NP-MRD: Showing NP-Card for n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid (NP0330052)

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Record Information

Version

2.0

Created at

2022-09-12 15:02:57 UTC

Updated at

2022-09-12 15:02:58 UTC

NP-MRD ID

NP0330052

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid

Description

N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzene-1-carboximidic acid belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid is found in Nocardia abscessus. Based on a literature review very few articles have been published on N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzene-1-carboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122217022D          

 33 35  0  0  0  0            999 V2000
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -0.4289    4.4800    1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1121    3.9817    1.1346 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3413    4.2711    0.8902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9309    5.2840    1.6134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9793    3.5300   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4428    2.4274   -0.7486 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2268    1.3222    0.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613    0.0248   -0.3733 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7248   -0.7220   -1.0065 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6831   -1.4522   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185   -1.8837   -2.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3837   -1.9652    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444   -1.6824    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -2.2002    2.6140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8274   -3.0260    2.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1913   -3.3274    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2653   -4.1505    0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941   -2.8151    0.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.2667   -1.2895 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6234    0.3785   -0.5255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6594   -0.5507   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668   -1.5131   -1.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926   -0.4811    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8362   -1.4836   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5868   -2.5688   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0549   -1.5018    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3661   -0.5226    1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4461    0.4613    1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2058    0.4997    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3435    1.5180    1.3102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2537    1.4303   -2.2066 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6002    1.1832   -3.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1927    2.6840   -1.5026 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4886    3.6294   -2.5109 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4976    6.0139    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097    2.0553   -1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    1.6305    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1511    1.1479    0.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2979   -0.5641    0.4753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6305   -1.2214   -2.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957   -1.0317    1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4003   -1.9157    3.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680   -3.4226    3.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8079   -4.5508    1.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -3.0769   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5372   -0.6462   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5138   -3.2259   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7423   -3.2416   -0.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5263   -2.2019   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7930   -2.2883    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3219   -0.5484    2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6514    1.2616    2.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4722    1.6653    0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    1.6551   -2.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176    0.7163   -3.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    3.0688   -0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727    3.1949   -3.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  2  0
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 29 23  2  0
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 33  6  1  0
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 16 17  1  0
 16 18  2  0
  6  5  1  0
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  3  2  2  0
 23 24  1  0
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 18 12  1  0
 25 47  1  0
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 33 56  1  1
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  8 39  1  1
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 13 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 18 45  1  0
  4 35  1  0
  2  1  1  0
M  END


  Mrv1652309122217022D          

 33 35  0  0  0  0            999 V2000
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 17 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
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 25 30  1  0  0  0  0
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 30 32  1  0  0  0  0
 12 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330052

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=CC(O)=C1C(=O)OC1C(O)C(O)C(CC1N=C(O)C1=CC=CC(O)=C1)OC(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O9/c1-10-4-2-7-14(26)16(10)21(30)33-19-13(9-15(32-22(23)31)17(27)18(19)28)24-20(29)11-5-3-6-12(25)8-11/h2-8,13,15,17-19,25-28H,9H2,1H3,(H2,23,31)(H,24,29)

> <INCHI_KEY>
SAMSFFYLHHWKPS-UHFFFAOYSA-N

> <FORMULA>
C22H24N2O9

> <MOLECULAR_WEIGHT>
460.439

> <EXACT_MASS>
460.148180361

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.43772788568567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzene-1-carboximidic acid

> <JCHEM_LOGP>
0.5902895202075086

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.777628264854247

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.809023936560696

> <JCHEM_PKA_STRONGEST_BASIC>
10.312608179366483

> <JCHEM_POLAR_SURFACE_AREA>
193.11999999999998

> <JCHEM_REFRACTIVITY>
124.83010000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0     -10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0     -13.337  -4.620   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0     -14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -16.004  -4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -16.004  -0.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -17.338  -0.770   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0     -17.338  -2.310   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0     -18.672  -0.000   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -13.337   1.540   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -10.669  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   32                                                  
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   17                                                       
CONECT   24   13   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   12   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
N-[3,4-Dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzene-1-carboximidate	Generator

Chemical Formula

C₂₂H₂₄N₂O₉

Average Mass

460.4390 Da

Monoisotopic Mass

460.14818 Da

IUPAC Name

N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzene-1-carboximidic acid

Traditional Name

N-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(C-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CC1=CC=CC(O)=C1C(=O)OC1C(O)C(O)C(CC1N=C(O)C1=CC=CC(O)=C1)OC(O)=N

InChI Identifier

InChI=1S/C22H24N2O9/c1-10-4-2-7-14(26)16(10)21(30)33-19-13(9-15(32-22(23)31)17(27)18(19)28)24-20(29)11-5-3-6-12(25)8-11/h2-8,13,15,17-19,25-28H,9H2,1H3,(H2,23,31)(H,24,29)

InChI Key

SAMSFFYLHHWKPS-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
Nocardia abscessus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

o-Hydroxybenzoic acid esters

Alternative Parents

Substituents

O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Benzamide
M-cresol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Cyclohexanol
Cyclitol or derivatives
Vinylogous acid
Carbamic acid ester
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carbonic acid derivative
Carboxylic acid ester
Carboxamide group
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.59	ChemAxon
pKa (Strongest Acidic)	-4.8	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	193.12 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.83 m³·mol⁻¹	ChemAxon
Polarizability	45.44 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

162815927

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid (NP0330052)

MOL for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

3D MOL for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

3D SDF for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

3D-SDF for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

PDB for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

3D PDB for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

SMILES for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

INCHI for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

Structure for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)

3D Structure for NP0330052 (n-[3,4-dihydroxy-2-(2-hydroxy-6-methylbenzoyloxy)-5-(c-hydroxycarbonimidoyloxy)cyclohexyl]-3-hydroxybenzenecarboximidic acid)