NP-MRD: Showing NP-Card for Isoobtusitin (NP0025707)

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Record Information

Version

1.0

Created at

2021-06-19 17:45:43 UTC

Updated at

2021-06-29 23:50:49 UTC

NP-MRD ID

NP0025707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoobtusitin

Provided By

JEOL Database JEOL Logo

Description

Isoobtusitin is found in Psiadia dentata. It was first documented in 2001 (Fortin, H., et al.). Based on a literature review very few articles have been published on 5-hydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119453D          

 36 37  0  0  0  0            999 V2000
    0.2521    0.1892   -2.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    1.0098   -1.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3527   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.4817   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800   -0.8450   -2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.6021   -1.2840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0749   -3.0220   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -3.7897   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -5.2088   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -3.3577   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    0.9563   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610    2.2942   -2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5012    2.7217   -2.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8626    4.0324   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    4.4238   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821    4.9482   -1.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    4.5546   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510    3.1758   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    2.6878   -1.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204    3.5265   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -0.8680   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.4091   -3.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    0.3979   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.5761   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011   -1.1819   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -3.4550   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -5.4939   -2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9488   -5.9044   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -5.3357   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966   -3.4550   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185   -3.9908    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931   -2.3223    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    0.2904   -2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0814    5.9662   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    5.2433   -1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9697   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 12  1  0  0  0  0
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  3  4  2  0  0  0  0
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M  END

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    0.2521    0.1892   -2.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    1.0098   -1.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3527   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.4817   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800   -0.8450   -2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.6021   -1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -3.0220   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -3.7897   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -5.2088   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -3.3577   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    0.9563   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610    2.2942   -2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.0214    4.4238   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821    4.9482   -1.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    4.5546   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3188    0.3979   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.5761   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  1  0
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  7  8  2  3
 18 17  1  0
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 10 30  1  0
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 20 36  1  0
M  END


  Mrv1652306192119453D          

 36 37  0  0  0  0            999 V2000
    0.2521    0.1892   -2.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    1.0098   -1.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3527   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.4817   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800   -0.8450   -2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.6021   -1.2840 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0749   -3.0220   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -3.7897   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -5.2088   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -3.3577   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    0.9563   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8436    2.6878   -1.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204    3.5265   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -0.8680   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.4091   -3.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
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 16 17  2  0  0  0  0
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  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
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 20 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C([H])=C([H])C(=O)OC2=C([H])C(OC([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])=C1OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O5/c1-9(2)6-7-19-12-8-11-10(4-5-13(16)20-11)14(17)15(12)18-3/h4-6,8,17H,7H2,1-3H3

> <INCHI_KEY>
GMMBRTQVBAGPHK-UHFFFAOYSA-N

> <FORMULA>
C15H16O5

> <MOLECULAR_WEIGHT>
276.288

> <EXACT_MASS>
276.099773615

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
28.9762756663039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.5256978520000004

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.103689925647803

> <JCHEM_PKA_STRONGEST_BASIC>
-4.647170124433369

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
75.5741

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
    0.2521    0.1892   -2.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    1.0098   -1.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3527   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.4817   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800   -0.8450   -2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.6021   -1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -3.0220   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -3.7897   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -5.2088   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9009    0.9563   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610    2.2942   -2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5012    2.7217   -2.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8626    4.0324   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    4.4238   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821    4.9482   -1.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    4.5546   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510    3.1758   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    2.6878   -1.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204    3.5265   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -0.8680   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.4091   -3.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    0.3979   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.5761   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011   -1.1819   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -3.4550   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -5.4939   -2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9488   -5.9044   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -5.3357   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966   -3.4550   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185   -3.9908    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931   -2.3223    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    0.2904   -2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0814    5.9662   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    5.2433   -1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9697   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 16 17  2  0
 18 12  1  0
 14 15  2  0
  3  2  1  0
  3  4  2  0
  2  1  1  0
  3 19  1  0
  4  5  1  0
  4 11  1  0
  5  6  1  0
 11 12  2  0
  6  7  1  0
 18 19  2  0
  7  8  2  3
 18 17  1  0
  8  9  1  0
 12 13  1  0
  8 10  1  0
 13 14  1  0
 19 20  1  0
 11 33  1  0
 16 34  1  0
 17 35  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.252   0.189  -2.883  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.219   1.010  -1.813  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.546   1.353  -1.910  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.592   0.482  -2.238  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.380  -0.845  -2.503  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.401  -1.602  -1.284  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.075  -3.022  -1.643  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.057  -3.790  -1.204  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.907  -5.209  -1.690  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.008  -3.358  -0.235  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.901   0.956  -2.334  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.161   2.294  -2.042  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.501   2.722  -2.138  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.863   4.032  -1.855  0.00  0.00           C+0
HETATM   15  O   UNK     0      -7.021   4.424  -1.931  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.782   4.948  -1.452  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.509   4.555  -1.359  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.151   3.176  -1.661  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.844   2.688  -1.594  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.820   3.527  -1.224  0.00  0.00           O+0
HETATM   21  H   UNK     0       0.155  -0.868  -2.623  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.245   0.409  -3.834  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.319   0.398  -3.011  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.409  -1.576  -0.851  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.701  -1.182  -0.557  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.779  -3.455  -2.353  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.696  -5.494  -2.394  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.949  -5.904  -0.845  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.054  -5.336  -2.199  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.997  -3.455  -0.696  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.019  -3.991   0.659  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.093  -2.322   0.096  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.709   0.290  -2.622  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.081   5.966  -1.235  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.725   5.243  -1.061  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.017   2.970  -1.224  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   24   25                                             
CONECT    7    6    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   27   28   29                                             
CONECT   10    8   30   31   32                                             
CONECT   11    4   12   33                                                  
CONECT   12   18   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   16   15   13                                                  
CONECT   15   14                                                            
CONECT   16   14   17   34                                                  
CONECT   17   16   18   35                                                  
CONECT   18   12   19   17                                                  
CONECT   19    3   18   20                                                  
CONECT   20   19   36                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    6                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   74    0
END

RDKit          3D

36 37  0  0  0  0  0  0  0  0999 V2000
    0.2521    0.1892   -2.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194    1.0098   -1.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5460    1.3527   -1.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.4817   -2.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3800   -0.8450   -2.5035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4014   -1.6021   -1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -3.0220   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0570   -3.7897   -1.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073   -5.2088   -1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0081   -3.3577   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009    0.9563   -2.3343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610    2.2942   -2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5012    2.7217   -2.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8626    4.0324   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0214    4.4238   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7821    4.9482   -1.4523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    4.5546   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510    3.1758   -1.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    2.6878   -1.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8204    3.5265   -1.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1550   -0.8680   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2446    0.4091   -3.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    0.3979   -3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4092   -1.5761   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7011   -1.1819   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -3.4550   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962   -5.4939   -2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9488   -5.9044   -0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0538   -5.3357   -2.1989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966   -3.4550   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185   -3.9908    0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0931   -2.3223    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    0.2904   -2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0814    5.9662   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7247    5.2433   -1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166    2.9697   -1.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 16 17  2  0
 18 12  1  0
 14 15  2  0
  3  2  1  0
  3  4  2  0
  2  1  1  0
  3 19  1  0
  4  5  1  0
  4 11  1  0
  5  6  1  0
 11 12  2  0
  6  7  1  0
 18 19  2  0
  7  8  2  3
 18 17  1  0
  8  9  1  0
 12 13  1  0
  8 10  1  0
 13 14  1  0
 19 20  1  0
 11 33  1  0
 16 34  1  0
 17 35  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 20 36  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Prenyloxycoumarin	MeSH
5-Hydroxy-6-methoxy-7-(3-methyl-but-2-enyloxy)-2H-1-benzopyran-2-one	MeSH

Chemical Formula

C₁₅H₁₆O₅

Average Mass

276.2880 Da

Monoisotopic Mass

276.09977 Da

IUPAC Name

5-hydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one

Traditional Name

5-hydroxy-6-methoxy-7-[(3-methylbut-2-en-1-yl)oxy]chromen-2-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C([H])=C([H])C(=O)OC2=C([H])C(OC([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])=C1OC([H])([H])[H]

InChI Identifier

InChI=1S/C15H16O5/c1-9(2)6-7-19-12-8-11-10(4-5-13(16)20-11)14(17)15(12)18-3/h4-6,8,17H,7H2,1-3H3

InChI Key

GMMBRTQVBAGPHK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Psiadia dentata	JEOL database	Fortin, H., et al, Chem. Pharm. Bull. 49, 619 (2001)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

Hydroxycoumarins

Alternative Parents

Substituents

Hydroxycoumarin
Benzopyran
1-benzopyran
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.52	ALOGPS
logP	2.53	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.1	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.57 m³·mol⁻¹	ChemAxon
Polarizability	28.98 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

C00050969

Chemspider ID

4588031

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5482812

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fortin, H., et al. (2001). Fortin, H., et al, Chem. Pharm. Bull. 49, 619 (2001). Chem. Pharm. Bull..

Showing NP-Card for Isoobtusitin (NP0025707)

MOL for NP0025707 (Isoobtusitin)

3D MOL for NP0025707 (Isoobtusitin)

3D SDF for NP0025707 (Isoobtusitin)

3D-SDF for NP0025707 (Isoobtusitin)

PDB for NP0025707 (Isoobtusitin)

3D PDB for NP0025707 (Isoobtusitin)

SMILES for NP0025707 (Isoobtusitin)

INCHI for NP0025707 (Isoobtusitin)

Structure for NP0025707 (Isoobtusitin)

3D Structure for NP0025707 (Isoobtusitin)