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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:44 UTC

Update Date

2022-03-07 02:53:35 UTC

HMDB ID

HMDB0033099

Secondary Accession Numbers

HMDB33099

Metabolite Identification

Common Name

Kanzonol Z

Description

Kanzonol Z belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position. Kanzonol Z has been detected, but not quantified in, several different foods, such as green tea, black tea, herbal tea, red tea, and herbs and spices. This could make kanzonol Z a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Kanzonol Z.

Structure

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


  Mrv0541 05061306552D          

 30 33  0  0  0  0            999 V2000
    1.1270   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  6  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  2  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  2  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  1  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 20  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0033099
     RDKit          3D
Kanzonol Z
 56 59  0  0  0  0  0  0  0  0999 V2000
    7.1186   -0.8103    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1404    0.2743    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6534    1.6502    1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566    0.0004    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772    0.9812    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    0.6069   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    0.0055   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -0.3568   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150   -0.9996   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591   -0.4050   -0.3167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.9427   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619   -2.2569   -0.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371   -2.7831   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9959   -2.0143   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7926   -0.6938    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198   -0.1958    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    1.1919    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3062    1.9161    0.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    1.3997    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5024    2.3613    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699    1.4499    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425    0.0794    0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960   -3.0234   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -4.0985   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.4699   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752   -3.1431   -1.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111   -0.0899   -2.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5088   -2.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177    0.8601   -1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.4735   -1.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8717   -0.4243    2.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6891   -1.0401    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6246   -1.7053    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9578    2.4438    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6263    1.7144    1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9745    1.8070    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -1.0625    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1030    2.0163    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.9030    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -0.1927    0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -0.9570   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -3.8027   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0251   -2.4098   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    1.5563    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    2.9234    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7520    1.8285   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3986    2.6503    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232    3.2470   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4873    2.4761    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2648    0.9227    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    0.8574    3.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215   -2.4957    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929   -3.7416   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -0.3496   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4081    0.7112   -3.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2825    1.6478   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 16 11  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
M  END


  Mrv0541 05061306552D          

 30 33  0  0  0  0            999 V2000
    1.1270   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  5  2  0  0  0  0
 15  6  1  0  0  0  0
 15 13  2  0  0  0  0
 16  7  2  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  2  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  1  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  0  0  0  0
 23 22  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
 26 19  1  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 23  1  0  0  0  0
 29 24  1  0  0  0  0
 30 20  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033099

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC3=C2C=CC(C)(C)O3)C(=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O5/c1-14(2)5-6-15-13-16(7-9-19(15)26)23-22(28)21(27)18-8-10-20-17(24(18)29-23)11-12-25(3,4)30-20/h5,7-13,22-23,26,28H,6H2,1-4H3

> <INCHI_KEY>
IOXLCTZITMJUKD-UHFFFAOYSA-N

> <FORMULA>
C25H26O5

> <MOLECULAR_WEIGHT>
406.4709

> <EXACT_MASS>
406.178023942

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
45.120022946128216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-6-one

