NP-MRD: Showing NP-Card for Ophiopogonanone E (NP0001504)

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Record Information

Version

2.0

Created at

2020-08-19 22:50:18 UTC

Updated at

2021-08-10 02:54:48 UTC

NP-MRD ID

NP0001504

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ophiopogonanone E

Description

5,7-Dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-one 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 E is found in Ophiopogon japonicus, Ophiopogon japonicus Ker-Gawler and Polygonatum odoratum. Based on a literature review very few articles have been published on 5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-one.

Structure

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


  Mrv1533004241516072D          

 26 28  0  0  0  0            999 V2000
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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   -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
    1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    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
   -0.7145   -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
   -0.7145   -3.7125    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  3 26  1  0  0  0  0
M  END

NP0001504
     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    6.7077    2.0003   -0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4294    0.6497   -0.5462 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757    0.0937   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586    0.8097    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053    0.2293    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6560   -1.0849    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -1.8242    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687   -1.3260   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9344   -2.4246   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -1.9235   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.6420   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106   -0.1813   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.1072   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6875   -1.8265   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    1.1630   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    1.5811   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    2.0779   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889    3.5161    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1093    1.6044    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271    2.4605    0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561    0.2907    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -0.2442    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    0.2237    1.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7304   -1.8200   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -3.1484   -0.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632   -1.2140   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2401    2.3831    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116    2.5946   -1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8380    2.0953   -0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    1.8446    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.8586    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -2.8645   -0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -2.0837    1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -0.9793   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569   -3.1017   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -2.9988    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7219   -1.5049   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -2.9302   -0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4756   -1.6377    0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1860    0.8843   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846    3.6898    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563    3.8473    1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    4.1627   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    3.4422    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274   -3.8523   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7761   -1.7826   -0.9863 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22  8  1  0
 21 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 25 45  1  0
 26 46  1  0
M  END


  Mrv1533004241516072D          

 26 28  0  0  0  0            999 V2000
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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   -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
    1.4289    0.0000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    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
   -0.7145   -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
   -0.7145   -3.7125    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  3 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001504

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CC2COC3=C(OC)C(O)=C(C)C(O)=C3C2=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O7/c1-9-15(21)14-17(23)11(8-26-18(14)19(25-3)16(9)22)6-10-4-5-12(24-2)7-13(10)20/h4-5,7,11,20-22H,6,8H2,1-3H3

> <INCHI_KEY>
FMFZMWWKEGLLRS-UHFFFAOYSA-N

> <FORMULA>
C19H20O7

> <MOLECULAR_WEIGHT>
360.362

> <EXACT_MASS>
360.120902984

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.239386882319295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
3.3703056369999995

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.38811846793342

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.671888755669368

> <JCHEM_PKA_STRONGEST_BASIC>
-4.438037893075241

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
94.2451

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0001504
     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    6.7077    2.0003   -0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4294    0.6497   -0.5462 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757    0.0937   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586    0.8097    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053    0.2293    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6560   -1.0849    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -1.8242    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687   -1.3260   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9344   -2.4246   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -1.9235   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.6420   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106   -0.1813   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.1072   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6875   -1.8265   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    1.1630   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    1.5811   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    2.0779   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889    3.5161    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1093    1.6044    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271    2.4605    0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561    0.2907    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -0.2442    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    0.2237    1.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7304   -1.8200   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -3.1484   -0.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632   -1.2140   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2401    2.3831    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116    2.5946   -1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8380    2.0953   -0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    1.8446    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.8586    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -2.8645   -0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -2.0837    1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -0.9793   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569   -3.1017   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -2.9988    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7219   -1.5049   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -2.9302   -0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4756   -1.6377    0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1860    0.8843   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846    3.6898    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563    3.8473    1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    4.1627   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    3.4422    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274   -3.8523   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7761   -1.7826   -0.9863 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22  8  1  0
 21 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 25 45  1  0
 26 46  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      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667   0.000   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  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   11   22                                                  
CONECT   22   21    8   23                                                  
CONECT   23   22                                                            
CONECT   24    6   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    3                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    NP0001504
HETATM    1  C1  UNL     1       6.708   2.000  -0.277  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.429   0.650  -0.546  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.176   0.094  -0.269  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.159   0.810   0.279  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.905   0.229   0.547  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.656  -1.085   0.265  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.412  -1.824   0.380  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.169  -1.326  -0.261  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.934  -2.425  -0.199  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.216  -1.923  -0.320  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.666  -0.642  -0.254  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.911  -0.181  -0.628  1.00  0.00           C  
HETATM   13  O3  UNL     1      -4.801  -1.107  -1.127  1.00  0.00           O  
HETATM   14  C11 UNL     1      -5.687  -1.827  -0.271  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.251   1.163  -0.504  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.522   1.581  -0.895  1.00  0.00           O  
HETATM   17  C13 UNL     1      -3.352   2.078  -0.003  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.689   3.516   0.140  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.109   1.604   0.367  1.00  0.00           C  
HETATM   20  O5  UNL     1      -1.127   2.460   0.888  1.00  0.00           O  
HETATM   21  C16 UNL     1      -1.756   0.291   0.253  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.440  -0.244   0.642  1.00  0.00           C  
HETATM   23  O6  UNL     1       0.044   0.224   1.659  1.00  0.00           O  
HETATM   24  C18 UNL     1       3.730  -1.820  -0.307  1.00  0.00           C  
HETATM   25  O7  UNL     1       3.665  -3.148  -0.649  1.00  0.00           O  
HETATM   26  C19 UNL     1       4.963  -1.214  -0.560  1.00  0.00           C  
HETATM   27  H1  UNL     1       6.240   2.383   0.646  1.00  0.00           H  
HETATM   28  H2  UNL     1       6.312   2.595  -1.153  1.00  0.00           H  
HETATM   29  H3  UNL     1       7.838   2.095  -0.258  1.00  0.00           H  
HETATM   30  H4  UNL     1       4.281   1.845   0.522  1.00  0.00           H  
HETATM   31  H5  UNL     1       2.152   0.859   0.962  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.549  -2.864  -0.068  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.177  -2.084   1.467  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.247  -0.979  -1.250  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.757  -3.102  -1.075  1.00  0.00           H  
HETATM   36  H10 UNL     1      -0.734  -2.999   0.697  1.00  0.00           H  
HETATM   37  H11 UNL     1      -6.722  -1.505  -0.470  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.578  -2.930  -0.414  1.00  0.00           H  
HETATM   39  H13 UNL     1      -5.476  -1.638   0.793  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.186   0.884  -1.272  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.785   3.690   0.102  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.356   3.847   1.142  1.00  0.00           H  
HETATM   43  H17 UNL     1      -3.187   4.163  -0.630  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.374   3.442   0.978  1.00  0.00           H  
HETATM   45  H19 UNL     1       3.027  -3.852  -0.608  1.00  0.00           H  
HETATM   46  H20 UNL     1       5.776  -1.783  -0.986  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   24
CONECT    7    8   32   33
CONECT    8    9   22   34
CONECT    9   10   35   36
CONECT   10   11
CONECT   11   12   12   21
CONECT   12   13   15
CONECT   13   14
CONECT   14   37   38   39
CONECT   15   16   17   17
CONECT   16   40
CONECT   17   18   19
CONECT   18   41   42   43
CONECT   19   20   21   21
CONECT   20   44
CONECT   21   22
CONECT   22   23   23
CONECT   24   25   26   26
CONECT   25   45
CONECT   26   46
END

NP0001504
     RDKit          3D

46 48  0  0  0  0  0  0  0  0999 V2000
    6.7077    2.0003   -0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4294    0.6497   -0.5462 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757    0.0937   -0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586    0.8097    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053    0.2293    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6560   -1.0849    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4120   -1.8242    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1687   -1.3260   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9344   -2.4246   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -1.9235   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -0.6420   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106   -0.1813   -0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.1072   -1.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6875   -1.8265   -0.2709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508    1.1630   -0.5044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5220    1.5811   -0.8946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3520    2.0779   -0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889    3.5161    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1093    1.6044    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271    2.4605    0.8884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561    0.2907    0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4397   -0.2442    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    0.2237    1.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7304   -1.8200   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -3.1484   -0.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9632   -1.2140   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2401    2.3831    0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116    2.5946   -1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8380    2.0953   -0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    1.8446    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1517    0.8586    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -2.8645   -0.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1766   -2.0837    1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -0.9793   -1.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7569   -3.1017   -1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338   -2.9988    0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7219   -1.5049   -0.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5782   -2.9302   -0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4756   -1.6377    0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1860    0.8843   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846    3.6898    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3563    3.8473    1.1419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    4.1627   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735    3.4422    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0274   -3.8523   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7761   -1.7826   -0.9863 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
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
  6 24  1  0
 24 25  1  0
 24 26  2  0
 26  3  1  0
 22  8  1  0
 21 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 25 45  1  0
 26 46  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₇

Average Mass

360.3620 Da

Monoisotopic Mass

360.12090 Da

IUPAC Name

5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5,7-dihydroxy-3-[(2-hydroxy-4-methoxyphenyl)methyl]-8-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CC2COC3=C(OC)C(O)=C(C)C(O)=C3C2=O)C(O)=C1

InChI Identifier

InChI=1S/C19H20O7/c1-9-15(21)14-17(23)11(8-26-18(14)19(25-3)16(9)22)6-10-4-5-12(24-2)7-13(10)20/h4-5,7,11,20-22H,6,8H2,1-3H3

InChI Key

FMFZMWWKEGLLRS-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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500Mz, CDCL3, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-19	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Ophiopogon japonicus	LOTUS Database	35616633
Ophiopogon japonicus Ker-Gawler	Plant	KNApSAcK
Polygonatum odoratum	LOTUS Database	35616633

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
Methoxyphenol
1-benzopyran
Anisole
Phenoxy compound
Phenol ether
Aryl ketone
Aryl alkyl ketone
Methoxybenzene
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Aldehyde
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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	2.65	ALOGPS
logP	3.37	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.67	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.25 m³·mol⁻¹	ChemAxon
Polarizability	36.24 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

4475774

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 E (NP0001504)

MOL for NP0001504 (Ophiopogonanone E)

3D MOL for NP0001504 (Ophiopogonanone E)

3D SDF for NP0001504 (Ophiopogonanone E)

3D-SDF for NP0001504 (Ophiopogonanone E)

PDB for NP0001504 (Ophiopogonanone E)

3D PDB for NP0001504 (Ophiopogonanone E)

SMILES for NP0001504 (Ophiopogonanone E)

INCHI for NP0001504 (Ophiopogonanone E)

Structure for NP0001504 (Ophiopogonanone E)

3D Structure for NP0001504 (Ophiopogonanone E)