NP-MRD: Showing NP-Card for Ophiopogonanone D (NP0001503)

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Record Information

Version

1.0

Created at

2020-08-19 18:53:35 UTC

Updated at

2021-08-10 02:54:48 UTC

NP-MRD ID

NP0001503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ophiopogonanone D

Description

3-[(2H-1,3-benzodioxol-5-yl)methyl]-7-hydroxy-5-methoxy-6-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-8-carbaldehyde belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position. Ophiopogonanone D is found in Ophiopogon japonicus . Based on a literature review very few articles have been published on 3-[(2H-1,3-benzodioxol-5-yl)methyl]-7-hydroxy-5-methoxy-6-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-8-carbaldehyde.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004241501122D          

 27 30  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   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   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153   -4.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -4.2645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 27  1  0  0  0  0
 11 27  2  0  0  0  0
M  END

NP0001503
     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -0.6524    2.9618   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.9499    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    0.9337    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598    1.0845    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6098    2.3616    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115    0.1066   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4128    0.3703    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -1.0702   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -2.1359   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8292   -2.1161   -0.7856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.2196   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4188   -0.2459   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -0.4368   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7524    0.5684   -0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -1.8182   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -2.1928    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -1.3143    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -1.5949   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8881   -0.7605   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7921    0.3639    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209    0.6388    1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -0.1917    1.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994    1.8100    1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9097    2.4957    1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    1.3906    0.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.8376   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -2.3712   -1.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    3.8850   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041    2.6515   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.2723   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9844    3.0829    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547    2.7939    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    2.0979    1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2434   -0.1244    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2080   -3.0443   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -1.8219   -1.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.1584    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -3.2424    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -2.4818   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986   -1.0018   -0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259    0.1073    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4532    3.0780    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    3.1613    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -3.3206   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -3.6649   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 26  1  0
 26 27  1  0
 12  3  1  0
 22 17  1  0
 27 11  1  0
 25 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 26 44  1  0
 26 45  1  0
M  END


  Mrv1533004241501122D          

 27 30  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   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   -1.6500    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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153   -4.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948   -5.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9593   -4.2645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 27  1  0  0  0  0
 11 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0001503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(O)=C(C=O)C2=C1C(=O)C(CC1=CC=C3OCOC3=C1)CO2

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O7/c1-10-17(22)13(7-21)20-16(19(10)24-2)18(23)12(8-25-20)5-11-3-4-14-15(6-11)27-9-26-14/h3-4,6-7,12,22H,5,8-9H2,1-2H3

> <INCHI_KEY>
QPCIWGFEBZQOQN-UHFFFAOYSA-N

> <FORMULA>
C20H18O7

> <MOLECULAR_WEIGHT>
370.357

> <EXACT_MASS>
370.10525292

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.74952114135141

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2H-1,3-benzodioxol-5-yl)methyl]-7-hydroxy-5-methoxy-6-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-8-carbaldehyde

