NP-MRD: Showing NP-Card for Tricetinidin (NP0054446)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 00:48:03 UTC

Updated at

2022-04-28 00:48:03 UTC

NP-MRD ID

NP0054446

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tricetinidin

Description

Tricetanidin belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton. Thus, tricetanidin is considered to be a flavonoid lipid molecule. Tricetanidin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Tricetanidin has been detected, but not quantified in, tea. Tricetinidin is found in Camellia sinensis . This could make tricetanidin a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 34  0  0  0  0  0  0  0  0999 V2000
    4.7379   -1.3980   -2.6662 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0217   -0.8034   -1.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6587   -0.1842   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182    0.4062    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5866    1.0118    1.4766 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5493    0.3716    0.4352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8232    0.9468    1.4437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4433    0.8827    1.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1668    0.2578    0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6252    0.1747    0.2158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    0.7167    1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8071    0.6097    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5930    1.1743    2.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3463   -0.0298   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7278   -0.1361   -0.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401   -0.5890   -1.0410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0669   -1.2387   -2.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -0.4711   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5844   -0.2862   -0.6386 O   0  0  0  0  0  3  0  0  0  0  0  0
    1.8802   -0.2506   -0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6449   -0.8329   -1.6362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9865   -2.3873   -2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7330   -0.1404   -0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2718    1.4772    2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3099    1.4503    2.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1037    1.3532    2.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0324    1.2320    2.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6178    1.1296    1.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1072   -0.6111   -1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4346   -1.6274   -2.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926   -0.8941   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -1.3146   -2.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 19  2  0
 19 20  1  0
 20 21  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 21  2  1  0
 18 10  1  0
 20  6  1  0
  1 22  1  0
  3 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 21 32  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
M  CHG  1  19   1
M  END


  Mrv0541 05061307312D          

 21 23  0  0  0  0            999 V2000
    1.4289    0.8250    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.4750    0.0000 C   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
    3.5724    2.0625    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
    2.8579    0.8250    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
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    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
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  1  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  2  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  2  0  0  0  0
 14  9  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  2  0  0  0  0
 21 14  1  0  0  0  0
M  CHG  1  21   1
M  END
> <DATABASE_ID>
NP0054446

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC(O)=C2C=CC(=[O+]C2=C1)C1=CC(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O6/c16-8-5-10(17)9-1-2-13(21-14(9)6-8)7-3-11(18)15(20)12(19)4-7/h1-6H,(H4-,16,17,18,19,20)/p+1

> <INCHI_KEY>
CMPNIWQMRYYTMK-UHFFFAOYSA-O

> <FORMULA>
C15H11O6

> <MOLECULAR_WEIGHT>
287.2442

> <EXACT_MASS>
287.055563084

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.251012454004968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
3.050299999999999

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.469285310684048

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.556235743396664

> <JCHEM_PKA_STRONGEST_BASIC>
-5.857283897347181

> <JCHEM_POLAR_SURFACE_AREA>
114.29

> <JCHEM_REFRACTIVITY>
84.1131

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tricetinidin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+1
CONECT    1    2    9                                                       
CONECT    2    1   13                                                       
CONECT    3    7   11                                                       
CONECT    4    7   12                                                       
CONECT    5    8   10                                                       
CONECT    6    8   14                                                       
CONECT    7    3    4   13                                                  
CONECT    8    5    6   16                                                  
CONECT    9    1   10   14                                                  
CONECT   10    5    9   17                                                  
CONECT   11    3   15   18                                                  
CONECT   12    4   15   19                                                  
CONECT   13    2    7   21                                                  
CONECT   14    6    9   21                                                  
CONECT   15   11   12   20                                                  
CONECT   16    8                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   15                                                            
CONECT   21   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium(1+), 9ci	HMDB
Tricetinidin	HMDB
Tricetinidin chloride	HMDB

Chemical Formula

C₁₅H₁₁O₆

Average Mass

287.2442 Da

Monoisotopic Mass

287.05556 Da

IUPAC Name

5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1λ⁴-chromen-1-ylium

Traditional Name

tricetinidin

CAS Registry Number

Not Available

SMILES

OC1=CC(O)=C2C=CC(=[O+]C2=C1)C1=CC(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H10O6/c16-8-5-10(17)9-1-2-13(21-14(9)6-8)7-3-11(18)15(20)12(19)4-7/h1-6H,(H4-,16,17,18,19,20)/p+1

InChI Key

CMPNIWQMRYYTMK-UHFFFAOYSA-O

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
Camellia sinensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxyflavonoids. These are flavonoids that bear one hydroxyl group at the C-7 position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Hydroxyflavonoids

Direct Parent

7-hydroxyflavonoids

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
1-benzopyran
Benzopyran
Pyrogallol derivative
Benzenetriol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Anthocyanidins (LMPK12010440 )

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	2.52	ALOGPS
logP	3.05	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	6.56	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	114.29 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.11 m³·mol⁻¹	ChemAxon
Polarizability	28.25 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

HMDB0034043

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012285

KNApSAcK ID

C00006612

Chemspider ID

9374719

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11199650

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tricetinidin (NP0054446)

MOL for NP0054446 (Tricetinidin)

3D MOL for NP0054446 (Tricetinidin)

3D SDF for NP0054446 (Tricetinidin)

3D-SDF for NP0054446 (Tricetinidin)

PDB for NP0054446 (Tricetinidin)

3D PDB for NP0054446 (Tricetinidin)

SMILES for NP0054446 (Tricetinidin)

INCHI for NP0054446 (Tricetinidin)

Structure for NP0054446 (Tricetinidin)

3D Structure for NP0054446 (Tricetinidin)