NP-MRD: Showing NP-Card for 4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin (NP0063145)

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Record Information

Version

2.0

Created at

2022-04-28 07:37:13 UTC

Updated at

2022-04-28 07:37:13 UTC

NP-MRD ID

NP0063145

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin

Description

4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one 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). 4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin is found in Mutisia orbignyana. Based on a literature review very few articles have been published on 4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282209372D          

 26 27  0  0  1  0            999 V2000
   -3.5724   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  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
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    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
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  6  0  0  0
 23 24  1  0  0  0  0
 17 25  1  1  0  0  0
 16 26  1  0  0  0  0
M  END

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
    4.6538   -0.1499   -2.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8875    0.2430   -1.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1566    0.9333   -0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750   -0.0089   -0.0668 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4336    1.3022    0.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086    1.1314    1.5894 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8748    0.3392    2.6501 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378    0.7872    1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156    0.4634    2.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6645    0.7944   -0.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5726    0.5045   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098    0.1183   -0.0417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -0.1157   -0.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6974    0.0534   -2.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8019   -0.1834   -3.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6587   -0.0202   -4.3427 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9291   -0.5539   -2.5672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1316   -0.7359   -1.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3709   -1.1335   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5433   -1.3141    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4930   -1.0983    1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2569   -0.7021    0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393   -0.4816    1.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0374   -0.5084   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4043   -0.8450    0.9279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -1.9650    1.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7349   -0.6518   -2.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3795    0.0283   -3.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7278    1.1224   -1.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9838    1.8918   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7567    0.2144   -0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241   -0.5484   -0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1003    1.9839   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741    1.7945    0.9663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3420    2.1723    2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -0.4116    2.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4975    0.5514    3.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352    1.2316    2.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2596   -0.5776    2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056    1.1193   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -0.2811   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8307    1.4335   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7658    0.3576   -2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1745   -1.2933   -1.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5259   -1.6321    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6214   -1.2387    2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.7665    2.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    0.5546    1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3595   -1.2387    1.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3247   -2.6698    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
  4 25  1  0
 25 26  1  0
 24 13  1  0
 24 18  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  4 32  1  6
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 14 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 26 50  1  0
M  END


  Mrv1652304282209372D          

 26 27  0  0  1  0            999 V2000
   -3.5724   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  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
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    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
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  6  0  0  0
 23 24  1  0  0  0  0
 17 25  1  1  0  0  0
 16 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0063145

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@H](C[C@H](O)C(\C)=C\COC1=CC(=O)OC2=CC=CC(C)=C12)OO

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O6/c1-12(2)17(26-23)10-15(21)13(3)8-9-24-18-11-19(22)25-16-7-5-6-14(4)20(16)18/h5-8,11,15,17,21,23H,1,9-10H2,2-4H3/b13-8+/t15-,17-/m0/s1

> <INCHI_KEY>
NKPVHABUNKIXAV-ZJTAJZJASA-N

> <FORMULA>
C20H24O6

> <MOLECULAR_WEIGHT>
360.406

> <EXACT_MASS>
360.157288493

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.36408676295483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.6498747673333347

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.579745060044807

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.710242190506435

> <JCHEM_PKA_STRONGEST_BASIC>
-3.011307893128074

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
99.41919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methylchromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -6.668  19.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  19.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  17.710   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  16.940   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  16.940   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.336  14.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.669  15.400   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -12.003  14.630   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0     -10.669  16.940   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -6.668  14.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.000   7.700   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  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4                                                       
CONECT   13    8   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19   24                                                       
CONECT   24   23                                                            
CONECT   25   17                                                            
CONECT   26   16                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₆

Average Mass

360.4060 Da

Monoisotopic Mass

360.15729 Da

IUPAC Name

4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one

Traditional Name

4-{[(2E,4S,6S)-6-hydroperoxy-4-hydroxy-3,7-dimethylocta-2,7-dien-1-yl]oxy}-5-methylchromen-2-one

CAS Registry Number

Not Available

SMILES

CC(=C)[C@H](C[C@H](O)C(\C)=C\COC1=CC(=O)OC2=CC=CC(C)=C12)OO

InChI Identifier

InChI=1S/C20H24O6/c1-12(2)17(26-23)10-15(21)13(3)8-9-24-18-11-19(22)25-16-7-5-6-14(4)20(16)18/h5-8,11,15,17,21,23H,1,9-10H2,2-4H3/b13-8+/t15-,17-/m0/s1

InChI Key

NKPVHABUNKIXAV-ZJTAJZJASA-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
Mutisia orbignyana	Plant	KNApSAcK

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
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Lactone
Hydroperoxide
Secondary alcohol
Alkyl hydroperoxide
Ether
Oxacycle
Peroxol
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxide
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	3.05	ALOGPS
logP	2.65	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.71	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	99.42 m³·mol⁻¹	ChemAxon
Polarizability	38.36 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

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

163029109

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin (NP0063145)

MOL for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

3D MOL for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

3D SDF for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

3D-SDF for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

PDB for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

3D PDB for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

SMILES for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

INCHI for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

Structure for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)

3D Structure for NP0063145 (4-[4-Hydroxy-6-hydroperoxy-7,9-dehydro-6,7-dihydrogeranyloxy]-5-methylcoumarin)