NP-MRD: Showing NP-Card for Rasfonin (NP0003523)

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Record Information

Version

1.0

Created at

2020-12-09 00:44:46 UTC

Updated at

2021-07-15 16:46:38 UTC

NP-MRD ID

NP0003523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rasfonin

Provided By

NPAtlas

Description

Rasfonin is found in Talaromyces sp. It was first documented in 2000 (PMID: 11079809). Based on a literature review very few articles have been published on (2R,3R)-2-[(2S,4R,6E)-4,6-dimethyloct-6-en-2-yl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate (PMID: 33155352) (PMID: 30996359) (PMID: 30074398) (PMID: 29113354) (PMID: 28796254) (PMID: 27739117).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117483D          

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M  END

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M  END


  Mrv1652306242117483D          

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    4.3016   -1.1261    0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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 17 11  1  0  0  0  0
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  1 34  1  0  0  0  0
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  4 36  1  0  0  0  0
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 30 68  1  0  0  0  0
 31 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003523

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O6/c1-6-17(2)13-19(4)14-20(5)25-22(8-10-24(29)31-25)30-23(28)9-7-18(3)15-21(16-27)11-12-26/h6-10,15,19-22,25-27H,11-14,16H2,1-5H3/b9-7+,17-6+,18-15+/t19-,20-,21-,22+,25+/m0/s1

> <INCHI_KEY>
OHRGHFXATDKGOV-FXYCKZMJSA-N

> <FORMULA>
C25H38O6

> <MOLECULAR_WEIGHT>
434.573

> <EXACT_MASS>
434.266838944

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
49.04603960522096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-2-[(2S,4R,6E)-4,6-dimethyloct-6-en-2-yl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
4.5703695423333315

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.343464924389767

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.203410199271701

> <JCHEM_PKA_STRONGEST_BASIC>
-2.382749356549195

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
125.18079999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-2-[(2S,4R,6E)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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    9.5559   -0.0471    4.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
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 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
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 22 23  1  0
 23 24  1  0
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 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  7 42  1  0
  7 43  1  0
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  8 45  1  0
  8 46  1  0
  9 47  1  6
 10 48  1  0
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 11 51  1  1
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 21 55  1  0
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 26 61  1  6
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 29 65  1  0
 29 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.999   5.367  -1.660  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.484   3.990  -1.921  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.818   2.947  -1.194  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.743   3.122  -0.057  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.252   1.606  -1.545  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.452   1.020  -0.439  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.245   1.841  -0.057  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.280  -0.430  -0.475  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.633  -1.126  -1.582  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.223  -1.029  -2.944  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.694  -2.644  -1.274  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.055  -3.274  -2.400  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.059  -4.660  -2.351  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.114  -5.360  -3.416  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.000  -5.277  -1.022  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.939  -4.525   0.048  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.924  -3.045  -0.076  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.523  -2.728  -0.231  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.102  -2.013   0.791  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.557  -1.694   1.775  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.533  -1.672   0.637  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.210  -1.014   1.526  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.639  -0.671   1.374  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.302  -1.126   0.139  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.289  -0.006   2.280  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.716   0.394   2.234  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.789   1.927   2.353  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.056   2.398   1.248  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.474  -0.202   3.411  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.924   0.186   3.362  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.628  -0.378   4.451  0.00  0.00           O+0
HETATM   32  H   UNK     0      -6.083   5.381  -1.478  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.792   5.981  -2.552  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.435   5.856  -0.815  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.805   3.852  -2.744  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.635   3.690  -0.442  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.286   3.682   0.779  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.159   2.142   0.296  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.550   1.733  -2.430  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.045   0.943  -1.910  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.134   1.192   0.491  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.563   1.909  -0.937  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.672   1.251   0.702  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.476   2.863   0.244  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.282  -0.924  -0.308  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.720  -0.744   0.473  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.513  -0.953  -1.629  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.278  -1.378  -2.943  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.021  -0.146  -3.529  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.699  -1.859  -3.539  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.722  -2.992  -1.241  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.010  -6.368  -0.954  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.900  -5.035   1.009  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.290  -2.629   0.891  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.053  -1.973  -0.268  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.730  -0.686   2.429  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.079  -0.429  -0.708  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.017  -2.192  -0.110  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.403  -1.163   0.177  0.00  0.00           H+0
HETATM   60  H   UNK     0       3.689   0.278   3.168  0.00  0.00           H+0
HETATM   61  H   UNK     0       6.234   0.160   1.312  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.850   2.192   2.168  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.391   2.292   3.311  0.00  0.00           H+0
HETATM   64  H   UNK     0       5.542   2.069   0.443  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.321  -1.283   3.509  0.00  0.00           H+0
HETATM   66  H   UNK     0       6.078   0.245   4.367  0.00  0.00           H+0
HETATM   67  H   UNK     0       8.044   1.290   3.484  0.00  0.00           H+0
HETATM   68  H   UNK     0       8.415  -0.124   2.443  0.00  0.00           H+0
HETATM   69  H   UNK     0       9.556  -0.047   4.458  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3   35                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3   36   37   38                                             
CONECT    5    3    6   39   40                                             
CONECT    6    5    7    8   41                                             
CONECT    7    6   42   43   44                                             
CONECT    8    6    9   45   46                                             
CONECT    9    8   10   11   47                                             
CONECT   10    9   48   49   50                                             
CONECT   11    9   12   17   51                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   52                                                  
CONECT   16   15   17   53                                                  
CONECT   17   16   18   11   54                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   55                                                  
CONECT   22   21   23   56                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   57   58   59                                             
CONECT   25   23   26   60                                                  
CONECT   26   25   27   29   61                                             
CONECT   27   26   28   62   63                                             
CONECT   28   27   64                                                       
CONECT   29   26   30   65   66                                             
CONECT   30   29   31   67   68                                             
CONECT   31   30   69                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    4                                                            
CONECT   37    4                                                            
CONECT   38    4                                                            
CONECT   39    5                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    7                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   15                                                            
CONECT   53   16                                                            
CONECT   54   17                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   24                                                            
CONECT   58   24                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   27                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   30                                                            
CONECT   68   30                                                            
CONECT   69   31                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  138    0
END

RDKit          3D

69 69  0  0  0  0  0  0  0  0999 V2000
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   -3.2231   -1.0294   -2.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -2.6443   -1.2743 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.1138   -5.3598   -3.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8497    2.1921    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0439    1.2902    3.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145   -0.1241    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5559   -0.0471    4.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 17 11  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  1
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  6
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 10 50  1  0
 11 51  1  1
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 17 54  1  1
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 22 56  1  0
 24 57  1  0
 24 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  6
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 30 67  1  0
 30 68  1  0
 31 69  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R,3R)-2-[(2S,4R,6E)-4,6-Dimethyloct-6-en-2-yl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoic acid	Generator

Chemical Formula

C₂₅H₃₈O₆

Average Mass

434.5730 Da

Monoisotopic Mass

434.26684 Da

IUPAC Name

(2R,3R)-2-[(2S,4R,6E)-4,6-dimethyloct-6-en-2-yl]-6-oxo-3,6-dihydro-2H-pyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

Traditional Name

(2R,3R)-2-[(2S,4R,6E)-4,6-dimethyloct-6-en-2-yl]-6-oxo-2,3-dihydropyran-3-yl (2E,4E,6S)-8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C[C@H](C)C[C@H](C)[C@H]1OC(=O)C=C[C@H]1OC(=O)\C=C\C(\C)=C\[C@@H](CO)CCO

InChI Identifier

InChI=1S/C25H38O6/c1-6-17(2)13-19(4)14-20(5)25-22(8-10-24(29)31-25)30-23(28)9-7-18(3)15-21(16-27)11-12-26/h6-10,15,19-22,25-27H,11-14,16H2,1-5H3/b9-7+,17-6+,18-15+/t19-,20-,21-,22+,25+/m0/s1

InChI Key

OHRGHFXATDKGOV-FXYCKZMJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Talaromyces sp.	NPAtlas	11079809
Trichurus terrophilus	KNApSAcK Database	22123792

