NP-MRD: Showing NP-Card for Tricin (NP0044566)

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Record Information

Version

2.0

Created at

2022-02-24 21:02:31 UTC

Updated at

2024-09-03 04:16:53 UTC

NP-MRD ID

NP0044566

Natural Product DOI

https://doi.org/10.57994/0847

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tricin

Description

5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one, also known as 3',5'-O-dimethyltricetin or 5,7,4'-trihydroxy-3',5'-dimethoxy-flavone, belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one is found, on average, in the highest concentration within rices. 5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one has also been detected, but not quantified in, several different foods, such as wheats, oats, ryes, barley, and corns. This could make 5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one a potential biomarker for the consumption of these foods. Tricin is found in Aechmea glomerata, Agelaea pentagyna , Albizia julibrissin, Berberis trifoliolata, Ananas comosus, Anaphalis lactea, Apis cerana, Arenaria kansuensis, Artemisia anomala, Artemisia copa, Artemisia giraldii, Artemisia ludoviciana, Artemisia mesatlantica, Artemisia minor, Artemisia rutifolia, Artemisia vulgaris, Artemisia xerophytica, Arundo donax, Atractylodes macrocephala, Bambusa emeiensis, Bruguiera rhynchopetala, Castilleja fissifolia, Catharanthus roseus , Chrysanthemum indicum, Clerodendrum japonicum, Crocus aureus, Crocus heuffelianus, Crocus laevigatus, Cyanthillium patulum, Carex fraseriana, Deschampsia antarctica, Echinochloa esculenta, Eleocharis dulcis, Eleocharis pallens, Elymus repens, Eperua bijuga, Ephedra sinica , Epimedium acuminatum, Epimedium brevicornum , Epimedium coactum, Epimedium hunanense, Epimedium koreanum , Epimedium sagittatum, Eriophorum scheuchzeri, Ginkgo biloba , Gynerium sagittatum , Helicteres angustifolia, Holotrichia diomphalia, Hymenaea palustris Ducke, Hyparrhenia hirta, Lepidaploa remotiflora, Lespedeza virgata, Leucas cephalotes, Leucas cephalotes SPRENG. , Livistona australis, Lycopodium japonicum, Medicago sativa , Medicago truncatula, Melanargia galathea, Miscanthus sinensis, Myoporum bontioides, Myoporum tenuifolium, Omalotheca sylvatica, Papaver macrostomum, Pedicularis longiflora, Pedicularis longiflora var. tubiformis, Phleum pratense, Phoenix canariensis , Phragmites communis , Poa annua, Poa huecu, Poa secunda, Ranunculus sieboldii, Rhodiola rosea, Rhodiola sachalinensis , Saccharum officinarum, Salsola collina, Sasa veitchii, Simaba orinocensis, Smilax bracteata, Spartina cynosuroides, Taxus chinensis, Trichophorum cespitosum, Trichosanthes rosthornii , Trigonella foenum-graecum , Turnera diffusa , Valeriana laxiflora, Veronica polita, Viola reichenbachiana, Wikstroemia indica , Wikstroemia retusa, Xanthocephalum gymnospermoides and Xerophyta retinervis . Tricin was first documented in 2012 (Wei‐Ku Zhang and Jie‐Kun Xu and Li Zhang and Guan-hua Du). The 3',5'-di-O-methyl ether of tricetin.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -4.0324   -3.0453   -0.7172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4039   -1.8200   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4249   -0.8732    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0752   -1.1314   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1292   -0.1855    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -0.4126   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -1.5715   -0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -1.7559   -1.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -2.8436   -1.5513 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9663   -0.7370   -0.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3050   -0.9090   -0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998   -2.0077   -1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1346    0.1796   -0.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6408    1.3290   -0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4923    2.3996    0.2386 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    1.4801    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447    0.4323   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1660    0.5334    0.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5289    1.0078    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8483    1.2686    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2028    2.4727    1.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3139    3.5035    1.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150    0.3221    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1742    0.5391    0.9608 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9561   -3.6199   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4475   -3.6855   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4560   -2.8631   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8504   -2.1020   -0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -2.3657   -1.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590   -2.8525   -1.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1942    0.0943   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4963    2.3202    0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9520    2.3974    0.5972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8045    1.8032    0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    4.4220    2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    3.6952    1.0220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    3.2058    2.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5199    1.3756    1.3636 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 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
 23 24  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 23  3  1  0
 18  6  1  0
 17 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
 19 34  1  0
 22 35  1  0
 22 36  1  0
 22 37  1  0
 24 38  1  0
  7 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 16 33  1  0
M  END


  Mrv1652309121720362D          

 24 26  0  0  0  0            999 V2000
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    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
    1.4289    0.8250    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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    1.2375    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
    4.2868    0.0000    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
    6.4302   -0.4125    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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 15  4  2  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  2  0  0  0  0
 21 17  1  0  0  0  0
 22  1  1  0  0  0  0
 22 14  1  0  0  0  0
 23  2  1  0  0  0  0
 23 15  1  0  0  0  0
 24 12  1  0  0  0  0
 24 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044566

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)17(14)21)12-7-11(20)16-10(19)5-9(18)6-13(16)24-12/h3-7,18-19,21H,1-2H3

> <INCHI_KEY>
HRGUSFBJBOKSML-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.74536248089332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.391346602333333

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.0514291584089

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.57384589666587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5404436848534635

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
85.84030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.96e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tricin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-17         0                                  
HETATM    1  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    8   14                                                       
CONECT    4    8   15                                                       
CONECT    5    9   10                                                       
CONECT    6    9   13                                                       
CONECT    7   11   12                                                       
CONECT    8    3    4   12                                                  
CONECT    9    5    6   18                                                  
CONECT   10    5   16   19                                                  
CONECT   11    7   16   20                                                  
CONECT   12    7    8   24                                                  
CONECT   13    6   16   24                                                  
CONECT   14    3   17   22                                                  
CONECT   15    4   17   23                                                  
CONECT   16   10   11   13                                                  
CONECT   17   14   15   21                                                  
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   17                                                            
CONECT   22    1   14                                                       
CONECT   23    2   15                                                       
CONECT   24   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
3',5'-O-Dimethyltricetin	ChEBI
5,7-Dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Tricin	ChEBI
Tricetin 3',5'-di-methyl ether	Kegg
5,7,4'-Trihydroxy-3',5'-dimethoxy-flavone	HMDB
5,7,4'-Trihydroxy-3',5'-dimethoxyflavone	HMDB

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2889 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one

Traditional Name

tricin

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)17(14)21)12-7-11(20)16-10(19)5-9(18)6-13(16)24-12/h3-7,18-19,21H,1-2H3

InChI Key

HRGUSFBJBOKSML-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
HOMO2DJ NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	john.cort@pnnl.gov	Not Available	Not Available	2023-08-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 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
Aechmea glomerata	Plant	KNApSAcK
Agelaea pentagyna	Plant	KNApSAcK
Albizia julibrissin	LOTUS Database	35616633
Alloberberis trifoliolata	LOTUS Database	35616633
Ananas comosus	LOTUS Database	35616633
Anaphalis lactea	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Arenaria kansuensis	LOTUS Database	35616633
Artemisia anomala	LOTUS Database	35616633
Artemisia copa	LOTUS Database	35616633
Artemisia giraldii	LOTUS Database	35616633
Artemisia ludoviciana	LOTUS Database	35616633
Artemisia mesatlantica	LOTUS Database	35616633
Artemisia minor	Plant	KNApSAcK
Artemisia rutifolia	LOTUS Database	35616633
Artemisia vulgaris	LOTUS Database	35616633
Artemisia xerophytica	LOTUS Database	35616633
Arundo donax	LOTUS Database	35616633
Atractylodes macrocephala	LOTUS Database	35616633
Avena sativa L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Bambusa emeiensis	LOTUS Database	35616633
Bruguiera x rhynchopetala	LOTUS Database	35616633
Castilleja fissifolia	Plant	KNApSAcK
Catharanthus roseus	Plant	KNApSAcK
Chrysanthemum indicum	LOTUS Database	35616633
Clerodendrum japonicum	LOTUS Database	35616633
Crocus aureus	Plant	KNApSAcK
Crocus heuffelianus	Plant	KNApSAcK
Crocus laevigatus	Plant	KNApSAcK
Cyanthillium patulum	LOTUS Database	35616633
Cymophyllus fraseri	LOTUS Database	35616633
Deschampsia antarctica	LOTUS Database	35616633
Echinochloa esculenta	LOTUS Database	35616633
Eleocharis dulcis	LOTUS Database	35616633
Eleocharis pallens	LOTUS Database	35616633
Elymus repens	LOTUS Database	35616633
Eperua bijuga	LOTUS Database	35616633
Ephedra sinica	Plant	KNApSAcK
Epimedium acuminatum	Plant	KNApSAcK
Epimedium brevicornum	Plant	KNApSAcK
Epimedium coactum	LOTUS Database	35616633
Epimedium hunanense	LOTUS Database	35616633
Epimedium koreanum	Plant	KNApSAcK
Epimedium sagittatum	LOTUS Database	35616633
Eriophorum scheuchzeri	LOTUS Database	35616633
Ginkgo biloba	Plant	KNApSAcK
Gynerium sagittatum	Plant	KNApSAcK
Helicteres angustifolia	LOTUS Database	35616633
Holotrichia diomphalia	LOTUS Database	35616633
Hordeum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hymenaea palustris Ducke	Plant	KNApSAcK
Hyparrhenia hirta	LOTUS Database	35616633
Lepidaploa remotiflora	LOTUS Database	35616633
Lespedeza virgata	Plant	KNApSAcK
Leucas cephalotes	LOTUS Database	35616633
Leucas cephalotes SPRENG.	Plant	KNApSAcK
Livistona australis	LOTUS Database	35616633
Lycopodium japonicum	LOTUS Database	35616633
Medicago sativa	Plant	KNApSAcK
Medicago truncatula	Plant	KNApSAcK
Melanargia galathea	LOTUS Database	35616633
Miscanthus sinensis	Plant	KNApSAcK
Myoporum bontioides	Plant	KNApSAcK
Myoporum tenuifolium	LOTUS Database	35616633
Omalotheca sylvatica	LOTUS Database	35616633
Oryza sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Papaver macrostomum	LOTUS Database	35616633
Pedicularis longiflora	LOTUS Database	35616633
Pedicularis longiflora var. tubiformis	Plant	KNApSAcK
Phleum pratense	LOTUS Database	35616633
Phoenix canariensis	Plant	KNApSAcK
Phragmites communis	Plant	KNApSAcK
Poa annua	LOTUS Database	35616633
Poa huecu	LOTUS Database	35616633
Poa secunda	LOTUS Database	35616633
Ranunculus sieboldii	LOTUS Database	35616633
Rhodiola rosea	LOTUS Database	35616633
Rhodiola sachalinensis	Plant	KNApSAcK
Saccharum officinarum	LOTUS Database	35616633
Salsola collina	LOTUS Database	35616633
Sasa veitchii	LOTUS Database	35616633
Simaba orinocensis	LOTUS Database	35616633
Smilax bracteata	Plant	KNApSAcK
Spartina cynosuroides	Plant	KNApSAcK
Taxus chinensis	Plant	KNApSAcK
Trichophorum cespitosum	LOTUS Database	35616633
Trichosanthes rosthornii	Plant	KNApSAcK
Trigonella foenum-graecum	Plant	KNApSAcK
Triticum aestivum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Turnera diffusa	Plant	KNApSAcK
Valeriana laxiflora	Plant	KNApSAcK
Veronica didyma	LOTUS Database	35616633
Viola reichenbachiana	LOTUS Database	35616633
Wikstroemia indica	Plant	KNApSAcK
Wikstroemia retusa	LOTUS Database	35616633
Xanthocephalum gymnospermoides	LOTUS Database	35616633
Xerophyta retinervis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3'-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

trihydroxyflavone (CHEBI:59979 )
dimethoxyflavone (CHEBI:59979 )
flavones (C10193 )
Flavones and Flavonols (C10193 )
Flavones and Flavonols (LMPK12110873 )

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	3.05	ALOGPS
logP	2.39	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.57	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.84 m³·mol⁻¹	ChemAxon
Polarizability	32.75 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

HMDB0124861

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002440

KNApSAcK ID

C00013329

Chemspider ID

Not Available

KEGG Compound ID

C10193

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tricin

METLIN ID

Not Available

PubChem Compound

5281702

PDB ID

Not Available

ChEBI ID

59979

Good Scents ID

Not Available

References

General References

Wei‐Ku Zhang and Jie‐Kun Xu and Li Zhang and Guan-hua Du (2012). Wei‐Ku Zhang and Jie‐Kun Xu and Li Zhang and Guan-hua Du Flavonoids from the bran of Avena sativa. Chinese Journal of Natural Medicines 10, 110-114, 2012 DOI: 10.3724/SP.J.1009.2012.00110. Chinese Journal of Natural Medicines.

Showing NP-Card for Tricin (NP0044566)

MOL for NP0044566 (Tricin)

3D MOL for NP0044566 (Tricin)

3D SDF for NP0044566 (Tricin)

3D-SDF for NP0044566 (Tricin)

PDB for NP0044566 (Tricin)

3D PDB for NP0044566 (Tricin)

SMILES for NP0044566 (Tricin)

INCHI for NP0044566 (Tricin)

Structure for NP0044566 (Tricin)

3D Structure for NP0044566 (Tricin)