NP-MRD: Showing NP-Card for Malfilamentoside F (NP0350611)

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Record Information

Version

2.0

Created at

2025-01-15 10:47:24 UTC

Updated at

2025-07-31 01:09:34 UTC

NP-MRD ID

NP0350611

Natural Product DOI

https://doi.org/10.57994/3589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Malfilamentoside F

Description

Based on a literature review very few articles have been published on Malfilamentoside F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04142310552D          

 31 34  0  0  1  0            999 V2000
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0580   -1.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -3.1499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1661   -3.8173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -3.7311    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4715   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -5.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.9774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1426   -2.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -2.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1728   -1.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168   -2.3962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4682   -1.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  3 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 18 10  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 25 22  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 20  1  0  0  0  0
 29 30  1  1  0  0  0
 18 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END


  Mrv2104 04142310552D          

 31 34  0  0  1  0            999 V2000
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0580   -1.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -5.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -4.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -3.1499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1661   -3.8173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -3.7311    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4715   -4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -5.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.9774    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1426   -2.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -2.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1728   -1.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168   -2.3962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4682   -1.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  3 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 18 10  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 25 22  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 20  1  0  0  0  0
 29 30  1  1  0  0  0
 18 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350611

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](O[C@@H]2OC(=O)C(=C2CC2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O8/c24-12-16-18(25)19(26)20(27)23(29-16)31-22-15(11-13-7-3-1-4-8-13)17(21(28)30-22)14-9-5-2-6-10-14/h1-10,16,18-20,22-27H,11-12H2/t16-,18-,19+,20-,22+,23-/m1/s1

> <INCHI_KEY>
WGGINFMQHLCWKK-RPMOBBQVSA-N

> <FORMULA>
C23H24O8

> <MOLECULAR_WEIGHT>
428.437

> <EXACT_MASS>
428.147117733

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.109444720068126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-4-benzyl-3-phenyl-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
1.8913777059999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.249011598198738

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.563842339485252

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810849052979957

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
108.12070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-4-benzyl-3-phenyl-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-APR-23         0                                  
HETATM    1  O   UNK     0       3.802  -0.885   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.833  -1.348   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.297  -0.872   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.442  -1.903   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.121  -3.409   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.657  -3.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.129 -10.100   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.598 -10.261   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.693  -9.015   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.319  -7.609   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.127  -6.041   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.595  -5.880   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.310  -7.126   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.842  -6.965   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.747  -8.211   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.120  -9.617   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.468  -5.558   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.000  -5.397   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.563  -4.312   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.189  -2.905   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.031  -4.473   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.874  -3.227   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.556  -3.330   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    3   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   20   30                                                  
CONECT   30   29                                                            
CONECT   31   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₈

Average Mass

428.4370 Da

Monoisotopic Mass

428.14712 Da

IUPAC Name

(5R)-4-benzyl-3-phenyl-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,5-dihydrofuran-2-one

Traditional Name

(5R)-4-benzyl-3-phenyl-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](O[C@@H]2OC(=O)C(=C2CC2=CC=CC=C2)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C23H24O8/c24-12-16-18(25)19(26)20(27)23(29-16)31-22-15(11-13-7-3-1-4-8-13)17(21(28)30-22)14-9-5-2-6-10-14/h1-10,16,18-20,22-27H,11-12H2/t16-,18-,19+,20-,22+,23-/m1/s1

InChI Key

WGGINFMQHLCWKK-RPMOBBQVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C2D6OS, experimental)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500, C2D6OS, simulated)	bx_wwx@163.com	Ocean University of China	Wenxue Wang	2025-01-15	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Moorena sp.		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	1.89	ChemAxon
pKa (Strongest Acidic)	8.56	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.12 m³·mol⁻¹	ChemAxon
Polarizability	42.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 Malfilamentoside F (NP0350611)

MOL for NP0350611 (Malfilamentoside F)

3D MOL for NP0350611 (Malfilamentoside F)

3D SDF for NP0350611 (Malfilamentoside F)

3D-SDF for NP0350611 (Malfilamentoside F)

PDB for NP0350611 (Malfilamentoside F)

3D PDB for NP0350611 (Malfilamentoside F)

SMILES for NP0350611 (Malfilamentoside F)

INCHI for NP0350611 (Malfilamentoside F)

Structure for NP0350611 (Malfilamentoside F)

3D Structure for NP0350611 (Malfilamentoside F)