NP-MRD: Showing NP-Card for iriomoteolide-3a (NP0037796)

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Record Information

Version

2.0

Created at

2021-06-20 20:38:15 UTC

Updated at

2021-06-30 00:10:12 UTC

NP-MRD ID

NP0037796

Secondary Accession Numbers

None

Natural Product Identification

Common Name

iriomoteolide-3a

Provided By

JEOL Database JEOL Logo

Description

Iriomoteolide 3a belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. iriomoteolide-3a is found in Amphidinium sp. and Amphidinium sp. (strain HYA024). iriomoteolide-3a was first documented in 2008 (PMID: 18197690). Based on a literature review a significant number of articles have been published on Iriomoteolide 3a (PMID: 29780512) (PMID: 25234434) (PMID: 21541369) (PMID: 19928780) (PMID: 19813232).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122383D          

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M  END

     RDKit          3D

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M  END


  Mrv1652306202122383D          

 69 70  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0037796

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])[H])[C@@]1([H])OC(=O)C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])\C([H])=C([H])/[C@]([H])(O[H])[C@@]([H])(O[H])\C([H])=C([H])/[C@]2([H])O[C@@]2([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O6/c1-4-5-6-7-9-17(2)14-21(28)23-16-24-22(30-24)13-12-20(27)19(26)11-8-10-18(3)15-25(29)31-23/h4-5,7-9,11-13,17-24,26-28H,6,10,14-16H2,1-3H3/b5-4+,9-7+,11-8-,13-12-/t17-,18-,19-,20-,21-,22-,23-,24-/m0/s1

> <INCHI_KEY>
LQBFGORJMLJPKT-ACOJDCDUSA-N

> <FORMULA>
C25H38O6

> <MOLECULAR_WEIGHT>
434.573

> <EXACT_MASS>
434.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
48.12499859297715

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3S,7S,9Z,11S,12S,13Z,15S)-11,12-dihydroxy-3-[(1S,3R,4E,7E)-1-hydroxy-3-methylnona-4,7-dien-1-yl]-7-methyl-4,16-dioxabicyclo[13.1.0]hexadeca-9,13-dien-5-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.331151667666666

