NP-MRD: Showing NP-Card for Phomopsichalasin F (NP0043951)

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Record Information

Version

1.0

Created at

2021-06-22 17:42:26 UTC

Updated at

2021-06-22 17:42:27 UTC

NP-MRD ID

NP0043951

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomopsichalasin F

Description

(3R,4R,6aR,10R,12R,15S,15aR,15bS)-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindole-1,15-diol belongs to the class of organic compounds known as isoindoles. These are heteropolycyclic compounds with a structure containing isoindole, a benzo-fused pyrrole. Phomopsichalasin F is found in Phomopsis sp. Xy21. It was first documented in 2021 (PMID: 34154041). Based on a literature review very few articles have been published on (3R,4R,6aR,10R,12R,15S,15aR,15bS)-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindole-1,15-diol (PMID: 34154040) (PMID: 34154039) (PMID: 34154038) (PMID: 34154037).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119422D          

 32 35  0  0  1  0            999 V2000
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M  END

NP0043951
     RDKit          3D

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M  END


  Mrv1652306222119422D          

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M  END
> <DATABASE_ID>
NP0043951

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H]2[C@@H](CC3=CC=C(O)C=C3)NC(=O)[C@]22[C@@H](C=C1C)\C=C\C[C@@H](C)C[C@@H](C)\C=C\[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C28H37NO3/c1-17-6-5-7-22-15-19(3)20(4)26-24(16-21-9-11-23(30)12-10-21)29-27(32)28(22,26)25(31)13-8-18(2)14-17/h5,7-13,15,17-18,20,22,24-26,30-31H,6,14,16H2,1-4H3,(H,29,32)/b7-5+,13-8+/t17-,18+,20+,22-,24-,25+,26-,28+/m1/s1

> <INCHI_KEY>
OJKVESLEWZFBOU-RZZSMUKNSA-N

> <FORMULA>
C28H37NO3

> <MOLECULAR_WEIGHT>
435.608

> <EXACT_MASS>
435.277344055

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.18625632364849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,6aR,10R,12R,15S,15aR,15bS)-15-hydroxy-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-1H,2H,3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-1-one

> <ALOGPS_LOGP>
4.94

> <JCHEM_LOGP>
4.958135438666665

> <ALOGPS_LOGS>
-4.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.980123353038653

