NP-MRD: Showing NP-Card for alternapyrone G (NP0332679)

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Record Information

Version

2.0

Created at

2024-03-19 09:45:07 UTC

Updated at

2024-11-01 01:38:10 UTC

NP-MRD ID

NP0332679

Natural Product DOI

https://doi.org/10.57994/1939

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alternapyrone G

Description

Alternapyrone G belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on alternapyrone G.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03192409452D          

 33 34  0  0  0  0            999 V2000
    5.0822    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7947    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0322    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8527    0.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0242   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7779   -1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3097   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2235   -2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6967   -0.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    8.6842    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
  3  4  1  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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
 28 30  1  0  0  0  0
 24 30  1  0  0  0  0
  7 31  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 33  2  0  0  0  0
M  END


  Mrv2104 03192409452D          

 33 34  0  0  0  0            999 V2000
    5.0822    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    7.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    7.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7947    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0322    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8527    0.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0242   -0.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7779   -1.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3097   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2235   -2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6967   -0.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3197    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9072    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572    8.6842    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
  3  4  1  0  0  0  0
  3  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
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  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
 28 30  1  0  0  0  0
 24 30  1  0  0  0  0
  7 31  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C\C(C)=C\C(\C)=C\C(CCCC1=CC(C)=C(C)O1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1/C27H36O6/c1-15(12-18(4)25-19(5)24(28)20(6)27(31)33-25)11-16(2)13-22(26(29)30)9-8-10-23-14-17(3)21(7)32-23/h11,13-14,18,22,28H,8-10,12H2,1-7H3,(H,29,30)/b15-11+,16-13+

> <INCHI_KEY>
XJAUYWSCEOOIHZ-NWFDBUFXNA-N

> <FORMULA>
C27H36O6

> <MOLECULAR_WEIGHT>
456.579

> <EXACT_MASS>
456.251188879

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.5238132851228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5E)-2-[3-(4,5-dimethylfuran-2-yl)propyl]-8-(4-hydroxy-3,5-dimethyl-2-oxo-2H-pyran-6-yl)-4,6-dimethylnona-3,5-dienoic acid

> <JCHEM_LOGP>
5.813356229333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.730553251052806

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.024978022682027

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6605560940657242

> <JCHEM_POLAR_SURFACE_AREA>
96.97

> <JCHEM_REFRACTIVITY>
132.7185

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E)-2-[3-(4,5-dimethylfuran-2-yl)propyl]-8-(4-hydroxy-3,5-dimethyl-6-oxopyran-2-yl)-4,6-dimethylnona-3,5-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-24         0                                  
HETATM    1  O   UNK     0       9.487  13.543   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.027  13.543   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.797  14.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.027  16.210   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  14.877   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.107  13.543   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      13.337  12.209   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.107  10.876   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.647  10.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337   9.542   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.107   8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.647   8.208   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   6.875   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.107   5.541   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.647   5.541   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337   4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.107   2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.107   0.206   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.797   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      15.647   2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.417   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.957   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.727   0.206   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.258   0.045   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      20.579  -1.461   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      21.985  -2.087   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      19.245  -2.231   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.084  -3.763   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      18.100  -1.201   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.797  12.209   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.027  10.876   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.107  16.210   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   33                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   31                                                  
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   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   24                                                       
CONECT   31    7    2   32                                                  
CONECT   32   31                                                            
CONECT   33    5                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₆O₆

Average Mass

456.5790 Da

Monoisotopic Mass

456.25119 Da

IUPAC Name

(3E,5E)-2-[3-(4,5-dimethylfuran-2-yl)propyl]-8-(4-hydroxy-3,5-dimethyl-2-oxo-2H-pyran-6-yl)-4,6-dimethylnona-3,5-dienoic acid

Traditional Name

(3E,5E)-2-[3-(4,5-dimethylfuran-2-yl)propyl]-8-(4-hydroxy-3,5-dimethyl-6-oxopyran-2-yl)-4,6-dimethylnona-3,5-dienoic acid

CAS Registry Number

Not Available

SMILES

CC(C\C(C)=C\C(\C)=C\C(CCCC1=CC(C)=C(C)O1)C(O)=O)C1=C(C)C(O)=C(C)C(=O)O1

InChI Identifier

InChI=1/C27H36O6/c1-15(12-18(4)25-19(5)24(28)20(6)27(31)33-25)11-16(2)13-22(26(29)30)9-8-10-23-14-17(3)21(7)32-23/h11,13-14,18,22,28H,8-10,12H2,1-7H3,(H,29,30)/b15-11+,16-13+

InChI Key

XJAUYWSCEOOIHZ-NWFDBUFXNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
1D_ NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
1D_ NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
1D_ NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum
1D_ NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	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, 500, CDCl₃, simulated)	wangjunfeng@scsio.ac.cn	South China Sea Institute of Oceanology, Chinese Academy of Sciencese	Junfeng Wang	2024-03-19	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
arundinis		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Pyranone
Fatty acid ester
Fatty acyl
Pyran
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Furan
Enol ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	5.81	ChemAxon
pKa (Strongest Acidic)	5.02	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.97 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	132.72 m³·mol⁻¹	ChemAxon
Polarizability	50.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for alternapyrone G (NP0332679)

MOL for NP0332679 (alternapyrone G)

3D MOL for NP0332679 (alternapyrone G)

3D SDF for NP0332679 (alternapyrone G)

3D-SDF for NP0332679 (alternapyrone G)

PDB for NP0332679 (alternapyrone G)

3D PDB for NP0332679 (alternapyrone G)

SMILES for NP0332679 (alternapyrone G)

INCHI for NP0332679 (alternapyrone G)

Structure for NP0332679 (alternapyrone G)

3D Structure for NP0332679 (alternapyrone G)