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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:01:10 UTC

Update Date

2022-03-07 02:56:36 UTC

HMDB ID

HMDB0040472

Secondary Accession Numbers

HMDB40472

Metabolite Identification

Common Name

Agamanone

Description

Agamanone belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, agamanone is considered to be a flavonoid. Agamanone has been detected, but not quantified in, green vegetables. This could make agamanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Agamanone.

Structure

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


  Mrv0541 05061311512D          

 26 29  0  0  0  0            999 V2000
   -2.2168    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014    4.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
 24  7  1  0  0  0  0
 24 14  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
M  END

HMDB0040472
     RDKit          3D
Agamanone
 42 45  0  0  0  0  0  0  0  0999 V2000
   -4.2802    2.7162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966    1.4949    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612    0.3968    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406    0.4920    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8307   -0.6411    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890   -0.5611    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -1.8475    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216   -1.7318    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3285   -2.5479    1.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -0.5303    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    0.5595   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221    1.7281   -0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.8125   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    2.9590   -1.1698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    0.7087   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185    0.7445   -0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814    1.1533    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701   -0.4935    0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642   -1.5636    0.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    0.5212    0.1338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -1.7981   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -1.8948   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5356   -0.7837   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417   -1.0930   -0.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7688   -2.3126   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5589   -2.9038   -0.8854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0982    3.4409    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.5378    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    3.1782   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781    1.3946    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -0.4082    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -1.9577   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -2.6947    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    2.5947   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259    3.7995   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.3052    1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4735    1.6575    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    1.8553    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -2.4585    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.7181   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631   -2.1694   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423   -2.9412   -1.1021 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 11 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  3  1  0
 20  6  1  0
 26 22  1  0
 18 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 12 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 25 41  1  0
 25 42  1  0
M  END


  Mrv0541 05061311512D          

 26 29  0  0  0  0            999 V2000
   -2.2168    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4863    3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    6.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014    4.6654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0014    3.3305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19  9  2  0  0  0  0
 20 10  1  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
 24  7  1  0  0  0  0
 24 14  1  0  0  0  0
 25  7  1  0  0  0  0
 25 18  1  0  0  0  0
 26 11  1  0  0  0  0
 26 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040472

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OCOC2=CC(=C1)C1CC(=O)C2=C(O1)C=C(O)C(OC)=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8/c1-22-13-3-8(4-14-18(13)25-7-24-14)11-5-9(19)15-12(26-11)6-10(20)17(23-2)16(15)21/h3-4,6,11,20-21H,5,7H2,1-2H3

> <INCHI_KEY>
OPMVFPLFBRWXER-UHFFFAOYSA-N

> <FORMULA>
C18H16O8

> <MOLECULAR_WEIGHT>
360.3148

> <EXACT_MASS>
360.084517488

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
35.88893147328497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-6-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
2.446564308333333

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.158158517837476

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.438702678643965

> <JCHEM_PKA_STRONGEST_BASIC>
-3.004049426804662

> <JCHEM_POLAR_SURFACE_AREA>
103.68000000000002

> <JCHEM_REFRACTIVITY>
88.0022

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
agamanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040472
     RDKit          3D
Agamanone
 42 45  0  0  0  0  0  0  0  0999 V2000
   -4.2802    2.7162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966    1.4949    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612    0.3968    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406    0.4920    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8307   -0.6411    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890   -0.5611    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -1.8475    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216   -1.7318    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3285   -2.5479    1.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -0.5303    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    0.5595   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221    1.7281   -0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.8125   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    2.9590   -1.1698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    0.7087   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185    0.7445   -0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814    1.1533    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701   -0.4935    0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642   -1.5636    0.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    0.5212    0.1338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -1.7981   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -1.8948   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5356   -0.7837   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417   -1.0930   -0.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7688   -2.3126   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5589   -2.9038   -0.8854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0982    3.4409    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.5378    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    3.1782   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781    1.3946    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -0.4082    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -1.9577   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -2.6947    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    2.5947   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259    3.7995   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.3052    1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4735    1.6575    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    1.8553    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -2.4585    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.7181   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631   -2.1694   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423   -2.9412   -1.1021 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 11 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  3  1  0
 20  6  1  0
 26 22  1  0
 18 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 12 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 25 41  1  0
 25 42  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      -4.138   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.531  12.853   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.471   6.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.804   9.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.137  10.543   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.864   8.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.508   7.463   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.471   8.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  11.313   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.198   9.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.137   9.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   9.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.804   5.923   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.138   8.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530  10.543   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864  11.313   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.198  10.543   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.138   6.693   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.197  12.853   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.531   8.233   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.864  12.853   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.804   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.531  11.313   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -5.603   8.709   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.603   6.217   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.197   8.233   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    8   13                                                       
CONECT    4    8   14                                                       
CONECT    5    9   11                                                       
CONECT    6   10   12                                                       
CONECT    7   24   25                                                       
CONECT    8    3    4   11                                                  
CONECT    9    5   15   19                                                  
CONECT   10    6   17   20                                                  
CONECT   11    5    8   26                                                  
CONECT   12    6   15   26                                                  
CONECT   13    3   18   22                                                  
CONECT   14    4   18   24                                                  
CONECT   15    9   12   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   10   16   23                                                  
CONECT   18   13   14   25                                                  
CONECT   19    9                                                            
CONECT   20   10                                                            
CONECT   21   16                                                            
CONECT   22    1   13                                                       
CONECT   23    2   17                                                       
CONECT   24    7   14                                                       
CONECT   25    7   18                                                       
CONECT   26   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

COMPND    HMDB0040472
HETATM    1  C1  UNL     1      -4.280   2.716   0.741  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.797   1.495   0.280  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.961   0.397   0.172  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.641   0.492   0.510  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.831  -0.641   0.387  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.389  -0.561   0.738  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.278  -1.848   0.336  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.722  -1.732   0.742  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.328  -2.548   1.438  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.419  -0.530   0.244  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.605   0.560  -0.039  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.222   1.728  -0.514  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.577   1.812  -0.700  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.210   2.959  -1.170  1.00  0.00           O  
HETATM   15  C12 UNL     1       4.331   0.709  -0.407  1.00  0.00           C  
HETATM   16  O4  UNL     1       5.718   0.744  -0.580  1.00  0.00           O  
HETATM   17  C13 UNL     1       6.581   1.153   0.458  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.770  -0.493   0.074  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.564  -1.564   0.349  1.00  0.00           O  
HETATM   20  O6  UNL     1       0.237   0.521   0.134  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.381  -1.798  -0.065  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.737  -1.895  -0.411  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.536  -0.784  -0.291  1.00  0.00           C  
HETATM   24  O7  UNL     1      -5.842  -1.093  -0.685  1.00  0.00           O  
HETATM   25  C18 UNL     1      -5.769  -2.313  -1.382  1.00  0.00           C  
HETATM   26  O8  UNL     1      -4.559  -2.904  -0.885  1.00  0.00           O  
HETATM   27  H1  UNL     1      -5.098   3.441   0.974  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.680   2.538   1.659  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.638   3.178  -0.046  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.178   1.395   0.870  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.338  -0.408   1.850  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.196  -1.958  -0.762  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.193  -2.695   0.891  1.00  0.00           H  
HETATM   34  H8  UNL     1       1.627   2.595  -0.745  1.00  0.00           H  
HETATM   35  H9  UNL     1       3.726   3.799  -1.404  1.00  0.00           H  
HETATM   36  H10 UNL     1       6.965   0.305   1.060  1.00  0.00           H  
HETATM   37  H11 UNL     1       7.474   1.657   0.002  1.00  0.00           H  
HETATM   38  H12 UNL     1       6.060   1.855   1.152  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.356  -2.459   0.670  1.00  0.00           H  
HETATM   40  H14 UNL     1      -1.815  -2.718  -0.193  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.663  -2.169  -2.465  1.00  0.00           H  
HETATM   42  H16 UNL     1      -6.642  -2.941  -1.102  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   30
CONECT    5    6   21   21
CONECT    6    7   20   31
CONECT    7    8   32   33
CONECT    8    9    9   10
CONECT   10   11   11   18
CONECT   11   12   20
CONECT   12   13   13   34
CONECT   13   14   15
CONECT   14   35
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   36   37   38
CONECT   18   19
CONECT   19   39
CONECT   21   22   40
CONECT   22   23   23   26
CONECT   23   24
CONECT   24   25
CONECT   25   26   41   42
END

HMDB0040472
     RDKit          3D
Agamanone
 42 45  0  0  0  0  0  0  0  0999 V2000
   -4.2802    2.7162    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7966    1.4949    0.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612    0.3968    0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6406    0.4920    0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8307   -0.6411    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3890   -0.5611    0.7382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -1.8475    0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216   -1.7318    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3285   -2.5479    1.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4189   -0.5303    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    0.5595   -0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221    1.7281   -0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5775    1.8125   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098    2.9590   -1.1698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3310    0.7087   -0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185    0.7445   -0.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5814    1.1533    0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7701   -0.4935    0.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5642   -1.5636    0.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2369    0.5212    0.1338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3809   -1.7981   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -1.8948   -0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5356   -0.7837   -0.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8417   -1.0930   -0.6851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7688   -2.3126   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5589   -2.9038   -0.8854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0982    3.4409    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.5378    1.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    3.1782   -0.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781    1.3946    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378   -0.4082    1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1963   -1.9577   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -2.6947    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    2.5947   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259    3.7995   -1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650    0.3052    1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4735    1.6575    0.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0595    1.8553    1.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -2.4585    0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -2.7181   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631   -2.1694   -2.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6423   -2.9412   -1.1021 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  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 11 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23  3  1  0
 20  6  1  0
 26 22  1  0
 18 10  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 12 34  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
 21 40  1  0
 25 41  1  0
 25 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7-Dihydroxy-3',6-dimethoxy-4',5'-methylenedioxyflavanone	HMDB

Chemical Formula

C₁₈H₁₆O₈

Average Molecular Weight

360.3148

Monoisotopic Molecular Weight

360.084517488

IUPAC Name

5,7-dihydroxy-6-methoxy-2-(7-methoxy-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

agamanone

CAS Registry Number

143381-59-3

SMILES

COC1=C2OCOC2=CC(=C1)C1CC(=O)C2=C(O1)C=C(O)C(OC)=C2O

InChI Identifier

InChI=1S/C18H16O8/c1-22-13-3-8(4-14-18(13)25-7-24-14)11-5-9(19)15-12(26-11)6-10(20)17(23-2)16(15)21/h3-4,6,11,20-21H,5,7H2,1-2H3

InChI Key

OPMVFPLFBRWXER-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
Flavanone
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
Flavan
Chromone
1-benzopyran
Chromane
Benzopyran
Benzodioxole
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Ketone
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavanones (LMPK12140636 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040472)
Cytoplasm (HMDB: HMDB0040472)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040472)

Source

Exogenous

Food

Food (HMDB: HMDB0040472)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0040472)

Not Available

Nutrient (HMDB: HMDB0040472)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	237 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	13.05 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	0.26 g/L	ALOGPS
logP	1.98	ALOGPS
logP	2.45	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88 m³·mol⁻¹	ChemAxon
Polarizability	35.89 Å³	ChemAxon
Number of Rings	4	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]+	182.301	31661259
DarkChem	[M-H]-	179.488	31661259
DeepCCS	[M+H]+	180.159	30932474
DeepCCS	[M-H]-	177.801	30932474
DeepCCS	[M-2H]-	211.813	30932474
DeepCCS	[M+Na]+	187.04	30932474
AllCCS	[M+H]+	183.7	32859911
AllCCS	[M+H-H2O]+	180.5	32859911
AllCCS	[M+NH4]+	186.7	32859911
AllCCS	[M+Na]+	187.5	32859911
AllCCS	[M-H]-	185.2	32859911
AllCCS	[M+Na-2H]-	184.8	32859911
AllCCS	[M+HCOO]-	184.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Agamanone	COC1=C2OCOC2=CC(=C1)C1CC(=O)C2=C(O1)C=C(O)C(OC)=C2O	4701.8	Standard polar	33892256
Agamanone	COC1=C2OCOC2=CC(=C1)C1CC(=O)C2=C(O1)C=C(O)C(OC)=C2O	3080.0	Standard non polar	33892256
Agamanone	COC1=C2OCOC2=CC(=C1)C1CC(=O)C2=C(O1)C=C(O)C(OC)=C2O	3139.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Agamanone,1TMS,isomer #1	COC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C(OC)=C3O)O2)=CC2=C1OCO2	3176.7	Semi standard non polar	33892256
Agamanone,1TMS,isomer #2	COC1=CC(C2CC(=O)C3=C(C=C(O)C(OC)=C3O[Si](C)(C)C)O2)=CC2=C1OCO2	3164.8	Semi standard non polar	33892256
Agamanone,2TMS,isomer #1	COC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C)C(OC)=C3O[Si](C)(C)C)O2)=CC2=C1OCO2	3173.0	Semi standard non polar	33892256
Agamanone,1TBDMS,isomer #1	COC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O)O2)=CC2=C1OCO2	3387.9	Semi standard non polar	33892256
Agamanone,1TBDMS,isomer #2	COC1=CC(C2CC(=O)C3=C(C=C(O)C(OC)=C3O[Si](C)(C)C(C)(C)C)O2)=CC2=C1OCO2	3394.4	Semi standard non polar	33892256
Agamanone,2TBDMS,isomer #1	COC1=CC(C2CC(=O)C3=C(C=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3O[Si](C)(C)C(C)(C)C)O2)=CC2=C1OCO2	3596.9	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 - Agamanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1209000000-cb66f3214b4c9cbf1184	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Agamanone GC-MS (2 TMS) - 70eV, Positive	splash10-00el-1411900000-0a171df0edb4bacb0134	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Agamanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Agamanone 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 - Agamanone 10V, Positive-QTOF	splash10-03di-0309000000-dfd991a31f68b00cb007	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 20V, Positive-QTOF	splash10-00lr-0904000000-2e8c3e74397f6284f1d0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 40V, Positive-QTOF	splash10-0fur-0901000000-4f32a165cc0f7475fc35	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 10V, Negative-QTOF	splash10-0a4i-0009000000-2318d15a71fb82750082	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 20V, Negative-QTOF	splash10-0a4i-0119000000-795d5432668809e2ad4e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 40V, Negative-QTOF	splash10-0101-5793000000-84ee3cab28872a1bb880	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 10V, Negative-QTOF	splash10-0a4i-0009000000-430000c34fd383273471	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 20V, Negative-QTOF	splash10-0a4i-0309000000-2cc5f1b295fba4e2add4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Agamanone 40V, Negative-QTOF	splash10-03di-0900000000-d615b49bf79d2f2ff316	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB020228

KNApSAcK ID

C00008490

Chemspider ID

24846606

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608105

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1883571

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 Agamanone (HMDB0040472)

MOL for HMDB0040472 (Agamanone)

3D MOL for HMDB0040472 (Agamanone)

3D SDF for HMDB0040472 (Agamanone)

3D-SDF for HMDB0040472 (Agamanone)

PDB for HMDB0040472 (Agamanone)

3D PDB for HMDB0040472 (Agamanone)

SMILES for HMDB0040472 (Agamanone)

INCHI for HMDB0040472 (Agamanone)

Structure for HMDB0040472 (Agamanone)

3D Structure for HMDB0040472 (Agamanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra