NP-MRD: Showing NP-Card for tetrapetalone K (NP0332307)

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Record Information

Version

1.0

Created at

2024-01-04 04:26:30 UTC

Updated at

2024-04-19 10:02:44 UTC

NP-MRD ID

NP0332307

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tetrapetalone K

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01042404262D          

 34 38  0  0  1  0            999 V2000
    3.4818    1.9331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049   -0.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1281   -0.8982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6997    0.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -0.1160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0789    0.0676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859   -1.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564    1.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460    1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172    1.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5048    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    0.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8581    0.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -0.1160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7052   -0.8746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078   -0.1899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2153   -0.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9207    0.7522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    1.5406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9682    1.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    2.5125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0157    2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    3.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8934    3.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    2.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501    3.1630    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  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  5  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  0  0  0  0
 18 13  1  0  0  0  0
 18 19  1  1  0  0  0
 20 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 17  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 28 27  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 26 33  1  0  0  0  0
 15 34  2  0  0  0  0
M  END


  Mrv2104 01042404262D          

 34 38  0  0  1  0            999 V2000
    3.4818    1.9331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049   -0.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1281   -0.8982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6997    0.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832   -0.1160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0789    0.0676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439   -0.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859   -1.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564    1.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460    1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172    1.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5048    1.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    0.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8581    0.1739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295   -0.1160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7052   -0.8746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078   -0.1899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2153   -0.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9207    0.7522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    1.5406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9682    1.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2114    2.5125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0157    2.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503    3.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8934    3.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460    2.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6028    2.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501    3.1630    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  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  5  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  0  0  0  0
 18 13  1  0  0  0  0
 18 19  1  1  0  0  0
 20 18  1  0  0  0  0
 20 11  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 17  1  0  0  0  0
 24 25  1  6  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 28 27  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 26 33  1  0  0  0  0
 15 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332307

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C=C(C)[C@]3([H])[C@@H](C)[C@H](O[C@H]4CC[C@@H](O)[C@@H](C)O4)C4=CC(=O)C=C(N1C(=O)C(C)=C2O)[C@]34O

> <INCHI_IDENTIFIER>
InChI=1S/C24H29NO7/c1-10-7-16-21(28)12(3)23(29)25(16)18-9-14(26)8-15-22(11(2)20(10)24(15,18)30)32-19-6-5-17(27)13(4)31-19/h7-9,11,13,16-17,19-20,22,27-28,30H,5-6H2,1-4H3/t11-,13-,16+,17-,19+,20-,22+,24+/m1/s1

> <INCHI_KEY>
OSCMDTVQDBORAS-PTMJWLHHSA-N

> <FORMULA>
C24H29NO7

> <MOLECULAR_WEIGHT>
443.496

> <EXACT_MASS>
443.194402278

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.297852361896794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S,9S,10R,11S,16S)-5,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

> <JCHEM_LOGP>
0.28425409366666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.730094694540607

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.697468422155977

> <JCHEM_PKA_STRONGEST_BASIC>
-2.83092870029084

> <JCHEM_POLAR_SURFACE_AREA>
116.53

> <JCHEM_REFRACTIVITY>
118.21969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(6S,9S,10R,11S,16S)-5,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JAN-24         0                                  
HETATM    1  O   UNK     0       6.499   3.609   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.361   2.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.521   1.062   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.023   1.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.916  -0.355   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.706  -1.677   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.039   1.285   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.382  -0.217   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       3.881   0.126   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       4.422  -1.421   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.882  -1.421   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.214  -2.808   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.652   1.953   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.632   3.575   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   4.365   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.965   3.615   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.942   2.075   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.264   1.285   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.468   0.325   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.922  -0.217   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       1.316  -1.633   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       0.388  -0.355   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.402  -1.677   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.217   1.062   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.719   1.404   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.173   2.876   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.674   3.218   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.128   4.690   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.629   5.033   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.081   5.819   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -3.534   7.291   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.579   5.476   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.125   4.005   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.334   5.904   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5                                                            
CONECT    7    2    8   13                                                  
CONECT    8    7    5    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11                                                            
CONECT   13    7   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   34                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   13   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   11   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   26                                                       
CONECT   34   15                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₉NO₇

Average Mass

443.4960 Da

Monoisotopic Mass

443.19440 Da

IUPAC Name

(6S,9S,10R,11S,16S)-5,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

Traditional Name

(6S,9S,10R,11S,16S)-5,16-dihydroxy-11-{[(2R,5R,6R)-5-hydroxy-6-methyloxan-2-yl]oxy}-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12C=C(C)[C@]3([H])[C@@H](C)[C@H](O[C@H]4CC[C@@H](O)[C@@H](C)O4)C4=CC(=O)C=C(N1C(=O)C(C)=C2O)[C@]34O

InChI Identifier

InChI=1S/C24H29NO7/c1-10-7-16-21(28)12(3)23(29)25(16)18-9-14(26)8-15-22(11(2)20(10)24(15,18)30)32-19-6-5-17(27)13(4)31-19/h7-9,11,13,16-17,19-20,22,27-28,30H,5-6H2,1-4H3/t11-,13-,16+,17-,19+,20-,22+,24+/m1/s1

InChI Key

OSCMDTVQDBORAS-PTMJWLHHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400.132470967 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.622829329 MHz, CD₃OD, 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	0.28	ChemAxon
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	118.22 m³·mol⁻¹	ChemAxon
Polarizability	45.3 Å³	ChemAxon
Number of Rings	5	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

Not Available

References

General References

Not Available

Showing NP-Card for tetrapetalone K (NP0332307)

MOL for NP0332307 (tetrapetalone K)

3D MOL for NP0332307 (tetrapetalone K)

3D SDF for NP0332307 (tetrapetalone K)

3D-SDF for NP0332307 (tetrapetalone K)

PDB for NP0332307 (tetrapetalone K)

3D PDB for NP0332307 (tetrapetalone K)

SMILES for NP0332307 (tetrapetalone K)

INCHI for NP0332307 (tetrapetalone K)

Structure for NP0332307 (tetrapetalone K)

3D Structure for NP0332307 (tetrapetalone K)