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.504329067601553

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3676897660699304

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
131.816

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,6aR,10R,12R,15S,15aR,15bS)-15-hydroxy-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-2H,3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043951
     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
    0.4923   -4.3087    1.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -2.9182    1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079   -2.1753    1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -0.8050    0.9660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3784    0.0927    2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    1.1035    2.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    1.6666    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0644    0.8305    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4203    1.2387    0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492    1.0967   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2644    0.3557   -2.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0059    0.1469   -3.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0263    1.1344   -2.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910    0.8244   -1.9810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292   -0.3906   -1.3808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0095   -1.5343   -1.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.2566    0.0934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5405    1.1244    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3421    2.2367   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131    0.9495    1.6676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -0.3575    1.5831 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4480   -0.0817    1.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    0.7942    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    2.1761    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    3.0209   -0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9367    2.5330   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163    3.3947   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9360    1.1647   -1.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    0.3215   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901   -0.9376    0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3554   -2.4303    0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6294   -3.1481    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657   -5.0173    0.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -4.3247    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -4.6137    2.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829   -2.5440    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -0.9774    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031   -0.1677    3.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931    1.6537    3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3413    1.9936    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4705    2.6474    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966   -0.2467    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3656    1.1772    2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2131    0.6012    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404    2.2891    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0667    2.1946   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3003    0.9136   -1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.6444   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264   -0.1807   -3.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810    1.0555   -3.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340   -0.7162   -3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.1256   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    1.5977   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254   -0.6521   -1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -1.8753   -2.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    1.6544    2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6861   -0.9479    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.0753    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716    0.3423    2.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.5713    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483    4.1072   -0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4114    3.6420   -2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276    0.7763   -2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855   -0.7419   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1183   -0.5873   -0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -2.7151   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692   -2.7688   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8676   -3.1969    1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -4.2110    0.2588 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 21 30  1  0
 30 31  1  0
 31 32  1  0
 31  2  1  0
 17  4  1  0
 29 23  1  0
 30 17  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  6
 16 55  1  0
 20 56  1  0
 21 57  1  1
 22 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 27 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  6
 31 66  1  6
 32 67  1  0
 32 68  1  0
 32 69  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.120  -1.904   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.116  -2.907   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.541  -2.324   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.759  -3.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.289  -2.561   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.958  -1.174   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.484  -1.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.758  -2.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.169  -2.072   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.045  -3.985   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.838  -5.511   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.128  -6.471   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.412  -6.095   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.195  -5.152   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.853  -5.534   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.937  -7.369   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.551  -4.793   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.547  -5.968   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.175  -6.317   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       2.737  -7.278   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       1.241  -6.912   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.012  -7.912   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.340  -9.422   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.813  -9.870   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.162 -11.370   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.037 -12.422   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.386 -13.922   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.436 -11.974   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.785 -10.474   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.126  -5.376   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.092  -4.433   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.632  -4.851   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15    4   18   30                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   23                                                       
CONECT   30   21   17   31                                                  
CONECT   31   30    2   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    NP0043951
HETATM    1  C1  UNL     1       0.492  -4.309   1.767  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.300  -2.918   1.203  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.708  -2.175   1.489  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.949  -0.805   0.966  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.378   0.093   2.070  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.204   1.103   2.046  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.962   1.667   0.915  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.064   0.830   0.362  1.00  0.00           C  
HETATM    9  C9  UNL     1      -5.420   1.239   0.991  1.00  0.00           C  
HETATM   10  C10 UNL     1      -4.249   1.097  -1.128  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.264   0.356  -2.001  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.006   0.147  -3.347  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.026   1.134  -2.236  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.791   0.824  -1.981  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.229  -0.391  -1.381  1.00  0.00           C  
HETATM   16  O1  UNL     1      -1.010  -1.534  -1.537  1.00  0.00           O  
HETATM   17  C16 UNL     1       0.129  -0.257   0.093  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.540   1.124   0.460  1.00  0.00           C  
HETATM   19  O2  UNL     1       0.342   2.237  -0.051  1.00  0.00           O  
HETATM   20  N1  UNL     1       1.313   0.950   1.668  1.00  0.00           N  
HETATM   21  C18 UNL     1       1.986  -0.358   1.583  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.448  -0.082   1.661  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.964   0.794   0.579  1.00  0.00           C  
HETATM   24  C21 UNL     1       3.969   2.176   0.738  1.00  0.00           C  
HETATM   25  C22 UNL     1       4.443   3.021  -0.243  1.00  0.00           C  
HETATM   26  C23 UNL     1       4.937   2.533  -1.434  1.00  0.00           C  
HETATM   27  O3  UNL     1       5.416   3.395  -2.426  1.00  0.00           O  
HETATM   28  C24 UNL     1       4.936   1.165  -1.602  1.00  0.00           C  
HETATM   29  C25 UNL     1       4.461   0.321  -0.618  1.00  0.00           C  
HETATM   30  C26 UNL     1       1.490  -0.938   0.314  1.00  0.00           C  
HETATM   31  C27 UNL     1       1.355  -2.430   0.282  1.00  0.00           C  
HETATM   32  C28 UNL     1       2.629  -3.148   0.576  1.00  0.00           C  
HETATM   33  H1  UNL     1       0.766  -5.017   0.987  1.00  0.00           H  
HETATM   34  H2  UNL     1       1.197  -4.325   2.598  1.00  0.00           H  
HETATM   35  H3  UNL     1      -0.533  -4.614   2.122  1.00  0.00           H  
HETATM   36  H4  UNL     1      -1.483  -2.544   2.175  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.833  -0.977   0.261  1.00  0.00           H  
HETATM   38  H6  UNL     1      -0.903  -0.168   3.042  1.00  0.00           H  
HETATM   39  H7  UNL     1      -2.393   1.654   3.012  1.00  0.00           H  
HETATM   40  H8  UNL     1      -2.341   1.994   0.056  1.00  0.00           H  
HETATM   41  H9  UNL     1      -3.470   2.647   1.221  1.00  0.00           H  
HETATM   42  H10 UNL     1      -3.997  -0.247   0.557  1.00  0.00           H  
HETATM   43  H11 UNL     1      -5.366   1.177   2.086  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.213   0.601   0.561  1.00  0.00           H  
HETATM   45  H13 UNL     1      -5.640   2.289   0.717  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.067   2.195  -1.266  1.00  0.00           H  
HETATM   47  H15 UNL     1      -5.300   0.914  -1.434  1.00  0.00           H  
HETATM   48  H16 UNL     1      -3.143  -0.644  -1.609  1.00  0.00           H  
HETATM   49  H17 UNL     1      -5.026  -0.181  -3.058  1.00  0.00           H  
HETATM   50  H18 UNL     1      -3.981   1.055  -3.946  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.534  -0.716  -3.862  1.00  0.00           H  
HETATM   52  H20 UNL     1      -2.254   2.126  -2.703  1.00  0.00           H  
HETATM   53  H21 UNL     1      -0.030   1.598  -2.261  1.00  0.00           H  
HETATM   54  H22 UNL     1       0.725  -0.652  -1.933  1.00  0.00           H  
HETATM   55  H23 UNL     1      -1.008  -1.875  -2.458  1.00  0.00           H  
HETATM   56  H24 UNL     1       1.356   1.654   2.434  1.00  0.00           H  
HETATM   57  H25 UNL     1       1.686  -0.948   2.471  1.00  0.00           H  
HETATM   58  H26 UNL     1       3.985  -1.075   1.660  1.00  0.00           H  
HETATM   59  H27 UNL     1       3.672   0.342   2.671  1.00  0.00           H  
HETATM   60  H28 UNL     1       3.583   2.571   1.673  1.00  0.00           H  
HETATM   61  H29 UNL     1       4.448   4.107  -0.120  1.00  0.00           H  
HETATM   62  H30 UNL     1       6.411   3.642  -2.399  1.00  0.00           H  
HETATM   63  H31 UNL     1       5.328   0.776  -2.547  1.00  0.00           H  
HETATM   64  H32 UNL     1       4.486  -0.742  -0.800  1.00  0.00           H  
HETATM   65  H33 UNL     1       2.118  -0.587  -0.527  1.00  0.00           H  
HETATM   66  H34 UNL     1       1.036  -2.715  -0.745  1.00  0.00           H  
HETATM   67  H35 UNL     1       3.469  -2.769  -0.036  1.00  0.00           H  
HETATM   68  H36 UNL     1       2.868  -3.197   1.658  1.00  0.00           H  
HETATM   69  H37 UNL     1       2.492  -4.211   0.259  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    3   31
CONECT    3    4   36
CONECT    4    5   17   37
CONECT    5    6    6   38
CONECT    6    7   39
CONECT    7    8   40   41
CONECT    8    9   10   42
CONECT    9   43   44   45
CONECT   10   11   46   47
CONECT   11   12   13   48
CONECT   12   49   50   51
CONECT   13   14   14   52
CONECT   14   15   53
CONECT   15   16   17   54
CONECT   16   55
CONECT   17   18   30
CONECT   18   19   19   20
CONECT   20   21   56
CONECT   21   22   30   57
CONECT   22   23   58   59
CONECT   23   24   24   29
CONECT   24   25   60
CONECT   25   26   26   61
CONECT   26   27   28
CONECT   27   62
CONECT   28   29   29   63
CONECT   29   64
CONECT   30   31   65
CONECT   31   32   66
CONECT   32   67   68   69
END