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.470843358333333

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.071485288685153

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2233193777022295

> <JCHEM_PKA_STRONGEST_BASIC>
-4.376973855481858

> <JCHEM_POLAR_SURFACE_AREA>
91.29000000000002

> <JCHEM_REFRACTIVITY>
96.17099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2H-1,3-benzodioxol-5-ylmethyl)-7-hydroxy-5-methoxy-6-methyl-4-oxo-2,3-dihydro-1-benzopyran-8-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001503
     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -0.6524    2.9618   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.9499    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    0.9337    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598    1.0845    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6098    2.3616    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115    0.1066   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4128    0.3703    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -1.0702   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -2.1359   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8292   -2.1161   -0.7856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.2196   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4188   -0.2459   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -0.4368   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7524    0.5684   -0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -1.8182   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -2.1928    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -1.3143    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -1.5949   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8881   -0.7605   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7921    0.3639    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209    0.6388    1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -0.1917    1.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994    1.8100    1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9097    2.4957    1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    1.3906    0.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.8376   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -2.3712   -1.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    3.8850   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041    2.6515   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.2723   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9844    3.0829    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547    2.7939    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    2.0979    1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2434   -0.1244    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2080   -3.0443   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -1.8219   -1.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.1584    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -3.2424    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -2.4818   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986   -1.0018   -0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259    0.1073    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4532    3.0780    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    3.1613    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -3.3206   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -3.6649   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 26  1  0
 26 27  1  0
 12  3  1  0
 22 17  1  0
 27 11  1  0
 25 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 26 44  1  0
 26 45  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.682  -9.206   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.150  -9.367   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.524  -7.960   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23   16                                                       
CONECT   25   14   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    3   11                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    NP0001503
HETATM    1  C1  UNL     1      -0.652   2.962  -0.543  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.934   1.950   0.415  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.816   0.934   0.071  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.160   1.085   0.317  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.610   2.362   0.956  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.112   0.107  -0.000  1.00  0.00           C  
HETATM    7  O2  UNL     1      -5.413   0.370   0.292  1.00  0.00           O  
HETATM    8  C6  UNL     1      -3.710  -1.070  -0.587  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.595  -2.136  -0.956  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.829  -2.116  -0.786  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.340  -1.220  -0.837  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.419  -0.246  -0.517  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.005  -0.437  -0.794  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.752   0.568  -0.888  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.521  -1.818  -0.956  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.437  -2.193   0.208  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.602  -1.314   0.332  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.798  -1.595  -0.331  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.888  -0.760  -0.205  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.792   0.364   0.586  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.621   0.639   1.236  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.503  -0.192   1.123  1.00  0.00           C  
HETATM   23  O5  UNL     1       3.799   1.810   1.950  1.00  0.00           O  
HETATM   24  C19 UNL     1       4.910   2.496   1.406  1.00  0.00           C  
HETATM   25  O6  UNL     1       5.678   1.391   0.922  1.00  0.00           O  
HETATM   26  C20 UNL     1      -0.554  -2.838  -1.055  1.00  0.00           C  
HETATM   27  O7  UNL     1      -1.816  -2.371  -1.429  1.00  0.00           O  
HETATM   28  H1  UNL     1      -1.240   3.885  -0.318  1.00  0.00           H  
HETATM   29  H2  UNL     1      -0.904   2.651  -1.576  1.00  0.00           H  
HETATM   30  H3  UNL     1       0.412   3.272  -0.529  1.00  0.00           H  
HETATM   31  H4  UNL     1      -3.984   3.083   0.204  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.855   2.794   1.614  1.00  0.00           H  
HETATM   33  H6  UNL     1      -4.491   2.098   1.609  1.00  0.00           H  
HETATM   34  H7  UNL     1      -6.243  -0.124   0.178  1.00  0.00           H  
HETATM   35  H8  UNL     1      -4.208  -3.044  -1.419  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.135  -1.822  -1.884  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.809  -2.158   1.139  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.774  -3.242   0.112  1.00  0.00           H  
HETATM   39  H12 UNL     1       3.896  -2.482  -0.964  1.00  0.00           H  
HETATM   40  H13 UNL     1       5.799  -1.002  -0.729  1.00  0.00           H  
HETATM   41  H14 UNL     1       1.626   0.107   1.673  1.00  0.00           H  
HETATM   42  H15 UNL     1       5.453   3.078   2.160  1.00  0.00           H  
HETATM   43  H16 UNL     1       4.596   3.161   0.569  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.683  -3.321  -0.043  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.236  -3.665  -1.722  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5    6
CONECT    5   31   32   33
CONECT    6    7    8    8
CONECT    7   34
CONECT    8    9   11
CONECT    9   10   10   35
CONECT   11   12   12   27
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   26   36
CONECT   16   17   37   38
CONECT   17   18   18   22
CONECT   18   19   39
CONECT   19   20   20   40
CONECT   20   21   25
CONECT   21   22   22   23
CONECT   22   41
CONECT   23   24
CONECT   24   25   42   43
CONECT   26   27   44   45
END

NP0001503
     RDKit          3D

45 48  0  0  0  0  0  0  0  0999 V2000
   -0.6524    2.9618   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9345    1.9499    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    0.9337    0.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1598    1.0845    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6098    2.3616    0.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1115    0.1066   -0.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4128    0.3703    0.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -1.0702   -0.5875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5954   -2.1359   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8292   -2.1161   -0.7856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404   -1.2196   -0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4188   -0.2459   -0.5173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -0.4368   -0.7945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7524    0.5684   -0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5213   -1.8182   -0.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4366   -2.1928    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -1.3143    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -1.5949   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8881   -0.7605   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7921    0.3639    0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6209    0.6388    1.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032   -0.1917    1.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994    1.8100    1.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9097    2.4957    1.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6781    1.3906    0.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -2.8376   -1.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8156   -2.3712   -1.4287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403    3.8850   -0.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041    2.6515   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.2723   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9844    3.0829    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8547    2.7939    1.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4909    2.0979    1.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2434   -0.1244    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2080   -3.0443   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -1.8219   -1.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8090   -2.1584    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7743   -3.2424    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -2.4818   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986   -1.0018   -0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6259    0.1073    1.6735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4532    3.0780    2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959    3.1613    0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6831   -3.3206   -0.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364   -3.6649   -1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 26  1  0
 26 27  1  0
 12  3  1  0
 22 17  1  0
 27 11  1  0
 25 20  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 26 44  1  0
 26 45  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₇

Average Mass

370.3570 Da

Monoisotopic Mass

370.10525 Da

IUPAC Name

3-[(2H-1,3-benzodioxol-5-yl)methyl]-7-hydroxy-5-methoxy-6-methyl-4-oxo-3,4-dihydro-2H-1-benzopyran-8-carbaldehyde

Traditional Name

3-(2H-1,3-benzodioxol-5-ylmethyl)-7-hydroxy-5-methoxy-6-methyl-4-oxo-2,3-dihydro-1-benzopyran-8-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(O)=C(C=O)C2=C1C(=O)C(CC1=CC=C3OCOC3=C1)CO2

InChI Identifier

InChI=1S/C20H18O7/c1-10-17(22)13(7-21)20-16(19(10)24-2)18(23)12(8-25-20)5-11-3-4-14-15(6-11)27-9-26-14/h3-4,6-7,12,22H,5,8-9H2,1-2H3

InChI Key

QPCIWGFEBZQOQN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500Mz MHz, CDCL3, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500Mz, CDCL3, simulated)	Rgf8b			2020-08-19	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Ophiopogon japonicus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavans

Direct Parent

Homoisoflavanones

Alternative Parents

Substituents

Homoisoflavanone
Chromone
Chromane
Benzopyran
1-benzopyran
Benzodioxole
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Aryl-aldehyde
Benzenoid
Vinylogous acid
Ketone
Ether
Acetal
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
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	2.6	ALOGPS
logP	3.47	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	7.22	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.17 m³·mol⁻¹	ChemAxon
Polarizability	36.75 Å³	ChemAxon
Number of Rings	4	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

9178373

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ophiopogonanone D (NP0001503)

MOL for NP0001503 (Ophiopogonanone D)

3D MOL for NP0001503 (Ophiopogonanone D)

3D SDF for NP0001503 (Ophiopogonanone D)

3D-SDF for NP0001503 (Ophiopogonanone D)

PDB for NP0001503 (Ophiopogonanone D)

3D PDB for NP0001503 (Ophiopogonanone D)

SMILES for NP0001503 (Ophiopogonanone D)

INCHI for NP0001503 (Ophiopogonanone D)

Structure for NP0001503 (Ophiopogonanone D)

3D Structure for NP0001503 (Ophiopogonanone D)