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.167275221976865

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.393974585211737

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1691510735889583

> <JCHEM_POLAR_SURFACE_AREA>
99.52

> <JCHEM_REFRACTIVITY>
124.4393

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,7S,9Z,11S,12S,13Z,15S)-11,12-dihydroxy-3-[(1S,3R,4E,7E)-1-hydroxy-3-methylnona-4,7-dien-1-yl]-7-methyl-4,16-dioxabicyclo[13.1.0]hexadeca-9,13-dien-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 70  0  0  0  0  0  0  0  0999 V2000
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   -1.3272   -4.7875   -3.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1532   -2.5572   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3643   -2.4943   -1.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 25 24  1  0
  3  2  2  0
  7  6  1  0
  2  1  1  0
 12 13  1  0
 10  9  1  0
 24 23  2  0
 17 18  2  0
 18 19  1  0
 19 21  1  0
 21 23  1  0
 14 16  1  0
 15 14  1  0
 16 15  1  0
  6  5  2  0
 12 10  1  0
 12 31  1  0
 13 14  1  0
 29 30  2  0
 28 29  1  0
 19 20  1  0
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  4  3  1  0
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 11 48  1  0
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  8 43  1  0
  8 44  1  0
 22 59  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.400  -5.186   1.801  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.769  -4.252   2.780  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.412  -3.227   3.363  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.783  -2.293   4.358  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.540  -0.892   3.856  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.746  -0.420   2.615  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.423   0.991   2.182  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.706   1.688   1.723  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.380   0.993   1.044  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.006   0.429   1.456  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.612   1.320   2.390  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.952   0.209   0.254  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.228   1.518  -0.509  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.389   1.396  -1.456  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.277   2.269  -2.584  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.226   0.857  -2.860  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.339   0.220  -3.571  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.065  -0.858  -3.234  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.928  -1.690  -1.993  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.177  -1.579  -1.292  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.661  -3.190  -2.309  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.845  -3.789  -2.846  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.314  -3.958  -1.063  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.215  -4.685  -0.806  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.059  -4.976  -1.717  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.276  -4.359  -1.244  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.424  -4.995  -2.039  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.320  -2.831  -1.433  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.330  -2.036  -0.321  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.710  -2.472   0.753  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.387  -0.725  -0.698  0.00  0.00           O+0
HETATM   32  H   UNK     0      -2.862  -5.147   0.850  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.449  -4.940   1.611  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.353  -6.211   2.181  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.720  -4.433   3.011  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.459  -3.043   3.130  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.826  -2.698   4.710  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.438  -2.239   5.235  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.132  -0.220   4.609  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.147  -1.077   1.845  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.024   1.562   3.030  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.152   1.183   0.859  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.452   1.705   2.526  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.502   2.726   1.438  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.253   2.030   0.710  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.776   0.424   0.193  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.141  -0.528   1.967  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.197   1.156   3.255  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.910  -0.184   0.621  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.460   2.328   0.191  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.334   1.814  -1.071  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.347   1.341  -0.958  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.253   0.461  -3.137  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.593   0.703  -4.515  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.850  -1.177  -3.919  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.140  -1.307  -1.339  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.333  -0.628  -1.157  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.873  -3.275  -3.062  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.573  -3.407  -2.316  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.057  -3.889  -0.267  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.147  -5.148   0.179  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.266  -4.670  -2.747  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.956  -6.069  -1.751  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.433  -4.606  -0.186  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.438  -6.081  -1.902  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.392  -4.608  -1.704  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.327  -4.787  -3.110  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.153  -2.557  -2.383  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.364  -2.494  -1.465  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    1   35                                                  
CONECT    3    2    4   36                                                  
CONECT    4    5    3   37   38                                             
CONECT    5    6    4   39                                                  
CONECT    6    7    5   40                                                  
CONECT    7    6    9    8   41                                             
CONECT    8    7   42   43   44                                             
CONECT    9   10    7   45   46                                             
CONECT   10    9   12   11   47                                             
CONECT   11   10   48                                                       
CONECT   12   13   10   31   49                                             
CONECT   13   12   14   50   51                                             
CONECT   14   16   15   13   52                                             
CONECT   15   14   16                                                       
CONECT   16   17   14   15   53                                             
CONECT   17   16   18   54                                                  
CONECT   18   17   19   55                                                  
CONECT   19   18   21   20   56                                             
CONECT   20   19   57                                                       
CONECT   21   19   23   22   58                                             
CONECT   22   21   59                                                       
CONECT   23   24   21   60                                                  
CONECT   24   25   23   61                                                  
CONECT   25   24   26   62   63                                             
CONECT   26   27   28   25   64                                             
CONECT   27   26   65   66   67                                             
CONECT   28   29   26   68   69                                             
CONECT   29   30   28   31                                                  
CONECT   30   29                                                            
CONECT   31   12   29                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43    8                                                            
CONECT   44    8                                                            
CONECT   45    9                                                            
CONECT   46    9                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   18                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   24                                                            
CONECT   62   25                                                            
CONECT   63   25                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   28                                                            
CONECT   69   28                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  140    0
END

RDKit          3D

69 70  0  0  0  0  0  0  0  0999 V2000
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    0.6123    1.3198    2.3901 O   0  0  0  0  0  0  0  0  0  0  0  0
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 27 65  1  0
 27 66  1  0
 27 67  1  0
 11 48  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
 22 59  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₈O₆

Average Mass

434.5730 Da

Monoisotopic Mass

434.26684 Da

IUPAC Name

(1S,3S,7S,9Z,11S,12S,13Z,15S)-11,12-dihydroxy-3-[(1S,3R,4E,7E)-1-hydroxy-3-methylnona-4,7-dien-1-yl]-7-methyl-4,16-dioxabicyclo[13.1.0]hexadeca-9,13-dien-5-one

Traditional Name

(1S,3S,7S,9Z,11S,12S,13Z,15S)-11,12-dihydroxy-3-[(1S,3R,4E,7E)-1-hydroxy-3-methylnona-4,7-dien-1-yl]-7-methyl-4,16-dioxabicyclo[13.1.0]hexadeca-9,13-dien-5-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([H])([H])[C@]([H])(C(\[H])=C(/[H])C([H])([H])C(\[H])=C(/[H])C([H])([H])[H])C([H])([H])[H])[C@@]1([H])OC(=O)C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])\C([H])=C([H])/[C@]([H])(O[H])[C@@]([H])(O[H])\C([H])=C([H])/[C@]2([H])O[C@@]2([H])C1([H])[H]

InChI Identifier

InChI=1S/C25H38O6/c1-4-5-6-7-9-17(2)14-21(28)23-16-24-22(30-24)13-12-20(27)19(26)11-8-10-18(3)15-25(29)31-23/h4-5,7-9,11-13,17-24,26-28H,6,10,14-16H2,1-3H3/b5-4+,9-7+,11-8-,13-12-/t17-,18-,19-,20-,21-,22-,23-,24-/m0/s1

InChI Key

LQBFGORJMLJPKT-ACOJDCDUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Amphidinium sp.	Protozoa	KNApSAcK
Amphidinium sp. (strain HYA024)	JEOL database	Oguchi, K., et al, J. Org. Chem. 73, 1567 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Fatty alcohol
Fatty acyl
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Dialkyl ether
Oxirane
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Alcohol
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	3.46	ALOGPS
logP	3.33	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.39	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	124.44 m³·mol⁻¹	ChemAxon
Polarizability	48.12 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102026177

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Unzue A, Cribiu R, Hoffman MM, Knehans T, Lafleur K, Caflisch A, Nevado C: Iriomoteolides: novel chemical tools to study actin dynamics. Chem Sci. 2018 Apr 3;9(15):3793-3802. doi: 10.1039/c7sc04286h. eCollection 2018 Apr 21. [PubMed:29780512 ]
Kumar SM, Prasad KR: Enantiospecific formal total synthesis of iriomoteolide 3a. Chem Asian J. 2014 Dec;9(12):3431-9. doi: 10.1002/asia.201402593. Epub 2014 Sep 18. [PubMed:25234434 ]
Zhang Y, Deng L, Zhao G: A stereoselective total synthesis of 7,8-O-isopropylidene iriomoteolide-3a. Org Biomol Chem. 2011 Jun 21;9(12):4518-26. doi: 10.1039/c0ob01253j. Epub 2011 May 3. [PubMed:21541369 ]
Reddy CR, Dharmapuri G, Rao NN: Synthesis of the macrocyclic core of iriomoteolide 3a. Org Lett. 2009 Dec 17;11(24):5730-3. doi: 10.1021/ol9025183. [PubMed:19928780 ]
Cribiu R, Jager C, Nevado C: Syntheses and biological evaluation of iriomoteolide 3a and analogues. Angew Chem Int Ed Engl. 2009;48(46):8780-3. doi: 10.1002/anie.200903379. [PubMed:19813232 ]
Oguchi K, Tsuda M, Iwamoto R, Okamoto Y, Kobayashi J, Fukushi E, Kawabata J, Ozawa T, Masuda A, Kitaya Y, Omasa K: Iriomoteolide-3a, a cytotoxic 15-membered macrolide from a marine dinoflagellate amphidinium species. J Org Chem. 2008 Feb 15;73(4):1567-70. doi: 10.1021/jo702440s. Epub 2008 Jan 16. [PubMed:18197690 ]
Oguchi, K., et al. (2008). Oguchi, K., et al, J. Org. Chem. 73, 1567 (2008). J. Org. Chem..

Showing NP-Card for iriomoteolide-3a (NP0037796)

MOL for NP0037796 (iriomoteolide-3a)

3D MOL for NP0037796 (iriomoteolide-3a)

3D SDF for NP0037796 (iriomoteolide-3a)

3D-SDF for NP0037796 (iriomoteolide-3a)

PDB for NP0037796 (iriomoteolide-3a)

3D PDB for NP0037796 (iriomoteolide-3a)

SMILES for NP0037796 (iriomoteolide-3a)

INCHI for NP0037796 (iriomoteolide-3a)

Structure for NP0037796 (iriomoteolide-3a)

3D Structure for NP0037796 (iriomoteolide-3a)