NP-MRD: Showing NP-Card for maydistacin C (NP0332095)

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Record Information

Version

1.0

Created at

2023-11-02 12:03:22 UTC

Updated at

2024-05-04 05:44:23 UTC

NP-MRD ID

NP0332095

Secondary Accession Numbers

None

Natural Product Identification

Common Name

maydistacin C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11022312032D          

 34 35  0  0  1  0            999 V2000
    2.5447    2.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    3.8547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4468    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613    3.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5902    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    2.6172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    4.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642    3.7777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4572    3.9493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    3.1647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    2.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7891    1.6965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    2.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    4.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567    4.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088    3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117    5.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8597    5.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    6.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626    7.0878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2685    7.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758    7.8613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    6.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423    7.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6554    6.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4624    6.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    6.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    6.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613    5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0092    4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  4 10  1  6  0  0  0
 11  3  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  6  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 11 34  1  0  0  0  0
M  END


  Mrv2104 11022312032D          

 34 35  0  0  1  0            999 V2000
    2.5447    2.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316    2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    3.8547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4468    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1613    3.8547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5902    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8757    2.6172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323    4.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642    3.7777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4572    3.9493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    3.1647    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    2.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7891    1.6965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    2.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    4.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567    4.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7088    3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4117    5.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8597    5.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    6.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626    7.0878    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2685    7.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758    7.8613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3278    6.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423    7.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6554    6.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4624    6.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3198    6.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971    6.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613    5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0092    4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  4 10  1  6  0  0  0
 11  3  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 13 16  1  6  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  6  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 33 34  1  0  0  0  0
 11 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332095

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C\C=C(C)\[C@H](O)CC[C@@](C)(O)\C=C\C\C(C)=C\C[C@]1(C)C(=O)C(O)=C2[C@H](C)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O6/c1-17-8-7-13-26(5,32)14-12-22(29)18(2)9-10-21-23(19(3)16-33-20(4)28)24(30)25(31)27(21,6)15-11-17/h7,9,11,13,19,21-22,29-30,32H,8,10,12,14-16H2,1-6H3/b13-7+,17-11+,18-9+/t19-,21-,22-,26+,27+/m1/s1

> <INCHI_KEY>
RCSQWTNSYUNLQG-AUKSCJOSSA-N

> <FORMULA>
C27H40O6

> <MOLECULAR_WEIGHT>
460.611

> <EXACT_MASS>
460.282489008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.25700087490291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(3aS,10R,13R,16aR)-2,10,13-trihydroxy-3a,6,10,14-tetramethyl-3-oxo-3H,3aH,4H,7H,10H,11H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-yl]propyl acetate

> <JCHEM_LOGP>
3.612602161333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.35345064782231

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.09642950090278

> <JCHEM_PKA_STRONGEST_BASIC>
-2.935088937122263

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
133.1578

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(3aS,10R,13R,16aR)-2,10,13-trihydroxy-3a,6,10,14-tetramethyl-3-oxo-4H,7H,11H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-yl]propyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-NOV-23         0                                  
HETATM    1  O   UNK     0       4.750   3.863   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.606   4.894   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.767   6.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.100   7.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.434   6.425   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.768   7.195   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.101   6.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.435   7.195   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.101   4.885   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.100   8.735   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.360   7.052   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       0.853   7.372   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       1.329   5.907   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.099   4.574   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.473   3.167   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.424   4.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.177   6.228   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.653   7.692   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.159   8.012   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.190   6.868   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.635   9.477   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.605  10.621   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.081  12.086   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.050  13.230   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.368  14.028   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.515  14.674   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.612  12.952   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.946  13.722   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.090  12.692   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.596  13.012   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.464  11.285   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.928  11.399   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.914   9.661   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.884   8.516   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4                                                            
CONECT   11    3   12   13   34                                             
CONECT   12   11                                                            
CONECT   13   11   14   16   17                                             
CONECT   14   13    2   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   13   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   11                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₆

Average Mass

460.6110 Da

Monoisotopic Mass

460.28249 Da

IUPAC Name

(2S)-2-[(3aS,10R,13R,16aR)-2,10,13-trihydroxy-3a,6,10,14-tetramethyl-3-oxo-3H,3aH,4H,7H,10H,11H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-yl]propyl acetate

Traditional Name

(2S)-2-[(3aS,10R,13R,16aR)-2,10,13-trihydroxy-3a,6,10,14-tetramethyl-3-oxo-4H,7H,11H,12H,13H,16H,16aH-cyclopenta[15]annulen-1-yl]propyl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12C\C=C(C)\[C@H](O)CC[C@@](C)(O)\C=C\C\C(C)=C\C[C@]1(C)C(=O)C(O)=C2[C@H](C)COC(C)=O

InChI Identifier

InChI=1S/C27H40O6/c1-17-8-7-13-26(5,32)14-12-22(29)18(2)9-10-21-23(19(3)16-33-20(4)28)24(30)25(31)27(21,6)15-11-17/h7,9,11,13,19,21-22,29-30,32H,8,10,12,14-16H2,1-6H3/b13-7+,17-11+,18-9+/t19-,21-,22-,26+,27+/m1/s1

InChI Key

RCSQWTNSYUNLQG-AUKSCJOSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2023-11-02	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, CD₃OD, simulated)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
maydis		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	3.61	ChemAxon
pKa (Strongest Acidic)	9.1	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	133.16 m³·mol⁻¹	ChemAxon
Polarizability	50.26 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Not Available

Showing NP-Card for maydistacin C (NP0332095)

MOL for NP0332095 (maydistacin C)

3D MOL for NP0332095 (maydistacin C)

3D SDF for NP0332095 (maydistacin C)

3D-SDF for NP0332095 (maydistacin C)

PDB for NP0332095 (maydistacin C)

3D PDB for NP0332095 (maydistacin C)

SMILES for NP0332095 (maydistacin C)

INCHI for NP0332095 (maydistacin C)

Structure for NP0332095 (maydistacin C)

3D Structure for NP0332095 (maydistacin C)