NP-MRD: Showing NP-Card for Viridin (NP0066298)

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Record Information

Version

2.0

Created at

2022-04-28 10:34:23 UTC

Updated at

2022-04-28 10:34:23 UTC

NP-MRD ID

NP0066298

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Viridin

Description

Viridin belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Viridin is found in Gliocladium virens and Trichoderma viride. Viridin was first documented in 2019 (PMID: 31554399). Based on a literature review a small amount of articles have been published on Viridin (PMID: 34563853) (PMID: 33971564) (PMID: 32595612) (PMID: 31543866).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212342D          

 26 30  0  0  1  0            999 V2000
    1.3394   -0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5414    0.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886   -0.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175   -0.7825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912    1.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7433    2.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173    1.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2153    0.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5837   -0.4314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3584   -0.1475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4999    0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    0.9491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8667    1.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361    2.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    2.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9915   -0.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661   -0.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4713   -1.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -0.6564    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 16 25  1  6  0  0  0
 15 26  1  6  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -4.8218    1.6722    0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7237    0.9592    0.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1618    0.1434   -0.3019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2345   -1.2840    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2539   -1.8192    0.5271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793   -2.1275   -0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970   -3.4326   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915   -3.5517   -0.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -2.3853   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.4919   -0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7483   -0.0586    0.2283 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2044    0.0081    1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357    0.3705    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    1.7236    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2600    2.1092    0.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3270    1.2655   -0.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195   -0.0778   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6930   -0.5075   -0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -1.9355   -0.4102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156   -2.7359   -0.6439 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -0.8036   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881    0.1318    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7638    1.4555   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3573    2.5295   -0.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.6310   -0.6349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8032    1.9956   -0.5523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5634    2.3331   -0.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2475    2.2490    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6350    0.9802   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7634    0.2933   -1.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708   -4.1809   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -0.8925    1.9535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7324    0.9516    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2739    0.0049    2.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1653    2.4324    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4696    3.1597    0.4014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -0.9401   -1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3448   -1.7683    0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6084   -0.0730    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3211    0.0184   -0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    0.2922   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0194    2.3560   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 25  1  0
 25 26  1  0
 25 11  1  0
 11 12  1  1
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  2  0
  9 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  2  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
  4  3  1  0
 13 18  1  0
 13 11  1  0
  6 10  1  0
 16 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  6
 25 41  1  6
 26 42  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
  7 31  1  0
 21 37  1  0
 21 38  1  0
 22 39  1  0
 22 40  1  0
 15 36  1  0
 14 35  1  0
M  END


  Mrv1652304282212342D          

 26 30  0  0  1  0            999 V2000
    1.3394   -0.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0320    0.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5414    0.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581    0.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6655   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1561   -0.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4886   -0.1493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0175   -0.7825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    0.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912    1.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340    1.4427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7433    2.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4173    1.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    0.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2153    0.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5837   -0.4314    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3584   -0.1475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4999    0.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2745    0.9491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8667    1.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361    2.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    2.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9915   -0.6765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661   -0.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4713   -1.2487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4126   -0.6564    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  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
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 16 25  1  6  0  0  0
 15 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0066298

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@@H](O)[C@@]2(C)C3=C(OC=C3C1=O)C(=O)C1=C3CCC(=O)C3=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c1-20-11-5-3-8-9(4-6-12(8)21)13(11)16(23)17-14(20)10(7-26-17)15(22)18(25-2)19(20)24/h3,5,7,18-19,24H,4,6H2,1-2H3/t18-,19-,20-/m1/s1

> <INCHI_KEY>
YEIGUXGHHKAURB-VAMGGRTRSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.342

> <EXACT_MASS>
352.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.67465260859012

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,17S,18S)-18-hydroxy-17-methoxy-1-methyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),3,5(9),12(19),14-pentaene-6,11,16-trione

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
1.2647233459999998

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.805496260307578

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.064521774024634

> <JCHEM_PKA_STRONGEST_BASIC>
-3.16595792725604

> <JCHEM_POLAR_SURFACE_AREA>
93.81

> <JCHEM_REFRACTIVITY>
101.9668

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,17S,18S)-18-hydroxy-17-methoxy-1-methyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),3,5(9),12(19),14-pentaene-6,11,16-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.500  -1.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.926   0.052   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.877   1.264   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.402   1.046   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.976  -0.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.025  -1.594   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.512  -0.279   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.499  -1.461   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.888   1.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.584   2.034   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.303   2.693   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.254   3.905   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.779   2.911   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.172   1.699   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.402   0.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.090  -0.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.536  -0.275   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.800   1.242   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.246   1.772   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.618   2.229   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.561   3.768   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.079   4.189   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.717  -1.263   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.163  -0.733   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.880  -2.331   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.770  -1.225   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4                                                       
CONECT   11    3   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   22                                                  
CONECT   14   13   15   20                                                  
CONECT   15   14    2   16   26                                             
CONECT   16   15   17   25                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   14   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   13                                                       
CONECT   23   17   24                                                       
CONECT   24   23                                                            
CONECT   25   16                                                            
CONECT   26   15                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

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Synonyms

Value	Source
Viridin a	MeSH
Viridin b	MeSH
Viridin C	MeSH

Chemical Formula

C₂₀H₁₆O₆

Average Mass

352.3420 Da

Monoisotopic Mass

352.09469 Da

IUPAC Name

(1R,17S,18S)-18-hydroxy-17-methoxy-1-methyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),3,5(9),12(19),14-pentaene-6,11,16-trione

Traditional Name

(1R,17S,18S)-18-hydroxy-17-methoxy-1-methyl-13-oxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),3,5(9),12(19),14-pentaene-6,11,16-trione

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@@H](O)[C@@]2(C)C3=C(OC=C3C1=O)C(=O)C1=C3CCC(=O)C3=CC=C21

InChI Identifier

InChI=1S/C20H16O6/c1-20-11-5-3-8-9(4-6-12(8)21)13(11)16(23)17-14(20)10(7-26-17)15(22)18(25-2)19(20)24/h3,5,7,18-19,24H,4,6H2,1-2H3/t18-,19-,20-/m1/s1

InChI Key

YEIGUXGHHKAURB-VAMGGRTRSA-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
Trichoderma virens	Fungi	KNApSAcK
Trichoderma viride	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Naphthofuran
Indanone
Naphthalene
Indane
Aryl alkyl ketone
Aryl ketone
Furan
Heteroaromatic compound
Ketone
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organooxygen compound
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	2.62	ALOGPS
logP	1.26	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	93.81 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	101.97 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	5	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00049079

Chemspider ID

85065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Viridin

METLIN ID

Not Available

PubChem Compound

94257

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bansal R, Pachauri S, Gururajaiah D, Sherkhane PD, Khan Z, Gupta S, Banerjee K, Kumar A, Mukherjee PK: Dual role of a dedicated GAPDH in the biosynthesis of volatile and non-volatile metabolites- novel insights into the regulation of secondary metabolism in Trichoderma virens. Microbiol Res. 2021 Dec;253:126862. doi: 10.1016/j.micres.2021.126862. Epub 2021 Sep 9. [PubMed:34563853 ]
Pakora GA, Mann S, Kone D, Buisson D: Bioconversion of antifungal viridin to phytotoxin viridiol by environmental non-viridin producing microorganisms. Bioorg Chem. 2021 Jul;112:104959. doi: 10.1016/j.bioorg.2021.104959. Epub 2021 May 1. [PubMed:33971564 ]
Pachauri S, Sherkhane PD, Kumar V, Mukherjee PK: Whole Genome Sequencing Reveals Major Deletions in the Genome of M7, a Gamma Ray-Induced Mutant of Trichoderma virens That Is Repressed in Conidiation, Secondary Metabolism, and Mycoparasitism. Front Microbiol. 2020 Jun 12;11:1030. doi: 10.3389/fmicb.2020.01030. eCollection 2020. [PubMed:32595612 ]
Ji Y, Xin Z, He H, Gao S: Total Synthesis of Viridin and Viridiol. J Am Chem Soc. 2019 Oct 16;141(41):16208-16212. doi: 10.1021/jacs.9b08577. Epub 2019 Oct 3. [PubMed:31554399 ]
Mukherjee PK, Mehetre ST, Sherkhane PD, Muthukathan G, Ghosh A, Kotasthane AS, Khare N, Rathod P, Sharma KK, Nath R, Tewari AK, Bhattacharyya S, Arya M, Pathak D, Wasnikar AR, Tiwari RKS, Saxena DR: A Novel Seed-Dressing Formulation Based on an Improved Mutant Strain of Trichoderma virens, and Its Field Evaluation. Front Microbiol. 2019 Aug 30;10:1910. doi: 10.3389/fmicb.2019.01910. eCollection 2019. [PubMed:31543866 ]

Showing NP-Card for Viridin (NP0066298)

MOL for NP0066298 (Viridin)

3D MOL for NP0066298 (Viridin)

3D SDF for NP0066298 (Viridin)

3D-SDF for NP0066298 (Viridin)

PDB for NP0066298 (Viridin)

3D PDB for NP0066298 (Viridin)

SMILES for NP0066298 (Viridin)

INCHI for NP0066298 (Viridin)

Structure for NP0066298 (Viridin)

3D Structure for NP0066298 (Viridin)