NP-MRD: Showing NP-Card for (-)-Balanol (NP0061481)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 06:15:46 UTC

Updated at

2022-04-28 06:15:46 UTC

NP-MRD ID

NP0061481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Balanol

Description

2-[2,6-Dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. (-)-Balanol is found in Fusarium merismoides, Fusarium merismoides CORDA NR6356, Cordyceps ophioglossoides and Verticillium balanoides. 2-[2,6-Dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041400362D          

 42 45  0  0  1  0            999 V2000
    4.6369   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8227   -5.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0343   -5.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9871   -7.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5092   -9.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2191   -8.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7412   -9.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1241   -6.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958   -7.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6321   -8.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -8.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2910   -6.9631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0659   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3527   -6.1404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0659   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001   -8.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -2.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6382   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7116   -7.4013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5231   -7.2645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282   -9.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -4.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1592   -5.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -2.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -2.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0451   -8.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369   -2.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3527   -4.4904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6382   -5.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1377   -7.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3218   -5.3160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  2  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17  3  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22  5  1  0  0  0  0
 22 18  1  0  0  0  0
 23 17  2  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 14  1  0  0  0  0
 27 17  1  0  0  0  0
 28 15  1  0  0  0  0
 29 10  1  0  0  0  0
 29 13  1  0  0  0  0
 18 30  1  1  0  0  0
 30 26  1  0  0  0  0
 31 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 20  1  0  0  0  0
 34 21  1  0  0  0  0
 35 25  2  0  0  0  0
 36 26  2  0  0  0  0
 37 27  2  0  0  0  0
 38 27  1  0  0  0  0
 39 28  2  0  0  0  0
 22 40  1  6  0  0  0
 40 28  1  0  0  0  0
 18 41  1  6  0  0  0
 22 42  1  1  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
    3.5824    1.8249    1.0308 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6769    0.7862    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -0.4770    0.9594 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489   -0.6295    2.4019 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4544   -1.5551    2.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -1.4689    4.3709 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951   -2.3948    5.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417   -2.4279    4.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9181   -1.1565    4.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0639   -1.1987    2.7090 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0595   -0.4956    2.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1912   -1.1756    1.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871   -2.4174    1.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725   -0.4743    0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    0.8874    0.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0427    1.5669   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    2.9490    0.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9122    0.9155   -0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8548    1.6664   -1.6763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5776    2.8996   -1.8732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0670    1.1706   -2.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3396    1.6250   -3.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4439    2.4632   -4.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4713    1.2489   -4.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3473    0.4062   -3.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0953   -0.0320   -2.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9298    0.3447   -1.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8931   -0.0265   -0.2219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6928   -0.8907    0.2173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0146    0.5337    0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7372   -0.4608   -1.0438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -1.1970   -1.8721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7304   -1.1307   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8452    0.9339   -1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6293    2.1785   -1.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7848    2.3458   -3.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602    1.3070   -3.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052    1.5225   -5.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3753    0.0793   -3.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2195   -0.0962   -1.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6961   -1.3283    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771    0.4152    2.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4431   -1.4724    2.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1112   -2.6009    2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6274   -1.4451    4.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0672   -2.2381    6.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3142   -3.4061    4.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -3.2786    4.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8822   -2.5749    5.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8408   -1.0738    4.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795   -0.2850    4.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0076   -2.2674    2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4044    1.4175    1.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6219    3.5035    0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6033    2.8100   -5.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6528    1.6160   -5.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2371    0.1194   -4.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7902   -0.6787   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2116    1.3327    1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4186   -2.1803   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834   -2.2170   -0.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    2.9934   -1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6126    3.3166   -3.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5663    1.4150   -5.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -0.7619   -3.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -1.0810   -1.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 27  2  0
 27 26  1  0
 26 25  2  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 27 28  1  0
 28 30  1  0
 28 29  2  0
 18 31  1  0
 31 32  1  0
 31 33  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
 10  4  1  0
 33 14  1  0
 40 34  1  0
 22 21  1  0
  4 42  1  1
  5 43  1  0
  5 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 10 52  1  6
 15 53  1  0
 17 54  1  0
 26 58  1  0
 25 57  1  0
 24 56  1  0
 23 55  1  0
 30 59  1  0
 32 60  1  0
 33 61  1  0
  3 41  1  0
 35 62  1  0
 36 63  1  0
 38 64  1  0
 39 65  1  0
 40 66  1  0
M  END


