NP-MRD: Showing NP-Card for Nepitrin (NP0045937)

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Record Information

Version

2.0

Created at

2022-03-17 19:45:41 UTC

Updated at

2022-03-17 19:45:41 UTC

NP-MRD ID

NP0045937

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nepitrin

Description

Nepitrin belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Nepitrin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Nepitrin has been detected, but not quantified in, herbs and spices and rosemaries. Nepitrin is found in Arnica chamissonis, Arnica longifolia, Centaurea bracteata, Centaurea bracteata Scop., Nepeta hindostana , Inula britannica , Plantago asiatica, Salvia fruticosa, Salvia lavandulaefolia, Salvia plebeia , Salvia tomentosa, Salvia triloba , Scrophularia ningpoensis, Scrophularia striata , Scrophularia takesimensis and Veronica thymoides. Nepitrin was first documented in 1982 (PMID: 6982607). This could make nepitrin a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241214402D          

 34 37  0  0  0  0            999 V2000
   -2.9464    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0548    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925    1.9545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622    2.6327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7844    2.5651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1370    1.8192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6673    1.1410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8450    1.2086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3754    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0198    0.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9592    1.7516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2541    3.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    3.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0793    4.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  2 28  1  0  0  0  0
  4 18  1  0  0  0  0
 12 19  1  0  0  0  0
 16 20  1  0  0  0  0
  3 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 26 29  1  6  0  0  0
 25 30  1  1  0  0  0
 24 31  1  6  0  0  0
 23 32  1  1  0  0  0
 32 33  1  0  0  0  0
 21 34  1  0  0  0  0
M  END


  Mrv0541 02241214402D          

 34 37  0  0  0  0            999 V2000
   -2.9464    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6609   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030   -0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8030    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3404    1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5175   -1.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -1.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6259    2.5929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0548    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4925    1.9545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9622    2.6327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7844    2.5651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1370    1.8192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6673    1.1410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8450    1.2086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3754    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0198    0.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9592    1.7516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2541    3.2434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6097    3.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0793    4.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  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
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  8 17  2  0  0  0  0
  2 28  1  0  0  0  0
  4 18  1  0  0  0  0
 12 19  1  0  0  0  0
 16 20  1  0  0  0  0
  3 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 26 29  1  6  0  0  0
 25 30  1  1  0  0  0
 24 31  1  6  0  0  0
 23 32  1  1  0  0  0
 32 33  1  0  0  0  0
 21 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045937

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O12/c1-31-21-14(33-22-20(30)19(29)17(27)15(7-23)34-22)6-13-16(18(21)28)11(26)5-12(32-13)8-2-3-9(24)10(25)4-8/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3/t15-,17-,19+,20-,22-/m1/s1

> <INCHI_KEY>
DMXHXBGUNHLMQO-IWLDQSELSA-N

> <FORMULA>
C22H22O12

> <MOLECULAR_WEIGHT>
478.4029

> <EXACT_MASS>
478.111126168

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
46.055428530020215

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
-0.02261554700000007

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.238223587016972

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.55337719486481

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354981798

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
113.5024

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.500   0.990   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.834   0.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.834  -1.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.500  -2.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.166  -1.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.166   0.220   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.833   0.990   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.833  -2.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.499  -1.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.499   0.220   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.165   0.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.168   3.300   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.165   2.530   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.168   0.220   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.502   0.990   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.502   2.530   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.833  -3.630   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.500  -3.630   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.168   4.840   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.836   3.300   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -8.167  -2.090   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -8.386   3.648   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -9.263   4.914   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.798   4.788   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.456   3.396   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.579   2.130   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.044   2.256   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -8.167   0.990   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -11.237   0.738   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -12.991   3.270   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -11.674   6.054   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.605   6.307   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -9.481   7.573   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -8.167  -3.630   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   28                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    7    9   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   19                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   20                                                  
CONECT   17    8                                                            
CONECT   18    4                                                            
CONECT   19   12                                                            
CONECT   20   16                                                            
CONECT   21    3   34                                                       
CONECT   22   23   27                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27   29                                                  
CONECT   27   22   26   28                                                  
CONECT   28    2   27                                                       
CONECT   29   26                                                            
CONECT   30   25                                                            
CONECT   31   24                                                            
CONECT   32   23   33                                                       
CONECT   33   32                                                            
CONECT   34   21                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
3',4',5-Trihydroxy-6-methoxy-7-(glucosyloxy)flavone	HMDB
6-Methoxyluteolin 7-glucoside	HMDB
6-Methoxyluteolin-7-glucoside	HMDB
Eupafolin-7-glucoside	HMDB
Eupatolin 7-glucoside	HMDB
Nepetin 7-glucoside	HMDB
5,3',4'-Trihydroxy-6-methoxyflavone	HMDB
6-Methoxy-luteolin 7-glucoside	HMDB
Nepitrin	MeSH

Chemical Formula

C₂₂H₂₂O₁₂

Average Mass

478.4029 Da

Monoisotopic Mass

478.11113 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

569-90-4

SMILES

COC1=C(O)C2=C(OC(=CC2=O)C2=CC(O)=C(O)C=C2)C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C22H22O12/c1-31-21-14(33-22-20(30)19(29)17(27)15(7-23)34-22)6-13-16(18(21)28)11(26)5-12(32-13)8-2-3-9(24)10(25)4-8/h2-6,15,17,19-20,22-25,27-30H,7H2,1H3/t15-,17-,19+,20-,22-/m1/s1

InChI Key

DMXHXBGUNHLMQO-IWLDQSELSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Arnica chamissonis	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Centaurea bracteata	LOTUS Database	35616633
Centaurea bracteata Scop.	Plant	KNApSAcK
Nepeta hindostana	Plant	KNApSAcK
Pentanema britannicum	Plant	KNApSAcK
Plantago asiatica	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Salvia lavandulaefolia	Plant	KNApSAcK
Salvia plebeia	Plant	KNApSAcK
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia tomentosa	Plant	KNApSAcK
Salvia triloba	Plant	KNApSAcK
Scrophularia ningpoensis	LOTUS Database	35616633
Scrophularia striata	Plant	KNApSAcK
Scrophularia takesimensis	Plant	KNApSAcK
Veronica thymoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
6-methoxyflavonoid-skeleton
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Benzopyran
1-benzopyran
Anisole
Catechol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Monosaccharide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen 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	0.64	ALOGPS
logP	-0.023	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.55	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.5 m³·mol⁻¹	ChemAxon
Polarizability	46.06 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030548

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002423

KNApSAcK ID

C00004400

Chemspider ID

107783

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

120742

PDB ID

Not Available

ChEBI ID

581221

Good Scents ID

Not Available

References

General References

Agarwal OP: The anti-inflammatory action of nepitrin, a flavonoid. Agents Actions. 1982 Jul;12(3):298-302. doi: 10.1007/BF01965393. [PubMed:6982607 ]

Showing NP-Card for Nepitrin (NP0045937)

MOL for NP0045937 (Nepitrin)

3D MOL for NP0045937 (Nepitrin)

3D SDF for NP0045937 (Nepitrin)

3D-SDF for NP0045937 (Nepitrin)

PDB for NP0045937 (Nepitrin)

3D PDB for NP0045937 (Nepitrin)

SMILES for NP0045937 (Nepitrin)

INCHI for NP0045937 (Nepitrin)

Structure for NP0045937 (Nepitrin)

3D Structure for NP0045937 (Nepitrin)