NP-MRD: Showing NP-Card for (E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one (NP0035193)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 18:42:27 UTC

Updated at

2021-06-30 00:06:02 UTC

NP-MRD ID

NP0035193

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one

Provided By

JEOL Database JEOL Logo

Description

CHEMBL1094947 belongs to the class of organic compounds known as homoisoflavonoids. These are naturally occurring oxygen heterocycles with a structure based on a 16-carbon skeleton including a chromanone, chromone or chromane system with a benzyl group at position C-3. (E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one is found in Polygonatum odoratum. (E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one was first documented in 2010 (Zhang, H., et al.). Based on a literature review very few articles have been published on CHEMBL1094947.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120423D          

 39 41  0  0  0  0            999 V2000
    1.3013    3.9882   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.5133   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.5682   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.9513   -2.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.1887   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.7949   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773   -0.2525   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.6646    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393    2.0383    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    2.9635    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.1590    1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.9261    2.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.2956    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -1.8525    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -3.2676    3.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.6941    4.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396   -5.0478    4.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.9680    4.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -7.2794    4.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -5.5586    3.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -4.2038    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.9586    1.5027 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1209   -1.6071    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    4.2847   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676    4.6029   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819    4.2304   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    2.8874   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -1.0536   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.3843   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -1.7127   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4861    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -1.2589    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -2.9795    5.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -5.3831    5.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -7.7997    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -6.2712    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -3.8839    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -3.0497    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.6844    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  3  4  1  0  0  0  0
  2  9  2  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
  7  5  1  0  0  0  0
 13 14  2  0  0  0  0
  5  3  2  0  0  0  0
 14 15  1  0  0  0  0
  7 23  1  0  0  0  0
 15 16  2  0  0  0  0
  8 11  1  0  0  0  0
 16 17  1  0  0  0  0
 11 13  1  0  0  0  0
 17 18  2  0  0  0  0
 13 22  1  0  0  0  0
 18 19  1  0  0  0  0
 22 23  1  0  0  0  0
 18 20  1  0  0  0  0
  7  8  2  0  0  0  0
 20 21  2  0  0  0  0
 21 15  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  4 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 10 31  1  0  0  0  0
 14 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 19 35  1  0  0  0  0
 20 36  1  0  0  0  0
 21 37  1  0  0  0  0
M  END

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    1.3013    3.9882   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.5133   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.5682   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.9513   -2.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.1887   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.7949   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773   -0.2525   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.6646    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393    2.0383    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    2.9635    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.1590    1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.9261    2.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.2956    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -1.8525    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -3.2676    3.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.6941    4.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396   -5.0478    4.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.9680    4.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -7.2794    4.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -5.5586    3.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -4.2038    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.9586    1.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1209   -1.6071    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    4.2847   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676    4.6029   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819    4.2304   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    2.8874   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -1.0536   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.3843   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -1.7127   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4861    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -1.2589    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -2.9795    5.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -5.3831    5.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -7.7997    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -6.2712    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -3.8839    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -3.0497    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.6844    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  4  1  0
  2  9  2  0
  2  1  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 12  2  0
  7  5  1  0
 13 14  2  0
  5  3  2  0
 14 15  1  0
  7 23  1  0
 15 16  2  0
  8 11  1  0
 16 17  1  0
 11 13  1  0
 17 18  2  0
 13 22  1  0
 18 19  1  0
 22 23  1  0
 18 20  1  0
  7  8  2  0
 20 21  2  0
 21 15  1  0
 22 38  1  0
 22 39  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 10 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END


  Mrv1652306202120423D          

 39 41  0  0  0  0            999 V2000
    1.3013    3.9882   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.5133   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.5682   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.9513   -2.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.1887   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.7949   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773   -0.2525   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.6646    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393    2.0383    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    2.9635    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.1590    1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.9261    2.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.2956    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -1.8525    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -3.2676    3.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.6941    4.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396   -5.0478    4.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.9680    4.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -7.2794    4.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -5.5586    3.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -4.2038    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.9586    1.5027 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1209   -1.6071    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    4.2847   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676    4.6029   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819    4.2304   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    2.8874   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -1.0536   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.3843   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -1.7127   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4861    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -1.2589    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -2.9795    5.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -5.3831    5.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -7.7997    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -6.2712    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -3.8839    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -3.0497    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.6844    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  3  4  1  0  0  0  0
  2  9  2  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
  7  5  1  0  0  0  0
 13 14  2  0  0  0  0
  5  3  2  0  0  0  0
 14 15  1  0  0  0  0
  7 23  1  0  0  0  0
 15 16  2  0  0  0  0
  8 11  1  0  0  0  0
 16 17  1  0  0  0  0
 11 13  1  0  0  0  0
 17 18  2  0  0  0  0
 13 22  1  0  0  0  0
 18 19  1  0  0  0  0
 22 23  1  0  0  0  0
 18 20  1  0  0  0  0
  7  8  2  0  0  0  0
 20 21  2  0  0  0  0
 21 15  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  4 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 10 31  1  0  0  0  0
 14 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 19 35  1  0  0  0  0
 20 36  1  0  0  0  0
 21 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035193

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C2\C(=O)C3=C(OC2([H])[H])C(=C(O[H])C(=C3O[H])C([H])([H])[H])C([H])([H])[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O5/c1-9-15(20)10(2)18-14(16(9)21)17(22)12(8-23-18)7-11-3-5-13(19)6-4-11/h3-7,19-21H,8H2,1-2H3/b12-7+

> <INCHI_KEY>
VNTDHUKVZACZLG-KPKJPENVSA-N

> <FORMULA>
C18H16O5

> <MOLECULAR_WEIGHT>
312.321

> <EXACT_MASS>
312.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
32.97484673679658

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-6,8-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
4.132157258333335

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.140634054631212

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.51581882895899

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9206861931390735

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
87.23580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-6,8-dimethyl-2H-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
    1.3013    3.9882   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.5133   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.5682   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.9513   -2.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.1887   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.7949   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773   -0.2525   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.6646    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393    2.0383    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    2.9635    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.1590    1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.9261    2.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.2956    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -1.8525    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -3.2676    3.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.6941    4.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396   -5.0478    4.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.9680    4.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -7.2794    4.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -5.5586    3.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -4.2038    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.9586    1.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1209   -1.6071    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    4.2847   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676    4.6029   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819    4.2304   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    2.8874   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -1.0536   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.3843   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -1.7127   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4861    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -1.2589    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -2.9795    5.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -5.3831    5.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -7.7997    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -6.2712    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -3.8839    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -3.0497    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.6844    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  4  1  0
  2  9  2  0
  2  1  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 12  2  0
  7  5  1  0
 13 14  2  0
  5  3  2  0
 14 15  1  0
  7 23  1  0
 15 16  2  0
  8 11  1  0
 16 17  1  0
 11 13  1  0
 17 18  2  0
 13 22  1  0
 18 19  1  0
 22 23  1  0
 18 20  1  0
  7  8  2  0
 20 21  2  0
 21 15  1  0
 22 38  1  0
 22 39  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 10 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.301   3.988  -0.971  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.260   2.513  -0.673  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.798   1.568  -1.565  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.357   1.951  -2.758  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.784   0.189  -1.289  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.351  -0.795  -2.279  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.177  -0.253  -0.104  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.599   0.665   0.779  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.639   2.038   0.493  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.065   2.963   1.331  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.096   0.159   1.980  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.719   0.926   2.708  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.026  -1.296   2.247  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.833  -1.853   3.119  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.813  -3.268   3.485  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.073  -3.694   4.593  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.040  -5.048   4.932  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.744  -5.968   4.163  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.682  -7.279   4.530  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.485  -5.559   3.059  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.518  -4.204   2.720  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.137  -1.959   1.503  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.121  -1.607   0.115  0.00  0.00           O+0
HETATM   24  H   UNK     0       2.306   4.285  -1.292  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.068   4.603  -0.096  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.582   4.230  -1.759  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.169   2.887  -2.926  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.591  -1.054  -3.022  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.227  -0.384  -2.791  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.690  -1.713  -1.788  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.390   2.486   2.061  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.601  -1.259   3.612  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.477  -2.979   5.201  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.532  -5.383   5.793  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.230  -7.800   3.921  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.037  -6.271   2.455  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.097  -3.884   1.856  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.070  -3.050   1.547  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.110  -1.684   1.933  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    9    1    3                                                  
CONECT    3    4    2    5                                                  
CONECT    4    3   27                                                       
CONECT    5    6    7    3                                                  
CONECT    6    5   28   29   30                                             
CONECT    7    5   23    8                                                  
CONECT    8    9   11    7                                                  
CONECT    9    2    8   10                                                  
CONECT   10    9   31                                                       
CONECT   11   12    8   13                                                  
CONECT   12   11                                                            
CONECT   13   14   11   22                                                  
CONECT   14   13   15   32                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   35                                                       
CONECT   20   18   21   36                                                  
CONECT   21   20   15   37                                                  
CONECT   22   13   23   38   39                                             
CONECT   23    7   22                                                       
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31   10                                                            
CONECT   32   14                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
CONECT   39   22                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

RDKit          3D

39 41  0  0  0  0  0  0  0  0999 V2000
    1.3013    3.9882   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595    2.5133   -0.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7982    1.5682   -1.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573    1.9513   -2.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    0.1887   -1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.7949   -2.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773   -0.2525   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5985    0.6646    0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393    2.0383    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0652    2.9635    1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0960    0.1590    1.9801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7194    0.9261    2.7079 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263   -1.2956    2.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -1.8525    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130   -3.2676    3.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -3.6941    4.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0396   -5.0478    4.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7437   -5.9680    4.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6816   -7.2794    4.5303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4846   -5.5586    3.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183   -4.2038    2.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -1.9586    1.5027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1209   -1.6071    0.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    4.2847   -1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676    4.6029   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819    4.2304   -1.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1689    2.8874   -2.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -1.0536   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270   -0.3843   -2.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6901   -1.7127   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3897    2.4861    2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6008   -1.2589    3.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4773   -2.9795    5.2006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -5.3831    5.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -7.7997    3.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0372   -6.2712    2.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -3.8839    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0699   -3.0497    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1098   -1.6844    1.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  3  4  1  0
  2  9  2  0
  2  1  1  0
  9  8  1  0
  9 10  1  0
  3  2  1  0
 11 12  2  0
  7  5  1  0
 13 14  2  0
  5  3  2  0
 14 15  1  0
  7 23  1  0
 15 16  2  0
  8 11  1  0
 16 17  1  0
 11 13  1  0
 17 18  2  0
 13 22  1  0
 18 19  1  0
 22 23  1  0
 18 20  1  0
  7  8  2  0
 20 21  2  0
 21 15  1  0
 22 38  1  0
 22 39  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 10 31  1  0
 14 32  1  0
 16 33  1  0
 17 34  1  0
 19 35  1  0
 20 36  1  0
 21 37  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₅

Average Mass

312.3210 Da

Monoisotopic Mass

312.09977 Da

IUPAC Name

(3E)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-6,8-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(3E)-5,7-dihydroxy-3-[(4-hydroxyphenyl)methylidene]-6,8-dimethyl-2H-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C2\C(=O)C3=C(OC2([H])[H])C(=C(O[H])C(=C3O[H])C([H])([H])[H])C([H])([H])[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C18H16O5/c1-9-15(20)10(2)18-14(16(9)21)17(22)12(8-23-18)7-11-3-5-13(19)6-4-11/h3-7,19-21H,8H2,1-2H3/b12-7+

InChI Key

VNTDHUKVZACZLG-KPKJPENVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Polygonatum odoratum	JEOL database	Zhang, H., et al, J. Nat. Prod. 73, 548 (2010)

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Homoisoflavonoids

Sub Class

Not Available

Direct Parent

Homoisoflavonoids

Alternative Parents

Substituents

Homoisoflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl ketone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Ether
Organoheterocyclic compound
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	3.19	ALOGPS
logP	4.13	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.24 m³·mol⁻¹	ChemAxon
Polarizability	32.97 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

24679446

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46211618

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, H., et al. (2010). Zhang, H., et al, J. Nat. Prod. 73, 548 (2010). J. Nat. Prod..

Showing NP-Card for (E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one (NP0035193)

MOL for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

3D MOL for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

3D SDF for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

3D-SDF for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

PDB for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

3D PDB for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

SMILES for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

INCHI for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

Structure for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)

3D Structure for NP0035193 ((E)-5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxybenzylidene)chroman-4-one)