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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:05:53 UTC

Update Date

2022-03-07 02:57:00 UTC

HMDB ID

HMDB0041416

Secondary Accession Numbers

HMDB41416

Metabolite Identification

Common Name

Hydroxymyricanone

Description

Hydroxymyricanone belongs to the class of organic compounds known as meta,meta-bridged biphenyls. These are cyclic diarylheptanoids where the two aryl groups are linked to each other by an ether group conjugated to their 3-position. Hydroxymyricanone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, hydroxymyricanone has been detected, but not quantified in, herbs and spices. This could make hydroxymyricanone a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061312392D          

 27 29  0  0  0  0            999 V2000
   -0.6676   -1.7921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636   -1.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    0.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606    1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155    2.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706    2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518    2.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -0.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713   -0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940    0.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136   -1.9456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210   -2.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -2.0758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5037   -1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812   -1.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3264   -0.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4960   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075    1.0296    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 25  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  2  0  0  0  0
 16 17  2  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 16 27  1  0  0  0  0
M  END

HMDB0041416
     RDKit          3D
Hydroxymyricanone
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.1668    1.3120   -3.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    1.9880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    1.2792   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933    1.0964   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816    0.4789    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741   -0.2058    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0045    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7560   -0.5651    0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806    0.7818   -0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    0.9823   -1.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5658    2.0844   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1710   -1.1726    2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2886   -1.4775    2.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -2.2019    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -1.6482    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -2.4343    0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4475   -3.1308    1.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -2.3805   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -3.5127   -1.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612   -1.1139   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066    0.1315   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.3722   -1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9977    2.5351   -2.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    2.4859   -1.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    3.6591   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    1.2749   -1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8272    0.1039   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.6081   -4.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    0.2210   -3.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    1.6328   -3.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746    0.4451    0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -1.0182    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    2.9982   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5032    2.2558   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113    1.8701    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416   -2.1278    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045   -0.7695    2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441   -2.1161    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -0.5480    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7257   -2.1423    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -3.2718    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -0.6026    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086   -1.6649    2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -2.5675   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404   -3.7507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.3641   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -0.8519   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8523    1.4504   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4602    3.4882   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    3.4285   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3187   -0.8411   -1.3339 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
  9  3  1  0
 27 21  2  0
 26  4  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  8 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  1  0
M  END


  Mrv0541 05061312392D          

 27 29  0  0  0  0            999 V2000
   -0.6676   -1.7921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636   -1.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    0.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606    1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9155    2.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    0.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706    2.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5518    2.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937   -0.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713   -0.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6164    0.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940    0.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2136   -1.9456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3210   -2.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -2.0758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5037   -1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6812   -1.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3264   -0.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4960   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8075    1.0296    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 25  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  2  0  0  0  0
 16 17  2  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 16 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041416

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CC(O)C(=O)CCCC2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-26-20-15-11-13(19(25)21(20)27-2)5-3-4-6-17(23)18(24)10-12-7-8-16(22)14(15)9-12/h7-9,11,18,22,24-25H,3-6,10H2,1-2H3

> <INCHI_KEY>
MZTZAESUYFUQBV-UHFFFAOYSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.4117

> <EXACT_MASS>
372.1572885

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.24275163860441

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,8,15-trihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
3.433674558333334

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.285746577393352

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.978511750805822

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5292465669665782

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
101.50119999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,8,15-trihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041416
     RDKit          3D
Hydroxymyricanone
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.1668    1.3120   -3.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    1.9880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    1.2792   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933    1.0964   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816    0.4789    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741   -0.2058    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0045    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7560   -0.5651    0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806    0.7818   -0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    0.9823   -1.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5658    2.0844   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1710   -1.1726    2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2886   -1.4775    2.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -2.2019    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -1.6482    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -2.4343    0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4475   -3.1308    1.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -2.3805   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -3.5127   -1.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612   -1.1139   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066    0.1315   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.3722   -1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9977    2.5351   -2.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    2.4859   -1.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    3.6591   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    1.2749   -1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8272    0.1039   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.6081   -4.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    0.2210   -3.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    1.6328   -3.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746    0.4451    0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -1.0182    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    2.9982   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5032    2.2558   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113    1.8701    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416   -2.1278    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045   -0.7695    2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441   -2.1161    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -0.5480    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7257   -2.1423    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -3.2718    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -0.6026    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086   -1.6649    2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -2.5675   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404   -3.7507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.3641   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -0.8519   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8523    1.4504   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4602    3.4882   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    3.4285   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3187   -0.8411   -1.3339 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
  9  3  1  0
 27 21  2  0
 26  4  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  8 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  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  O   UNK     0      -1.246  -3.345   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.799  -2.120   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.334  -1.999   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.996  -0.608   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.123   0.660   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.786   2.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.913   3.319   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.576   4.710   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.715   1.808   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.378   3.198   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.505   4.467   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.030   4.345   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.820   2.857   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.215  -1.337   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.680  -1.216   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.017   0.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.482   0.296   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.399  -3.632   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.599  -5.159   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.004  -3.996   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.469  -3.875   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.807  -2.485   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.272  -2.363   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.609  -0.973   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.926  -0.851   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.588   0.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.374   1.922   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    7    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   27                                                       
CONECT   14   15                                                            
CONECT   15   14   16   22                                                  
CONECT   16   15   17   27                                                  
CONECT   17   16   24                                                       
CONECT   18   19   23                                                       
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   20   22                                                       
CONECT   22   15   21   23                                                  
CONECT   23   18   22   24                                                  
CONECT   24   17   23   25                                                  
CONECT   25    2   24   26                                                  
CONECT   26    5   25                                                       
CONECT   27   13   16                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0041416
HETATM    1  C1  UNL     1       2.167   1.312  -3.698  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.506   1.988  -2.628  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.518   1.279  -1.454  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.293   1.096  -0.815  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.282   0.479   0.452  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.374  -0.206   0.977  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.599  -0.004   0.332  1.00  0.00           C  
HETATM    8  O2  UNL     1       3.756  -0.565   0.805  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.681   0.782  -0.841  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.904   0.982  -1.436  1.00  0.00           O  
HETATM   11  C8  UNL     1       4.566   2.084  -0.816  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.171  -1.173   2.129  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.289  -1.478   2.565  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.168  -2.202   1.513  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.601  -1.648   1.484  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.566  -2.434   0.611  1.00  0.00           C  
HETATM   17  O4  UNL     1      -4.448  -3.131   1.131  1.00  0.00           O  
HETATM   18  C14 UNL     1      -3.452  -2.381  -0.924  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.185  -3.513  -1.436  1.00  0.00           O  
HETATM   20  C15 UNL     1      -4.061  -1.114  -1.568  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.207   0.132  -1.684  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.783   1.372  -1.982  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.998   2.535  -2.044  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.633   2.486  -1.757  1.00  0.00           C  
HETATM   25  O6  UNL     1      -0.937   3.659  -1.790  1.00  0.00           O  
HETATM   26  C20 UNL     1      -1.036   1.275  -1.426  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.827   0.104  -1.503  1.00  0.00           C  
HETATM   28  H1  UNL     1       1.674   1.608  -4.629  1.00  0.00           H  
HETATM   29  H2  UNL     1       2.098   0.221  -3.618  1.00  0.00           H  
HETATM   30  H3  UNL     1       3.210   1.633  -3.761  1.00  0.00           H  
HETATM   31  H4  UNL     1      -0.675   0.445   0.966  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.585  -1.018   1.643  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.965   2.998  -0.886  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.503   2.256  -1.354  1.00  0.00           H  
HETATM   35  H8  UNL     1       4.811   1.870   0.229  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.642  -2.128   1.864  1.00  0.00           H  
HETATM   37  H10 UNL     1       1.704  -0.769   2.999  1.00  0.00           H  
HETATM   38  H11 UNL     1      -0.244  -2.116   3.457  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.767  -0.548   2.898  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.726  -2.142   0.514  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.199  -3.272   1.755  1.00  0.00           H  
HETATM   42  H15 UNL     1      -2.629  -0.603   1.169  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.009  -1.665   2.503  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.418  -2.567  -1.215  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.840  -3.751  -0.746  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.390  -1.364  -2.586  1.00  0.00           H  
HETATM   47  H20 UNL     1      -4.971  -0.852  -1.010  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.852   1.450  -2.170  1.00  0.00           H  
HETATM   49  H22 UNL     1      -3.460   3.488  -2.288  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.008   3.428  -1.882  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.319  -0.841  -1.334  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   26
CONECT    5    6    6   31
CONECT    6    7   12
CONECT    7    8    9    9
CONECT    8   32
CONECT    9   10
CONECT   10   11
CONECT   11   33   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   17   18
CONECT   18   19   20   44
CONECT   19   45
CONECT   20   21   46   47
CONECT   21   22   27   27
CONECT   22   23   23   48
CONECT   23   24   49
CONECT   24   25   26   26
CONECT   25   50
CONECT   26   27
CONECT   27   51
END

HMDB0041416
     RDKit          3D
Hydroxymyricanone
 51 53  0  0  0  0  0  0  0  0999 V2000
    2.1668    1.3120   -3.6983 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5064    1.9880   -2.6279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    1.2792   -1.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933    1.0964   -0.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816    0.4789    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3741   -0.2058    0.9769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -0.0045    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7560   -0.5651    0.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806    0.7818   -0.8406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9038    0.9823   -1.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5658    2.0844   -0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1710   -1.1726    2.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2886   -1.4775    2.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -2.2019    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -1.6482    1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5661   -2.4343    0.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4475   -3.1308    1.1315 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517   -2.3805   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1854   -3.5127   -1.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0612   -1.1139   -1.5682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066    0.1315   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7831    1.3722   -1.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9977    2.5351   -2.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333    2.4859   -1.7575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9372    3.6591   -1.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    1.2749   -1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8272    0.1039   -1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    1.6081   -4.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0983    0.2210   -3.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105    1.6328   -3.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746    0.4451    0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850   -1.0182    1.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9649    2.9982   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5032    2.2558   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8113    1.8701    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416   -2.1278    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045   -0.7695    2.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2441   -2.1161    3.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7668   -0.5480    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7257   -2.1423    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -3.2718    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292   -0.6026    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0086   -1.6649    2.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -2.5675   -1.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8404   -3.7507   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3903   -1.3641   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9706   -0.8519   -1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8523    1.4504   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4602    3.4882   -2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0077    3.4285   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3187   -0.8411   -1.3339 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  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
  9  3  1  0
 27 21  2  0
 26  4  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  8 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 27 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
12-Hydroxymyricanone	HMDB

Chemical Formula

C₂₁H₂₄O₆

Average Molecular Weight

372.4117

Monoisotopic Molecular Weight

372.1572885

IUPAC Name

3,8,15-trihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

Traditional Name

3,8,15-trihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CC(O)C(=O)CCCC2)=C1

InChI Identifier

InChI=1S/C21H24O6/c1-26-20-15-11-13(19(25)21(20)27-2)5-3-4-6-17(23)18(24)10-12-7-8-16(22)14(15)9-12/h7-9,11,18,22,24-25H,3-6,10H2,1-2H3

InChI Key

MZTZAESUYFUQBV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as meta,meta-bridged biphenyls. These are cyclic diarylheptanoids where the two aryl groups are linked to each other by an ether group conjugated to their 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Cyclic diarylheptanoids

Direct Parent

Meta,meta-bridged biphenyls

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041416)

Cellular substructure

Membrane (HMDB: HMDB0041416)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041416)

Source

Exogenous

Food

Food (HMDB: HMDB0041416)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041416)

Not Available

Nutrient (HMDB: HMDB0041416)

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
Water Solubility	0.015 g/L	ALOGPS
logP	2.65	ALOGPS
logP	3.43	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.5 m³·mol⁻¹	ChemAxon
Polarizability	38.24 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.309	31661259
DarkChem	[M-H]-	187.994	31661259
DeepCCS	[M+H]+	197.915	30932474
DeepCCS	[M-H]-	195.558	30932474
DeepCCS	[M-2H]-	229.811	30932474
DeepCCS	[M+Na]+	205.038	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.2	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.3	32859911
AllCCS	[M-H]-	190.0	32859911
AllCCS	[M+Na-2H]-	190.1	32859911
AllCCS	[M+HCOO]-	190.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hydroxymyricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CC(O)C(=O)CCCC2)=C1	4548.5	Standard polar	33892256
Hydroxymyricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CC(O)C(=O)CCCC2)=C1	3217.7	Standard non polar	33892256
Hydroxymyricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CC(O)C(=O)CCCC2)=C1	3178.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hydroxymyricanone,1TMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3331.7	Semi standard non polar	33892256
Hydroxymyricanone,1TMS,isomer #2	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3310.3	Semi standard non polar	33892256
Hydroxymyricanone,1TMS,isomer #3	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3289.6	Semi standard non polar	33892256
Hydroxymyricanone,1TMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O)CC3=CC2=C(O)C=C3)C(O)=C1OC	3228.6	Semi standard non polar	33892256
Hydroxymyricanone,1TMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O)CC3=CC2=C(O)C=C3)C(O)=C1OC	3289.2	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3266.6	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #2	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3283.8	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #3	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3229.9	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #4	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3259.4	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #5	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3242.7	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #6	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3230.8	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #7	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3224.3	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #8	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3235.7	Semi standard non polar	33892256
Hydroxymyricanone,2TMS,isomer #9	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3233.9	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3238.7	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #2	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3233.4	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3219.7	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3223.6	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3211.1	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #6	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3255.5	Semi standard non polar	33892256
Hydroxymyricanone,3TMS,isomer #7	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3208.7	Semi standard non polar	33892256
Hydroxymyricanone,4TMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3270.8	Semi standard non polar	33892256
Hydroxymyricanone,4TMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3242.8	Standard non polar	33892256
Hydroxymyricanone,4TMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3215.4	Semi standard non polar	33892256
Hydroxymyricanone,4TMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)CC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3132.6	Standard non polar	33892256
Hydroxymyricanone,1TBDMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3554.0	Semi standard non polar	33892256
Hydroxymyricanone,1TBDMS,isomer #2	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3535.9	Semi standard non polar	33892256
Hydroxymyricanone,1TBDMS,isomer #3	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3526.6	Semi standard non polar	33892256
Hydroxymyricanone,1TBDMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)CC3=CC2=C(O)C=C3)C(O)=C1OC	3534.7	Semi standard non polar	33892256
Hydroxymyricanone,1TBDMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)CC3=CC2=C(O)C=C3)C(O)=C1OC	3548.0	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3689.2	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #2	COC1=C2C=C(CCCCC(=O)C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3706.4	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #3	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3691.3	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #4	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3700.5	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #5	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3668.5	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #6	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3680.9	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #7	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3705.0	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #8	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3733.0	Semi standard non polar	33892256
Hydroxymyricanone,2TBDMS,isomer #9	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O)=C1OC	3685.9	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #1	COC1=C2C=C(CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3854.9	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #2	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3869.5	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3807.3	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3843.9	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3838.5	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #6	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3869.5	Semi standard non polar	33892256
Hydroxymyricanone,3TBDMS,isomer #7	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3830.7	Semi standard non polar	33892256
Hydroxymyricanone,4TBDMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	4006.3	Semi standard non polar	33892256
Hydroxymyricanone,4TBDMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3846.6	Standard non polar	33892256
Hydroxymyricanone,4TBDMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3963.1	Semi standard non polar	33892256
Hydroxymyricanone,4TBDMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)CC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3706.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxymyricanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0009000000-9ad2d5a377c46d5e71ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxymyricanone GC-MS (3 TMS) - 70eV, Positive	splash10-00di-6000490000-dc6d11914eba0d9b5b53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxymyricanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hydroxymyricanone 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 - Hydroxymyricanone 10V, Positive-QTOF	splash10-00di-0009000000-2b67f6798626cdc13966	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 20V, Positive-QTOF	splash10-00di-0009000000-c81e7525d8679355d805	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 40V, Positive-QTOF	splash10-00or-0089000000-32e5c1a7e15add5d5658	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 10V, Negative-QTOF	splash10-00di-0009000000-a97ec02685d831dcf8f0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 20V, Negative-QTOF	splash10-00di-0009000000-96034a0aa159a92ba596	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 40V, Negative-QTOF	splash10-052b-0093000000-b69c6bcbb7d06f3e14d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 10V, Positive-QTOF	splash10-0abi-0009000000-f6333a125b48be80d32d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 20V, Positive-QTOF	splash10-0a4r-0009000000-844652f5f97be1f85f08	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 40V, Positive-QTOF	splash10-000i-0049000000-09fb0f65e89b5caad5ad	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 10V, Negative-QTOF	splash10-00di-0009000000-c0cab4813032b8f7f516	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 20V, Negative-QTOF	splash10-0uki-0009000000-076a4a84625cb456afe1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hydroxymyricanone 40V, Negative-QTOF	splash10-0f79-0079000000-49708d87bc7bdaed4821	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021361

KNApSAcK ID

Not Available

Chemspider ID

8889666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10714326

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

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

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Hydroxymyricanone → {3,15-dihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-8-yl}oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Hydroxymyricanone → 6-({8,15-dihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Hydroxymyricanone → 6-({12,17-dihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Hydroxymyricanone (HMDB0041416)

MOL for HMDB0041416 (Hydroxymyricanone)

3D MOL for HMDB0041416 (Hydroxymyricanone)

3D SDF for HMDB0041416 (Hydroxymyricanone)

3D-SDF for HMDB0041416 (Hydroxymyricanone)

PDB for HMDB0041416 (Hydroxymyricanone)

3D PDB for HMDB0041416 (Hydroxymyricanone)

SMILES for HMDB0041416 (Hydroxymyricanone)

INCHI for HMDB0041416 (Hydroxymyricanone)

Structure for HMDB0041416 (Hydroxymyricanone)

3D Structure for HMDB0041416 (Hydroxymyricanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions