NP-MRD: Showing NP-Card for 12-Ethoxyneocaesalpin B (NP0332155)

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Record Information

Version

1.0

Created at

2023-11-29 04:24:54 UTC

Updated at

2024-04-19 10:01:24 UTC

NP-MRD ID

NP0332155

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-Ethoxyneocaesalpin B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11292304242D          

 36 39  0  0  1  0            999 V2000
    2.7041   -1.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7855    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4097    0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218    0.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0339    0.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3162    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1271   -0.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3430   -2.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1551   -2.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6870   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4354   -3.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991   -2.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8112   -3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4673   -3.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4385   -1.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3461   -0.3894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171   -2.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246   -2.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 22 17  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 27 22  1  0  0  0  0
 27 11  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29  7  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 32 31  1  0  0  0  0
 32  4  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 32 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END


  Mrv2104 11292304242D          

 36 39  0  0  1  0            999 V2000
    2.7041   -1.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094   -0.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5339   -0.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0658    0.3866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7855    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8779    0.2414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6900    0.0961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4097    0.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2218    0.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -0.0491    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0339    0.5816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3162    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1271   -0.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5945   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0627   -1.6009    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3430   -2.3768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1551   -2.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6870   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4354   -3.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2506   -1.4557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7188   -2.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9991   -2.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8112   -3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4673   -3.4930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9703   -0.6798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4385   -1.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1582   -0.5346    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3461   -0.3894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8142   -1.0201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0119   -1.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171   -2.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246   -2.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1629   -1.5264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 22 17  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 27 22  1  0  0  0  0
 27 11  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29  7  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 32 31  1  0  0  0  0
 32  4  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 32 36  1  0  0  0  0
  2 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332155

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@]3(O)C(C)(C)C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(C)[C@@]1([H])C[C@@]1(OCC)OC(=O)C=C1[C@@H]2C

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O8/c1-8-31-25-12-19-17(14(2)18(25)11-21(29)34-25)9-10-26(30)23(5,6)13-20(32-15(3)27)22(24(19,26)7)33-16(4)28/h11,14,17,19-20,22,30H,8-10,12-13H2,1-7H3/t14-,17+,19+,20+,22+,24+,25-,26-/m1/s1

> <INCHI_KEY>
WKINBTFTZLJWTK-AFKSPCSDSA-N

> <FORMULA>
C26H38O8

> <MOLECULAR_WEIGHT>
478.582

> <EXACT_MASS>
478.256668184

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.002499123770384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4aR,6aS,7R,10aR,11aS,11bS)-1-(acetyloxy)-10a-ethoxy-4a-hydroxy-4,4,7,11b-tetramethyl-9-oxo-1H,2H,3H,4H,4aH,5H,6H,6aH,7H,9H,10aH,11H,11aH,11bH-phenanthro[3,2-b]furan-2-yl acetate

> <JCHEM_LOGP>
3.027641507333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.960732942627603

> <JCHEM_PKA_STRONGEST_BASIC>
-3.253375410894687

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
121.94399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4aR,6aS,7R,10aR,11aS,11bS)-1-(acetyloxy)-10a-ethoxy-4a-hydroxy-4,4,7,11b-tetramethyl-9-oxo-1H,2H,3H,5H,6H,6aH,7H,11H,11aH-phenanthro[3,2-b]furan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-NOV-23         0                                  
HETATM    1  O   UNK     0       5.048  -2.508   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.496  -1.985   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.924  -0.506   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.463  -0.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.456   0.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.933   2.170   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.972   0.451   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0      12.488   0.179   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0      11.965   1.628   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.481   1.357   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.004  -0.092   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.997   1.086   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      15.520  -0.363   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.524   1.177   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.037  -0.099   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.043  -1.811   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.050  -2.988   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.574  -4.437   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      17.090  -4.708   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.082  -3.531   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.613  -6.156   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.534  -2.717   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.542  -3.895   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.065  -5.343   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.581  -5.614   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.072  -6.520   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.011  -1.269   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.019  -2.446   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.495  -0.998   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       9.979  -0.727   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      10.503  -2.175   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.987  -1.904   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.356  -3.399   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.245  -4.466   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.766  -4.038   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.771  -2.849   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   29                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   27                                             
CONECT   12   11                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   11   28   29                                             
CONECT   28   27                                                            
CONECT   29   27    7   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31    4   33   36                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   32    2                                                       
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₈O₈

Average Mass

478.5820 Da

Monoisotopic Mass

478.25667 Da

IUPAC Name

(1R,2S,4aR,6aS,7R,10aR,11aS,11bS)-1-(acetyloxy)-10a-ethoxy-4a-hydroxy-4,4,7,11b-tetramethyl-9-oxo-1H,2H,3H,4H,4aH,5H,6H,6aH,7H,9H,10aH,11H,11aH,11bH-phenanthro[3,2-b]furan-2-yl acetate

Traditional Name

(1R,2S,4aR,6aS,7R,10aR,11aS,11bS)-1-(acetyloxy)-10a-ethoxy-4a-hydroxy-4,4,7,11b-tetramethyl-9-oxo-1H,2H,3H,5H,6H,6aH,7H,11H,11aH-phenanthro[3,2-b]furan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@]3(O)C(C)(C)C[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(C)[C@@]1([H])C[C@@]1(OCC)OC(=O)C=C1[C@@H]2C

InChI Identifier

InChI=1S/C26H38O8/c1-8-31-25-12-19-17(14(2)18(25)11-21(29)34-25)9-10-26(30)23(5,6)13-20(32-15(3)27)22(24(19,26)7)33-16(4)28/h11,14,17,19-20,22,30H,8-10,12-13H2,1-7H3/t14-,17+,19+,20+,22+,24+,25-,26-/m1/s1

InChI Key

WKINBTFTZLJWTK-AFKSPCSDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.043705493 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.895265315 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

Not Available

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	3.03	ChemAxon
pKa (Strongest Acidic)	13.96	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.94 m³·mol⁻¹	ChemAxon
Polarizability	51 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	Yes	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for 12-Ethoxyneocaesalpin B (NP0332155)

MOL for NP0332155 (12-Ethoxyneocaesalpin B)

3D MOL for NP0332155 (12-Ethoxyneocaesalpin B)

3D SDF for NP0332155 (12-Ethoxyneocaesalpin B)

3D-SDF for NP0332155 (12-Ethoxyneocaesalpin B)

PDB for NP0332155 (12-Ethoxyneocaesalpin B)

3D PDB for NP0332155 (12-Ethoxyneocaesalpin B)

SMILES for NP0332155 (12-Ethoxyneocaesalpin B)

INCHI for NP0332155 (12-Ethoxyneocaesalpin B)

Structure for NP0332155 (12-Ethoxyneocaesalpin B)

3D Structure for NP0332155 (12-Ethoxyneocaesalpin B)