NP0043951
     RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
    0.4923   -4.3087    1.7672 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -2.9182    1.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079   -2.1753    1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9490   -0.8050    0.9660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3784    0.0927    2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036    1.1035    2.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    1.6666    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0644    0.8305    0.3623 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4203    1.2387    0.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2492    1.0967   -1.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2644    0.3557   -2.0006 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0059    0.1469   -3.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0263    1.1344   -2.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910    0.8244   -1.9810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2292   -0.3906   -1.3808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0095   -1.5343   -1.5369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.2566    0.0934 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5405    1.1244    0.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3421    2.2367   -0.0513 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3131    0.9495    1.6676 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -0.3575    1.5831 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4480   -0.0817    1.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9639    0.7942    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9690    2.1761    0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    3.0209   -0.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9367    2.5330   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163    3.3947   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9360    1.1647   -1.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    0.3215   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4901   -0.9376    0.3138 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3554   -2.4303    0.2822 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6294   -3.1481    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7657   -5.0173    0.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -4.3247    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5334   -4.6137    2.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829   -2.5440    2.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8329   -0.9774    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031   -0.1677    3.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3931    1.6537    3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3413    1.9936    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4705    2.6474    1.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9966   -0.2467    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3656    1.1772    2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2131    0.6012    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6404    2.2891    0.7170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0667    2.1946   -1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3003    0.9136   -1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.6444   -1.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264   -0.1807   -3.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9810    1.0555   -3.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340   -0.7162   -3.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.1256   -2.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0302    1.5977   -2.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254   -0.6521   -1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0085   -1.8753   -2.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558    1.6544    2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6861   -0.9479    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.0753    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6716    0.3423    2.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5826    2.5713    1.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483    4.1072   -0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4114    3.6420   -2.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3276    0.7763   -2.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855   -0.7419   -0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1183   -0.5873   -0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0364   -2.7151   -0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4692   -2.7688   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8676   -3.1969    1.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4915   -4.2110    0.2588 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 21 30  1  0
 30 31  1  0
 31 32  1  0
 31  2  1  0
 17  4  1  0
 29 23  1  0
 30 17  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  6
  5 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  6
  9 43  1  0
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  6
 16 55  1  0
 20 56  1  0
 21 57  1  1
 22 58  1  0
 22 59  1  0
 24 60  1  0
 25 61  1  0
 27 62  1  0
 28 63  1  0
 29 64  1  0
 30 65  1  6
 31 66  1  6
 32 67  1  0
 32 68  1  0
 32 69  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₇NO₃

Average Mass

435.6080 Da

Monoisotopic Mass

435.27734 Da

IUPAC Name

(3R,4R,6aR,10R,12R,15S,15aR,15bS)-15-hydroxy-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-1H,2H,3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-1-one

Traditional Name

(3R,4R,6aR,10R,12R,15S,15aR,15bS)-15-hydroxy-3-[(4-hydroxyphenyl)methyl]-4,5,10,12-tetramethyl-2H,3H,4H,6aH,9H,10H,11H,12H,15H,15bH-cycloundeca[e]isoindol-1-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H]2[C@@H](CC3=CC=C(O)C=C3)NC(=O)[C@]22[C@@H](C=C1C)\C=C\C[C@@H](C)C[C@@H](C)\C=C\[C@@H]2O

InChI Identifier

InChI=1S/C28H37NO3/c1-17-6-5-7-22-15-19(3)20(4)26-24(16-21-9-11-23(30)12-10-21)29-27(32)28(22,26)25(31)13-8-18(2)14-17/h5,7-13,15,17-18,20,22,24-26,30-31H,6,14,16H2,1-4H3,(H,29,32)/b7-5+,13-8+/t17-,18+,20+,22-,24-,25+,26-,28+/m1/s1

InChI Key

OJKVESLEWZFBOU-RZZSMUKNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Acetone-d6, 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
Phomopsis sp. Xy21	Linigton's dataset	Yan-Fang Luo, Min Zhang, Jun-Gui Dai, Patchara Pedpradab, Wen-Jing Wang, Jun Wu. Cytochalasins fr...

