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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:06 UTC

Update Date

2022-03-07 02:52:42 UTC

HMDB ID

HMDB0030798

Secondary Accession Numbers

HMDB30798

Metabolite Identification

Common Name

Myricanone

Description

Myricanone 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. Myricanone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Myricanone.

Structure

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


  Mrv0541 05061305302D          

 26 28  0  0  0  0            999 V2000
   -1.2169    2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -1.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6134   -2.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3848   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698    0.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244    0.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3555    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    3.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    3.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656   -1.2939    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 24  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 25  2  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 21  2  0  0  0  0
 15 16  2  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 10  1  0  0  0  0
M  END

HMDB0030798
     RDKit          3D
Myricanone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -2.1049    0.3728    4.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2703   -0.4476    2.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    0.1458    1.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -0.2487    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087    0.4284    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4676    1.2879   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    1.5977   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.3820   -0.9186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    1.0755    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    1.3263    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617    2.6899    1.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179    1.7487   -1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508    0.6557   -2.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.5435   -2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649   -0.2094   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5237   -0.4983   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7584    0.4365   -0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8462   -1.9484   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9926   -2.2214    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -2.4168    1.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995   -3.6824    1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -3.8071    2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -2.6838    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174   -2.9618    2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.3983    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.2973    1.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -0.1408    4.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3448    3.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    0.5080    4.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.2222    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2021    2.2879   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080    2.8697    2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5450    2.8784    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337    3.3873    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1939    2.5951   -2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832    2.1516   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261    0.2476   -2.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    1.1484   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815   -1.1331   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198   -1.2135   -3.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1617    0.8440   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -0.7899   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -2.1766   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.6002   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5385   -1.4143    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -3.1319    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -4.5781    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176   -4.7930    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -2.1202    2.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3014   -0.3137    1.9078 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
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  9  3  1  0
 26 20  2  0
 25  4  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  0
M  END


  Mrv0541 05061305302D          

 26 28  0  0  0  0            999 V2000
   -1.2169    2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169   -0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0034   -1.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0709   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6134   -2.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3848   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698    0.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244    0.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3555    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    3.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410    3.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    3.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265    2.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    0.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656   -1.2939    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 24  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 25  2  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 21  2  0  0  0  0
 15 16  2  0  0  0  0
 16 23  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030798

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3

> <INCHI_KEY>
ZTSNTUQTNQSIDC-UHFFFAOYSA-N

> <FORMULA>
C21H24O5

> <MOLECULAR_WEIGHT>
356.4123

> <EXACT_MASS>
356.162373878

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.67042342492958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
4.3047404789999995

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.286591601076227

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.980231858557207

> <JCHEM_PKA_STRONGEST_BASIC>
-4.638350841654973

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
100.00899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,15-dihydroxy-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

$$$$

HMDB0030798
     RDKit          3D
Myricanone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -2.1049    0.3728    4.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2703   -0.4476    2.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    0.1458    1.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -0.2487    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087    0.4284    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4676    1.2879   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    1.5977   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.3820   -0.9186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    1.0755    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    1.3263    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617    2.6899    1.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179    1.7487   -1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508    0.6557   -2.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.5435   -2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649   -0.2094   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5237   -0.4983   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7584    0.4365   -0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8462   -1.9484   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9926   -2.2214    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -2.4168    1.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995   -3.6824    1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -3.8071    2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -2.6838    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174   -2.9618    2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.3983    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.2973    1.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -0.1408    4.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3448    3.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    0.5080    4.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.2222    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2021    2.2879   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080    2.8697    2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5450    2.8784    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337    3.3873    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1939    2.5951   -2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832    2.1516   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261    0.2476   -2.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    1.1484   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815   -1.1331   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198   -1.2135   -3.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1617    0.8440   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -0.7899   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -2.1766   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.6002   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5385   -1.4143    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -3.1319    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -4.5781    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176   -4.7930    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -2.1202    2.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3014   -0.3137    1.9078 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
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  9  3  1  0
 26 20  2  0
 25  4  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  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      -2.272   4.013   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.272   2.473   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.605   1.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.605   0.163   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.272  -0.607   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.873  -2.094   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.132  -1.970   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.145  -4.571   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.199  -3.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.585  -0.763   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864   0.062   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.152   1.384   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.397   4.783   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.063   4.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.063   2.473   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.729   1.703   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.938   4.783   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.938   6.323   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.063   7.093   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.729   6.323   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.729   4.783   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.396   4.013   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.396   2.473   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.938   1.703   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.938   0.163   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.736  -2.415   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9                                                            
CONECT    9    7    8   26                                                  
CONECT   10   11   26                                                       
CONECT   11   10   12                                                       
CONECT   12   11   15                                                       
CONECT   13   14                                                            
CONECT   14   13   15   21                                                  
CONECT   15   12   14   16                                                  
CONECT   16   15   23                                                       
CONECT   17   18   22                                                       
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   19   21                                                       
CONECT   21   14   20   22                                                  
CONECT   22   17   21   23                                                  
CONECT   23   16   22   24                                                  
CONECT   24    2   23   25                                                  
CONECT   25    5   24                                                       
CONECT   26    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0030798
HETATM    1  C1  UNL     1      -2.105   0.373   4.121  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.270  -0.448   2.962  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.652   0.146   1.883  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.359  -0.249   1.541  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.209   0.428   0.445  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.468   1.288  -0.417  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.786   1.598  -0.089  1.00  0.00           C  
HETATM    8  O2  UNL     1      -2.538   2.382  -0.919  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.368   1.076   1.089  1.00  0.00           C  
HETATM   10  O3  UNL     1      -3.662   1.326   1.485  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.062   2.690   1.389  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.318   1.749  -1.626  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.551   0.656  -2.695  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.480  -0.544  -2.366  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.965  -0.209  -2.169  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.524  -0.498  -0.775  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.758   0.437  -0.006  1.00  0.00           O  
HETATM   18  C14 UNL     1       3.846  -1.948  -0.407  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.993  -2.221   1.111  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.644  -2.417   1.772  1.00  0.00           C  
HETATM   21  C17 UNL     1       2.099  -3.682   1.978  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.749  -3.807   2.305  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.086  -2.684   2.305  1.00  0.00           C  
HETATM   24  O5  UNL     1      -1.417  -2.962   2.445  1.00  0.00           O  
HETATM   25  C20 UNL     1       0.432  -1.398   2.077  1.00  0.00           C  
HETATM   26  C21 UNL     1       1.839  -1.297   1.998  1.00  0.00           C  
HETATM   27  H1  UNL     1      -2.579  -0.141   4.962  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.594   1.345   3.999  1.00  0.00           H  
HETATM   29  H3  UNL     1      -1.045   0.508   4.362  1.00  0.00           H  
HETATM   30  H4  UNL     1       1.237   0.222   0.181  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.202   2.288  -1.824  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.808   2.870   2.170  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.545   2.878   0.426  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.234   3.387   1.560  1.00  0.00           H  
HETATM   35  H9  UNL     1      -0.194   2.595  -2.098  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.283   2.152  -1.293  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.426   0.248  -2.987  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.953   1.148  -3.590  1.00  0.00           H  
HETATM   39  H13 UNL     1       1.081  -1.133  -1.536  1.00  0.00           H  
HETATM   40  H14 UNL     1       1.420  -1.214  -3.235  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.162   0.844  -2.400  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.572  -0.790  -2.875  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.800  -2.177  -0.897  1.00  0.00           H  
HETATM   44  H18 UNL     1       3.080  -2.600  -0.841  1.00  0.00           H  
HETATM   45  H19 UNL     1       4.538  -1.414   1.613  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.588  -3.132   1.251  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.701  -4.578   1.846  1.00  0.00           H  
HETATM   48  H22 UNL     1       0.318  -4.793   2.461  1.00  0.00           H  
HETATM   49  H23 UNL     1      -1.896  -2.120   2.575  1.00  0.00           H  
HETATM   50  H24 UNL     1       2.301  -0.314   1.908  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   25
CONECT    5    6    6   30
CONECT    6    7   12
CONECT    7    8    9    9
CONECT    8   31
CONECT    9   10
CONECT   10   11
CONECT   11   32   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   41   42
CONECT   16   17   17   18
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21   26   26
CONECT   21   22   22   47
CONECT   22   23   48
CONECT   23   24   25   25
CONECT   24   49
CONECT   25   26
CONECT   26   50
END

HMDB0030798
     RDKit          3D
Myricanone
 50 52  0  0  0  0  0  0  0  0999 V2000
   -2.1049    0.3728    4.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2703   -0.4476    2.9619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    0.1458    1.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -0.2487    1.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087    0.4284    0.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4676    1.2879   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    1.5977   -0.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5384    2.3820   -0.9186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680    1.0755    1.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6622    1.3263    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617    2.6899    1.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179    1.7487   -1.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5508    0.6557   -2.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -0.5435   -2.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9649   -0.2094   -2.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5237   -0.4983   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7584    0.4365   -0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8462   -1.9484   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9926   -2.2214    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437   -2.4168    1.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0995   -3.6824    1.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488   -3.8071    2.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858   -2.6838    2.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174   -2.9618    2.4455 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4317   -1.3983    2.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -1.2973    1.9983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5794   -0.1408    4.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5941    1.3448    3.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    0.5080    4.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2368    0.2222    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2021    2.2879   -1.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080    2.8697    2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5450    2.8784    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337    3.3873    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1939    2.5951   -2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832    2.1516   -1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261    0.2476   -2.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    1.1484   -3.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0815   -1.1331   -1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4198   -1.2135   -3.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1617    0.8440   -2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718   -0.7899   -2.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -2.1766   -0.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0801   -2.6002   -0.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5385   -1.4143    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5883   -3.1319    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7005   -4.5781    1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3176   -4.7930    2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8958   -2.1202    2.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3014   -0.3137    1.9078 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
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
  9  3  1  0
 26 20  2  0
 25  4  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  8 31  1  0
 11 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Myricanone	MeSH

Chemical Formula

C₂₁H₂₄O₅

Average Molecular Weight

356.4123

Monoisotopic Molecular Weight

356.162373878

IUPAC Name

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

Traditional Name

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

CAS Registry Number

32492-74-3

SMILES

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

InChI Identifier

InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3

InChI Key

ZTSNTUQTNQSIDC-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

Substituents

Meta,meta-bridged biphenyl
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Cyclic ketone
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030798)

Cellular substructure

Membrane (HMDB: HMDB0030798)

Source

Endogenous

Endogenous (HMDB: HMDB0030798)

Plant

Plant (HMDB: HMDB0030798)

Exogenous

Food

Food (HMDB: HMDB0030798)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 196 °C	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	0.011 g/L	ALOGPS
logP	3.95	ALOGPS
logP	4.3	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.98	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.01 m³·mol⁻¹	ChemAxon
Polarizability	37.67 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]+	185.276	31661259
DarkChem	[M-H]-	184.595	31661259
DeepCCS	[M+H]+	194.221	30932474
DeepCCS	[M-H]-	191.863	30932474
DeepCCS	[M-2H]-	226.155	30932474
DeepCCS	[M+Na]+	201.382	30932474
AllCCS	[M+H]+	185.7	32859911
AllCCS	[M+H-H2O]+	182.7	32859911
AllCCS	[M+NH4]+	188.4	32859911
AllCCS	[M+Na]+	189.1	32859911
AllCCS	[M-H]-	188.4	32859911
AllCCS	[M+Na-2H]-	188.5	32859911
AllCCS	[M+HCOO]-	188.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CCC(=O)CCCC2)=C1	4287.2	Standard polar	33892256
Myricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CCC(=O)CCCC2)=C1	3021.3	Standard non polar	33892256
Myricanone	COC1=C(O)C2=CC(=C1OC)C1=C(O)C=CC(CCC(=O)CCCC2)=C1	3103.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Myricanone,1TMS,isomer #1	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3191.6	Semi standard non polar	33892256
Myricanone,1TMS,isomer #2	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3165.6	Semi standard non polar	33892256
Myricanone,1TMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)CCC3=CC2=C(O)C=C3)C(O)=C1OC	3153.5	Semi standard non polar	33892256
Myricanone,1TMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=CCC3=CC2=C(O)C=C3)C(O)=C1OC	3159.6	Semi standard non polar	33892256
Myricanone,2TMS,isomer #1	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3123.2	Semi standard non polar	33892256
Myricanone,2TMS,isomer #2	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3132.0	Semi standard non polar	33892256
Myricanone,2TMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C)=C1OC	3122.6	Semi standard non polar	33892256
Myricanone,2TMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3105.9	Semi standard non polar	33892256
Myricanone,2TMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O)=C1OC	3085.6	Semi standard non polar	33892256
Myricanone,3TMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3104.6	Semi standard non polar	33892256
Myricanone,3TMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3012.9	Standard non polar	33892256
Myricanone,3TMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3079.1	Semi standard non polar	33892256
Myricanone,3TMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C)CCC3=CC2=C(O[Si](C)(C)C)C=C3)C(O[Si](C)(C)C)=C1OC	3046.8	Standard non polar	33892256
Myricanone,1TBDMS,isomer #1	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3405.3	Semi standard non polar	33892256
Myricanone,1TBDMS,isomer #2	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3387.7	Semi standard non polar	33892256
Myricanone,1TBDMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)CCC3=CC2=C(O)C=C3)C(O)=C1OC	3402.0	Semi standard non polar	33892256
Myricanone,1TBDMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=CCC3=CC2=C(O)C=C3)C(O)=C1OC	3403.7	Semi standard non polar	33892256
Myricanone,2TBDMS,isomer #1	COC1=C2C=C(CCCCC(=O)CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3538.4	Semi standard non polar	33892256
Myricanone,2TBDMS,isomer #2	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3557.2	Semi standard non polar	33892256
Myricanone,2TBDMS,isomer #3	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)CCC3=CC2=C(O)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3546.7	Semi standard non polar	33892256
Myricanone,2TBDMS,isomer #4	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3531.0	Semi standard non polar	33892256
Myricanone,2TBDMS,isomer #5	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O)=C1OC	3502.2	Semi standard non polar	33892256
Myricanone,3TBDMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3709.6	Semi standard non polar	33892256
Myricanone,3TBDMS,isomer #1	COC1=C2C=C(CCCCC(O[Si](C)(C)C(C)(C)C)=CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3512.4	Standard non polar	33892256
Myricanone,3TBDMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3668.7	Semi standard non polar	33892256
Myricanone,3TBDMS,isomer #2	COC1=C2C=C(CCCC=C(O[Si](C)(C)C(C)(C)C)CCC3=CC2=C(O[Si](C)(C)C(C)(C)C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C1OC	3562.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Myricanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0019000000-140014aeda9269180bd0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myricanone GC-MS (2 TMS) - 70eV, Positive	splash10-007a-2003900000-d0c3e71b42796ce2c023	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myricanone 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 - Myricanone 10V, Positive-QTOF	splash10-0a4i-0009000000-e5b899dfce8a2bc51219	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 20V, Positive-QTOF	splash10-0a4i-2019000000-25228067625de7e9f429	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 40V, Positive-QTOF	splash10-0aou-9157000000-20a1259ffe7b85de4b7e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 10V, Negative-QTOF	splash10-0a4i-0009000000-3f9bff3a100296c0e207	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 20V, Negative-QTOF	splash10-0a4i-0009000000-cf8243097f25e6cb4431	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 40V, Negative-QTOF	splash10-00ko-4096000000-1db7e65c44f1cd718ef5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 10V, Negative-QTOF	splash10-0a4i-0009000000-a9228afe3c44e821e483	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 20V, Negative-QTOF	splash10-0a4i-0009000000-4564b88af9a595f92933	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 40V, Negative-QTOF	splash10-000i-0094000000-9f0b22d5dc06c9935073	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 10V, Positive-QTOF	splash10-052r-0009000000-041d36ff41c95d451dc6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 20V, Positive-QTOF	splash10-052r-0009000000-ca15c4bec511a3dc9090	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myricanone 40V, Positive-QTOF	splash10-00dr-0097000000-952d857b70cb211b8d62	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

FDB002739

KNApSAcK ID

C00033235

Chemspider ID

142062

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Myricanone

METLIN ID

Not Available

PubChem Compound

71438979

PDB ID

Not Available

ChEBI ID

141540

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. 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

Myricanone → 3,4,5-trihydroxy-6-({15-hydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-3-yl}oxy)oxane-2-carboxylic acid	details
Myricanone → 3,4,5-trihydroxy-6-({17-hydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid	details

Showing metabocard for Myricanone (HMDB0030798)

MOL for HMDB0030798 (Myricanone)

3D MOL for HMDB0030798 (Myricanone)

3D SDF for HMDB0030798 (Myricanone)

3D-SDF for HMDB0030798 (Myricanone)

PDB for HMDB0030798 (Myricanone)

3D PDB for HMDB0030798 (Myricanone)

SMILES for HMDB0030798 (Myricanone)

INCHI for HMDB0030798 (Myricanone)

Structure for HMDB0030798 (Myricanone)

3D Structure for HMDB0030798 (Myricanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions