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Showing metabocard for 10-Methoxyyangonin (HMDB0033018)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:16 UTC
Update Date2022-03-07 02:53:33 UTC
HMDB IDHMDB0033018
Secondary Accession Numbers
  • HMDB33018
Metabolite Identification
Common Name10-Methoxyyangonin
Description10-Methoxyyangonin belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton. 10-Methoxyyangonin has been detected, but not quantified in, beverages. This could make 10-methoxyyangonin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 10-Methoxyyangonin.
Structure
Data?1563862339
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033018 (10-Methoxyyangonin)


  Mrv0541 05061306522D          

 21 22  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    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
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
Download

3D MOL for HMDB0033018 (10-Methoxyyangonin)

HMDB0033018
     RDKit          3D
10-Methoxyyangonin
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.5428   -0.4152   -2.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2954    0.1254   -1.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9806    0.1409   -0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.3500   -1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154   -0.3278   -1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3298    0.1878   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    0.2422    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990   -0.1851   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370   -0.1032    0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -0.5786   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7721   -0.4795    0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9300   -0.9174   -0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213   -1.5002   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075    0.0805    1.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.5328    2.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553    1.0410    3.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    0.4263    1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818    0.6779    0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    1.2033    1.9867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524    1.7343    2.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    0.6549    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078   -1.4429   -2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6177   -0.4185   -2.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9873    0.1940   -3.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539   -0.7613   -2.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -0.7173   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1796    0.6693    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0156   -0.6177   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4364   -1.0087   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1164   -2.1580   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117   -2.1788   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453   -0.7027   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7401    0.1815    2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    2.4900    3.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138    0.9458    3.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    2.2972    2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124    1.0377    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21  3  1  0
 17  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END
Download

3D SDF for HMDB0033018 (10-Methoxyyangonin)


  Mrv0541 05061306522D          

 21 22  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    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
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 11  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18  1  1  0  0  0  0
 18 12  1  0  0  0  0
 19  2  1  0  0  0  0
 19 14  1  0  0  0  0
 20  3  1  0  0  0  0
 20 15  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033018

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H16O5/c1-18-12-6-4-11(15(9-12)20-3)5-7-13-8-14(19-2)10-16(17)21-13/h4-10H,1-3H3/b7-5+

> <INCHI_KEY>
AKMMSYGGUVGJEE-FNORWQNLSA-N

> <FORMULA>
C16H16O5

> <MOLECULAR_WEIGHT>
288.2952

> <EXACT_MASS>
288.099773622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.428240929211714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(E)-2-(2,4-dimethoxyphenyl)ethenyl]-4-methoxy-2H-pyran-2-one

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.3241473436666666

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.360337612996965

> <JCHEM_POLAR_SURFACE_AREA>
53.99000000000001

> <JCHEM_REFRACTIVITY>
81.66709999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(E)-2-(2,4-dimethoxyphenyl)ethenyl]-4-methoxypyran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0033018 (10-Methoxyyangonin)

HMDB0033018
     RDKit          3D
10-Methoxyyangonin
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.5428   -0.4152   -2.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2954    0.1254   -1.4596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9806    0.1409   -0.9929 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9308   -0.3500   -1.7396 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6154   -0.3278   -1.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3298    0.1878   -0.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    0.2422    0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0990   -0.1851   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370   -0.1032    0.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5509   -0.5786   -0.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7721   -0.4795    0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9300   -0.9174   -0.0906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213   -1.5002   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8075    0.0805    1.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.5328    2.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7553    1.0410    3.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952    0.4263    1.7660 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818    0.6779    0.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1053    1.2033    1.9867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0524    1.7343    2.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6776    0.6549    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078   -1.4429   -2.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6177   -0.4185   -2.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9873    0.1940   -3.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1539   -0.7613   -2.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8256   -0.7173   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1796    0.6693    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0156   -0.6177   -1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4364   -1.0087   -1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1164   -2.1580   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117   -2.1788   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453   -0.7027   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7401    0.1815    2.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    2.4900    3.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5138    0.9458    3.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8076    2.2972    2.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124    1.0377    0.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21  3  1  0
 17  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 13 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 21 37  1  0
M  END
Download

PDB for HMDB0033018 (10-Methoxyyangonin)

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  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    6   11                                                       
CONECT    5    7   11                                                       
CONECT    6    4   12                                                       
CONECT    7    5   13                                                       
CONECT    8   13   14                                                       
CONECT    9   12   15                                                       
CONECT   10   14   16                                                       
CONECT   11    4    5   15                                                  
CONECT   12    6    9   18                                                  
CONECT   13    7    8   21                                                  
CONECT   14    8   10   19                                                  
CONECT   15    9   11   20                                                  
CONECT   16   10   17   21                                                  
CONECT   17   16                                                            
CONECT   18    1   12                                                       
CONECT   19    2   14                                                       
CONECT   20    3   15                                                       
CONECT   21   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END
Download

3D PDB for HMDB0033018 (10-Methoxyyangonin)

COMPND    HMDB0033018
HETATM    1  C1  UNL     1       5.543  -0.415  -2.744  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.295   0.125  -1.460  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.981   0.141  -0.993  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.931  -0.350  -1.740  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.615  -0.328  -1.258  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.330   0.188  -0.017  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.019   0.242   0.546  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.099  -0.185  -0.050  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.437  -0.103   0.571  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.551  -0.579  -0.119  1.00  0.00           C  
HETATM   11  C10 UNL     1      -4.772  -0.479   0.502  1.00  0.00           C  
HETATM   12  O2  UNL     1      -5.930  -0.917  -0.091  1.00  0.00           O  
HETATM   13  C11 UNL     1      -6.021  -1.500  -1.355  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.808   0.081   1.757  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.644   0.533   2.379  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.755   1.041   3.544  1.00  0.00           O  
HETATM   17  O4  UNL     1      -2.495   0.426   1.766  1.00  0.00           O  
HETATM   18  C14 UNL     1       2.382   0.678   0.727  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.105   1.203   1.987  1.00  0.00           O  
HETATM   20  C15 UNL     1       3.052   1.734   2.856  1.00  0.00           C  
HETATM   21  C16 UNL     1       3.678   0.655   0.250  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.108  -1.443  -2.773  1.00  0.00           H  
HETATM   23  H2  UNL     1       6.618  -0.418  -2.979  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.987   0.194  -3.483  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.154  -0.761  -2.728  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.826  -0.717  -1.865  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.180   0.669   1.549  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.016  -0.618  -1.039  1.00  0.00           H  
HETATM   29  H8  UNL     1      -3.436  -1.009  -1.112  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.116  -2.158  -1.474  1.00  0.00           H  
HETATM   31  H10 UNL     1      -6.912  -2.179  -1.430  1.00  0.00           H  
HETATM   32  H11 UNL     1      -6.045  -0.703  -2.119  1.00  0.00           H  
HETATM   33  H12 UNL     1      -5.740   0.181   2.287  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.538   2.490   3.493  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.514   0.946   3.483  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.808   2.297   2.269  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.512   1.038   0.827  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   18
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10   17
CONECT   10   11   29
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   30   31   32
CONECT   14   15   33
CONECT   15   16   16   17
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   34   35   36
CONECT   21   37
END
Download

SMILES for HMDB0033018 (10-Methoxyyangonin)

COC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C1
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INCHI for HMDB0033018 (10-Methoxyyangonin)

InChI=1S/C16H16O5/c1-18-12-6-4-11(15(9-12)20-3)5-7-13-8-14(19-2)10-16(17)21-13/h4-10H,1-3H3/b7-5+
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC16H16O5
Average Molecular Weight288.2952
Monoisotopic Molecular Weight288.099773622
IUPAC Name6-[(E)-2-(2,4-dimethoxyphenyl)ethenyl]-4-methoxy-2H-pyran-2-one
Traditional Name6-[(E)-2-(2,4-dimethoxyphenyl)ethenyl]-4-methoxypyran-2-one
CAS Registry Number77900-32-4
SMILES
COC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C1
InChI Identifier
InChI=1S/C16H16O5/c1-18-12-6-4-11(15(9-12)20-3)5-7-13-8-14(19-2)10-16(17)21-13/h4-10H,1-3H3/b7-5+
InChI KeyAKMMSYGGUVGJEE-FNORWQNLSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as kavalactones. These are lactones, which is structurally characterized by a benzene ring and a pyranone moiety, linked to each other to form a 4-methoxy-6-(2-phenylethyl)-2H-pyran-2-one skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassKavalactones
Sub ClassNot Available
Direct ParentKavalactones
Alternative Parents
Substituents
  • Kavalactone
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Styrene
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous ester
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP2.92ALOGPS
logP2.32ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area53.99 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity81.67 m³·mol⁻¹ChemAxon
Polarizability30.43 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+170.18631661259
DarkChem[M-H]-172.77831661259
DeepCCS[M+H]+170.27830932474
DeepCCS[M-H]-167.9230932474
DeepCCS[M-2H]-201.25530932474
DeepCCS[M+Na]+176.70530932474
AllCCS[M+H]+166.532859911
AllCCS[M+H-H2O]+162.732859911
AllCCS[M+NH4]+170.132859911
AllCCS[M+Na]+171.132859911
AllCCS[M-H]-168.732859911
AllCCS[M+Na-2H]-168.532859911
AllCCS[M+HCOO]-168.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
10-MethoxyyangoninCOC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C13943.0Standard polar33892256
10-MethoxyyangoninCOC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C12600.3Standard non polar33892256
10-MethoxyyangoninCOC1=CC(OC)=C(\C=C\C2=CC(OC)=CC(=O)O2)C=C12853.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 10-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-0290000000-a0e9bbf8c1b46a92bbcc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 10-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 10-Methoxyyangonin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 10V, Negative-QTOFsplash10-000i-0090000000-4a8a427fb26be0e87e6a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 20V, Negative-QTOFsplash10-0006-7190000000-3ebbb21fd0619614fea52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 40V, Negative-QTOFsplash10-0006-9540000000-a1c91a7efc8a95c28ac02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 10V, Negative-QTOFsplash10-000i-0090000000-5e9767ec45461742a0822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 20V, Negative-QTOFsplash10-007c-0390000000-c89a0ec9c736ac80d0fa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 40V, Negative-QTOFsplash10-0006-6590000000-0c8b47909ab7581a30452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 10V, Positive-QTOFsplash10-000i-0090000000-df8f94cd241cef0cad682016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 20V, Positive-QTOFsplash10-000i-0390000000-1399a4c3ef45bfa9443b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 40V, Positive-QTOFsplash10-0zj3-1790000000-321d2f54209be39304fc2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 10V, Positive-QTOFsplash10-000i-0090000000-118377991e713895b4b42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 20V, Positive-QTOFsplash10-052r-0390000000-47d760c485ac267f0a9e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10-Methoxyyangonin 40V, Positive-QTOFsplash10-0550-0930000000-be816860cc2bb0fb6c9a2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011010
KNApSAcK IDC00029373
Chemspider ID9747589
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11572819
PDB IDNot Available
ChEBI ID157719
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .