NP-MRD: Showing NP-Card for Maydistacin A (NP0332122)

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Record Information

Version

1.0

Created at

2023-11-16 21:26:06 UTC

Updated at

2024-05-09 06:18:05 UTC

NP-MRD ID

NP0332122

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Maydistacin A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11162321262D          

 30 31  0  0  1  0            999 V2000
   -1.8777   -0.6116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0527   -0.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -1.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190   -2.0610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6255   -2.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785   -3.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -1.0188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0244   -0.8452    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2158   -0.1938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5695    0.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217    0.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5495    0.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    0.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451    1.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882    2.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4813    0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1415   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721   -1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -2.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901   -2.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0743   -1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1699   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554   -1.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -3.3070    0.0000 O   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
  4  7  1  6  0  0  0
  8  3  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 25 30  2  0  0  0  0
M  END


  Mrv2104 11162321262D          

 30 31  0  0  1  0            999 V2000
   -1.8777   -0.6116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0527   -0.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5661   -1.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8190   -2.0610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6255   -2.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8785   -3.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654   -2.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179   -1.0188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0244   -0.8452    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2158   -0.1938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5695    0.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    0.8431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217    0.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5495    0.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    0.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451    1.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882    2.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658    1.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4813    0.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1415   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9481   -0.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9721   -1.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -2.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901   -2.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0743   -1.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1699   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5554   -1.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637   -3.3070    0.0000 O   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
  4  7  1  6  0  0  0
  8  3  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 25 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332122

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-20,26,28H,6,8-9,11-12,14-15H2,1-5H3/b16-7+,17-13+,18-10+/t19-,20-,25+/m1/s1

> <INCHI_KEY>
BAVCUFVKXFCMOB-KLZSTKQHSA-N

> <FORMULA>
C25H36O4

> <MOLECULAR_WEIGHT>
400.559

> <EXACT_MASS>
400.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.111991150236136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,16aS)-2-hydroxy-3-[(2S)-1-hydroxypropan-2-yl]-6,10,14,16a-tetramethyl-1H,3aH,4H,7H,8H,9H,12H,13H,16H,16aH-cyclopenta[15]annulene-1,7-dione

> <JCHEM_LOGP>
4.928600127

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.586722450269658

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.1617723955572

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6116919062868176

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
121.3123

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,16aS)-2-hydroxy-3-[(2S)-1-hydroxypropan-2-yl]-6,10,14,16a-tetramethyl-3aH,4H,8H,9H,12H,13H,16H-cyclopenta[15]annulene-1,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-NOV-23         0                                  
HETATM    1  O   UNK     0      -3.505  -1.142   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.965  -1.138   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.057  -2.381   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.529  -3.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.034  -4.171   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.506  -5.637   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.495  -4.989   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.407  -1.902   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       1.912  -1.578   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       0.403  -0.362   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.063   0.110   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.543   1.574   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.227   1.043   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.026   1.047   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.489   1.526   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.631   2.560   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.151   4.023   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.163   2.403   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.498   1.636   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.822   0.130   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.731  -1.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.236  -0.789   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.414  -2.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.512  -3.869   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.181  -4.642   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.715  -4.170   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.872  -2.638   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.184  -4.335   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.037  -3.307   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.346  -6.173   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3    9   10   29                                             
CONECT    9    8                                                            
CONECT   10    8   11   13   14                                             
CONECT   11   10    2   12                                                  
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28    8                                                       
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₄

Average Mass

400.5590 Da

Monoisotopic Mass

400.26136 Da

IUPAC Name

(3aR,16aS)-2-hydroxy-3-[(2S)-1-hydroxypropan-2-yl]-6,10,14,16a-tetramethyl-1H,3aH,4H,7H,8H,9H,12H,13H,16H,16aH-cyclopenta[15]annulene-1,7-dione

Traditional Name

(3aR,16aS)-2-hydroxy-3-[(2S)-1-hydroxypropan-2-yl]-6,10,14,16a-tetramethyl-3aH,4H,8H,9H,12H,13H,16H-cyclopenta[15]annulene-1,7-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H36O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-20,26,28H,6,8-9,11-12,14-15H2,1-5H3/b16-7+,17-13+,18-10+/t19-,20-,25+/m1/s1

InChI Key

BAVCUFVKXFCMOB-KLZSTKQHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	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, CDCl₃, simulated)	791009327@qq.com	School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology	Zhengyi Shi	2024-05-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400.132470967, CDCl₃, 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
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	4.93	ChemAxon
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	121.31 m³·mol⁻¹	ChemAxon
Polarizability	45.11 Å³	ChemAxon
Number of Rings	2	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

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References

General References

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Showing NP-Card for Maydistacin A (NP0332122)

MOL for NP0332122 (Maydistacin A)

3D MOL for NP0332122 (Maydistacin A)

3D SDF for NP0332122 (Maydistacin A)

3D-SDF for NP0332122 (Maydistacin A)

PDB for NP0332122 (Maydistacin A)

3D PDB for NP0332122 (Maydistacin A)

SMILES for NP0332122 (Maydistacin A)

INCHI for NP0332122 (Maydistacin A)

Structure for NP0332122 (Maydistacin A)

3D Structure for NP0332122 (Maydistacin A)