NP-MRD: Showing NP-Card for Rubescin Q (NP0332508)

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Record Information

Version

1.0

Created at

2024-02-15 20:03:33 UTC

Updated at

2024-04-19 10:09:58 UTC

NP-MRD ID

NP0332508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rubescin Q

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02152420032D          

 33 40  0  0  1  0            999 V2000
   -1.6029   -1.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2449   -2.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -2.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0545   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088   -1.1049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9360   -0.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377   -1.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2054   -1.9251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7453   -2.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -1.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9635   -0.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -1.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -2.1842    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4874   -3.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199   -2.5488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1911   -3.2250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9944   -3.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -3.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -2.4245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4899   -3.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -0.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0327   -0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1562   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247   -0.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0543   -1.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155   -2.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -2.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -3.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222   -3.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -4.8346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -3.4266    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 16 14  1  0  0  0  0
 16  9  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 16 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20  8  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  6  0  0  0
 22 13  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  END


  Mrv2104 02152420032D          

 33 40  0  0  1  0            999 V2000
   -1.6029   -1.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2449   -2.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -2.8473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0545   -1.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088   -1.1049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9360   -0.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377   -1.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2054   -1.9251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7453   -2.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -1.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9635   -0.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -1.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -2.1842    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4874   -3.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199   -2.5488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1911   -3.2250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9944   -3.3585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3525   -3.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9910   -2.4245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4899   -3.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -0.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0327   -0.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1562   -0.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247   -0.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0543   -1.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155   -2.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -2.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2352   -3.4342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222   -3.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -4.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127   -4.8346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6357   -3.4266    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 16 14  1  0  0  0  0
 16  9  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 16 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20  8  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  6  0  0  0
 22 13  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 14 28  1  0  0  0  0
 28 29  2  0  0  0  0
  3 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332508

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C3C4=C5[C@](C)(CO4)C=CC(=O)[C@]5(C)[C@@]11O[C@H]1C[C@@]1(C)[C@@H](C[C@@H](O)C231)C1=CC(O)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O7/c1-21-6-5-13(27)23(3)18(21)17(31-10-21)19-24(4)25(19)14(28)8-12(11-7-16(29)32-20(11)30)22(25,2)9-15-26(23,24)33-15/h5-7,12,14-16,19,28-29H,8-10H2,1-4H3/t12-,14+,15-,16?,19?,21-,22-,23-,24-,25?,26+/m0/s1

> <INCHI_KEY>
ZDOHOCUAKHLGJC-NELORVFYSA-N

> <FORMULA>
C26H28O7

> <MOLECULAR_WEIGHT>
452.503

> <EXACT_MASS>
452.183503242

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.14556148756179

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,6S,7R,9R,11S,16R)-9-hydroxy-7-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,6,11,16-tetramethyl-3,14-dioxaheptacyclo[11.6.1.0^{2,4}.0^{2,11}.0^{6,10}.0^{10,12}.0^{16,20}]icosa-13(20),17-dien-19-one

