NP-MRD: Showing NP-Card for Cyclovariegatin (NP0084812)

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Record Information

Version

2.0

Created at

2022-04-29 05:27:08 UTC

Updated at

2022-04-29 05:27:08 UTC

NP-MRD ID

NP0084812

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cyclovariegatin

Description

Cyclovariegatin belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Cyclovariegatin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, cyclovariegatin has been detected, but not quantified in, mushrooms. This could make cyclovariegatin a potential biomarker for the consumption of these foods. The variants cyclovariegatin-pentaacetate, cyclovariegatin-2,3',8-triacetate, and cyclovariegatin-2-acetate have also been described. It has been isolated from the browned skin of Suillus grevillei var. Badius, and becomes the pigment thelephoric acid. It is derived from atromentin. It is distinguishable by its UV-Vis spectra with maxima at 257, 296, and 430 nm. Cyclovariegatin is a pigment. Cyclovariegatin is found in Suillus grevillei . Its chemical name is 1,4-Dihydro-2,7,8-trihydroxy-3-(3,4-dihydroxyphenyl)-l,4-dioxodibenzofuran.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241218452D          

 26 29  0  0  0  0            999 V2000
    1.1959   -0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -2.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -2.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    0.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3609    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    2.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810    1.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1861    1.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -1.6497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209   -0.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -3.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -2.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1959    3.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2883    1.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    3.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  2  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2 20  2  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  2  0  0  0  0
  7 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 12 25  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 24  1  0  0  0  0
 17 18  2  0  0  0  0
 17 26  1  0  0  0  0
 18 19  1  0  0  0  0
M  END

     RDKit          3D

 36 39  0  0  0  0  0  0  0  0999 V2000
    0.9257    0.5468   -2.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4209    0.2541   -1.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2968    0.0532   -0.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7563    0.1858   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -0.3390   -1.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391   -0.2086   -1.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4985    0.4225   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8700    0.4853   -0.6555 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9071    0.9494    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6913    1.5716    1.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234    0.8157    0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7698   -0.2507    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864   -0.4433    2.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964   -0.3850    1.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873   -0.6723    2.4022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5737   -0.1865    0.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0377    0.1317   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0147    0.2602   -1.9426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788    0.0490   -1.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4928    0.0625   -1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5567   -0.2062   -1.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8717   -0.1845   -1.5079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2909   -0.4887    0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3768   -0.7538    1.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -0.5038    0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -0.2366   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -0.8396   -2.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819   -0.6275   -2.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5201    0.9292   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    1.9922    2.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581    1.2420    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1853   -0.8651    3.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    0.2835   -2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6052   -0.3880   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1876   -0.9621    2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041   -0.7277    1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 11  1  0
 11  9  2  0
  9 10  1  0
  4  3  1  0
  3 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 26  2  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 20  2  0
 17  2  1  0
  2  1  2  0
  9  7  1  0
  2  3  1  0
 26 16  1  0
 20 19  1  0
  8 29  1  0
  6 28  1  0
  5 27  1  0
 11 31  1  0
 10 30  1  0
 13 32  1  0
 25 36  1  0
 24 35  1  0
 22 34  1  0
 20 33  1  0
M  END


  Mrv0541 02241218452D          

 26 29  0  0  0  0            999 V2000
    1.1959   -0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7010   -2.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -2.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -1.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -0.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2784   -0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    0.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3609    1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    2.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510    2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810    1.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1861    1.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309   -1.6497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0209   -0.3296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4435   -3.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460   -2.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1959    3.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2883    1.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    3.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  2  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2 20  2  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  2  0  0  0  0
  7 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 12 25  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 24  1  0  0  0  0
 17 18  2  0  0  0  0
 17 26  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084812

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1O)C1=C(O)C(=O)C2=C(OC3=C2C=C(O)C(O)=C3)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H10O8/c19-8-2-1-6(3-9(8)20)13-15(23)16(24)14-7-4-10(21)11(22)5-12(7)26-18(14)17(13)25/h1-5,19-23H

> <INCHI_KEY>
YXRBIRYXOSYHBV-UHFFFAOYSA-N

> <FORMULA>
C18H10O8

> <MOLECULAR_WEIGHT>
354.2672

> <EXACT_MASS>
354.037567296

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.022610014488606

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(3,4-dihydroxyphenyl)-4,11,12-trihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaene-3,6-dione

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.5086113023333334

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.14058383476065

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.266706795920388

> <JCHEM_PKA_STRONGEST_BASIC>
-4.503254559011112

> <JCHEM_POLAR_SURFACE_AREA>
148.43

> <JCHEM_REFRACTIVITY>
89.24489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(3,4-dihydroxyphenyl)-4,11,12-trihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaene-3,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.232  -0.307   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.308  -1.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.230  -1.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.308  -2.463   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.308  -4.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.695  -4.773   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.926  -4.004   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.926  -2.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.695  -1.693   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.386  -0.153   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.846   0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.078   1.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.616   1.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.540   2.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.924   3.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.848   4.927   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.388   4.773   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.005   3.387   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.081   2.155   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.924  -3.079   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.772  -0.615   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.695  -6.314   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.313  -4.773   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.232   6.314   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.538   2.617   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.313   6.006   0.000  0.00  0.00           O+0
CONECT    1    2   13   21                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11    3   10   12                                                  
CONECT   12   11   13   25                                                  
CONECT   13    1   12   14                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   14   18                                                       
CONECT   20    2                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   16                                                            
CONECT   25   12                                                            
CONECT   26   17                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₀O₈

Average Mass

354.2672 Da

Monoisotopic Mass

354.03757 Da

IUPAC Name

5-(3,4-dihydroxyphenyl)-4,11,12-trihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaene-3,6-dione

Traditional Name

5-(3,4-dihydroxyphenyl)-4,11,12-trihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),4,10,12-pentaene-3,6-dione

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1O)C1=C(O)C(=O)C2=C(OC3=C2C=C(O)C(O)=C3)C1=O

InChI Identifier

InChI=1S/C18H10O8/c19-8-2-1-6(3-9(8)20)13-15(23)16(24)14-7-4-10(21)11(22)5-12(7)26-18(14)17(13)25/h1-5,19-23H

InChI Key

YXRBIRYXOSYHBV-UHFFFAOYSA-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
Suillus grevillei	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Catechol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Furan
Heteroaromatic compound
Vinylogous acid
Ketone
Enol
Polyol
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.17	ALOGPS
logP	1.51	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.27	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	148.43 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.24 m³·mol⁻¹	ChemAxon
Polarizability	34.02 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	No	ChemAxon

External Links

HMDB ID

HMDB0029682

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000868

KNApSAcK ID

Not Available

Chemspider ID

30776786

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cyclovariegatin

METLIN ID

Not Available

PubChem Compound

137185900

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cyclovariegatin (NP0084812)

MOL for NP0084812 (Cyclovariegatin)

3D MOL for NP0084812 (Cyclovariegatin)

3D SDF for NP0084812 (Cyclovariegatin)

3D-SDF for NP0084812 (Cyclovariegatin)

PDB for NP0084812 (Cyclovariegatin)

3D PDB for NP0084812 (Cyclovariegatin)

SMILES for NP0084812 (Cyclovariegatin)

INCHI for NP0084812 (Cyclovariegatin)

Structure for NP0084812 (Cyclovariegatin)

3D Structure for NP0084812 (Cyclovariegatin)