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindoles. These are heteropolycyclic compounds with a structure containing isoindole, a benzo-fused pyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindoles

Direct Parent

Isoindoles

Alternative Parents

Substituents

Isoindole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Pyrroline
Secondary alcohol
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.94	ALOGPS
logP	4.96	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-0.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	131.82 m³·mol⁻¹	ChemAxon
Polarizability	50.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

78442088

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587616

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rustagi T, Badve S: Letter to the Editor: The Effect of Head Loading on Cervical Spine in Manual Laborers. Asian Spine J. 2021 Jun;15(3):412-413. doi: 10.31616/asj.2021.0149. Epub 2021 Jun 17. [PubMed:34154041 ]
Sethy SS, Ahuja K, Ifthekar S, Sarkar B, Kandwal P: Response to: Letter to the Editor, Is Anterior-Only Fixation Adequate for Three-Column Injuries of the Cervical Spine? Asian Spine J. 2021 Jun;15(3):410-411. doi: 10.31616/asj.2021.0108.r2. Epub 2021 Jun 17. [PubMed:34154040 ]
Viswanathan VK, Subramanian S: Letter to the Editor: Is Anterior-Only Fixation Adequate for Three-Column Injuries of the Cervical Spine? Asian Spine J. 2021 Jun;15(3):408-409. doi: 10.31616/asj.2021.0108.r1. Epub 2021 Jun 17. [PubMed:34154039 ]
Woller J, Tackett S, Apfel A, Record J, Cayea D, Walker S, Pahwa A: Feasibility of clinical performance assessment of medical students on a virtual sub-internship in the United States. J Educ Eval Health Prof. 2021;18:12. doi: 10.3352/jeehp.2021.18.12. Epub 2021 Jun 22. [PubMed:34154038 ]
Tamaki N, Kurosaki M, Takahashi Y, Itakura Y, Inada K, Kirino S, Yamashita K, Sekiguchi S, Hayakawa Y, Osawa L, Higuchi M, Takaura K, Maeyashiki C, Kaneko S, Yasui Y, Tsuchiya K, Nakanishi H, Itakura J, Izumi N: Liver fibrosis and fatty liver as independent risk factors for cardiovascular disease. J Gastroenterol Hepatol. 2021 Jun 21. doi: 10.1111/jgh.15589. [PubMed:34154037 ]
Yan-Fang Luo, Min Zhang, Jun-Gui Dai, Patchara Pedpradab, Wen-Jing Wang, Jun Wu (2016). Yan-Fang Luo, Min Zhang, Jun-Gui Dai, Patchara Pedpradab, Wen-Jing Wang, Jun Wu. Cytochalasins from mangrove endophytic fungi Phomopsis spp. xy21 and xy22 Phytochemistry Letters Volume 17, September 2016, Pages 162-166 DOI: 10.1016/j.phytol.2016.07.027. Phytochemistry Letters.

Showing NP-Card for Phomopsichalasin F (NP0043951)

MOL for NP0043951 (Phomopsichalasin F)

3D MOL for NP0043951 (Phomopsichalasin F)

3D SDF for NP0043951 (Phomopsichalasin F)

3D-SDF for NP0043951 (Phomopsichalasin F)

PDB for NP0043951 (Phomopsichalasin F)

3D PDB for NP0043951 (Phomopsichalasin F)

SMILES for NP0043951 (Phomopsichalasin F)

INCHI for NP0043951 (Phomopsichalasin F)

Structure for NP0043951 (Phomopsichalasin F)

3D Structure for NP0043951 (Phomopsichalasin F)