  Mrv0541 05041400362D          

 42 45  0  0  1  0            999 V2000
    4.6369   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8227   -5.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0343   -5.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9871   -7.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5092   -9.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2191   -8.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7412   -9.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1241   -6.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8958   -7.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6321   -8.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0962   -8.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2910   -6.9631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0659   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948   -4.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3527   -6.1404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0659   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948   -3.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -3.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001   -8.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -2.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6382   -4.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7116   -7.4013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5231   -7.2645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3282   -9.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -4.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1592   -5.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2093   -2.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7803   -2.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0451   -8.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0659   -2.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369   -2.0154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3527   -4.4904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6382   -5.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1377   -7.7737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3218   -5.3160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  2  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17  3  1  0  0  0  0
 18 13  1  0  0  0  0
 19  4  2  0  0  0  0
 20 11  1  0  0  0  0
 21 12  2  0  0  0  0
 22  5  1  0  0  0  0
 22 18  1  0  0  0  0
 23 17  2  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 14  1  0  0  0  0
 27 17  1  0  0  0  0
 28 15  1  0  0  0  0
 29 10  1  0  0  0  0
 29 13  1  0  0  0  0
 18 30  1  1  0  0  0
 30 26  1  0  0  0  0
 31 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 20  1  0  0  0  0
 34 21  1  0  0  0  0
 35 25  2  0  0  0  0
 36 26  2  0  0  0  0
 37 27  2  0  0  0  0
 38 27  1  0  0  0  0
 39 28  2  0  0  0  0
 22 40  1  6  0  0  0
 40 28  1  0  0  0  0
 18 41  1  6  0  0  0
 22 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0061481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CNCCC[C@@]1([H])OC(=O)C1=CC(O)=C(C(=O)C2=C(C=CC=C2O)C(O)=O)C(O)=C1)NC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22-/m1/s1

> <INCHI_KEY>
XYUFCXJZFZPEJD-XMSQKQJNSA-N

> <FORMULA>
C28H26N2O10

> <MOLECULAR_WEIGHT>
550.5134

> <EXACT_MASS>
550.158745062

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
55.12240619235372

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2,6-dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
2.3908398926862056

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.475229340166568

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.975795398073315

> <JCHEM_PKA_STRONGEST_BASIC>
9.739433871462118

> <JCHEM_POLAR_SURFACE_AREA>
202.71999999999997

> <JCHEM_REFRACTIVITY>
141.5085

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2,6-dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    5   10                                                       
CONECT    3    1   17                                                       
CONECT    4    1   19                                                       
CONECT    5    2   22                                                       
CONECT    6    8   14                                                       
CONECT    7    9   14                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10    2   29                                                       
CONECT   11   15   20                                                       
CONECT   12   15   21                                                       
CONECT   13   18   29                                                       
CONECT   14    6    7   26                                                  
CONECT   15   11   12   28                                                  
CONECT   16    8    9   31                                                  
CONECT   17    3   23   27                                                  
CONECT   18   13   22   30   41                                             
CONECT   19    4   23   32                                                  
CONECT   20   11   24   33                                                  
CONECT   21   12   24   34                                                  
CONECT   22    5   18   40   42                                             
CONECT   23   17   19   25                                                  
CONECT   24   20   21   25                                                  
CONECT   25   23   24   35                                                  
CONECT   26   14   30   36                                                  
CONECT   27   17   37   38                                                  
CONECT   28   15   39   40                                                  
CONECT   29   10   13                                                       
CONECT   30   18   26                                                       
CONECT   31   16                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
CONECT   35   25                                                            
CONECT   36   26                                                            
CONECT   37   27                                                            
CONECT   38   27                                                            
CONECT   39   28                                                            
CONECT   40   22   28                                                       
CONECT   41   18                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-[2,6-Dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoate	Generator
Ophiocordin	MeSH

Chemical Formula

C₂₈H₂₆N₂O₁₀

Average Mass

550.5134 Da

Monoisotopic Mass

550.15875 Da

IUPAC Name

2-[2,6-dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid

Traditional Name

2-[2,6-dihydroxy-4-({[(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CNCCC[C@@]1([H])OC(=O)C1=CC(O)=C(C(=O)C2=C(C=CC=C2O)C(O)=O)C(O)=C1)NC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22-/m1/s1

InChI Key

XYUFCXJZFZPEJD-XMSQKQJNSA-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
Fusarium merismoides	LOTUS Database	35616633
Fusarium merismoides CORDA NR6356	Fungi	KNApSAcK
Tolypocladium ophioglossoides	Fungi	KNApSAcK
Verticillium balanoides	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
M-hydroxybenzoic acid ester
Hydroxybenzoic acid
Benzoate ester
Benzoic acid
Benzamide
Benzoic acid or derivatives
Benzoyl
Resorcinol
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Azepane
Vinylogous acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxylic acid ester
Carboxamide group
Ketone
Amino acid
Azacycle
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Secondary aliphatic amine
Carboxylic acid
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	1.84	ALOGPS
logP	2.39	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	9.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	141.51 m³·mol⁻¹	ChemAxon
Polarizability	55.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

5287736

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Balanol (NP0061481)

MOL for NP0061481 ((-)-Balanol)

3D MOL for NP0061481 ((-)-Balanol)

3D SDF for NP0061481 ((-)-Balanol)

3D-SDF for NP0061481 ((-)-Balanol)

PDB for NP0061481 ((-)-Balanol)

3D PDB for NP0061481 ((-)-Balanol)

SMILES for NP0061481 ((-)-Balanol)

INCHI for NP0061481 ((-)-Balanol)

Structure for NP0061481 ((-)-Balanol)

3D Structure for NP0061481 ((-)-Balanol)