NP-MRD: Showing NP-Card for 7-Hydroxy-2',5,8-trimethoxyflavanone (NP0138476)

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Record Information

Version

1.0

Created at

2022-06-29 17:31:14 UTC

Updated at

2022-06-29 17:31:15 UTC

NP-MRD ID

NP0138476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxy-2',5,8-trimethoxyflavanone

Description

100079-34-3 Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. 7-Hydroxy-2',5,8-trimethoxyflavanone is found in Scutellaria barbata and Scutellaria discolor. Based on a literature review very few articles have been published on 100079-34-3.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    3.8906   -2.3588    2.2215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8998   -1.5990    1.5611 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2946   -0.6925    0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -0.5164    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0190    0.3896   -0.6487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805    1.1157   -1.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.9275   -1.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3295    0.0369   -0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433   -0.1813    0.3244 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3227   -0.9487   -0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9294   -1.5011   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -2.6547    0.0149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8413   -0.3999    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2160   -0.6299    0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6309   -1.8451   -0.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4468   -2.8427   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0550    0.4552    0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4749    1.6799    0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3547    2.7342    1.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143    1.8637    0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252    3.1528    0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4688    3.9638   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2515    0.8264    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1408    1.0004    0.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278   -1.7281    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4345   -2.8891    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4655   -3.0987    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4055   -1.0994    0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0651    0.5192   -0.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    1.8375   -2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9714    1.4853   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -0.7276    1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027   -1.7461   -1.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645   -0.2085   -1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8072   -2.9258   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9852   -3.8705   -0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3692   -2.8607    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1125    0.2583    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3496    2.5972    1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370    3.4590   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    4.0935   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    4.9287   -0.1071 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
  8  3  1  0
 24  9  1  0
 23 13  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 19 39  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
M  END


  Mrv1652306292219312D          

 24 26  0  0  1  0            999 V2000
    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 O   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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    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
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  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
    1.4289    0.8250    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
    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 C   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 O   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   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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
  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
  3  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC=C1[C@@H]1CC(=O)C2=C(OC)C=C(O)C(OC)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O6/c1-21-13-7-5-4-6-10(13)14-8-11(19)16-15(22-2)9-12(20)17(23-3)18(16)24-14/h4-7,9,14,20H,8H2,1-3H3/t14-/m0/s1

> <INCHI_KEY>
FEIYIVGWSITXPN-AWEZNQCLSA-N

> <FORMULA>
C18H18O6

> <MOLECULAR_WEIGHT>
330.336

> <EXACT_MASS>
330.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.94432184054944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.93

> <JCHEM_LOGP>
2.319224896666666

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.027408661952116

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.37557223082211

> <JCHEM_PKA_STRONGEST_BASIC>
-4.316963481979324

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
86.7176

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-7-hydroxy-5,8-dimethoxy-2-(2-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   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  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+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  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18    9                                                       
CONECT   20   17   21                                                       
CONECT   21   20                                                            
CONECT   22   16                                                            
CONECT   23   14   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₆

Average Mass

330.3360 Da

Monoisotopic Mass

330.11034 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

100079-34-3

SMILES

COC1=CC=CC=C1[C@@H]1CC(=O)C2=C(OC)C=C(O)C(OC)=C2O1

InChI Identifier

InChI=1S/C18H18O6/c1-21-13-7-5-4-6-10(13)14-8-11(19)16-15(22-2)9-12(20)17(23-3)18(16)24-14/h4-7,9,14,20H,8H2,1-3H3/t14-/m0/s1

InChI Key

FEIYIVGWSITXPN-AWEZNQCLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Scutellaria barbata	LOTUS Database	35616633
Scutellaria discolor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
Flavanone
7-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Chromone
Benzopyran
Chromane
1-benzopyran
Methoxybenzene
Phenol ether
Phenoxy compound
Anisole
Aryl ketone
Aryl alkyl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00008260

Chemspider ID

10270517

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636238

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Hydroxy-2',5,8-trimethoxyflavanone (NP0138476)

MOL for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

3D MOL for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

3D SDF for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

3D-SDF for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

PDB for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

3D PDB for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

SMILES for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

INCHI for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

Structure for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)

3D Structure for NP0138476 (7-Hydroxy-2',5,8-trimethoxyflavanone)