NP-MRD: Showing NP-Card for 5z-7-oxozeaenol (NP0228904)

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Record Information

Version

2.0

Created at

2022-09-06 08:44:34 UTC

Updated at

2022-09-06 08:44:34 UTC

NP-MRD ID

NP0228904

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5z-7-oxozeaenol

Description

5Z-7-oxozeaenol, also known as LL-Z1640-2 or F152A1 compound, belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene. 5z-7-oxozeaenol is found in Curvularia lunata. 5Z-7-oxozeaenol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05031419582D          

 33 34  0  0  1  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3926   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263   -2.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -3.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337   -0.1176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141   -2.2930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -4.0074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -0.3464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -4.1218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3374   -1.7193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
 11  1  1  1  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  2  0  0  0  0
 15 21  1  1  0  0  0
 22 16  1  0  0  0  0
 18 23  1  6  0  0  0
 24 19  2  0  0  0  0
 25  2  1  0  0  0  0
 25 13  1  0  0  0  0
 26 11  1  0  0  0  0
 26 19  1  0  0  0  0
 27  3  1  0  0  0  0
 28  4  1  0  0  0  0
 29  6  1  0  0  0  0
 30  7  1  0  0  0  0
 11 31  1  6  0  0  0
 15 32  1  6  0  0  0
 18 33  1  1  0  0  0
M  END

     RDKit          3D

 48 49  0  0  0  0  0  0  0  0999 V2000
    6.5306    0.3744   -0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375    1.2098   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385    0.6128   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0738   -0.7418   -0.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8751   -1.3057    0.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -2.6885    0.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8256   -0.4489    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9616    0.9291    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    1.4365    0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015    1.9266    1.0720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1418    2.3124    0.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6381    1.6828   -0.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0975    1.7546   -0.8696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3877    2.9323   -1.6166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9489    1.7127    0.3640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3287    1.3570    1.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986    0.9348    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1797    1.3910    0.9394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4563   -0.2261   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8876   -1.4040   -0.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -1.7576    0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -1.6963   -0.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2127   -3.1346   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516   -1.1435    0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -1.1876    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9690   -2.0338    2.2236 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3463   -0.1113   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6758   -0.4175   -0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4628    0.9527   -1.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8955   -1.3859   -0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0432   -3.2413    0.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    2.5325    0.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2782    2.5391    1.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7735    3.0848    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318    0.7151   -0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1918    2.3506   -1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4390    0.9423   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135    2.7780   -2.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2083    2.8207    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8338    1.7321    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   -0.1621   -1.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1697   -2.2086   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1362   -2.8338    0.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9544   -1.2246    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5854   -1.1500   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1096   -3.2935   -0.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628   -3.3513   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353   -3.8663    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  2  0
 10  8  1  0
  8  9  2  0
  9  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7 25  1  0
 25 26  2  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 17  1  0
 17 18  2  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
  7  8  1  0
 11 34  1  0
 10 33  1  0
  9 32  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
 22 45  1  6
 23 46  1  0
 23 47  1  0
 23 48  1  0
 21 43  1  0
 21 44  1  0
 20 42  1  0
 19 41  1  0
 15 39  1  1
 16 40  1  0
 13 37  1  6
 14 38  1  0
 12 35  1  0
 12 36  1  0
M  END


  Mrv0541 05031419582D          

 33 34  0  0  1  0            999 V2000
    6.3466    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3926   -1.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263   -2.8633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -3.8930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447   -1.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9871   -2.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7337   -0.1176    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141   -2.2930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -4.0074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -0.3464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -4.1218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3374   -1.7193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
 11  1  1  1  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  2  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  2  0  0  0  0
 15 21  1  1  0  0  0
 22 16  1  0  0  0  0
 18 23  1  6  0  0  0
 24 19  2  0  0  0  0
 25  2  1  0  0  0  0
 25 13  1  0  0  0  0
 26 11  1  0  0  0  0
 26 19  1  0  0  0  0
 27  3  1  0  0  0  0
 28  4  1  0  0  0  0
 29  6  1  0  0  0  0
 30  7  1  0  0  0  0
 11 31  1  6  0  0  0
 15 32  1  6  0  0  0
 18 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0228904

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C1=C([H])/C2=CC(OC)=CC(O)=C2C(=O)O[C@@]([H])(C)C\C([H])=C([H])/C(=O)[C@@]([H])(O)[C@@]([H])(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1

> <INCHI_KEY>
NEQZWEXWOFPKOT-BYRRXHGESA-N

> <FORMULA>
C19H22O7

> <MOLECULAR_WEIGHT>
362.3738

> <EXACT_MASS>
362.136553058

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.64181894557514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
2.571913623666666

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.420991135190835

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.592829136281829

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2531687003337586

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
96.76879999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-4,8,9,10-tetrahydro-3H-2-benzoxacyclotetradecine-1,7-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   25                                                            
CONECT    3    5    7   27                                                  
CONECT    4    6    8   28                                                  
CONECT    5    3   11                                                       
CONECT    6    4   12   29                                                  
CONECT    7    3   14   30                                                  
CONECT    8    4   15                                                       
CONECT    9   12   13                                                       
CONECT   10   13   16                                                       
CONECT   11    1    5   26   31                                             
CONECT   12    6    9   17                                                  
CONECT   13    9   10   25                                                  
CONECT   14    7   18   20                                                  
CONECT   15    8   18   21   32                                             
CONECT   16   10   17   22                                                  
CONECT   17   12   16   19                                                  
CONECT   18   14   15   23   33                                             
CONECT   19   17   24   26                                                  
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25    2   13                                                       
CONECT   26   11   19                                                       
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31   11                                                            
CONECT   32   15                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
LL-Z1640-2	ChEBI
8,9,16-Trihydroxy-14-methoxy-3-methyl-3,4,9,10-tetrahydro-1H-benzo(c)(1)oxacyclotetradecine-1,7(8H)-dione	MeSH
F152a1 Compound	MeSH

Chemical Formula

C₁₉H₂₂O₇

Average Mass

362.3738 Da

Monoisotopic Mass

362.13655 Da

IUPAC Name

(3S,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione

Traditional Name

(3S,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-4,8,9,10-tetrahydro-3H-2-benzoxacyclotetradecine-1,7-dione

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/C2=CC(OC)=CC(O)=C2C(=O)O[C@@]([H])(C)C\C([H])=C([H])/C(=O)[C@@]([H])(O)[C@@]([H])(O)C1

InChI Identifier

InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3-/t11-,15-,18+/m0/s1

InChI Key

NEQZWEXWOFPKOT-BYRRXHGESA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Curvularia lunata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as zearalenones. These are macrolides which contains a fourteen-member lactone fused to 1,3-dihydroxybenzene.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Zearalenones

Direct Parent

Zearalenones

Alternative Parents

Substituents

Zearalenone-skeleton
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Vinylogous acid
1,2-diol
Carboxylic acid ester
Ketone
Cyclic ketone
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:67559 )
secondary alcohol (CHEBI:67559 )
phenols (CHEBI:67559 )
macrolide (CHEBI:67559 )

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	1.75	ALOGPS
logP	2.57	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	96.77 m³·mol⁻¹	ChemAxon
Polarizability	36.64 Å³	ChemAxon
Number of Rings	2	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

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

9863776

PDB ID

Not Available

ChEBI ID

67559

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5z-7-oxozeaenol (NP0228904)

MOL for NP0228904 (5z-7-oxozeaenol)

3D MOL for NP0228904 (5z-7-oxozeaenol)

3D SDF for NP0228904 (5z-7-oxozeaenol)

3D-SDF for NP0228904 (5z-7-oxozeaenol)

PDB for NP0228904 (5z-7-oxozeaenol)

3D PDB for NP0228904 (5z-7-oxozeaenol)

SMILES for NP0228904 (5z-7-oxozeaenol)

INCHI for NP0228904 (5z-7-oxozeaenol)

Structure for NP0228904 (5z-7-oxozeaenol)

3D Structure for NP0228904 (5z-7-oxozeaenol)