NP-MRD: Showing NP-Card for (3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate (NP0215722)

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Record Information

Version

2.0

Created at

2022-09-05 15:25:58 UTC

Updated at

2022-09-05 15:25:59 UTC

NP-MRD ID

NP0215722

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate

Description

Casegravol isovalerate, also known as sparoxomycin A1, belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Casegravol isovalerate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Casegravol isovalerate has been detected, but not quantified in, citrus. (3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate is found in Citrus reticulata. This could make casegravol isovalerate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310482D          

 26 27  0  0  0  0            999 V2000
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
   -0.7145    1.2375    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 17  2  0  0  0  0
 22 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24  4  1  0  0  0  0
 24 16  1  0  0  0  0
 25 12  1  0  0  0  0
 25 18  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -2.9585    4.3735    0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0045    3.0321    0.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7746    2.0473   -0.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    2.2579   -0.9126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7651    1.2279   -1.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2358   -0.0584   -1.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0338   -1.0709   -1.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5030   -2.3730   -1.6850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2685   -2.4885   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070   -3.6823   -1.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5229   -1.5080   -0.6767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9970   -0.2769   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2268    0.7185   -0.3121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8834    0.6245    0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9763   -0.2673   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660   -0.3717    0.5161 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3469   -0.2642    2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0598    0.7651   -0.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922   -1.6250    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3798   -1.8037    0.4975 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -1.0936    0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.0933   -0.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8444   -1.5027    0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8923   -0.4677    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250   -0.3620   -0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306   -0.5344    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088    4.7971    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5481    4.9077   -0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    4.7391    0.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3380    3.3111   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7336    1.3683   -1.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9977   -0.9645   -2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1173   -3.2167   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6156    1.3803    1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309   -1.0181   -0.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6563   -0.5448    2.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909   -0.9107    2.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5459    0.7918    2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    0.9832   -0.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4835   -2.4758    0.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9053   -1.7910   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7527   -1.5784    1.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -2.5107    0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    0.5236    0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559   -1.2806   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7762    0.5722   -1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2450   -0.3664   -1.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1076    0.1827    2.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0766   -0.5296    0.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002   -1.5732    1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  6
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 13 12  1  0
 12  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 11 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 25 45  1  0
 25 46  1  0
 25 47  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
  7 32  1  0
  8 33  1  0
  5 31  1  0
  4 30  1  0
M  END


  Mrv0541 05061310482D          

 26 27  0  0  0  0            999 V2000
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
   -0.7145    1.2375    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
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 C   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    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
 10  9  2  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  2  0  0  0  0
 17  8  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 17  2  0  0  0  0
 22 18  2  0  0  0  0
 23 20  1  0  0  0  0
 24  4  1  0  0  0  0
 24 16  1  0  0  0  0
 25 12  1  0  0  0  0
 25 18  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215722

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(\C=C\C(C)(O)COC(=O)CC(C)C)C2=C(C=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O6/c1-13(2)11-18(22)25-12-20(3,23)10-9-15-16(24-4)7-5-14-6-8-17(21)26-19(14)15/h5-10,13,23H,11-12H2,1-4H3/b10-9+

> <INCHI_KEY>
FPSUCNLAFSYJJZ-MDZDMXLPSA-N

> <FORMULA>
C20H24O6

> <MOLECULAR_WEIGHT>
360.401

> <EXACT_MASS>
360.1572885

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.32244800251062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-2-hydroxy-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
2.9917450006666666

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.8670915877702

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2943341395093135

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
98.67499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.206   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   20                                                            
CONECT    4   24                                                            
CONECT    5    7   14                                                       
CONECT    6    8   14                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9   10   15                                                       
CONECT   10    9   20                                                       
CONECT   11   13   18                                                       
CONECT   12   20   25                                                       
CONECT   13    1    2   11                                                  
CONECT   14    5    6   19                                                  
CONECT   15    9   16   19                                                  
CONECT   16    7   15   24                                                  
CONECT   17    8   21   26                                                  
CONECT   18   11   22   25                                                  
CONECT   19   14   15   26                                                  
CONECT   20    3   10   12   23                                             
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   20                                                            
CONECT   24    4   16                                                       
CONECT   25   12   18                                                       
CONECT   26   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
Casegravol isovaleric acid	Generator
Sparoxomycin a1	HMDB
Sparoxomycin a2	HMDB
(3E)-2-Hydroxy-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₀H₂₄O₆

Average Mass

360.4010 Da

Monoisotopic Mass

360.15729 Da

IUPAC Name

(3E)-2-hydroxy-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate

Traditional Name

(3E)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

COC1=C(\C=C\C(C)(O)COC(=O)CC(C)C)C2=C(C=CC(=O)O2)C=C1

InChI Identifier

InChI=1S/C20H24O6/c1-13(2)11-18(22)25-12-20(3,23)10-9-15-16(24-4)7-5-14-6-8-17(21)26-19(14)15/h5-10,13,23H,11-12H2,1-4H3/b10-9+

InChI Key

FPSUCNLAFSYJJZ-MDZDMXLPSA-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
Citrus reticulata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Anisole
Styrene
Alkyl aryl ether
Pyranone
Fatty acid ester
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	3.26	ALOGPS
logP	2.99	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	38.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039034

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018531

KNApSAcK ID

C00019811

Chemspider ID

10405903

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14429495

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate (NP0215722)

MOL for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

3D MOL for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

3D SDF for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

3D-SDF for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

PDB for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

3D PDB for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

SMILES for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

INCHI for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

Structure for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)

3D Structure for NP0215722 ((3e)-2-hydroxy-4-(7-methoxy-2-oxochromen-8-yl)-2-methylbut-3-en-1-yl 3-methylbutanoate)