> <JCHEM_LOGP>
0.8240906576666652

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.024583711281908

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.188356640522102

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9662020439317818

> <JCHEM_POLAR_SURFACE_AREA>
105.59

> <JCHEM_REFRACTIVITY>
116.75469999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,6S,7R,9R,11S,16R)-9-hydroxy-7-(5-hydroxy-2-oxo-5H-furan-3-yl)-1,6,11,16-tetramethyl-3,14-dioxaheptacyclo[11.6.1.0^{2,4}.0^{2,11}.0^{6,10}.0^{10,12}.0^{16,20}]icosa-13(20),17-dien-19-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-FEB-24         0                                  
HETATM    1  O   UNK     0      -2.992  -3.653   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.324  -5.040   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.808  -5.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.305  -4.251   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.102  -2.719   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.510  -2.062   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.747  -0.541   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.684  -3.147   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.117  -3.593   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.258  -4.872   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.029  -2.143   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.532  -1.531   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.757  -2.512   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.588  -4.077   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.510  -5.615   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.077  -4.758   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.090  -6.020   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.590  -6.269   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.525  -5.953   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.850  -4.526   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.915  -5.749   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.131  -1.760   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.394  -0.879   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.758  -0.235   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.206  -0.097   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.435  -2.637   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.362  -4.188   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.960  -4.871   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.906  -6.410   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.602  -6.841   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.989  -7.509   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.264  -9.025   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.053  -6.396   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4   30                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11   20                                             
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9    8   12                                                  
CONECT   12   11   13   25                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15   16   28                                             
CONECT   15   14                                                            
CONECT   16   14    9   17   18                                             
CONECT   17   16   18   19                                                  
CONECT   18   17   16                                                       
CONECT   19   17   20                                                       
CONECT   20   19    8    4   21                                             
CONECT   21   20                                                            
CONECT   22   13   23   24   26                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   12                                                       
CONECT   26   22   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   14   29                                                  
CONECT   29   28                                                            
CONECT   30    3   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    2                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₈O₇

Average Mass

452.5030 Da

Monoisotopic Mass

452.18350 Da

IUPAC Name

(1S,2S,4S,6S,7R,9R,11S,16R)-9-hydroxy-7-(5-hydroxy-2-oxo-2,5-dihydrofuran-3-yl)-1,6,11,16-tetramethyl-3,14-dioxaheptacyclo[11.6.1.0^{2,4}.0^{2,11}.0^{6,10}.0^{10,12}.0^{16,20}]icosa-13(20),17-dien-19-one

Traditional Name

(1S,2S,4S,6S,7R,9R,11S,16R)-9-hydroxy-7-(5-hydroxy-2-oxo-5H-furan-3-yl)-1,6,11,16-tetramethyl-3,14-dioxaheptacyclo[11.6.1.0^{2,4}.0^{2,11}.0^{6,10}.0^{10,12}.0^{16,20}]icosa-13(20),17-dien-19-one

CAS Registry Number

Not Available

SMILES

C[C@@]12C3C4=C5[C@](C)(CO4)C=CC(=O)[C@]5(C)[C@@]11O[C@H]1C[C@@]1(C)[C@@H](C[C@@H](O)C231)C1=CC(O)OC1=O

InChI Identifier

InChI=1S/C26H28O7/c1-21-6-5-13(27)23(3)18(21)17(31-10-21)19-24(4)25(19)14(28)8-12(11-7-16(29)32-20(11)30)22(25,2)9-15-26(23,24)33-15/h5-7,12,14-16,19,28-29H,8-10H2,1-4H3/t12-,14+,15-,16?,19?,21-,22-,23-,24-,25?,26+/m0/s1

InChI Key

ZDOHOCUAKHLGJC-NELORVFYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[Carbon¹³, ] NMR Spectrum (2D, 151 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2024-02-15	View Spectrum
NOESY NMR	[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2024-02-15	View Spectrum
COSY NMR	[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2024-02-15	View Spectrum
1D NMR	[Proton, ] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2024-02-15	View Spectrum
HMQC NMR	[Proton, Carbon¹³] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2024-02-15	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	0.82	ChemAxon
pKa (Strongest Acidic)	8.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.75 m³·mol⁻¹	ChemAxon
Polarizability	46.15 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for Rubescin Q (NP0332508)

MOL for NP0332508 (Rubescin Q)

3D MOL for NP0332508 (Rubescin Q)

3D SDF for NP0332508 (Rubescin Q)

3D-SDF for NP0332508 (Rubescin Q)

PDB for NP0332508 (Rubescin Q)

3D PDB for NP0332508 (Rubescin Q)

SMILES for NP0332508 (Rubescin Q)

INCHI for NP0332508 (Rubescin Q)

Structure for NP0332508 (Rubescin Q)

3D Structure for NP0332508 (Rubescin Q)