NP-MRD: Showing NP-Card for ovatifolionone acetate (NP0042608)

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Record Information

Version

2.0

Created at

2021-06-21 00:13:56 UTC

Updated at

2021-06-30 00:17:47 UTC

NP-MRD ID

NP0042608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ovatifolionone acetate

Provided By

JEOL Database JEOL Logo

Description

CHEMBL4550765 belongs to the class of organic compounds known as homoisoflavonoids. These are naturally occurring oxygen heterocycles with a structure based on a 16-carbon skeleton including a chromanone, chromone or chromane system with a benzyl group at position C-3. ovatifolionone acetate is found in Ledebouria ovatifolia and Ledebouria socialis. ovatifolionone acetate was first documented in 2013 (Waller, C. P., et al.). Based on a literature review very few articles have been published on CHEMBL4550765.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102133D          

 39 41  0  0  0  0            999 V2000
    2.3053   -5.1615    3.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0084   -4.4098    3.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -3.4877    4.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902   -4.9490    2.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -4.2338    2.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -4.8451    2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -4.1903    2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -4.8172    3.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -2.9377    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -2.3326    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492   -2.9863    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3601    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -2.9702    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.9452    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.4145   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.9622   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.1984   -1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    2.5040   -2.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    3.5670   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8656   -2.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    3.3337   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    4.3858    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    2.0418    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -0.2785    1.1903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4257   -1.1061    1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -6.1998    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766   -4.7026    4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -5.1114    2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -5.8207    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699   -4.2452    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3992   -2.4200    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -1.0112   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.3635   -2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    2.6637   -3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    4.8669   -3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    5.1767    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612    1.8865    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481   -0.0195    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    0.6521    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
 24 14  1  0  0  0  0
  5  4  1  0  0  0  0
 24 25  1  0  0  0  0
  7  8  1  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 10  9  2  0  0  0  0
  4  2  1  0  0  0  0
 11  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
  2  3  2  0  0  0  0
  6  7  2  0  0  0  0
 16 23  2  0  0  0  0
 12 11  1  0  0  0  0
 23 21  1  0  0  0  0
 10 25  1  0  0  0  0
 21 19  2  0  0  0  0
  9  7  1  0  0  0  0
 19 18  1  0  0  0  0
 10 11  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
 14 15  2  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
  6 29  1  0  0  0  0
  9 31  1  0  0  0  0
 15 32  1  0  0  0  0
  8 30  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 23 37  1  0  0  0  0
 18 34  1  0  0  0  0
 17 33  1  0  0  0  0
 20 35  1  0  0  0  0
 22 36  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    2.3053   -5.1615    3.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0084   -4.4098    3.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -3.4877    4.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902   -4.9490    2.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -4.2338    2.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -4.8451    2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -4.1903    2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -4.8172    3.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -2.9377    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -2.3326    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492   -2.9863    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3601    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -2.9702    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.9452    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.4145   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.9622   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.1984   -1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    2.5040   -2.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    3.5670   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8656   -2.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    3.3337   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    4.3858    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    2.0418    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -0.2785    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -1.1061    1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -6.1998    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766   -4.7026    4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -5.1114    2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -5.8207    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699   -4.2452    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3992   -2.4200    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -1.0112   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.3635   -2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    2.6637   -3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    4.8669   -3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    5.1767    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612    1.8865    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481   -0.0195    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    0.6521    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 24 14  1  0
  5  4  1  0
 24 25  1  0
  7  8  1  0
 14 12  1  0
 16 15  1  0
 10  9  2  0
  4  2  1  0
 11  5  2  0
  2  1  1  0
  5  6  1  0
  2  3  2  0
  6  7  2  0
 16 23  2  0
 12 11  1  0
 23 21  1  0
 10 25  1  0
 21 19  2  0
  9  7  1  0
 19 18  1  0
 10 11  1  0
 18 17  2  0
 17 16  1  0
 14 15  2  0
 19 20  1  0
 21 22  1  0
 24 38  1  0
 24 39  1  0
  6 29  1  0
  9 31  1  0
 15 32  1  0
  8 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 23 37  1  0
 18 34  1  0
 17 33  1  0
 20 35  1  0
 22 36  1  0
M  END


  Mrv1652306212102133D          

 39 41  0  0  0  0            999 V2000
    2.3053   -5.1615    3.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0084   -4.4098    3.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -3.4877    4.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902   -4.9490    2.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -4.2338    2.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -4.8451    2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -4.1903    2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -4.8172    3.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -2.9377    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -2.3326    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492   -2.9863    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3601    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -2.9702    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.9452    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.4145   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.9622   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.1984   -1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    2.5040   -2.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    3.5670   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8656   -2.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    3.3337   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    4.3858    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    2.0418    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -0.2785    1.1903 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4257   -1.1061    1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -6.1998    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766   -4.7026    4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -5.1114    2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -5.8207    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699   -4.2452    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3992   -2.4200    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -1.0112   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.3635   -2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    2.6637   -3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    4.8669   -3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    5.1767    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612    1.8865    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481   -0.0195    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    0.6521    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0  0  0  0
 24 14  1  0  0  0  0
  5  4  1  0  0  0  0
 24 25  1  0  0  0  0
  7  8  1  0  0  0  0
 14 12  1  0  0  0  0
 16 15  1  0  0  0  0
 10  9  2  0  0  0  0
  4  2  1  0  0  0  0
 11  5  2  0  0  0  0
  2  1  1  0  0  0  0
  5  6  1  0  0  0  0
  2  3  2  0  0  0  0
  6  7  2  0  0  0  0
 16 23  2  0  0  0  0
 12 11  1  0  0  0  0
 23 21  1  0  0  0  0
 10 25  1  0  0  0  0
 21 19  2  0  0  0  0
  9  7  1  0  0  0  0
 19 18  1  0  0  0  0
 10 11  1  0  0  0  0
 18 17  2  0  0  0  0
 17 16  1  0  0  0  0
 14 15  2  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 24 38  1  0  0  0  0
 24 39  1  0  0  0  0
  6 29  1  0  0  0  0
  9 31  1  0  0  0  0
 15 32  1  0  0  0  0
  8 30  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
 23 37  1  0  0  0  0
 18 34  1  0  0  0  0
 17 33  1  0  0  0  0
 20 35  1  0  0  0  0
 22 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC(=O)C([H])([H])[H])=C2C(=O)\C(=C(/[H])C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])C([H])([H])OC2=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O7/c1-9(19)25-16-7-12(20)6-15-17(16)18(23)11(8-24-15)4-10-2-3-13(21)14(22)5-10/h2-7,20-22H,8H2,1H3/b11-4+

> <INCHI_KEY>
DBQSMZBWTHHICO-NYYWCZLTSA-N

> <FORMULA>
C18H14O7

> <MOLECULAR_WEIGHT>
342.303

> <EXACT_MASS>
342.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.88890617373864

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-3-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl acetate

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.062575453999999

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.975078690790584

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.493091700146557

> <JCHEM_PKA_STRONGEST_BASIC>
-4.934128377092658

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
88.2858

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-3-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-4-oxo-2H-1-benzopyran-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    2.3053   -5.1615    3.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0084   -4.4098    3.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -3.4877    4.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902   -4.9490    2.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -4.2338    2.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -4.8451    2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -4.1903    2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -4.8172    3.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -2.9377    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -2.3326    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492   -2.9863    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3601    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -2.9702    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.9452    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.4145   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.9622   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.1984   -1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    2.5040   -2.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    3.5670   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8656   -2.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    3.3337   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    4.3858    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    2.0418    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -0.2785    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -1.1061    1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -6.1998    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766   -4.7026    4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -5.1114    2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -5.8207    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699   -4.2452    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3992   -2.4200    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -1.0112   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.3635   -2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    2.6637   -3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    4.8669   -3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    5.1767    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612    1.8865    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481   -0.0195    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    0.6521    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 24 14  1  0
  5  4  1  0
 24 25  1  0
  7  8  1  0
 14 12  1  0
 16 15  1  0
 10  9  2  0
  4  2  1  0
 11  5  2  0
  2  1  1  0
  5  6  1  0
  2  3  2  0
  6  7  2  0
 16 23  2  0
 12 11  1  0
 23 21  1  0
 10 25  1  0
 21 19  2  0
  9  7  1  0
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  6 29  1  0
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  1 26  1  0
  1 27  1  0
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 23 37  1  0
 18 34  1  0
 17 33  1  0
 20 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.305  -5.162   3.532  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.008  -4.410   3.510  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.727  -3.488   4.266  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.190  -4.949   2.523  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.000  -4.234   2.367  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.165  -4.845   2.837  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.382  -4.190   2.690  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.498  -4.817   3.157  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.452  -2.938   2.088  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.281  -2.333   1.625  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.049  -2.986   1.730  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.138  -2.360   1.105  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.189  -2.970   0.944  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.034  -0.945   0.669  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.913  -0.415  -0.127  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.902   0.962  -0.625  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.710   1.198  -1.995  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.695   2.504  -2.497  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.875   3.567  -1.621  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.868   4.866  -2.048  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.072   3.334  -0.262  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.248   4.386   0.591  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.092   2.042   0.245  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.266  -0.279   1.190  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.426  -1.106   1.032  0.00  0.00           O+0
HETATM   26  H   UNK     0       2.126  -6.200   3.821  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.977  -4.703   4.263  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.781  -5.111   2.549  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.124  -5.821   3.312  0.00  0.00           H+0
HETATM   30  H   UNK     0      -5.270  -4.245   3.008  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.399  -2.420   1.974  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.763  -1.011  -0.454  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.568   0.364  -2.678  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.542   2.664  -3.559  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.736   4.867  -3.012  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.208   5.177   0.017  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.261   1.887   1.307  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.148  -0.020   2.251  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.483   0.652   0.658  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    4   11    6                                                  
CONECT    6    5    7   29                                                  
CONECT    7    8    6    9                                                  
CONECT    8    7   30                                                       
CONECT    9   10    7   31                                                  
CONECT   10    9   25   11                                                  
CONECT   11    5   12   10                                                  
CONECT   12   13   14   11                                                  
CONECT   13   12                                                            
CONECT   14   24   12   15                                                  
CONECT   15   16   14   32                                                  
CONECT   16   15   23   17                                                  
CONECT   17   18   16   33                                                  
CONECT   18   19   17   34                                                  
CONECT   19   21   18   20                                                  
CONECT   20   19   35                                                       
CONECT   21   23   19   22                                                  
CONECT   22   21   36                                                       
CONECT   23   16   21   37                                                  
CONECT   24   14   25   38   39                                             
CONECT   25   24   10                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    6                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
CONECT   35   20                                                            
CONECT   36   22                                                            
CONECT   37   23                                                            
CONECT   38   24                                                            
CONECT   39   24                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
    2.3053   -5.1615    3.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0084   -4.4098    3.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7274   -3.4877    4.2661 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1902   -4.9490    2.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998   -4.2338    2.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1647   -4.8451    2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -4.1903    2.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -4.8172    3.1573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4519   -2.9377    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -2.3326    1.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0492   -2.9863    1.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1383   -2.3601    1.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887   -2.9702    0.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0335   -0.9452    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127   -0.4145   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019    0.9622   -0.6247 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101    1.1984   -1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6945    2.5040   -2.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746    3.5670   -1.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8656   -2.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    3.3337   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    4.3858    0.5911 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921    2.0418    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -0.2785    1.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4257   -1.1061    1.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -6.1998    3.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766   -4.7026    4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7805   -5.1114    2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244   -5.8207    3.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2699   -4.2452    3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3992   -2.4200    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -1.0112   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5682    0.3635   -2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5423    2.6637   -3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    4.8669   -3.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    5.1767    0.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612    1.8865    1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1481   -0.0195    2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4829    0.6521    0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 24 14  1  0
  5  4  1  0
 24 25  1  0
  7  8  1  0
 14 12  1  0
 16 15  1  0
 10  9  2  0
  4  2  1  0
 11  5  2  0
  2  1  1  0
  5  6  1  0
  2  3  2  0
  6  7  2  0
 16 23  2  0
 12 11  1  0
 23 21  1  0
 10 25  1  0
 21 19  2  0
  9  7  1  0
 19 18  1  0
 10 11  1  0
 18 17  2  0
 17 16  1  0
 14 15  2  0
 19 20  1  0
 21 22  1  0
 24 38  1  0
 24 39  1  0
  6 29  1  0
  9 31  1  0
 15 32  1  0
  8 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 23 37  1  0
 18 34  1  0
 17 33  1  0
 20 35  1  0
 22 36  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄O₇

Average Mass

342.3030 Da

Monoisotopic Mass

342.07395 Da

IUPAC Name

(3E)-3-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl acetate

Traditional Name

(3E)-3-[(3,4-dihydroxyphenyl)methylidene]-7-hydroxy-4-oxo-2H-1-benzopyran-5-yl acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC(=O)C([H])([H])[H])=C2C(=O)\C(=C(/[H])C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])C([H])([H])OC2=C1[H]

InChI Identifier

InChI=1S/C18H14O7/c1-9(19)25-16-7-12(20)6-15-17(16)18(23)11(8-24-15)4-10-2-3-13(21)14(22)5-10/h2-7,20-22H,8H2,1H3/b11-4+

InChI Key

DBQSMZBWTHHICO-NYYWCZLTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ledebouria ovatifolia	JEOL database	Waller, C. P., et al, Phytochem. 95, 284 (2013)
Ledebouria socialis	JEOL database	Waller, C. P., et al, Phytochem. 95, 284 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavonoids. These are naturally occurring oxygen heterocycles with a structure based on a 16-carbon skeleton including a chromanone, chromone or chromane system with a benzyl group at position C-3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Not Available

Direct Parent

Homoisoflavonoids

Alternative Parents

Substituents

Homoisoflavonoid
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl ketone
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.06	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.49	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.29 m³·mol⁻¹	ChemAxon
Polarizability	33.89 Å³	ChemAxon
Number of Rings	3	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

73212812

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Waller, C. P., et al. (2013). Waller, C. P., et al, Phytochem. 95, 284 (2013). Phytochem..

Showing NP-Card for ovatifolionone acetate (NP0042608)

MOL for NP0042608 (ovatifolionone acetate)

3D MOL for NP0042608 (ovatifolionone acetate)

3D SDF for NP0042608 (ovatifolionone acetate)

3D-SDF for NP0042608 (ovatifolionone acetate)

PDB for NP0042608 (ovatifolionone acetate)

3D PDB for NP0042608 (ovatifolionone acetate)

SMILES for NP0042608 (ovatifolionone acetate)

INCHI for NP0042608 (ovatifolionone acetate)

Structure for NP0042608 (ovatifolionone acetate)

3D Structure for NP0042608 (ovatifolionone acetate)