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
4.706270634333333

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.249032291525824

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.266062306839908

> <JCHEM_PKA_STRONGEST_BASIC>
-4.019027494430273

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
117.30239999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033099
     RDKit          3D
Kanzonol Z
 56 59  0  0  0  0  0  0  0  0999 V2000
    7.1186   -0.8103    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1404    0.2743    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6534    1.6502    1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566    0.0004    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772    0.9812    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    0.6069   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    0.0055   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -0.3568   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150   -0.9996   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591   -0.4050   -0.3167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.9427   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619   -2.2569   -0.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371   -2.7831   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9959   -2.0143   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7926   -0.6938    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198   -0.1958    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    1.1919    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3062    1.9161    0.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    1.3997    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5024    2.3613    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699    1.4499    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425    0.0794    0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960   -3.0234   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -4.0985   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.4699   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752   -3.1431   -1.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111   -0.0899   -2.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5088   -2.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177    0.8601   -1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.4735   -1.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8717   -0.4243    2.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6891   -1.0401    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6246   -1.7053    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9578    2.4438    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6263    1.7144    1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9745    1.8070    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -1.0625    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1030    2.0163    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.9030    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -0.1927    0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -0.9570   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -3.8027   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0251   -2.4098   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    1.5563    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    2.9234    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7520    1.8285   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3986    2.6503    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232    3.2470   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4873    2.4761    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2648    0.9227    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    0.8574    3.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215   -2.4957    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929   -3.7416   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -0.3496   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4081    0.7112   -3.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2825    1.6478   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 16 11  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  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       2.104  -8.566   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.206  -9.899   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.673  -0.220   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.673   1.760   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.206  -7.232   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.564  -8.566   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.104  -0.564   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.724   2.104   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6   14                                                       
CONECT    6    5   15                                                       
CONECT    7    9   16                                                       
CONECT    8   10   18                                                       
CONECT    9    7   19                                                       
CONECT   10    8   20                                                       
CONECT   11   12   17                                                       
CONECT   12   11   25                                                       
CONECT   13   15   16                                                       
CONECT   14    1    2    5                                                  
CONECT   15    6   13   19                                                  
CONECT   16    7   13   23                                                  
CONECT   17   11   20   24                                                  
CONECT   18    8   21   24                                                  
CONECT   19    9   15   26                                                  
CONECT   20   10   17   30                                                  
CONECT   21   18   22   27                                                  
CONECT   22   21   23   28                                                  
CONECT   23   16   22   29                                                  
CONECT   24   17   18   29                                                  
CONECT   25    3    4   12   30                                             
CONECT   26   19                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   23   24                                                       
CONECT   30   20   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0033099
HETATM    1  C1  UNL     1       7.119  -0.810   1.828  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.140   0.274   1.528  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.653   1.650   1.358  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.857   0.000   1.427  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.777   0.981   1.131  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.040   0.607  -0.111  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.799   0.006  -0.059  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.104  -0.357  -1.168  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.215  -1.000  -1.197  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.159  -0.405  -0.317  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.440  -0.943  -0.333  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.662  -2.257  -0.761  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.937  -2.783  -0.775  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.996  -2.014  -0.367  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.793  -0.694   0.066  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.520  -0.196   0.070  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.267   1.192   0.509  1.00  0.00           C  
HETATM   18  C17 UNL     1      -4.306   1.916   0.887  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.696   1.400   0.889  1.00  0.00           C  
HETATM   20  C19 UNL     1      -6.502   2.361   0.028  1.00  0.00           C  
HETATM   21  C20 UNL     1      -6.270   1.450   2.318  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.843   0.079   0.475  1.00  0.00           O  
HETATM   23  C21 UNL     1      -1.496  -3.023  -1.183  1.00  0.00           C  
HETATM   24  O3  UNL     1      -1.657  -4.098  -1.810  1.00  0.00           O  
HETATM   25  C22 UNL     1      -0.162  -2.470  -0.836  1.00  0.00           C  
HETATM   26  O4  UNL     1       0.875  -3.143  -1.434  1.00  0.00           O  
HETATM   27  C23 UNL     1       1.711  -0.090  -2.401  1.00  0.00           C  
HETATM   28  C24 UNL     1       2.948   0.509  -2.491  1.00  0.00           C  
HETATM   29  C25 UNL     1       3.618   0.860  -1.336  1.00  0.00           C  
HETATM   30  O5  UNL     1       4.885   1.473  -1.424  1.00  0.00           O  
HETATM   31  H1  UNL     1       7.872  -0.424   2.559  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.689  -1.040   0.897  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.625  -1.705   2.240  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.958   2.444   1.690  1.00  0.00           H  
HETATM   35  H5  UNL     1       7.626   1.714   1.932  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.975   1.807   0.299  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.568  -1.063   1.577  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.103   2.016   1.061  1.00  0.00           H  
HETATM   39  H9  UNL     1       3.044   0.903   1.970  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.346  -0.193   0.905  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.654  -0.957  -2.215  1.00  0.00           H  
HETATM   42  H12 UNL     1      -4.071  -3.803  -1.112  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.025  -2.410  -0.368  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.255   1.556   0.504  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.091   2.923   1.202  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.752   1.829  -0.930  1.00  0.00           H  
HETATM   47  H17 UNL     1      -7.399   2.650   0.578  1.00  0.00           H  
HETATM   48  H18 UNL     1      -5.923   3.247  -0.260  1.00  0.00           H  
HETATM   49  H19 UNL     1      -6.487   2.476   2.620  1.00  0.00           H  
HETATM   50  H20 UNL     1      -7.265   0.923   2.223  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.672   0.857   3.010  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.022  -2.496   0.285  1.00  0.00           H  
HETATM   53  H23 UNL     1       1.293  -3.742  -0.765  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.220  -0.350  -3.334  1.00  0.00           H  
HETATM   55  H25 UNL     1       3.408   0.711  -3.449  1.00  0.00           H  
HETATM   56  H26 UNL     1       5.283   1.648  -2.316  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4    4
CONECT    3   34   35   36
CONECT    4    5   37
CONECT    5    6   38   39
CONECT    6    7    7   29
CONECT    7    8   40
CONECT    8    9   27   27
CONECT    9   10   25   41
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   23
CONECT   13   14   14   42
CONECT   14   15   43
CONECT   15   16   16   22
CONECT   16   17
CONECT   17   18   18   44
CONECT   18   19   45
CONECT   19   20   21   22
CONECT   20   46   47   48
CONECT   21   49   50   51
CONECT   23   24   24   25
CONECT   25   26   52
CONECT   26   53
CONECT   27   28   54
CONECT   28   29   29   55
CONECT   29   30
CONECT   30   56
END

