1.788  -3.761  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.965  -0.502  -2.449  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.969  -0.277   0.494  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.736   0.634  -0.523  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.493   2.659   2.212  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.012   3.929   2.164  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.721   4.921   2.231  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.518   3.931   1.964  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.888   5.061   2.770  0.00  0.00           C+0
HETATM   34  H   UNK     0       0.202  -4.507   2.401  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.183  -5.613   2.520  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.106  -4.202   3.595  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.046  -2.047  -0.208  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.846  -0.579   0.608  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.822  -2.042   1.568  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.674  -0.737   3.403  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.484   0.308   4.569  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.189   0.162   4.975  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.545   1.742   4.545  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.169  -0.051   2.318  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.120   2.091   0.534  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.042   2.509   1.721  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.078   2.937   3.921  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.437   1.569   0.872  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.890   0.658   3.782  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.199  -2.337   2.881  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.340  -1.554   4.212  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.474  -2.668   3.150  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.455  -1.953   0.571  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.998  -0.348   0.105  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.892  -2.040   1.443  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.424  -2.602  -0.119  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.933   0.233  -0.424  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.554  -1.347  -4.055  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.119  -1.641  -4.574  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.293  -2.860  -3.582  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.547   1.197  -0.056  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.077   1.359  -1.011  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.183   0.039  -1.329  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.350   4.095   0.892  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.223   6.032   2.387  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.203   5.048   2.711  0.00  0.00           H+0
HETATM   67  H   UNK     0       1.179   5.023   3.825  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    4    6   27   37                                             
CONECT    6    7    5   38   39                                             
CONECT    7    6    9    8   40                                             
CONECT    8    7    9                                                       
CONECT    9   10    7    8   11                                             
CONECT   10    9   41   42   43                                             
CONECT   11   44   12    9   27                                             
CONECT   12   14   13   11   45                                             
CONECT   13   12   46                                                       
CONECT   14   32   12   15   16                                             
CONECT   15   14   47                                                       
CONECT   16   17   14   29   48                                             
CONECT   17   18   16   49                                                  
CONECT   18   19   20   17                                                  
CONECT   19   18   50   51   52                                             
CONECT   20   21   18   53   54                                             
CONECT   21   22   20   55   56                                             
CONECT   22   21   23   27   57                                             
CONECT   23   22   24                                                       
CONECT   24   23   26   25                                                  
CONECT   25   24   58   59   60                                             
CONECT   26   24                                                            
CONECT   27   28   22    5   11                                             
CONECT   28   27   61   62   63                                             
CONECT   29   30   16                                                       
CONECT   30   32   29   31                                                  
CONECT   31   30                                                            
CONECT   32   14   30   33   64                                             
CONECT   33   32   65   66   67                                             
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   19                                                            
CONECT   51   19                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
CONECT   61   28                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   32                                                            
CONECT   65   33                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  140    0
END

RDKit          3D

67 70  0  0  0  0  0  0  0  0999 V2000
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    0.9024    2.4346    3.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2230    6.0323    2.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2031    5.0485    2.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    5.0226    3.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 14 32  1  0
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  4  2  1  0
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  2  3  2  0
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  6 38  1  0
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  5 37  1  6
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  7 40  1  1
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 25 60  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₉

Average Mass

466.5270 Da

Monoisotopic Mass

466.22028 Da

IUPAC Name

(1S,2R,3R,4R,7S,8Z,12R,13S,14S,16S,18R)-12-(acetyloxy)-2,3-dihydroxy-4,9,13,18-tetramethyl-5-oxo-6,17-dioxatetracyclo[11.5.0.0^{3,7}.0^{16,18}]octadec-8-en-14-yl acetate

Traditional Name

(1S,2R,3R,4R,7S,8Z,12R,13S,14S,16S,18R)-12-(acetyloxy)-2,3-dihydroxy-4,9,13,18-tetramethyl-5-oxo-6,17-dioxatetracyclo[11.5.0.0^{3,7}.0^{16,18}]octadec-8-en-14-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])[C@@]2([H])[C@]3(O[C@@]3([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])\C(=C([H])/[C@]2([H])OC(=O)[C@]([H])(C([H])([H])[H])[C@@]12O[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C24H34O9/c1-11-7-8-15(30-13(3)25)22(5)16(31-14(4)26)10-17-23(6,33-17)19(22)20(27)24(29)12(2)21(28)32-18(24)9-11/h9,12,15-20,27,29H,7-8,10H2,1-6H3/b11-9-/t12-,15+,16-,17-,18-,19+,20+,22-,23-,24-/m0/s1

InChI Key

QGRHFZHVNPHIGN-NNVILMQOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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

Species Name	Source	Reference
Braiareum stechei	-	KNApSAcK
Briareum stechei	JEOL database	Kwak, J. H., et al, J. Nat. Prod. 64, 754 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Tricarboxylic acid or derivatives
Oxepane
Gamma butyrolactone
Tertiary alcohol
Tetrahydrofuran
1,2-diol
Carboxylic acid ester
Lactone
Secondary alcohol
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.66	ALOGPS
logP	0.54	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	131.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.65 m³·mol⁻¹	ChemAxon
Polarizability	47.47 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

Chemspider ID

10478595

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21776113

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oude Voshaar RC, Dimitriadis M, vandenBrink RHS, Aprahamian I, Borges MK, Marijnissen RM, Hoogendijk EO, Rhebergen D, Jeuring HW: A 6-year prospective clinical cohort study on the bidirectional association between frailty and depressive disorder. Int J Geriatr Psychiatry. 2021 Jun 15. doi: 10.1002/gps.5588. [PubMed:34130356 ]
Li N, Yamamoto G, Fuji H, Kisseleva T: Interleukin-17 in Liver Disease Pathogenesis. Semin Liver Dis. 2021 Jun 15. doi: 10.1055/s-0041-1730926. [PubMed:34130335 ]
Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y: Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Bioorg Med Chem. 2021 Jul 15;42:116253. doi: 10.1016/j.bmc.2021.116253. Epub 2021 Jun 12. [PubMed:34130218 ]
Aparicio JD, Espindola D, Montesinos VN, Litter MI, Donati E, Benimeli CS, Polti MA: Evaluation of the sequential coupling of a bacterial treatment with a physicochemical process for the remediation of wastewater containing Cr and organic pollutants. J Hazard Mater. 2021 Jun 6;418:126307. doi: 10.1016/j.jhazmat.2021.126307. [PubMed:34130164 ]
Pandolfi EC, Hunt TJ, Goldsmith S, Hurlbut K, Silber SJ, Clark AT: Generation of three human induced pluripotent stem cell sublines (UCLAi005-A, UCLAi005-B and UCLAi005-C) for reproductive science research. Stem Cell Res. 2021 Jul;54:102409. doi: 10.1016/j.scr.2021.102409. Epub 2021 Jun 8. [PubMed:34130154 ]
Ahmadi TS, Mousavi Gargari SL, Talei D: Anti-flagellin IgY antibodies protect against Pseudomonas aeruginosa infection in both acute pneumonia and burn wound murine models in a non-type-specific mode. Mol Immunol. 2021 Aug;136:118-127. doi: 10.1016/j.molimm.2021.06.002. Epub 2021 Jun 12. [PubMed:34130152 ]
Thilo FJ, Hahn S, Halfens RJ, Heckemann B, Schols JM: Facilitating the use of personal safety alerting device with older adults: The views, experiences and roles of relatives and health care professionals. Geriatr Nurs. 2021 Jul-Aug;42(4):935-942. doi: 10.1016/j.gerinurse.2021.05.005. Epub 2021 Jun 12. [PubMed:34130125 ]
de la Fourniere S, Paoletta MS, Guillemi EC, Sarmiento NF, Donati PA, Wilkowsky SE, Farber MD: Development of highly sensitive one step-PCR tests for improved detection of B. bigemina and B. bovis. Vet Parasitol. 2021 Aug;296:109493. doi: 10.1016/j.vetpar.2021.109493. Epub 2021 Jun 8. [PubMed:34130095 ]
Katayoshi T, Nakajo T, Tsuji-Naito K: Restoring NAD(+) by NAMPT is essential for the SIRT1/p53-mediated survival of UVA- and UVB-irradiated epidermal keratinocytes. J Photochem Photobiol B. 2021 Aug;221:112238. doi: 10.1016/j.jphotobiol.2021.112238. Epub 2021 Jun 12. [PubMed:34130091 ]
Paidi SK, Raj P, Bordett R, Zhang C, Karandikar SH, Pandey R, Barman I: Raman and quantitative phase imaging allow morpho-molecular recognition of malignancy and stages of B-cell acute lymphoblastic leukemia. Biosens Bioelectron. 2021 Oct 15;190:113403. doi: 10.1016/j.bios.2021.113403. Epub 2021 Jun 12. [PubMed:34130086 ]
Kwak, J. H., et al. (2001). Kwak, J. H., et al, J. Nat. Prod. 64, 754 (2001). J. Nat. Prod..

Showing NP-Card for Milolide B (NP0025756)

MOL for NP0025756 (Milolide B)

3D MOL for NP0025756 (Milolide B)

3D SDF for NP0025756 (Milolide B)

3D-SDF for NP0025756 (Milolide B)

PDB for NP0025756 (Milolide B)

3D PDB for NP0025756 (Milolide B)

SMILES for NP0025756 (Milolide B)

INCHI for NP0025756 (Milolide B)

Structure for NP0025756 (Milolide B)

3D Structure for NP0025756 (Milolide B)