NP-MRD: Showing NP-Card for Flavoaffinin 449 (NP0350642)

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Record Information

Version

2.0

Created at

2025-01-24 00:48:29 UTC

Updated at

2025-01-25 00:03:32 UTC

NP-MRD ID

NP0350642

Natural Product DOI

https://doi.org/10.57994/3621

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Flavoaffinin 449

Description

Based on a literature review very few articles have been published on Flavoaffinin 449.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04232300562D          

 34 37  0  0  0  0            999 V2000
    2.1166    2.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9741    1.2810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6965    2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828    3.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153    3.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016    4.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4659    5.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3796    6.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471    6.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608    7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    7.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420    8.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095    9.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    9.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907   10.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   11.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508   11.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645   12.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   11.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696   10.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179    2.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    2.5097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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  2  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
  4 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END


  Mrv2104 04232300562D          

 34 37  0  0  0  0            999 V2000
    2.1166    2.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3096    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9741    1.2810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6965    2.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828    3.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153    3.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016    4.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4659    5.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3796    6.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471    6.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608    7.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    7.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5420    8.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2095    9.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232    9.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7907   10.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7045   11.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9508   11.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8645   12.3956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2833   11.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3696   10.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0179    2.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    2.5097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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  2  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
  4 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 26 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350642

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C(\C=C\C=C\C=C\C=C\C=C\C2=CC=C(O)C=C2)C(=O)O\C\1=C/C1=CNC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C29H23NO4/c31-23-17-15-21(16-18-23)11-7-5-3-1-2-4-6-8-13-25-28(32)27(34-29(25)33)19-22-20-30-26-14-10-9-12-24(22)26/h1-20,30-32H/b2-1+,5-3+,6-4+,11-7+,13-8+,27-19-

> <INCHI_KEY>
HBNNMBNYGTZNDE-IPLLCQLRSA-N

> <FORMULA>
C29H23NO4

> <MOLECULAR_WEIGHT>
449.506

> <EXACT_MASS>
449.162708225

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
52.7126986974179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z)-4-hydroxy-3-[(1E,3E,5E,7E,9E)-10-(4-hydroxyphenyl)deca-1,3,5,7,9-pentaen-1-yl]-5-[(1H-indol-3-yl)methylidene]-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
5.732442979000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.509206576291731

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.152155113493122

> <JCHEM_PKA_STRONGEST_BASIC>
-5.949587675752955

> <JCHEM_POLAR_SURFACE_AREA>
82.55000000000001

> <JCHEM_REFRACTIVITY>
142.78339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-4-hydroxy-3-[(1E,3E,5E,7E,9E)-10-(4-hydroxyphenyl)deca-1,3,5,7,9-pentaen-1-yl]-5-(1H-indol-3-ylmethylidene)furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-23         0                                  
HETATM    1  O   UNK     0       3.951   4.118   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.445   3.798   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.818   2.391   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.300   4.828   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.461   6.360   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.215   7.265   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.376   8.797   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.870   9.702   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.709  11.234   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.955  12.139   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.794  13.670   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.039  14.575   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.878  16.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.124  17.012   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.963  18.544   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.209  19.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.048  20.981   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.641  21.607   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.480  23.138   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.396  20.702   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.557  19.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.033   4.058   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.440   4.685   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.287   2.552   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   24                                                       
CONECT    4    2    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    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   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15                                                       
CONECT   22    4   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   26   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₂₃NO₄

Average Mass

449.5060 Da

Monoisotopic Mass

449.16271 Da

IUPAC Name

(5Z)-4-hydroxy-3-[(1E,3E,5E,7E,9E)-10-(4-hydroxyphenyl)deca-1,3,5,7,9-pentaen-1-yl]-5-[(1H-indol-3-yl)methylidene]-2,5-dihydrofuran-2-one

Traditional Name

(5Z)-4-hydroxy-3-[(1E,3E,5E,7E,9E)-10-(4-hydroxyphenyl)deca-1,3,5,7,9-pentaen-1-yl]-5-(1H-indol-3-ylmethylidene)furan-2-one

CAS Registry Number

Not Available

SMILES

OC1=C(\C=C\C=C\C=C\C=C\C=C\C2=CC=C(O)C=C2)C(=O)O\C\1=C/C1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C29H23NO4/c31-23-17-15-21(16-18-23)11-7-5-3-1-2-4-6-8-13-25-28(32)27(34-29(25)33)19-22-20-30-26-14-10-9-12-24(22)26/h1-20,30-32H/b2-1+,5-3+,6-4+,11-7+,13-8+,27-19-

InChI Key

HBNNMBNYGTZNDE-IPLLCQLRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C3D6O, experimental)	djkountz@g.harvard.edu	Not Available	Not Available	2025-01-24	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
Clostridium thermocellum		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	5.73	ChemAxon
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.55 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.78 m³·mol⁻¹	ChemAxon
Polarizability	52.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 Flavoaffinin 449 (NP0350642)

MOL for NP0350642 (Flavoaffinin 449)

3D MOL for NP0350642 (Flavoaffinin 449)

3D SDF for NP0350642 (Flavoaffinin 449)

3D-SDF for NP0350642 (Flavoaffinin 449)

PDB for NP0350642 (Flavoaffinin 449)

3D PDB for NP0350642 (Flavoaffinin 449)

SMILES for NP0350642 (Flavoaffinin 449)

INCHI for NP0350642 (Flavoaffinin 449)

Structure for NP0350642 (Flavoaffinin 449)

3D Structure for NP0350642 (Flavoaffinin 449)