NP-MRD: Showing NP-Card for linfuranone D (NP0351040)

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Record Information

Version

2.0

Created at

2025-05-24 01:45:27 UTC

Updated at

2025-07-31 02:35:22 UTC

NP-MRD ID

NP0351040

Natural Product DOI

https://doi.org/10.57994/4029

Secondary Accession Numbers

None

Natural Product Identification

Common Name

linfuranone D

Description

Based on a literature review very few articles have been published on linfuranone D.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03062304102D          

 33 33  0  0  1  0            999 V2000
   -2.0794   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939   -9.5974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7939  -10.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084   -9.1849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5084   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3663   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0807   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7952   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5097   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5097  -10.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2242  -10.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3104  -11.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1174  -11.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8624  -12.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8710  -12.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9778  -10.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1494   -9.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5299  -11.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3503  -11.0262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505   -9.1849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6505   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -9.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9219   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -8.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 24  2  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 33  2  0  0  0  0
M  END


  Mrv2104 03062304102D          

 33 33  0  0  1  0            999 V2000
   -2.0794   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939   -9.5974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7939  -10.4224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084   -9.1849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5084   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9373   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6518   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3663   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0807   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7952   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5097   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5097  -10.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2242  -10.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3104  -11.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1174  -11.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8624  -12.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8710  -12.1624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9778  -10.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1494   -9.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5299  -11.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3503  -11.0262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6505   -9.1849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6505   -8.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0640   -9.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9219   -9.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -8.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 24  2  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351040

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC(=O)O[C@H](C)\C=C(/C)[C@H](O)[C@H](C)\C=C\C=C\CC\C=C\C1=C(C)C(=O)C(C)(O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C27H40O6/c1-7-8-17-24(28)32-21(4)18-20(3)25(29)19(2)15-13-11-9-10-12-14-16-23-22(5)26(30)27(6,31)33-23/h9,11,13-16,18-19,21,25,29,31H,7-8,10,12,17H2,1-6H3/b11-9+,15-13+,16-14+,20-18+/t19-,21-,25-,27?/m1/s1

> <INCHI_KEY>
RHZHFULBZADSHD-SZOKKSMUSA-N

> <FORMULA>
C27H40O6

> <MOLECULAR_WEIGHT>
460.611

> <EXACT_MASS>
460.282489008

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.004224609622796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3E,5R,6R,7E,9E,13E)-5-hydroxy-14-(5-hydroxy-3,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)-4,6-dimethyltetradeca-3,7,9,13-tetraen-2-yl pentanoate

> <JCHEM_LOGP>
5.407547871333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.304870295535494

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.461859168478076

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1028770065228923

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
136.28080000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3E,5R,6R,7E,9E,13E)-5-hydroxy-14-(5-hydroxy-3,5-dimethyl-4-oxofuran-2-yl)-4,6-dimethyltetradeca-3,7,9,13-tetraen-2-yl pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-23         0                                  
HETATM    1  C   UNK     0      -3.882 -15.605   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.882 -17.145   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.215 -17.915   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.215 -19.455   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.549 -17.145   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.549 -15.605   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.883 -17.915   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.216 -17.145   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.550 -17.915   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -11.884 -17.145   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.217 -17.915   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.551 -17.145   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.885 -17.915   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -15.885 -19.455   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -17.218 -20.225   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -17.379 -21.757   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -18.886 -22.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -18.410 -23.541   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -20.293 -22.703   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -18.625 -19.599   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -18.945 -18.092   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -19.656 -20.743   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -21.187 -20.582   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.548 -17.915   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.214 -17.145   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.214 -15.605   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.119 -17.915   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.453 -17.145   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.787 -17.915   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.120 -17.145   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.454 -17.915   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.788 -17.145   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.453 -15.605   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   22                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   17   23                                                  
CONECT   23   22                                                            
CONECT   24    2   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   28                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₀O₆

Average Mass

460.6110 Da

Monoisotopic Mass

460.28249 Da

IUPAC Name

(2R,3E,5R,6R,7E,9E,13E)-5-hydroxy-14-(5-hydroxy-3,5-dimethyl-4-oxo-4,5-dihydrofuran-2-yl)-4,6-dimethyltetradeca-3,7,9,13-tetraen-2-yl pentanoate

Traditional Name

(2R,3E,5R,6R,7E,9E,13E)-5-hydroxy-14-(5-hydroxy-3,5-dimethyl-4-oxofuran-2-yl)-4,6-dimethyltetradeca-3,7,9,13-tetraen-2-yl pentanoate

CAS Registry Number

Not Available

SMILES

CCCCC(=O)O[C@H](C)\C=C(/C)[C@H](O)[C@H](C)\C=C\C=C\CC\C=C\C1=C(C)C(=O)C(C)(O)O1

InChI Identifier

InChI=1S/C27H40O6/c1-7-8-17-24(28)32-21(4)18-20(3)25(29)19(2)15-13-11-9-10-12-14-16-23-22(5)26(30)27(6,31)33-23/h9,11,13-16,18-19,21,25,29,31H,7-8,10,12,17H2,1-6H3/b11-9+,15-13+,16-14+,20-18+/t19-,21-,25-,27?/m1/s1

InChI Key

RHZHFULBZADSHD-SZOKKSMUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	939388911@qq.com	Chengdu University of Traditional Chinese Medicine	zhiyin	2025-05-24	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sphaerimonospora Sphaerimonospora triticiradicis NEAU-HRGS1-10		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	5.41	ChemAxon
pKa (Strongest Acidic)	10.46	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	136.28 m³·mol⁻¹	ChemAxon
Polarizability	53 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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

Showing NP-Card for linfuranone D (NP0351040)

MOL for NP0351040 (linfuranone D)

3D MOL for NP0351040 (linfuranone D)

3D SDF for NP0351040 (linfuranone D)

3D-SDF for NP0351040 (linfuranone D)

PDB for NP0351040 (linfuranone D)

3D PDB for NP0351040 (linfuranone D)

SMILES for NP0351040 (linfuranone D)

INCHI for NP0351040 (linfuranone D)

Structure for NP0351040 (linfuranone D)

3D Structure for NP0351040 (linfuranone D)