HMDB0033099
     RDKit          3D
Kanzonol Z
 56 59  0  0  0  0  0  0  0  0999 V2000
    7.1186   -0.8103    1.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1404    0.2743    1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6534    1.6502    1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566    0.0004    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772    0.9812    1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    0.6069   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    0.0055   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1043   -0.3568   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150   -0.9996   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1591   -0.4050   -0.3167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4397   -0.9427   -0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619   -2.2569   -0.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9371   -2.7831   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9959   -2.0143   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7926   -0.6938    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198   -0.1958    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2674    1.1919    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3062    1.9161    0.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6962    1.3997    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5024    2.3613    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2699    1.4499    2.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8425    0.0794    0.4750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960   -3.0234   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567   -4.0985   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1623   -2.4699   -0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8752   -3.1431   -1.4343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111   -0.0899   -2.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9480    0.5088   -2.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177    0.8601   -1.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845    1.4735   -1.4238 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8717   -0.4243    2.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6891   -1.0401    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6246   -1.7053    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9578    2.4438    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6263    1.7144    1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9745    1.8070    0.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -1.0625    1.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1030    2.0163    1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0443    0.9030    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3465   -0.1927    0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -0.9570   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0710   -3.8027   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0251   -2.4098   -0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2552    1.5563    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0906    2.9234    1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7520    1.8285   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3986    2.6503    0.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9232    3.2470   -0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4873    2.4761    2.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2648    0.9227    2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6717    0.8574    3.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0215   -2.4957    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929   -3.7416   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -0.3496   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4081    0.7112   -3.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2825    1.6478   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 12 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  6  1  0
 25  9  1  0
 16 11  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  9 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 18 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 25 52  1  0
 26 53  1  0
 27 54  1  0
 28 55  1  0
 30 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4'-Dihydroxy-3'-prenyl-6'',6''-dimethylpyrano[2'',3'':7,8]flavanone	HMDB

Chemical Formula

C₂₅H₂₆O₅

Average Molecular Weight

406.4709

Monoisotopic Molecular Weight

406.178023942

IUPAC Name

5-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-6-one

Traditional Name

5-hydroxy-4-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-12,12-dimethyl-3,11-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(10),2(7),8,13-tetraen-6-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC3=C2C=CC(C)(C)O3)C(=O)C1O

InChI Identifier

InChI=1S/C25H26O5/c1-14(2)5-6-15-13-16(7-9-19(15)26)23-22(28)21(27)18-8-10-20-17(24(18)29-23)11-12-25(3,4)30-20/h5,7-13,22-23,26,28H,6H2,1-4H3

InChI Key

IOXLCTZITMJUKD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

3'-prenylated flavanones

Alternative Parents

Substituents

3'-prenylated flavanone
Pyranoflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
Flavanone
Flavanonol
Hydroxyflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 - 145.5 °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	0.0065 g/L	ALOGPS
logP	4.3	ALOGPS
logP	4.71	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	-4	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	3	ChemAxon
Refractivity	117.3 m³·mol⁻¹	ChemAxon
Polarizability	45.12 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]+	196.858	31661259
DarkChem	[M-H]-	196.701	31661259
DeepCCS	[M+H]+	196.557	30932474
DeepCCS	[M-H]-	194.199	30932474
DeepCCS	[M-2H]-	227.817	30932474
DeepCCS	[M+Na]+	203.044	30932474
AllCCS	[M+H]+	203.8	32859911
AllCCS	[M+H-H2O]+	201.0	32859911
AllCCS	[M+NH4]+	206.4	32859911
AllCCS	[M+Na]+	207.1	32859911
AllCCS	[M-H]-	202.7	32859911
AllCCS	[M+Na-2H]-	203.1	32859911
AllCCS	[M+HCOO]-	203.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.78 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7323 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.84 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2930.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	244.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	107.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	663.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	582.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1388.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	599.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1241.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	507.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	224.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	271.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Kanzonol Z	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC3=C2C=CC(C)(C)O3)C(=O)C1O	4493.4	Standard polar	33892256
Kanzonol Z	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC3=C2C=CC(C)(C)O3)C(=O)C1O	3258.3	Standard non polar	33892256
Kanzonol Z	CC(C)=CCC1=CC(=CC=C1O)C1OC2=C(C=CC3=C2C=CC(C)(C)O3)C(=O)C1O	3368.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Kanzonol Z,1TMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O)=CC=C1O[Si](C)(C)C	3374.3	Semi standard non polar	33892256
Kanzonol Z,1TMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O[Si](C)(C)C)=CC=C1O	3324.7	Semi standard non polar	33892256
Kanzonol Z,2TMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3258.0	Semi standard non polar	33892256
Kanzonol Z,1TBDMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O)=CC=C1O[Si](C)(C)C(C)(C)C	3625.7	Semi standard non polar	33892256
Kanzonol Z,1TBDMS,isomer #2	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3538.6	Semi standard non polar	33892256
Kanzonol Z,2TBDMS,isomer #1	CC(C)=CCC1=CC(C2OC3=C(C=CC4=C3C=CC(C)(C)O4)C(=O)C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3686.3	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 - Kanzonol Z GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-2809000000-0a7f053010e55bb475fa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kanzonol Z GC-MS (2 TMS) - 70eV, Positive	splash10-000i-9030270000-fe29a25cbc40e20b25bb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Kanzonol Z 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 - Kanzonol Z 10V, Positive-QTOF	splash10-0a4i-1107900000-21b0efb3700b2359337c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 20V, Positive-QTOF	splash10-0uxr-3539100000-3f4a545b6477b28e6ee0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 40V, Positive-QTOF	splash10-01b9-6911000000-d17281a6b94ea8dc2ab0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 10V, Negative-QTOF	splash10-0a4i-0011900000-bb54905d451733c07069	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 20V, Negative-QTOF	splash10-0pb9-0279700000-70e5deecf183c149314e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 40V, Negative-QTOF	splash10-0a4i-1942000000-4b4143c064792ab26b87	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 10V, Negative-QTOF	splash10-0a4i-0000900000-4beb10611eb4ba114287	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 20V, Negative-QTOF	splash10-0pb9-0070900000-e28faa493a7fa253afcd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 40V, Negative-QTOF	splash10-0udi-0090000000-25a379209c776c536b9c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 10V, Positive-QTOF	splash10-0a4i-0000900000-18eb98d75246f8994f01	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 20V, Positive-QTOF	splash10-0zfs-0490600000-ed914b14356529adbda4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Kanzonol Z 40V, Positive-QTOF	splash10-0udi-0090000000-67208b0a1798dc728697	2021-09-22	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

FDB011094

KNApSAcK ID

C00014393

Chemspider ID

35013546

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751372

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

Kanzonol Z → {2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-4-oxo-2H,3H,4H,8H-pyrano[2,3-f]chromen-3-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

Kanzonol Z → 3,4,5-trihydroxy-6-(4-{3-hydroxy-8,8-dimethyl-4-oxo-2H,3H,4H,8H-pyrano[2,3-f]chromen-2-yl}-2-(3-methylbut-2-en-1-yl)phenoxy)oxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Kanzonol Z → (4-{3-hydroxy-8,8-dimethyl-4-oxo-2H,3H,4H,8H-pyrano[2,3-f]chromen-2-yl}-2-(3-methylbut-2-en-1-yl)phenyl)oxidanesulfonic acid	details

Showing metabocard for Kanzonol Z (HMDB0033099)

MOL for HMDB0033099 (Kanzonol Z)

3D MOL for HMDB0033099 (Kanzonol Z)

3D SDF for HMDB0033099 (Kanzonol Z)

3D-SDF for HMDB0033099 (Kanzonol Z)

PDB for HMDB0033099 (Kanzonol Z)

3D PDB for HMDB0033099 (Kanzonol Z)

SMILES for HMDB0033099 (Kanzonol Z)

INCHI for HMDB0033099 (Kanzonol Z)

Structure for HMDB0033099 (Kanzonol Z)

3D Structure for HMDB0033099 (Kanzonol Z)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions