NP-MRD: Showing NP-Card for 9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate (NP0302432)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 15:58:28 UTC

Updated at

2022-09-10 15:58:28 UTC

NP-MRD ID

NP0302432

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate

Description

9-Hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]Heptadeca-2(11),3(8),5,9-tetraen-16-yl benzoate belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. 9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate is found in Dysoxylum acutangulum. 9-Hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]Heptadeca-2(11),3(8),5,9-tetraen-16-yl benzoate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241514082D          

 30 34  0  0  0  0            999 V2000
   -0.7369    0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    0.3383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722   -0.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878   -1.6065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -1.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -2.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214   -3.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881   -4.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -4.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -4.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -3.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    1.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2979    1.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261    2.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    0.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    0.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6804   -0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4369   -1.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -0.6634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2415    0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
 14 30  1  0  0  0  0
 18 30  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
   -0.3212   -3.6612    0.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3921   -2.6269    0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379   -2.9268    1.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5285   -1.9408    1.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036   -2.1607    2.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939   -0.7439    0.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.2716    0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4411    0.1732    1.5080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506    1.4725    0.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7781    1.6875   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    0.6856   -0.4651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153   -0.5122    0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -1.4777    0.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5491    0.8549   -1.1682 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6631    1.9730   -2.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1884    3.1856   -1.4121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5480    2.9083   -1.1267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    3.3068   -0.1029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4167    4.7274    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7836    2.6893   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5702    1.2015   -0.2120 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6757    0.4357   -0.5113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -0.4804    0.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775   -0.5759    1.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3361   -1.3085    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7702   -2.1955    1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   -3.0168    0.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329   -2.9230   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1329   -2.0462   -1.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0294   -1.2401   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6755   -4.4528    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -4.0548    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5866   -3.2299    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7357   -3.8526    2.0133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8894   -0.4857    2.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038    2.2647    0.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.0885   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375    2.1658   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4643    1.6974   -2.8895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818    4.1191   -1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4152    4.9427    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4890    5.1240   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    5.2149   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4550    3.0191    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    3.0633   -1.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092    0.9471    0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2507   -2.2751    2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221   -3.7206    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3942   -3.5559   -0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6997   -2.0235   -2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218   -0.5552   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 21 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 10  1  0
 10  9  2  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 13  1  0
 13 12  1  0
 12 11  2  0
 16 18  1  0
 11 10  1  0
 30 25  1  0
 11 14  1  0
 12  6  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 21 46  1  1
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 14 37  1  6
 15 38  1  0
 15 39  1  0
 16 40  1  6
  9 36  1  0
  8 35  1  0
  3 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1533004241514082D          

 30 34  0  0  0  0            999 V2000
   -0.7369    0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875    0.3383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722   -0.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1211   -0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0878   -1.6065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -1.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -1.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -2.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214   -3.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9881   -4.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -4.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -4.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4064   -3.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    1.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9568    1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4850    1.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2979    1.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261    2.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827    0.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    0.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9238    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6804   -0.1703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522   -0.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4369   -1.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -0.6634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2415    0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  2  0  0  0  0
 14 30  1  0  0  0  0
 18 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0302432

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC(OC(=O)C2=CC=CC=C2)C2CC1OC1=CC(O)=C3C(=O)C=C(C)OC3=C21

> <INCHI_IDENTIFIER>
InChI=1S/C23H21NO6/c1-12-8-15(25)21-16(26)10-17-20(22(21)28-12)14-9-19(29-17)24(2)11-18(14)30-23(27)13-6-4-3-5-7-13/h3-8,10,14,18-19,26H,9,11H2,1-2H3

> <INCHI_KEY>
PJWARXSHHFSDKD-UHFFFAOYSA-N

> <FORMULA>
C23H21NO6

> <MOLECULAR_WEIGHT>
407.422

> <EXACT_MASS>
407.1368874

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
41.633601976076406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
3.9724311649999997

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.052649720409207

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3197948449536705

> <JCHEM_PKA_STRONGEST_BASIC>
3.6989585624845853

> <JCHEM_POLAR_SURFACE_AREA>
85.3

> <JCHEM_REFRACTIVITY>
110.25249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.375   0.693   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       0.163   0.631   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.695  -0.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.093  -1.460   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.031  -2.999   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.667  -3.715   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.635  -2.891   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.605  -5.253   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.907  -6.076   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.844  -7.615   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.481  -8.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.821  -7.508   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.759  -5.969   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.538  -0.929   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.804   0.209   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.809   2.029   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.255   2.561   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.653   1.915   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.639   3.098   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.156   2.835   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.142   4.018   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.688   1.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.205   1.128   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.191   2.311   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.737  -0.318   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.751  -1.501   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.282  -2.946   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.233  -1.238   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.702   0.207   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.184   0.469   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    4   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   22   30                                                  
CONECT   30   29   14   18                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
9-Hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0,.0,]heptadeca-2(11),3(8),5,9-tetraen-16-yl benzoic acid	Generator
9-Hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2(11),3(8),5,9-tetraen-16-yl benzoic acid	Generator

Chemical Formula

C₂₃H₂₁NO₆

Average Mass

407.4220 Da

Monoisotopic Mass

407.13689 Da

IUPAC Name

9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate

Traditional Name

9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate

CAS Registry Number

Not Available

SMILES

CN1CC(OC(=O)C2=CC=CC=C2)C2CC1OC1=CC(O)=C3C(=O)C=C(C)OC3=C21

InChI Identifier

InChI=1S/C23H21NO6/c1-12-8-15(25)21-16(26)10-17-20(22(21)28-12)14-9-19(29-17)24(2)11-18(14)30-23(27)13-6-4-3-5-7-13/h3-8,10,14,18-19,26H,9,11H2,1-2H3

InChI Key

PJWARXSHHFSDKD-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, 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
Dysoxylum acutangulum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
Chromone
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Piperidine
Heteroaromatic compound
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Azacycle
Amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
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	2.75	ALOGPS
logP	3.97	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.32	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.25 m³·mol⁻¹	ChemAxon
Polarizability	41.63 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate (NP0302432)

MOL for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

3D MOL for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

3D SDF for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

3D-SDF for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

PDB for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

3D PDB for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

SMILES for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

INCHI for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

Structure for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)

3D Structure for NP0302432 (9-hydroxy-5,14-dimethyl-7-oxo-4,12-dioxa-14-azatetracyclo[11.3.1.0²,¹¹.0³,⁸]heptadeca-2,5,8,10-tetraen-16-yl benzoate)