Species Where Detected

Species Name	Source	Reference
Talaromyces sp. 3656-A1	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	4.25	ALOGPS
logP	4.57	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.2	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	125.18 m³·mol⁻¹	ChemAxon
Polarizability	49.05 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA009410

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9434116

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11259090

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tomikawa T, Shin-Ya K, Furihata K, Kinoshita T, Miyajima A, Seto H, Hayakawa Y: Rasfonin, a new apoptosis inducer in ras-dependent cells from Talaromyces sp. J Antibiot (Tokyo). 2000 Aug;53(8):848-50. doi: 10.7164/antibiotics.53.848. [PubMed:11079809 ]
Hou B, Liu S, Li E, Jiang X: Different Role of Raptor and Rictor in Regulating Rasfonin-Induced Autophagy and Apoptosis in Renal Carcinoma Cells. Chem Biodivers. 2020 Dec;17(12):e2000743. doi: 10.1002/cbdv.202000743. Epub 2020 Nov 26. [PubMed:33155352 ]
Zhang F, Yan TQ, Guo W: [Rasfonin inhibits proliferation and migration of osteosarcoma 143B cells]. Beijing Da Xue Xue Bao Yi Xue Ban. 2019 Apr 18;51(2):234-238. [PubMed:30996359 ]
Boeckman RK Jr, Niziol JM, Biegasiewicz KF: Scalable Synthesis of (-)-Rasfonin Enabled by a Convergent Enantioselective alpha-Hydroxymethylation Strategy. Org Lett. 2018 Aug 17;20(16):5062-5065. doi: 10.1021/acs.orglett.8b02222. Epub 2018 Aug 3. [PubMed:30074398 ]
Yan S, Wei X, Xu S, Sun H, Wang W, Liu L, Jiang X, Zhang Y, Che Y: 6-Phosphofructo-2-kinase/fructose-2,6-bisphosphatase isoform 3 spatially mediates autophagy through the AMPK signaling pathway. Oncotarget. 2017 Sep 8;8(46):80909-80922. doi: 10.18632/oncotarget.20757. eCollection 2017 Oct 6. [PubMed:29113354 ]
Yan S, Liu L, Ren F, Gao Q, Xu S, Hou B, Wang Y, Jiang X, Che Y: Sunitinib induces genomic instability of renal carcinoma cells through affecting the interaction of LC3-II and PARP-1. Cell Death Dis. 2017 Aug 10;8(8):e2988. doi: 10.1038/cddis.2017.387. [PubMed:28796254 ]
Xu S, Li H, Komiyama M, Oda A, Negishi EI: One-Step Homologation for the Catalytic Asymmetric Synthesis of Deoxypropionates. Chemistry. 2017 Jan 1;23(1):149-156. doi: 10.1002/chem.201604478. Epub 2016 Nov 30. [PubMed:27739117 ]
Sun H, Wang W, Che Y, Jiang X: Fungal secondary metabolites rasfonin induces autophagy, apoptosis and necroptosis in renal cancer cell line. Mycology. 2016 May 9;7(2):81-87. doi: 10.1080/21501203.2016.1181114. eCollection 2016. [PubMed:30123619 ]
Wang W, Sun H, Che Y, Jiang X: Rasfonin promotes autophagy and apoptosis via upregulation of reactive oxygen species (ROS)/JNK pathway. Mycology. 2016 Apr 6;7(2):64-73. doi: 10.1080/21501203.2016.1170073. eCollection 2016. [PubMed:30123617 ]

Showing NP-Card for Rasfonin (NP0003523)

MOL for NP0003523 (Rasfonin)

3D MOL for NP0003523 (Rasfonin)

3D SDF for NP0003523 (Rasfonin)

3D-SDF for NP0003523 (Rasfonin)

PDB for NP0003523 (Rasfonin)

3D PDB for NP0003523 (Rasfonin)

SMILES for NP0003523 (Rasfonin)

INCHI for NP0003523 (Rasfonin)

Structure for NP0003523 (Rasfonin)

3D Structure for NP0003523 (Rasfonin)