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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:35:28 UTC

Update Date

2022-03-07 02:55:17 UTC

HMDB ID

HMDB0037351

Secondary Accession Numbers

HMDB37351

Metabolite Identification

Common Name

Caryatin

Description

Caryatin belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Thus, caryatin is considered to be a flavonoid. Caryatin has been detected, but not quantified in, nuts and pecan nuts (Carya illinoinensis). This could make caryatin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Caryatin.

Structure

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

HMDB0037351
     RDKit          3D
Caryatin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0975   -3.3621    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -2.3317    0.9778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -1.1965    0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.0512    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.1279    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.7432    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -0.5218    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    0.5736   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3381    0.7751   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    1.4593   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585    2.5716   -1.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    1.2362   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.0348   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2511    1.0491    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    2.2082   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398    2.2884   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    3.4549   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    1.1457    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    0.0043    0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.1109    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -1.2442    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9562   -0.0519    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339   -1.1854    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2012    1.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -4.2666    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -3.6663    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207   -3.0143   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9350   -1.6017    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -1.2250    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9716    0.0808   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667    3.2279   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498    1.9572   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691    3.0588   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760    4.2481   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996    1.2287    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6318   -2.0137    1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -0.3152    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8139   -1.6275    0.2225 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 23  3  1  0
 12  5  1  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END


  Mrv0541 05061309442D          

 24 26  0  0  0  0            999 V2000
   -0.7145   -2.8875    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
    3.5724   -0.4125    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    0.8250    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
    0.0000    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
   -0.7145   -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
    3.5724    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   -0.4125    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
    1.4289   -1.6500    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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17 15  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 21 15  2  0  0  0  0
 22  1  1  0  0  0  0
 22 12  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
 24 13  1  0  0  0  0
 24 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037351

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
AOFQCVDYMNHCKD-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.564342741995375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
1.765020909333333

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.561981417748694

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.376003408675079

> <JCHEM_PKA_STRONGEST_BASIC>
-4.587330520075048

> <JCHEM_POLAR_SURFACE_AREA>
105.45

> <JCHEM_REFRACTIVITY>
86.09570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caryatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037351
     RDKit          3D
Caryatin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0975   -3.3621    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -2.3317    0.9778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -1.1965    0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.0512    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.1279    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.7432    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -0.5218    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    0.5736   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3381    0.7751   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    1.4593   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585    2.5716   -1.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    1.2362   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.0348   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2511    1.0491    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    2.2082   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398    2.2884   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    3.4549   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    1.1457    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    0.0043    0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.1109    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -1.2442    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9562   -0.0519    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339   -1.1854    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2012    1.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -4.2666    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -3.6663    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207   -3.0143   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9350   -1.6017    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -1.2250    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9716    0.0808   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667    3.2279   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498    1.9572   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691    3.0588   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760    4.2481   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996    1.2287    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6318   -2.0137    1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -0.3152    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8139   -1.6275    0.2225 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 23  3  1  0
 12  5  1  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

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      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.336   2.310   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       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    8                                                       
CONECT    4    3   10                                                       
CONECT    5    8   11                                                       
CONECT    6    9   12                                                       
CONECT    7    9   13                                                       
CONECT    8    3    5   16                                                  
CONECT    9    6    7   18                                                  
CONECT   10    4   11   19                                                  
CONECT   11    5   10   20                                                  
CONECT   12    6   14   22                                                  
CONECT   13    7   14   24                                                  
CONECT   14   12   13   15                                                  
CONECT   15   14   17   21                                                  
CONECT   16    8   17   24                                                  
CONECT   17   15   16   23                                                  
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   15                                                            
CONECT   22    1   12                                                       
CONECT   23    2   17                                                       
CONECT   24   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0037351
HETATM    1  C1  UNL     1      -1.098  -3.362   0.019  1.00  0.00           C  
HETATM    2  O1  UNL     1      -0.852  -2.332   0.978  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.156  -1.197   0.688  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.764  -0.051   0.273  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.209   0.128   0.093  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.164  -0.743   0.532  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.523  -0.522   0.281  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.977   0.574  -0.415  1.00  0.00           C  
HETATM    9  O2  UNL     1      -6.338   0.775  -0.655  1.00  0.00           O  
HETATM   10  C8  UNL     1      -4.023   1.459  -0.862  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.458   2.572  -1.565  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.690   1.236  -0.612  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.032   1.035  -0.010  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.251   1.049   0.096  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.970   2.208  -0.211  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.340   2.288  -0.118  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.026   3.455  -0.430  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.030   1.146   0.306  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.331   0.004   0.609  1.00  0.00           C  
HETATM   20  O6  UNL     1       4.003  -1.111   1.023  1.00  0.00           O  
HETATM   21  C15 UNL     1       5.382  -1.244   1.185  1.00  0.00           C  
HETATM   22  C16 UNL     1       1.956  -0.052   0.508  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.234  -1.185   0.806  1.00  0.00           C  
HETATM   24  O7  UNL     1       1.846  -2.201   1.182  1.00  0.00           O  
HETATM   25  H1  UNL     1      -0.518  -4.267   0.343  1.00  0.00           H  
HETATM   26  H2  UNL     1      -2.166  -3.666   0.059  1.00  0.00           H  
HETATM   27  H3  UNL     1      -0.821  -3.014  -0.988  1.00  0.00           H  
HETATM   28  H4  UNL     1      -2.935  -1.602   1.099  1.00  0.00           H  
HETATM   29  H5  UNL     1      -5.263  -1.225   0.637  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.972   0.081  -0.295  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.767   3.228  -1.898  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.950   1.957  -0.980  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.369   3.059  -0.534  1.00  0.00           H  
HETATM   34  H10 UNL     1       3.476   4.248  -0.731  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.100   1.229   0.372  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.632  -2.014   1.972  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.916  -0.315   1.425  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.814  -1.627   0.222  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   10
CONECT    9   30
CONECT   10   11   12   12
CONECT   11   31
CONECT   12   32
CONECT   13   14
CONECT   14   15   15   22
CONECT   15   16   33
CONECT   16   17   18   18
CONECT   17   34
CONECT   18   19   35
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   36   37   38
CONECT   22   23
CONECT   23   24   24
END

HMDB0037351
     RDKit          3D
Caryatin
 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.0975   -3.3621    0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -2.3317    0.9778 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1556   -1.1965    0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7640   -0.0512    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.1279    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645   -0.7432    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5233   -0.5218    0.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9769    0.5736   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3381    0.7751   -0.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0229    1.4593   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4585    2.5716   -1.5653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903    1.2362   -0.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0317    1.0348   -0.0102 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2511    1.0491    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9705    2.2082   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3398    2.2884   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    3.4549   -0.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0297    1.1457    0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    0.0043    0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034   -1.1109    1.0227 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816   -1.2442    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9562   -0.0519    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339   -1.1854    0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8459   -2.2012    1.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -4.2666    0.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1658   -3.6663    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207   -3.0143   -0.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9350   -1.6017    1.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -1.2250    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9716    0.0808   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7667    3.2279   -1.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498    1.9572   -0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691    3.0588   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760    4.2481   -0.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0996    1.2287    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6318   -2.0137    1.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -0.3152    1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8139   -1.6275    0.2225 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
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 23  3  1  0
 12  5  1  0
 22 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  7 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 18 35  1  0
 21 36  1  0
 21 37  1  0
 21 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
35-O-Dimethylquercetin	ChEMBL, HMDB
2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one	HMDB
2-(3,4-Dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-1-benzopyran-4-one, 9ci	HMDB
3,5-Di-O-methylquercetin	HMDB

Chemical Formula

C₁₇H₁₄O₇

Average Molecular Weight

330.2889

Monoisotopic Molecular Weight

330.073952802

IUPAC Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-3,5-dimethoxy-4H-chromen-4-one

Traditional Name

caryatin

CAS Registry Number

1486-66-4

SMILES

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

InChI Identifier

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

InChI Key

AOFQCVDYMNHCKD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112730 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037351)

Cellular substructure

Membrane (HMDB: HMDB0037351)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037351)

Source

Exogenous

Food

Food (HMDB: HMDB0037351)

Nut

Pecan nut (FooDB: FOOD00044)
Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0037351)

Not Available

Nutrient (HMDB: HMDB0037351)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	299 - 301 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1825 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.062 g/L	ALOGPS
logP	3.02	ALOGPS
logP	1.77	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-4.6	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	86.1 m³·mol⁻¹	ChemAxon
Polarizability	32.56 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	178.624	31661259
DarkChem	[M-H]-	179.705	31661259
DeepCCS	[M+H]+	178.544	30932474
DeepCCS	[M-H]-	176.181	30932474
DeepCCS	[M-2H]-	210.478	30932474
DeepCCS	[M+Na]+	185.705	30932474
AllCCS	[M+H]+	175.4	32859911
AllCCS	[M+H-H2O]+	171.9	32859911
AllCCS	[M+NH4]+	178.6	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	175.0	32859911
AllCCS	[M+HCOO]-	174.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Caryatin	COC1=C2C(=O)C(OC)=C(OC2=CC(O)=C1)C1=CC(O)=C(O)C=C1	4954.4	Standard polar	33892256
Caryatin	COC1=C2C(=O)C(OC)=C(OC2=CC(O)=C1)C1=CC(O)=C(O)C=C1	3173.6	Standard non polar	33892256
Caryatin	COC1=C2C(=O)C(OC)=C(OC2=CC(O)=C1)C1=CC(O)=C(O)C=C1	3231.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Caryatin,1TMS,isomer #1	COC1=C(C2=CC=C(O)C(O)=C2)OC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	3193.4	Semi standard non polar	33892256
Caryatin,1TMS,isomer #2	COC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3153.5	Semi standard non polar	33892256
Caryatin,1TMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3180.1	Semi standard non polar	33892256
Caryatin,2TMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C)C(O)=C2)OC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	3190.3	Semi standard non polar	33892256
Caryatin,2TMS,isomer #2	COC1=C(C2=CC=C(O)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	3153.1	Semi standard non polar	33892256
Caryatin,2TMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3038.6	Semi standard non polar	33892256
Caryatin,3TMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2)OC2=CC(O[Si](C)(C)C)=CC(OC)=C2C1=O	3088.9	Semi standard non polar	33892256
Caryatin,1TBDMS,isomer #1	COC1=C(C2=CC=C(O)C(O)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3473.8	Semi standard non polar	33892256
Caryatin,1TBDMS,isomer #2	COC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3420.6	Semi standard non polar	33892256
Caryatin,1TBDMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3458.3	Semi standard non polar	33892256
Caryatin,2TBDMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3726.0	Semi standard non polar	33892256
Caryatin,2TBDMS,isomer #2	COC1=C(C2=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3680.4	Semi standard non polar	33892256
Caryatin,2TBDMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O)=CC(OC)=C2C1=O	3562.8	Semi standard non polar	33892256
Caryatin,3TBDMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C2C1=O	3805.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Caryatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0869000000-ca1b52f58ea8ef202579	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caryatin GC-MS (3 TMS) - 70eV, Positive	splash10-00e9-1090670000-70282f93d378a5c59937	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Caryatin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 10V, Positive-QTOF	splash10-001i-0009000000-c9384771bb729b0c0f2a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 20V, Positive-QTOF	splash10-001i-0129000000-0a2152cb913c6474ae34	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 40V, Positive-QTOF	splash10-0pb9-6891000000-04097585f2171abe2851	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 10V, Negative-QTOF	splash10-004i-0009000000-6abee759c2457106faf0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 20V, Negative-QTOF	splash10-004i-0039000000-9150e1465efeeda70cc2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 40V, Negative-QTOF	splash10-03yi-4961000000-e7f9e79a54d4a2cd52e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 10V, Positive-QTOF	splash10-001i-0009000000-6e7c1f722f7f2751ab68	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 20V, Positive-QTOF	splash10-001i-0009000000-bf54c8d9938a5fa4bc80	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 40V, Positive-QTOF	splash10-014i-1903000000-177234a40cbe34501b3d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 10V, Negative-QTOF	splash10-004i-0009000000-94df14feb4c3b9732e12	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 20V, Negative-QTOF	splash10-004i-0319000000-9cda16d3aabdabf66a2a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Caryatin 40V, Negative-QTOF	splash10-016r-1931000000-6cc5db212d6dc732c75e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016373

KNApSAcK ID

C00004637

Chemspider ID

4590169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5489501

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1860071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Caryatin (HMDB0037351)

MOL for HMDB0037351 (Caryatin)

3D MOL for HMDB0037351 (Caryatin)

3D SDF for HMDB0037351 (Caryatin)

3D-SDF for HMDB0037351 (Caryatin)

PDB for HMDB0037351 (Caryatin)

3D PDB for HMDB0037351 (Caryatin)

SMILES for HMDB0037351 (Caryatin)

INCHI for HMDB0037351 (Caryatin)

Structure for HMDB0037351 (Caryatin)

3D Structure for HMDB0037351 (Caryatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra