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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 04:15:28 UTC

Update Date

2021-09-24 04:15:28 UTC

HMDB ID

HMDB0303738

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isothymonin

Description

Isothymonin is a member of the class of compounds known as 7-o-methylated flavonoids. 7-o-methylated flavonoids are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, isothymonin is considered to be a flavonoid lipid molecule. Isothymonin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Isothymonin can be found in common thyme and spearmint, which makes isothymonin a potential biomarker for the consumption of these food products.

Structure

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

  Mrv0541 02241209482D          

 26 28  0  0  0  0            999 V2000
   -3.5720   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585    1.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0303738
     RDKit          3D
Isothymonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    6.0959    0.9082   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -0.3476   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -0.8136   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6507   -0.1359   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -0.6266    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1703    0.0576   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    1.2778   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043    1.9577   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    3.0662   -1.4435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269    1.3320   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    1.9378   -0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    3.1429   -1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583    1.2392    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064    1.8280   -0.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6753    1.6350   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4401    0.0193    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -0.6578    1.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.5639    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -0.5772    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -1.8267    1.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.0849    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607   -0.4817    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4303   -1.8683    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.5650    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7805   -2.0302    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -2.7354    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7308    1.6700   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089    1.1579   -1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365    0.8652   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    0.8301   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710    1.7852   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    3.8268   -1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3084    2.1934   -2.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680    0.5826   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    1.9942   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868   -2.5847    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0064   -1.5440   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -1.3485    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -2.2811    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -2.2587    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -3.5187    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207   -3.6264    1.1163 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  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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 21 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  7 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 23 40  1  0
 24 41  1  0
 26 42  1  0
M  END

  Mrv0541 02241209482D          

 26 28  0  0  0  0            999 V2000
   -3.5720   -1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284   -0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    1.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585    1.6498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8585    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303738

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C(OC)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)17(24-2)18(25-3)15(22)16(13)26-11/h4-7,19,21-22H,1-3H3

> <INCHI_KEY>
CSDGLNFYKPCMSZ-UHFFFAOYSA-N

> <FORMULA>
C18H16O8

> <MOLECULAR_WEIGHT>
360.3148

> <EXACT_MASS>
360.084517488

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
35.775226221804246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.2336753366666664

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.412440031342857

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.795049677375768

> <JCHEM_PKA_STRONGEST_BASIC>
-4.288281297084695

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
92.30349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isothymonin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303738
     RDKit          3D
Isothymonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    6.0959    0.9082   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -0.3476   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -0.8136   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6507   -0.1359   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -0.6266    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1703    0.0576   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    1.2778   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043    1.9577   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    3.0662   -1.4435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269    1.3320   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    1.9378   -0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    3.1429   -1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583    1.2392    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064    1.8280   -0.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6753    1.6350   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4401    0.0193    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -0.6578    1.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.5639    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -0.5772    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -1.8267    1.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.0849    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607   -0.4817    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4303   -1.8683    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.5650    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7805   -2.0302    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -2.7354    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7308    1.6700   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089    1.1579   -1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365    0.8652   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    0.8301   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710    1.7852   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    3.8268   -1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3084    2.1934   -2.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680    0.5826   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    1.9942   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868   -2.5847    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0064   -1.5440   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -1.3485    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -2.2811    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -2.2587    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -3.5187    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207   -3.6264    1.1163 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  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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 21 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  7 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 23 40  1  0
 24 41  1  0
 26 42  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -6.668  -2.312   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.333  -1.542   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.333  -0.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   0.767   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.666  -0.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.666  -1.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -2.312   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -3.852   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.333  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.332   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.332   0.767   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.335   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.335   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.669   3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.669   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.669  -1.540   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.669   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.336   3.080   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.336   0.000   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13    5   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   11   15   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   15   19   21                                                  
CONECT   21   20   22   25                                                  
CONECT   22   17   21   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   21   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0303738
HETATM    1  C1  UNL     1       6.096   0.908  -1.267  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.064  -0.348  -0.609  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.838  -0.814  -0.182  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.651  -0.136  -0.355  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.443  -0.627   0.083  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.170   0.058  -0.081  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.108   1.278  -0.705  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.104   1.958  -0.875  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.157   3.066  -1.443  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.227   1.332  -0.381  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.460   1.938  -0.509  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.692   3.143  -1.101  1.00  0.00           O  
HETATM   13  C10 UNL     1      -3.558   1.239   0.019  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.806   1.828  -0.098  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.675   1.635  -1.186  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.440   0.019   0.635  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.537  -0.658   1.153  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.282  -1.564   0.385  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.206  -0.577   0.759  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.079  -1.827   1.389  1.00  0.00           O  
HETATM   21  C15 UNL     1      -1.115   0.085   0.250  1.00  0.00           C  
HETATM   22  O7  UNL     1       0.061  -0.482   0.367  1.00  0.00           O  
HETATM   23  C16 UNL     1       2.430  -1.868   0.730  1.00  0.00           C  
HETATM   24  C17 UNL     1       3.595  -2.565   0.916  1.00  0.00           C  
HETATM   25  C18 UNL     1       4.780  -2.030   0.459  1.00  0.00           C  
HETATM   26  O8  UNL     1       5.952  -2.735   0.649  1.00  0.00           O  
HETATM   27  H1  UNL     1       5.731   1.670  -0.531  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.109   1.158  -1.634  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.336   0.865  -2.074  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.690   0.830  -0.863  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.971   1.785  -1.099  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.186   3.827  -1.532  1.00  0.00           H  
HETATM   33  H7  UNL     1      -5.308   2.193  -2.081  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.768   0.583  -1.503  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.687   1.994  -0.888  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.087  -2.585   0.810  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.006  -1.544  -0.689  1.00  0.00           H  
HETATM   38  H12 UNL     1      -6.376  -1.349   0.439  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.185  -2.281   1.490  1.00  0.00           H  
HETATM   40  H14 UNL     1       1.460  -2.259   1.079  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.536  -3.519   1.420  1.00  0.00           H  
HETATM   42  H16 UNL     1       5.921  -3.626   1.116  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   30
CONECT    5    6   23   23
CONECT    6    7    7   22
CONECT    7    8   31
CONECT    8    9    9   10
CONECT   10   11   11   21
CONECT   11   12   13
CONECT   12   32
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   33   34   35
CONECT   16   17   19
CONECT   17   18
CONECT   18   36   37   38
CONECT   19   20   21   21
CONECT   20   39
CONECT   21   22
CONECT   23   24   40
CONECT   24   25   25   41
CONECT   25   26
CONECT   26   42
END

HMDB0303738
     RDKit          3D
Isothymonin
 42 44  0  0  0  0  0  0  0  0999 V2000
    6.0959    0.9082   -1.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -0.3476   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8382   -0.8136   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6507   -0.1359   -0.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4426   -0.6266    0.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1703    0.0576   -0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    1.2778   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1043    1.9577   -0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    3.0662   -1.4435 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269    1.3320   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4605    1.9378   -0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6916    3.1429   -1.1006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583    1.2392    0.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064    1.8280   -0.0981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6753    1.6350   -1.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4401    0.0193    0.6354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5367   -0.6578    1.1528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2825   -1.5639    0.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -0.5772    0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794   -1.8267    1.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    0.0849    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0607   -0.4817    0.3671 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4303   -1.8683    0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -2.5650    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7805   -2.0302    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9524   -2.7354    0.6485 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7308    1.6700   -0.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1089    1.1579   -1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3365    0.8652   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    0.8301   -0.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9710    1.7852   -1.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859    3.8268   -1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3084    2.1934   -2.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7680    0.5826   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6868    1.9942   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868   -2.5847    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0064   -1.5440   -0.6890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -1.3485    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1846   -2.2811    1.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -2.2587    1.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5362   -3.5187    1.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9207   -3.6264    1.1163 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  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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 22  6  1  0
 21 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  7 31  1  0
 12 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 20 39  1  0
 23 40  1  0
 24 41  1  0
 26 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₈

Average Molecular Weight

360.3148

Monoisotopic Molecular Weight

360.084517488

IUPAC Name

5,8-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

Traditional Name

isothymonin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O1)C(O)=C(OC)C(OC)=C2O

InChI Identifier

InChI=1S/C18H16O8/c1-23-12-6-8(4-5-9(12)19)11-7-10(20)13-14(21)17(24-2)18(25-3)15(22)16(13)26-11/h4-7,19,21-22H,1-3H3

InChI Key

CSDGLNFYKPCMSZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111484 )

Ontology

Not Available

Exogenous (HMDB: HMDB0303738)

Food

Herb and spice

Herb

Common thyme (FooDB: FOOD00183)
Spearmint (FooDB: FOOD00112)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0303738)
Antioxidant (HMDB: HMDB0303738)

Biological role

Modulator

Inhibitor

Cyclooxygenase 1 inhibitor (HMDB: HMDB0303738)
Cyclooxygenase 2 inhibitor (HMDB: HMDB0303738)

Anti-inflammatory (HMDB: HMDB0303738)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.71	ALOGPS
logP	2.23	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	8.8	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	92.3 m³·mol⁻¹	ChemAxon
Polarizability	35.78 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
AllCCS	[M+H]+	182.796	32859911
AllCCS	[M+H-H2O]+	179.578	32859911
AllCCS	[M+Na]+	186.628	32859911
AllCCS	[M+NH4]+	185.773	32859911
AllCCS	[M-H]-	183.898	32859911
AllCCS	[M+Na-2H]-	183.526	32859911
AllCCS	[M+HCOO]-	183.265	32859911
DeepCCS	[M+H]+	180.935	30932474
DeepCCS	[M-H]-	178.577	30932474
DeepCCS	[M-2H]-	212.604	30932474
DeepCCS	[M+Na]+	187.833	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 10V, Positive-QTOF	splash10-03di-0009000000-5fc2cb4cdb5932f19639	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 20V, Positive-QTOF	splash10-03e9-0009000000-49d69a43092ea1c7e511	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 40V, Positive-QTOF	splash10-00y1-1913000000-c5b80ae56abdb9240219	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 10V, Negative-QTOF	splash10-0a4i-0009000000-4f2103d3b024987630f4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 20V, Negative-QTOF	splash10-0a4l-0019000000-64acb30b57539e02d290	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 40V, Negative-QTOF	splash10-0629-2493000000-d06cf4fc4b05f594b14d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 10V, Positive-QTOF	splash10-03di-0009000000-ef0e36da9abfe27aa076	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 20V, Positive-QTOF	splash10-03di-0009000000-c383b2e8879413a775be	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 40V, Positive-QTOF	splash10-0uxs-0209000000-44e3ece9be90415ffbcc	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 10V, Negative-QTOF	splash10-0a4i-0009000000-1b2458f70b43c2827ff8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isothymonin 20V, Negative-QTOF	splash10-0aou-0009000000-4c3c8fe1d4a9cb77292d	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB020226

KNApSAcK ID

C00013337

Chemspider ID

9900735

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11726019

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Isothymonin (HMDB0303738)

MOL for HMDB0303738 (Isothymonin)

3D MOL for HMDB0303738 (Isothymonin)

3D SDF for HMDB0303738 (Isothymonin)

3D-SDF for HMDB0303738 (Isothymonin)

PDB for HMDB0303738 (Isothymonin)

3D PDB for HMDB0303738 (Isothymonin)

SMILES for HMDB0303738 (Isothymonin)

INCHI for HMDB0303738 (Isothymonin)

Structure for HMDB0303738 (Isothymonin)

3D Structure for HMDB0303738 (Isothymonin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra