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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

2012-09-11 17:39:11 UTC

Update Date

2022-03-07 02:52:42 UTC

HMDB ID

HMDB0030810

Secondary Accession Numbers

HMDB30810

Metabolite Identification

Common Name

Porson

Description

Porson 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. Based on a literature review a small amount of articles have been published on Porson.

Structure

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


  Mrv0541 05061305312D          

 28 30  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
    0.1738   -0.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    2.5625    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
  7 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

HMDB0030810
     RDKit          3D
Porson
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1199    0.5898    2.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8406    0.7732    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.3351    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -1.6578    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549   -2.7399    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -2.5301    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -1.2189   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250   -0.1118    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.1715    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    1.2580    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387    2.0715    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    3.0534   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5124    3.9788   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153    3.1064   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    4.0796   -1.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    5.1538   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    2.1142   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200    2.0320   -1.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    1.7675   -2.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286    1.7880    1.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4627    0.3985    1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343   -0.8249    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4718   -1.9493    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -3.2915    0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556   -4.2514    1.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6642   -3.4831   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9898   -2.5534   -1.4776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -3.6829   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5239    1.5789    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.1032    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    0.0308    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648   -1.8851    2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -3.7503    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -1.0097   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    0.5338    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375    3.9607   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    4.8350   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    5.9378   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    5.5806   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    1.2573   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    2.7028   -3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    1.1124   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4696    2.5625    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467    1.8821    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    0.3186    2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025    0.3648    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -1.2018    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7008   -0.5346   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -2.1289    2.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459   -1.6605    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -4.4465   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -2.7173   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -4.5191    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2726   -3.9946   -1.2671 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
  8  3  1  0
 17  9  1  0
 28  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
M  END


  Mrv0541 05061305312D          

 28 30  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
    0.1738   -0.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314    2.5625    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
  7 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030810

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C=C(CC(O)C(=O)CCCCC3=CC2=C(OC)C(OC)=C3O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O6/c1-26-19-9-8-13-10-15(19)16-12-14(20(25)22(28-3)21(16)27-2)6-4-5-7-17(23)18(24)11-13/h8-10,12,18,24-25H,4-7,11H2,1-3H3

> <INCHI_KEY>
VHBRVHUPCPJJMZ-UHFFFAOYSA-N

> <FORMULA>
C22H26O6

> <MOLECULAR_WEIGHT>
386.4382

> <EXACT_MASS>
386.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.90570294069318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
3.5795686143333345

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.329535473664855

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.168629890590292

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5297252884526307

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
105.98349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030810
     RDKit          3D
Porson
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1199    0.5898    2.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8406    0.7732    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.3351    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -1.6578    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549   -2.7399    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -2.5301    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -1.2189   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250   -0.1118    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.1715    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    1.2580    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387    2.0715    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    3.0534   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5124    3.9788   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153    3.1064   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    4.0796   -1.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    5.1538   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    2.1142   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200    2.0320   -1.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    1.7675   -2.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286    1.7880    1.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4627    0.3985    1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343   -0.8249    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4718   -1.9493    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -3.2915    0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556   -4.2514    1.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6642   -3.4831   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9898   -2.5534   -1.4776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -3.6829   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5239    1.5789    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.1032    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    0.0308    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648   -1.8851    2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -3.7503    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -1.0097   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    0.5338    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375    3.9607   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    4.8350   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    5.9378   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    5.5806   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    1.2573   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    2.7028   -3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    1.1124   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4696    2.5625    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467    1.8821    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    0.3186    2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025    0.3648    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -1.2018    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7008   -0.5346   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -2.1289    2.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459   -1.6605    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -4.4465   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -2.7173   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -4.5191    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2726   -3.9946   -1.2671 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
  8  3  1  0
 17  9  1  0
 28  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  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
HETATM   27  O   UNK     0       0.324  -0.499   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -3.605   4.783   0.000  0.00  0.00           C+0
CONECT    1    2   28                                                       
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   27                                                  
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                                                       
CONECT   27    7                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0030810
HETATM    1  C1  UNL     1      -4.120   0.590   2.305  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.841   0.773   1.715  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.238  -0.335   1.183  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.614  -1.658   1.453  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.855  -2.740   0.971  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.729  -2.530   0.170  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.448  -1.219  -0.196  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.125  -0.112   0.368  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.417   1.172   0.233  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.774   1.258   0.980  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.839   2.072   0.596  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.568   3.053  -0.363  1.00  0.00           C  
HETATM   13  O2  UNL     1       2.512   3.979  -0.723  1.00  0.00           O  
HETATM   14  C12 UNL     1       0.315   3.106  -1.007  1.00  0.00           C  
HETATM   15  O3  UNL     1       0.098   4.080  -1.954  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.635   5.154  -1.367  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.650   2.114  -0.770  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.820   2.032  -1.480  1.00  0.00           O  
HETATM   19  C15 UNL     1      -1.581   1.767  -2.862  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.229   1.788   1.134  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.463   0.399   1.786  1.00  0.00           C  
HETATM   22  C18 UNL     1       3.234  -0.825   0.859  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.472  -1.949   1.575  1.00  0.00           C  
HETATM   24  C20 UNL     1       2.447  -3.291   0.858  1.00  0.00           C  
HETATM   25  O5  UNL     1       3.056  -4.251   1.348  1.00  0.00           O  
HETATM   26  C21 UNL     1       1.664  -3.483  -0.457  1.00  0.00           C  
HETATM   27  O6  UNL     1       1.990  -2.553  -1.478  1.00  0.00           O  
HETATM   28  C22 UNL     1       0.134  -3.683  -0.296  1.00  0.00           C  
HETATM   29  H1  UNL     1      -4.524   1.579   2.541  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.815   0.103   1.612  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.040   0.031   3.243  1.00  0.00           H  
HETATM   32  H4  UNL     1      -3.465  -1.885   2.087  1.00  0.00           H  
HETATM   33  H5  UNL     1      -2.151  -3.750   1.247  1.00  0.00           H  
HETATM   34  H6  UNL     1       0.387  -1.010  -0.862  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.901   0.534   1.780  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.238   3.961  -0.081  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.640   4.835  -1.070  1.00  0.00           H  
HETATM   38  H10 UNL     1      -0.741   5.938  -2.123  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.101   5.581  -0.511  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.464   1.257  -3.259  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.462   2.703  -3.416  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.717   1.112  -3.022  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.470   2.562   1.872  1.00  0.00           H  
HETATM   44  H16 UNL     1       3.947   1.882   0.309  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.851   0.319   2.692  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.503   0.365   2.136  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.209  -1.202   0.525  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.701  -0.535  -0.050  1.00  0.00           H  
HETATM   49  H21 UNL     1       2.952  -2.129   2.546  1.00  0.00           H  
HETATM   50  H22 UNL     1       1.446  -1.660   1.808  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.027  -4.447  -0.845  1.00  0.00           H  
HETATM   52  H24 UNL     1       2.915  -2.717  -1.735  1.00  0.00           H  
HETATM   53  H25 UNL     1      -0.014  -4.519   0.400  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.273  -3.995  -1.267  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   28
CONECT    7    8    8   34
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   35
CONECT   11   12   12   20
CONECT   12   13   14
CONECT   13   36
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   37   38   39
CONECT   17   18
CONECT   18   19
CONECT   19   40   41   42
CONECT   20   21   43   44
CONECT   21   22   45   46
CONECT   22   23   47   48
CONECT   23   24   49   50
CONECT   24   25   25   26
CONECT   26   27   28   51
CONECT   27   52
CONECT   28   53   54
END

HMDB0030810
     RDKit          3D
Porson
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.1199    0.5898    2.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8406    0.7732    1.7148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2382   -0.3351    1.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -1.6578    1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8549   -2.7399    0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289   -2.5301    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -1.2189   -0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250   -0.1118    0.3677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4168    1.1715    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736    1.2580    0.9802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387    2.0715    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    3.0534   -0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5124    3.9788   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153    3.1064   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    4.0796   -1.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    5.1538   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6497    2.1142   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8200    2.0320   -1.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5811    1.7675   -2.8619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286    1.7880    1.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4627    0.3985    1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343   -0.8249    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4718   -1.9493    1.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4472   -3.2915    0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556   -4.2514    1.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6642   -3.4831   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9898   -2.5534   -1.4776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1337   -3.6829   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5239    1.5789    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8149    0.1032    1.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0404    0.0308    3.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648   -1.8851    2.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1505   -3.7503    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -1.0097   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9011    0.5338    1.7802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375    3.9607   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    4.8350   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    5.9378   -2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    5.5806   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    1.2573   -3.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    2.7028   -3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165    1.1124   -3.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4696    2.5625    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9467    1.8821    0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    0.3186    2.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025    0.3648    2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -1.2018    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7008   -0.5346   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524   -2.1289    2.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459   -1.6605    1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -4.4465   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152   -2.7173   -1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0142   -4.5191    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2726   -3.9946   -1.2671 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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 11 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
  8  3  1  0
 17  9  1  0
 28  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 28 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₆

Average Molecular Weight

386.4382

Monoisotopic Molecular Weight

386.172938564

IUPAC Name

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

Traditional Name

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

CAS Registry Number

56222-03-8

SMILES

COC1=C2C=C(CC(O)C(=O)CCCCC3=CC2=C(OC)C(OC)=C3O)C=C1

InChI Identifier

InChI=1S/C22H26O6/c1-26-19-9-8-13-10-15(19)16-12-14(20(25)22(28-3)21(16)27-2)6-4-5-7-17(23)18(24)11-13/h8-10,12,18,24-25H,4-7,11H2,1-3H3

InChI Key

VHBRVHUPCPJJMZ-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
Alkyl aryl ether
Benzenoid
Cyclic ketone
Secondary alcohol
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030810)
Cell membrane (HMDB: HMDB0030810)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030810)

Source

Endogenous

Endogenous (HMDB: HMDB0030810)

Plant

Plant (HMDB: HMDB0030810)

Exogenous

Food

Food (HMDB: HMDB0030810)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030810)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	186 - 187 °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	0.015 g/L	ALOGPS
logP	3.33	ALOGPS
logP	3.58	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.17	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	105.98 m³·mol⁻¹	ChemAxon
Polarizability	40.91 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]+	190.883	31661259
DarkChem	[M-H]-	190.963	31661259
DeepCCS	[M+H]+	196.7	30932474
DeepCCS	[M-H]-	194.342	30932474
DeepCCS	[M-2H]-	228.726	30932474
DeepCCS	[M+Na]+	204.079	30932474
AllCCS	[M+H]+	192.9	32859911
AllCCS	[M+H-H2O]+	190.1	32859911
AllCCS	[M+NH4]+	195.4	32859911
AllCCS	[M+Na]+	196.1	32859911
AllCCS	[M-H]-	194.6	32859911
AllCCS	[M+Na-2H]-	194.9	32859911
AllCCS	[M+HCOO]-	195.4	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.	6.43 minutes	32390414
Predicted by Siyang on May 30, 2022	12.0904 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.27 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2327.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	204.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	137.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	593.2 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	540.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	150.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1074.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	508.3 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	1301.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	336.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	432.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	293.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	215.1 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	21.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Porson	COC1=C2C=C(CC(O)C(=O)CCCCC3=CC2=C(OC)C(OC)=C3O)C=C1	4583.7	Standard polar	33892256
Porson	COC1=C2C=C(CC(O)C(=O)CCCCC3=CC2=C(OC)C(OC)=C3O)C=C1	3199.9	Standard non polar	33892256
Porson	COC1=C2C=C(CC(O)C(=O)CCCCC3=CC2=C(OC)C(OC)=C3O)C=C1	3044.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Porson,1TMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(=O)C(O[Si](C)(C)C)C2	3272.1	Semi standard non polar	33892256
Porson,1TMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCCC(=O)C(O)C2	3333.6	Semi standard non polar	33892256
Porson,1TMS,isomer #3	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(O[Si](C)(C)C)=C(O)C2	3261.3	Semi standard non polar	33892256
Porson,1TMS,isomer #4	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C)C(O)C2	3259.5	Semi standard non polar	33892256
Porson,2TMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCCC(=O)C(O[Si](C)(C)C)C2	3262.1	Semi standard non polar	33892256
Porson,2TMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2	3264.6	Semi standard non polar	33892256
Porson,2TMS,isomer #3	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3226.0	Semi standard non polar	33892256
Porson,2TMS,isomer #4	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C)=C(O)C2	3248.4	Semi standard non polar	33892256
Porson,2TMS,isomer #5	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C)C(O)C2	3252.0	Semi standard non polar	33892256
Porson,3TMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2	3260.3	Semi standard non polar	33892256
Porson,3TMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C2	3230.0	Standard non polar	33892256
Porson,3TMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3211.7	Semi standard non polar	33892256
Porson,3TMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2	3137.0	Standard non polar	33892256
Porson,1TBDMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)C2	3496.0	Semi standard non polar	33892256
Porson,1TBDMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCCC(=O)C(O)C2	3536.6	Semi standard non polar	33892256
Porson,1TBDMS,isomer #3	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)C2	3495.6	Semi standard non polar	33892256
Porson,1TBDMS,isomer #4	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)C2	3504.8	Semi standard non polar	33892256
Porson,2TBDMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCCC(=O)C(O[Si](C)(C)C(C)(C)C)C2	3667.6	Semi standard non polar	33892256
Porson,2TBDMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2	3681.3	Semi standard non polar	33892256
Porson,2TBDMS,isomer #3	COC1=CC=C2C=C1C1=CC(=C(O)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	3647.9	Semi standard non polar	33892256
Porson,2TBDMS,isomer #4	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C(C)(C)C)=C(O)C2	3671.6	Semi standard non polar	33892256
Porson,2TBDMS,isomer #5	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C(C)(C)C)C(O)C2	3675.6	Semi standard non polar	33892256
Porson,3TBDMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2	3845.5	Semi standard non polar	33892256
Porson,3TBDMS,isomer #1	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C2	3700.6	Standard non polar	33892256
Porson,3TBDMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	3796.5	Semi standard non polar	33892256
Porson,3TBDMS,isomer #2	COC1=CC=C2C=C1C1=CC(=C(O[Si](C)(C)C(C)(C)C)C(OC)=C1OC)CCCC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2	3570.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Porson GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avi-0009000000-fff2fbc9cf93fda14c15	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porson GC-MS (2 TMS) - 70eV, Positive	splash10-01bi-2000950000-b7d5f3c8222074f95e6d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porson GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Porson 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 - Porson 10V, Positive-QTOF	splash10-000i-0009000000-b59f79f1d0b471bd0134	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 20V, Positive-QTOF	splash10-05n0-1009000000-aaee257253d9379a1f30	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 40V, Positive-QTOF	splash10-0aou-4039000000-5e68ff81d2a6c71a7087	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 10V, Negative-QTOF	splash10-000i-0009000000-620dbb7953b11e7aabfc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 20V, Negative-QTOF	splash10-000i-0009000000-6c786646d00bdfe6ff27	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 40V, Negative-QTOF	splash10-029j-2069000000-5483085d6cc786aad5cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 10V, Negative-QTOF	splash10-000i-0009000000-37da37047cdf1c71272e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 20V, Negative-QTOF	splash10-000i-0009000000-24382024cd96ba599b5f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 40V, Negative-QTOF	splash10-0h2r-0029000000-8640ef752f9415d9ab37	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 10V, Positive-QTOF	splash10-00kr-0009000000-fa6db55a8454ab2d4923	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 20V, Positive-QTOF	splash10-0fri-0009000000-2014d1516dfad159036d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Porson 40V, Positive-QTOF	splash10-0udi-0059000000-d4cdb7a8da9b4d44e44b	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

FDB002764

KNApSAcK ID

Not Available

Chemspider ID

35013266

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Richard Porson

METLIN ID

Not Available

PubChem Compound

131751083

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

Porson → {15-hydroxy-3,16,17-trimethoxy-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

Porson → 3,4,5-trihydroxy-6-({12-hydroxy-3,4,17-trimethoxy-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 Porson (HMDB0030810)

MOL for HMDB0030810 (Porson)

3D MOL for HMDB0030810 (Porson)

3D SDF for HMDB0030810 (Porson)

3D-SDF for HMDB0030810 (Porson)

PDB for HMDB0030810 (Porson)

3D PDB for HMDB0030810 (Porson)

SMILES for HMDB0030810 (Porson)

INCHI for HMDB0030810 (Porson)

Structure for HMDB0030810 (Porson)

3D Structure for HMDB0030810 (Porson)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions