NP-MRD: Showing NP-Card for 5-Hydroxy-7-methoxyflavanone (NP0043820)

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Record Information

Version

2.0

Created at

2021-06-22 17:19:14 UTC

Updated at

2021-06-22 17:19:14 UTC

NP-MRD ID

NP0043820

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxy-7-methoxyflavanone

Description

(2R)-5-Hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one, also known as 5-hydroxy-7-methoxyflavanone, belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, (2R)-5-hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one is considered to be a flavonoid. 5-Hydroxy-7-methoxyflavanone is found in Alnus firma, Alnus sp., Aniba sp., Boesenbergia rotunda, Boesenbergia rotunda (LINN.) MANSF. , Conyza filaginoides, Cryptocarya chinensis, Dalbergia odorifera , Helichrysum sp., Heterothalamus psiadioides, Isodon oresbius, Kaempferia parviflora, Larix sp., Leptospermum scoparium, Litsea glaucescens, Miliusa balansae, Muntingia calabura, Oxytropis falcata, Persicaria ferruginea, Polygonum lapathifolium , Persicaria senegalensis, Pinus lambertiana, Pinus morrisonicola, Pinus sibirica, Pinus sp. , Pinus strobus, Piper cubeba, Piper methysticum, Piper porphyrophyllum, Polygonum ferrugineum , Populus deltoides, Populus laurifolia, Populus sp., Prunus cerasus , Prunus sp. , Renealmia nicolaioides, Salvia texana, Sarcandra glabra, Scutellaria spp., Taxandria spathulata, Taxus fuana, Taxus yunnanensis, Uvaria chamae , Uvaria rufa and Zuccagnia punctata. Based on a literature review very few articles have been published on (2R)-5-Hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one.

Structure

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

NP0043820
     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4968    0.8861   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.0624   -1.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498    0.4001   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -0.4652    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548   -1.1253    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -2.0136    1.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048   -0.9311    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -0.0731   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    0.5809   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.1078   -0.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -0.7149   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    0.1034   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785    0.9351   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084    1.7200   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.6508   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8073    0.8373    0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693    0.0511    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.2508    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6126    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -2.5246    2.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    1.0069   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    1.5397   -2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7825   -0.1691   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.6318    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.1915    2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    1.2430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197   -1.5300   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826    0.9693   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    2.3688   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606    2.2636   -0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.7821    1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -0.5926    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -0.5161    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8562   -2.1662    1.4034 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
  9  3  1  0
 17 12  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

  Mrv1652306222119192D          

 20 22  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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 C   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
    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
    2.8579   -1.6500    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
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -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
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  5 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043820

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3

> <INCHI_KEY>
ORJDDOBAOGKRJV-UHFFFAOYSA-N

> <FORMULA>
C16H14O4

> <MOLECULAR_WEIGHT>
270.284

> <EXACT_MASS>
270.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.362718550947804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.284567428

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.929126346720174

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.690531311699901

> <JCHEM_PKA_STRONGEST_BASIC>
-4.601140971502192

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
73.79120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pinostrobin

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043820
     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4968    0.8861   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.0624   -1.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498    0.4001   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -0.4652    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548   -1.1253    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -2.0136    1.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048   -0.9311    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -0.0731   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    0.5809   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.1078   -0.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -0.7149   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    0.1034   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785    0.9351   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084    1.7200   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.6508   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8073    0.8373    0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693    0.0511    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.2508    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6126    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -2.5246    2.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    1.0069   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    1.5397   -2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7825   -0.1691   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.6318    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.1915    2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    1.2430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197   -1.5300   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826    0.9693   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    2.3688   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606    2.2636   -0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.7821    1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -0.5926    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -0.5161    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8562   -2.1662    1.4034 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
  9  3  1  0
 17 12  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12    3                                                       
CONECT   14   10   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    5                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    NP0043820
HETATM    1  C1  UNL     1      -5.497   0.886  -1.371  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.128   1.062  -1.611  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.150   0.400  -0.872  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.516  -0.465   0.137  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.555  -1.125   0.874  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.881  -2.014   1.908  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.205  -0.931   0.614  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.817  -0.073  -0.386  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.808   0.581  -1.115  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.518   0.108  -0.630  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.561  -0.715  -0.149  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.802   0.103  -0.123  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.078   0.935  -1.216  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.208   1.720  -1.267  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.064   1.651  -0.185  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.807   0.837   0.899  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.669   0.051   0.944  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.258  -1.251   1.230  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.172  -1.613   1.374  1.00  0.00           C  
HETATM   20  O4  UNL     1      -0.476  -2.525   2.169  1.00  0.00           O  
HETATM   21  H1  UNL     1      -5.781   1.007  -0.307  1.00  0.00           H  
HETATM   22  H2  UNL     1      -6.077   1.540  -2.054  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.782  -0.169  -1.643  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.564  -0.632   0.357  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.859  -2.191   2.139  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.489   1.243  -1.888  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.720  -1.530  -0.880  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.383   0.969  -2.058  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.440   2.369  -2.102  1.00  0.00           H  
HETATM   30  H10 UNL     1       5.961   2.264  -0.209  1.00  0.00           H  
HETATM   31  H11 UNL     1       5.480   0.782   1.751  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.479  -0.593   1.812  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.471  -0.516   2.017  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.856  -2.166   1.403  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   24
CONECT    5    6    7    7
CONECT    6   25
CONECT    7    8   19
CONECT    8    9    9   10
CONECT    9   26
CONECT   10   11
CONECT   11   12   18   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   32
CONECT   18   19   33   34
CONECT   19   20   20
END

NP0043820
     RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -5.4968    0.8861   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1277    1.0624   -1.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1498    0.4001   -0.8715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5164   -0.4652    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5548   -1.1253    0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814   -2.0136    1.9080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2048   -0.9311    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -0.0731   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076    0.5809   -1.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181    0.1078   -0.6300 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5605   -0.7149   -0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    0.1034   -0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785    0.9351   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2084    1.7200   -1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.6508   -0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8073    0.8373    0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6693    0.0511    0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2577   -1.2508    1.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1715   -1.6126    1.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -2.5246    2.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7808    1.0069   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0770    1.5397   -2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7825   -0.1691   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644   -0.6318    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8593   -2.1915    2.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4886    1.2430   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197   -1.5300   -0.8803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3826    0.9693   -2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    2.3688   -2.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9606    2.2636   -0.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.7821    1.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4794   -0.5926    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4710   -0.5161    2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8562   -2.1662    1.4034 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  2  0
  9  3  1  0
 17 12  1  0
 19  7  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-7-methoxyflavanone	HMDB
5-Hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one	HMDB

Chemical Formula

C₁₆H₁₄O₄

Average Mass

270.2840 Da

Monoisotopic Mass

270.08921 Da

IUPAC Name

5-hydroxy-7-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

pinostrobin

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3

InChI Key

ORJDDOBAOGKRJV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, 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
Alnus firma	LOTUS Database	35616633
Alnus sp.	Plant	KNApSAcK
Aniba sp.	Plant	KNApSAcK
Boesenbergia pandurata	KNApSAcK Database	22123792
Boesenbergia rotunda	LOTUS Database	35616633
Boesenbergia rotunda (L.) Mansf.Kulturpfl.	KNApSAcK Database	22123792
Boesenbergia rotunda (LINN.) MANSF.	Plant	KNApSAcK
Cajanus cajan	KNApSAcK Database	22123792
Conyza filaginoides	LOTUS Database	35616633
Cryptocarya chinensis	LOTUS Database	35616633
Dalbergia odorifera	Plant	KNApSAcK
Helichrysum sp.	Plant	KNApSAcK
Helichrysum spp.	KNApSAcK Database	22123792
Heterothalamus psiadioides	Plant	KNApSAcK
Isodon oresbius	LOTUS Database	35616633
Kaempferia parviflora	LOTUS Database	35616633
Larix sp.	Plant	KNApSAcK
Leptospermum scoparium	LOTUS Database	35616633
Lindera umbellata	KNApSAcK Database	22123792
Litsea glaucescens	Plant	KNApSAcK
Miliusa balansae	LOTUS Database	35616633
Muntingia calabura	LOTUS Database	35616633
Onychium siliculosum	KNApSAcK Database	22123792
Oxytropis falcata	LOTUS Database	35616633
Persicaria ferruginea	LOTUS Database	35616633
Persicaria lapathifolia	Plant	KNApSAcK
Persicaria senegalensis	LOTUS Database	35616633
Pinus lambertiana	LOTUS Database	35616633
Pinus morrisonicola	LOTUS Database	35616633
Pinus sibirica	LOTUS Database	35616633
Pinus sp.	Plant	KNApSAcK
Pinus strobus	Plant	KNApSAcK
Piper aduncum	KNApSAcK Database	22123792
Piper cubeba	LOTUS Database	35616633
Piper hispidum	KNApSAcK Database	22123792
Piper methysticum	LOTUS Database	35616633
Piper porphyrophyllum	LOTUS Database	35616633
Pityrogramma chrysophylla	KNApSAcK Database	22123792
Pityrogramma tartarea	KNApSAcK Database	22123792
Polygonum ferrugineum	Plant	KNApSAcK
Populus deltoides	LOTUS Database	35616633
Populus laurifolia	LOTUS Database	35616633
Populus sp.	Plant	KNApSAcK
Populus spp.	KNApSAcK Database	22123792
Prunus cerasus	Plant	KNApSAcK
Prunus sp.	Plant	KNApSAcK
Renealmia nicolaioides	LOTUS Database	35616633
Salvia texana	LOTUS Database	35616633
Sarcandra glabra	LOTUS Database	35616633
Scutellaria spp.	Plant	KNApSAcK
Taxandria spathulata	LOTUS Database	35616633
Taxus fuana	Plant	KNApSAcK
Taxus wallichiana var. yunnanensis	Plant	KNApSAcK
Uvaria chamae	Plant	KNApSAcK
Uvaria rufa	LOTUS Database	35616633
Zuccagnia punctata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

7-methoxyflavonoid-skeleton
Flavanone
5-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Chromone
Benzopyran
Chromane
1-benzopyran
Anisole
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140216 )
a small molecule (CPD-7028 )

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	3.47	ALOGPS
logP	3.28	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.79 m³·mol⁻¹	ChemAxon
Polarizability	28.36 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

HMDB0242619

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB031122

KNApSAcK ID

Not Available

Chemspider ID

3315425

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4101463

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5-Hydroxy-7-methoxyflavanone (NP0043820)

MOL for NP0043820 (5-Hydroxy-7-methoxyflavanone)

3D MOL for NP0043820 (5-Hydroxy-7-methoxyflavanone)

3D SDF for NP0043820 (5-Hydroxy-7-methoxyflavanone)

3D-SDF for NP0043820 (5-Hydroxy-7-methoxyflavanone)

PDB for NP0043820 (5-Hydroxy-7-methoxyflavanone)

3D PDB for NP0043820 (5-Hydroxy-7-methoxyflavanone)

SMILES for NP0043820 (5-Hydroxy-7-methoxyflavanone)

INCHI for NP0043820 (5-Hydroxy-7-methoxyflavanone)

Structure for NP0043820 (5-Hydroxy-7-methoxyflavanone)

3D Structure for NP0043820 (5-Hydroxy-7-methoxyflavanone)