NP-MRD: Showing NP-Card for novobiocic acid (NP0259461)

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Record Information

Version

2.0

Created at

2022-09-08 01:20:38 UTC

Updated at

2022-09-08 01:20:38 UTC

NP-MRD ID

NP0259461

Secondary Accession Numbers

None

Natural Product Identification

Common Name

novobiocic acid

Description

Novobiocic acid, also known as novobiocate, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Novobiocic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. novobiocic acid is found in Apis cerana. novobiocic acid was first documented in 1975 (PMID: 237214). Based on a literature review a significant number of articles have been published on novobiocic acid (PMID: 15218104) (PMID: 18420146) (PMID: 16274243) (PMID: 12773141) (PMID: 12680772) (PMID: 11216669).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082203202D          

 29 31  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    4.2868   -1.6500    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   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
  2  4  2  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
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
  8 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    7.2155    0.8475   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1940   -0.2503   -1.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3082   -1.1224   -2.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2628   -0.5051   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9670    0.2223    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246    0.8614    0.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4569    0.2944    0.7331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2420    0.8852    0.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0355    0.2829    1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -0.2951    2.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    0.4067    0.1440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201   -0.0997    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4546    0.6453    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324    1.9605    1.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6791    0.0351    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7527    0.7274    1.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9800    0.0857    1.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1227   -1.2484    1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3799   -1.8490    1.6013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0652   -1.9663    0.9054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2384   -3.4247    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8576   -1.3153    0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8630   -1.9818    0.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6865   -1.4326    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7087   -2.1058   -0.3919 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1533    2.0934   -0.0925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2937    2.6809   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    2.0786   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6585    2.6989   -0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4261    0.9896   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8896    1.7496   -2.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1588    0.5001   -2.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480   -2.1773   -2.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.8691   -3.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3870   -0.9452   -3.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5689   -1.3431   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9847   -0.5489    1.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759    0.9305    0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148   -0.6457    1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9805    0.9232   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8551    2.6338    1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6303    1.7643    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8384    0.6163    2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1664   -1.3079    1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3033   -3.5169    0.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1144   -4.0568    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -3.7289   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763    2.5872   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2054    3.6562   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724    3.5792   -1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 28  6  1  0
 24 12  1  0
 22 15  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  7 39  1  0
 26 48  1  0
 27 49  1  0
 29 50  1  0
 11 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 19 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END


  Mrv1652309082203202D          

 29 31  0  0  0  0            999 V2000
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    4.2868   -1.6500    0.0000 O   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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   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
  2  4  2  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
  7  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  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
  8 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259461

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=CC(=CC=C1O)C(=O)NC1=C(O)C2=CC=C(O)C(C)=C2OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H21NO6/c1-11(2)4-5-13-10-14(6-8-17(13)25)21(27)23-18-19(26)15-7-9-16(24)12(3)20(15)29-22(18)28/h4,6-10,24-26H,5H2,1-3H3,(H,23,27)

> <INCHI_KEY>
NMCFFEJWADWZTI-UHFFFAOYSA-N

> <FORMULA>
C22H21NO6

> <MOLECULAR_WEIGHT>
395.411

> <EXACT_MASS>
395.1368874

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.185104222723936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(4,7-dihydroxy-8-methyl-2-oxo-2H-chromen-3-yl)-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide

> <JCHEM_LOGP>
3.453686244

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.997595873591896

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.60290761925549

> <JCHEM_PKA_STRONGEST_BASIC>
-6.490129906899161

> <JCHEM_POLAR_SURFACE_AREA>
116.09

> <JCHEM_REFRACTIVITY>
110.4259

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
novobiocic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   6.930   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      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   26                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   12   25                                                  
CONECT   25   24                                                            
CONECT   26    8   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    6   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
N-(4,7-Dihydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl)benzamide	ChEBI
Novobiocate	Generator

Chemical Formula

C₂₂H₂₁NO₆

Average Mass

395.4110 Da

Monoisotopic Mass

395.13689 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(=CC=C1O)C(=O)NC1=C(O)C2=CC=C(O)C(C)=C2OC1=O

InChI Identifier

InChI=1S/C22H21NO6/c1-11(2)4-5-13-10-14(6-8-17(13)25)21(27)23-18-19(26)15-7-9-16(24)12(3)20(15)29-22(18)28/h4,6-10,24-26H,5H2,1-3H3,(H,23,27)

InChI Key

NMCFFEJWADWZTI-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
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

4-hydroxycoumarin
7-hydroxycoumarin
Benzopyran
1-benzopyran
Benzamide
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzamides (CHEBI:31923 )
polyphenol (CHEBI:31923 )
hydroxycoumarin (CHEBI:31923 )

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

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

20118160

KEGG Compound ID

C12474

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54691348

PDB ID

Not Available

ChEBI ID

31923

Good Scents ID

Not Available

References

General References

Pi N, Meyers CL, Pacholec M, Walsh CT, Leary JA: Mass spectrometric characterization of a three-enzyme tandem reaction for assembly and modification of the novobiocin skeleton. Proc Natl Acad Sci U S A. 2004 Jul 6;101(27):10036-41. doi: 10.1073/pnas.0403526101. Epub 2004 Jun 24. [PubMed:15218104 ]
Williams GJ, Goff RD, Zhang C, Thorson JS: Optimizing glycosyltransferase specificity via "hot spot" saturation mutagenesis presents a catalyst for novobiocin glycorandomization. Chem Biol. 2008 Apr;15(4):393-401. doi: 10.1016/j.chembiol.2008.02.017. [PubMed:18420146 ]
Pacholec M, Tao J, Walsh CT: CouO and NovO: C-methyltransferases for tailoring the aminocoumarin scaffold in coumermycin and novobiocin antibiotic biosynthesis. Biochemistry. 2005 Nov 15;44(45):14969-76. doi: 10.1021/bi051599o. [PubMed:16274243 ]
Walsh CT, Losey HC, Freel Meyers CL: Antibiotic glycosyltransferases. Biochem Soc Trans. 2003 Jun;31(Pt 3):487-92. doi: 10.1042/bst0310487. [PubMed:12773141 ]
Freel Meyers CL, Oberthur M, Anderson JW, Kahne D, Walsh CT: Initial characterization of novobiocic acid noviosyl transferase activity of NovM in biosynthesis of the antibiotic novobiocin. Biochemistry. 2003 Apr 15;42(14):4179-89. doi: 10.1021/bi0340088. [PubMed:12680772 ]
Rappa G, Shyam K, Lorico A, Fodstad O, Sartorelli AC: Structure-activity studies of novobiocin analogs as modulators of the cytotoxicity of etoposide (VP-16). Oncol Res. 2000;12(3):113-9. doi: 10.3727/096504001108747585. [PubMed:11216669 ]
Kominek LA, Meyer HF: Novobiocic acid synthetase. Methods Enzymol. 1975;43:502-8. doi: 10.1016/0076-6879(75)43111-1. [PubMed:237214 ]
LOTUS database [Link]

Showing NP-Card for novobiocic acid (NP0259461)

MOL for NP0259461 (novobiocic acid)

3D MOL for NP0259461 (novobiocic acid)

3D SDF for NP0259461 (novobiocic acid)

3D-SDF for NP0259461 (novobiocic acid)

PDB for NP0259461 (novobiocic acid)

3D PDB for NP0259461 (novobiocic acid)

SMILES for NP0259461 (novobiocic acid)

INCHI for NP0259461 (novobiocic acid)

Structure for NP0259461 (novobiocic acid)

3D Structure for NP0259461 (novobiocic acid)