NP-MRD: Showing NP-Card for N-Glucosylmonascorubramine (NP0084253)

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Record Information

Version

2.0

Created at

2022-04-29 05:02:42 UTC

Updated at

2022-04-29 05:02:42 UTC

NP-MRD ID

NP0084253

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Glucosylmonascorubramine

Description

N-Glucosylmonascorubramine is found in Monascus ruber.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207022D          

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M  END

     RDKit          3D

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  Mrv1652304292207022D          

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  2  3  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
  7 11  2  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
  6 14  1  0  0  0  0
 12 15  2  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
 13 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 21  2  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  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 30  2  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 31 33  2  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
  2 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084253

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)C1=C2C=C3C=C(\C=C\C)N(C=C3C(=O)C2(C)OC1=O)C1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H37NO9/c1-4-6-7-8-9-11-20(32)22-19-13-16-12-17(10-5-2)30(14-18(16)26(36)29(19,3)39-28(22)37)27-25(35)24(34)23(33)21(15-31)38-27/h5,10,12-14,21,23-25,27,31,33-35H,4,6-9,11,15H2,1-3H3/b10-5+

> <INCHI_KEY>
PVGVJRPGIMWEKM-BJMVGYQFSA-N

> <FORMULA>
C29H37NO9

> <MOLECULAR_WEIGHT>
543.613

> <EXACT_MASS>
543.246831775

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
59.86841898185567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2H,7H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.1880480583333335

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.328915690401537

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.439408998158399

> <JCHEM_PKA_STRONGEST_BASIC>
-2.980264627971385

> <JCHEM_POLAR_SURFACE_AREA>
153.83

> <JCHEM_REFRACTIVITY>
145.117

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]furo[3,2-g]isoquinoline-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0      -7.491   1.617   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.460   0.473   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.954   0.793   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.478   2.258   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.924  -0.351   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.417  -0.031   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.387  -1.176   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.863  -2.640   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.832  -3.785   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.308  -5.249   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.119  -0.856   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.595   0.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.435   1.754   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.941   1.433   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.102   0.929   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.578   2.394   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.547   3.538   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.642   4.784   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.041   3.218   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.990   4.363   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.984   3.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.318   2.250   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.652   3.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.986   2.250   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.319   3.020   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.653   2.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.987   3.020   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.320   2.250   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.654   3.020   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.318   0.710   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.823   4.552   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.317   4.872   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.968   5.582   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.400  -1.816   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -5.906  -2.136   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.382  -3.601   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.351  -4.745   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -6.936  -0.992   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -8.443  -1.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   34                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13    6                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19   32                                             
CONECT   18   17                                                            
CONECT   19   17   13   20                                                  
CONECT   20   19                                                            
CONECT   21   16   22   31                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   22                                                            
CONECT   31   21   32   33                                                  
CONECT   32   31   17                                                       
CONECT   33   31                                                            
CONECT   34    5   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35    2   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₇NO₉

Average Mass

543.6130 Da

Monoisotopic Mass

543.24683 Da

IUPAC Name

9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2H,7H,9H,9aH-furo[3,2-g]isoquinoline-2,9-dione

Traditional Name

9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]furo[3,2-g]isoquinoline-2,9-dione

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)C1=C2C=C3C=C(\C=C\C)N(C=C3C(=O)C2(C)OC1=O)C1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C29H37NO9/c1-4-6-7-8-9-11-20(32)22-19-13-16-12-17(10-5-2)30(14-18(16)26(36)29(19,3)39-28(22)37)27-25(35)24(34)23(33)21(15-31)38-27/h5,10,12-14,21,23-25,27,31,33-35H,4,6-9,11,15H2,1-3H3/b10-5+

InChI Key

PVGVJRPGIMWEKM-BJMVGYQFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Monascus ruber	Fungi	KNApSAcK

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	2.39	ALOGPS
logP	2.19	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	153.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	145.12 m³·mol⁻¹	ChemAxon
Polarizability	59.87 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

Not Available

References

General References

Not Available

Showing NP-Card for N-Glucosylmonascorubramine (NP0084253)

MOL for NP0084253 (N-Glucosylmonascorubramine)

3D MOL for NP0084253 (N-Glucosylmonascorubramine)

3D SDF for NP0084253 (N-Glucosylmonascorubramine)

3D-SDF for NP0084253 (N-Glucosylmonascorubramine)

PDB for NP0084253 (N-Glucosylmonascorubramine)

3D PDB for NP0084253 (N-Glucosylmonascorubramine)

SMILES for NP0084253 (N-Glucosylmonascorubramine)

INCHI for NP0084253 (N-Glucosylmonascorubramine)

Structure for NP0084253 (N-Glucosylmonascorubramine)

3D Structure for NP0084253 (N-Glucosylmonascorubramine)