NP-MRD: Showing NP-Card for Ophiopogonone C (NP0001506)

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Record Information

Version

1.0

Created at

2020-08-19 23:45:30 UTC

Updated at

2021-08-10 02:54:49 UTC

NP-MRD ID

NP0001506

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ophiopogonone C

Description

3-[(2H-1,3-benzodioxol-5-yl)methyl]-5,7-dihydroxy-6-methyl-4-oxo-4H-chromene-8-carbaldehyde belongs to the class of organic compounds known as homoisoflavones. These are homoisoflavonoids with a structure based on the chromone system. Chromone is a bicyclic compound consisting of a 1-benzopyran, which bears a ketone group at the 4-position. Based on a literature review very few articles have been published on 3-[(2H-1,3-benzodioxol-5-yl)methyl]-5,7-dihydroxy-6-methyl-4-oxo-4H-chromene-8-carbaldehyde.

Structure

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


  Mrv1533004251506362D          

 26 29  0  0  0  0            999 V2000
    0.0000   -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
    0.7145   -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
    1.4289   -1.6500    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  2  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

NP0001506
     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -4.5989    2.0916    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793    0.9950    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    0.1981   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4726    0.4381   -1.1712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -0.8321   -1.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603   -1.6655   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -2.5999   -2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.0835   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764   -2.0605   -1.0794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -2.3553   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.6396    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032   -1.8891    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.9888    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651   -1.2455   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784   -0.4378   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927    0.6531   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956    0.9072    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646    0.0778    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6860    2.0413    1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.4627    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736    1.6119   -0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -0.5886    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.0805    1.8505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -0.2964    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    0.7231    0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.5257    1.9319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    2.3437    1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633    2.9905    0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6729    1.8180    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0834    1.1664   -0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213   -1.5288   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -3.1867   -1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794   -1.8913    2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -2.9752    0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9747   -2.0825   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478   -0.6467   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.3512    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412    3.5238    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.4420    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    1.5522    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  2  1  0
 24  8  1  0
 18 13  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 26 40  1  0
M  END


  Mrv1533004251506362D          

 26 29  0  0  0  0            999 V2000
    0.0000   -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
    0.7145   -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
    1.4289   -1.6500    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  2  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001506

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C(C=O)=C2OC=C(CC3=CC=C4OCOC4=C3)C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O7/c1-9-16(21)12(6-20)19-15(17(9)22)18(23)11(7-24-19)4-10-2-3-13-14(5-10)26-8-25-13/h2-3,5-7,21-22H,4,8H2,1H3

> <INCHI_KEY>
MNAZQDBGIVJQLS-UHFFFAOYSA-N

> <FORMULA>
C19H14O7

> <MOLECULAR_WEIGHT>
354.314

> <EXACT_MASS>
354.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.46670613272647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2H-1,3-benzodioxol-5-yl)methyl]-5,7-dihydroxy-6-methyl-4-oxo-4H-chromene-8-carbaldehyde

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
4.185430244666666

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.767188730897365

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.63093832783764

> <JCHEM_PKA_STRONGEST_BASIC>
-4.6477892303057615

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
91.69509999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2H-1,3-benzodioxol-5-ylmethyl)-5,7-dihydroxy-6-methyl-4-oxochromene-8-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001506
     RDKit          3D

 40 43  0  0  0  0  0  0  0  0999 V2000
   -4.5989    2.0916    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793    0.9950    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    0.1981   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4726    0.4381   -1.1712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -0.8321   -1.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603   -1.6655   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -2.5999   -2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.0835   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764   -2.0605   -1.0794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -2.3553   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.6396    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032   -1.8891    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.9888    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651   -1.2455   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784   -0.4378   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927    0.6531   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956    0.9072    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646    0.0778    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6860    2.0413    1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.4627    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736    1.6119   -0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -0.5886    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.0805    1.8505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -0.2964    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    0.7231    0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.5257    1.9319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    2.3437    1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633    2.9905    0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6729    1.8180    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0834    1.1664   -0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213   -1.5288   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -3.1867   -1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794   -1.8913    2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -2.9752    0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9747   -2.0825   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478   -0.6467   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.3512    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412    3.5238    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.4420    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    1.5522    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  2  1  0
 24  8  1  0
 18 13  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 26 40  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.682  -9.206   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.150  -9.367   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.524  -7.960   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16   21                                                  
CONECT   21   20   13                                                       
CONECT   22   11   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    8   25                                                  
CONECT   25   24    2   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    NP0001506
HETATM    1  C1  UNL     1      -4.599   2.092   0.936  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.779   0.995   0.394  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.217   0.198  -0.627  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.473   0.438  -1.171  1.00  0.00           O  
HETATM    5  C4  UNL     1      -3.471  -0.832  -1.143  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.960  -1.665  -2.238  1.00  0.00           C  
HETATM    7  O2  UNL     1      -3.238  -2.600  -2.675  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.213  -1.084  -0.609  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.476  -2.060  -1.079  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.288  -2.355  -0.629  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.264  -1.640   0.385  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.603  -1.889   0.952  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.656  -0.989   0.506  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.265  -1.246  -0.716  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.278  -0.438  -1.190  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.693   0.653  -0.424  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.096   0.907   0.776  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.065   0.078   1.250  1.00  0.00           C  
HETATM   19  O4  UNL     1       4.686   2.041   1.336  1.00  0.00           O  
HETATM   20  C16 UNL     1       5.697   2.463   0.448  1.00  0.00           C  
HETATM   21  O5  UNL     1       5.674   1.612  -0.660  1.00  0.00           O  
HETATM   22  C17 UNL     1      -0.494  -0.589   0.913  1.00  0.00           C  
HETATM   23  O6  UNL     1       0.002   0.081   1.851  1.00  0.00           O  
HETATM   24  C18 UNL     1      -1.739  -0.296   0.425  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.500   0.723   0.922  1.00  0.00           C  
HETATM   26  O7  UNL     1      -2.090   1.526   1.932  1.00  0.00           O  
HETATM   27  H1  UNL     1      -4.192   2.344   1.960  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.463   2.990   0.279  1.00  0.00           H  
HETATM   29  H3  UNL     1      -5.673   1.818   1.021  1.00  0.00           H  
HETATM   30  H4  UNL     1      -6.083   1.166  -0.857  1.00  0.00           H  
HETATM   31  H5  UNL     1      -4.921  -1.529  -2.705  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.282  -3.187  -1.064  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.479  -1.891   2.076  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.858  -2.975   0.742  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.975  -2.083  -1.343  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.748  -0.647  -2.146  1.00  0.00           H  
HETATM   37  H11 UNL     1       2.653   0.351   2.218  1.00  0.00           H  
HETATM   38  H12 UNL     1       5.541   3.524   0.100  1.00  0.00           H  
HETATM   39  H13 UNL     1       6.652   2.442   1.025  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.295   1.552   2.443  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3   25
CONECT    3    4    5
CONECT    4   30
CONECT    5    6    8    8
CONECT    6    7    7   31
CONECT    8    9   24
CONECT    9   10
CONECT   10   11   11   32
CONECT   11   12   22
CONECT   12   13   33   34
CONECT   13   14   14   18
CONECT   14   15   35
CONECT   15   16   16   36
CONECT   16   17   21
CONECT   17   18   18   19
CONECT   18   37
CONECT   19   20
CONECT   20   21   38   39
CONECT   22   23   23   24
CONECT   24   25   25
CONECT   25   26
CONECT   26   40
END

NP0001506
     RDKit          3D

40 43  0  0  0  0  0  0  0  0999 V2000
   -4.5989    2.0916    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793    0.9950    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    0.1981   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4726    0.4381   -1.1712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4710   -0.8321   -1.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9603   -1.6655   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2381   -2.5999   -2.6748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.0835   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4764   -2.0605   -1.0794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2882   -2.3553   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.6396    0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6032   -1.8891    0.9518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6562   -0.9888    0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651   -1.2455   -0.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2784   -0.4378   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927    0.6531   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956    0.9072    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646    0.0778    1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6860    2.0413    1.3358 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6965    2.4627    0.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736    1.6119   -0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -0.5886    0.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.0805    1.8505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -0.2964    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    0.7231    0.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    1.5257    1.9319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1916    2.3437    1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4633    2.9905    0.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6729    1.8180    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0834    1.1664   -0.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9213   -1.5288   -2.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820   -3.1867   -1.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794   -1.8913    2.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581   -2.9752    0.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9747   -2.0825   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7478   -0.6467   -2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6531    0.3512    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5412    3.5238    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.4420    1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2951    1.5522    2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 25  2  1  0
 24  8  1  0
 18 13  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 26 40  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₄O₇

Average Mass

354.3140 Da

Monoisotopic Mass

354.07395 Da

IUPAC Name

3-[(2H-1,3-benzodioxol-5-yl)methyl]-5,7-dihydroxy-6-methyl-4-oxo-4H-chromene-8-carbaldehyde

Traditional Name

3-(2H-1,3-benzodioxol-5-ylmethyl)-5,7-dihydroxy-6-methyl-4-oxochromene-8-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(C=O)=C2OC=C(CC3=CC=C4OCOC4=C3)C(=O)C2=C1O

InChI Identifier

InChI=1S/C19H14O7/c1-9-16(21)12(6-20)19-15(17(9)22)18(23)11(7-24-19)4-10-2-3-13-14(5-10)26-8-25-13/h2-3,5-7,21-22H,4,8H2,1H3

InChI Key

MNAZQDBGIVJQLS-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	KNApSAcK Database	22123792

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Homoisoflavones

Direct Parent

Homoisoflavones

Alternative Parents

Substituents

Homoisoflavone
Chromone
Benzopyran
1-benzopyran
Benzodioxole
Pyranone
Aryl-aldehyde
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Acetal
Organoheterocyclic compound
Aldehyde
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	2.81	ALOGPS
logP	4.19	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	5.63	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.7 m³·mol⁻¹	ChemAxon
Polarizability	34.47 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

C00046245

Chemspider ID

9317878

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 Ophiopogonone C (NP0001506)

MOL for NP0001506 (Ophiopogonone C)

3D MOL for NP0001506 (Ophiopogonone C)

3D SDF for NP0001506 (Ophiopogonone C)

3D-SDF for NP0001506 (Ophiopogonone C)

PDB for NP0001506 (Ophiopogonone C)

3D PDB for NP0001506 (Ophiopogonone C)

SMILES for NP0001506 (Ophiopogonone C)

INCHI for NP0001506 (Ophiopogonone C)

Structure for NP0001506 (Ophiopogonone C)

3D Structure for NP0001506 (Ophiopogonone C)