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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:32:09 UTC

Update Date

2022-03-07 02:54:32 UTC

HMDB ID

HMDB0035525

Secondary Accession Numbers

HMDB35525

Metabolite Identification

Common Name

Licofuranone

Description

Licofuranone belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Licofuranone has been detected, but not quantified in, several different foods, such as black tea, green tea, teas (Camellia sinensis), herbal tea, and herbs and spices. This could make licofuranone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Licofuranone.

Structure

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

  Mrv0541 05061308322D          

 26 28  0  0  0  0            999 V2000
   -2.0051   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 15  2  0  0  0  0
 18 13  1  0  0  0  0
 19 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 18  2  0  0  0  0
 25  3  1  0  0  0  0
 25 19  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END

HMDB0035525
     RDKit          3D
Licofuranone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -0.8566   -0.4961    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    0.1451    1.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -0.5171   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -1.0886   -0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.0104   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9854    0.2777   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3896    1.0404    0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2592    0.7524    2.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543    2.3502    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -1.7281   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8342   -2.3160   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -1.7850   -2.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186   -1.1999   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.3016   -2.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.5633   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    0.0675    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977   -0.8755    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599   -0.2898    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9341   -0.6257    1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729    0.1396    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2589   -0.2071    1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166    1.2634    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8414    1.5993   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    0.8355   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    0.9439   -0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    1.6354   -1.8088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8167   -0.7378    2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.4554    2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.1333    3.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -1.2753    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -1.8617   -0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524    0.6252   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    1.1241    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874    1.2854    2.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144   -0.3369    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    3.0357    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6797    2.1104   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7055    2.7160    1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.7882   -3.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -2.2838   -3.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.9757   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    0.6340    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -1.5090    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4095    0.1558    2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    1.8760    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7918    2.4815   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 15  3  1  0
 25 16  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
M  END

  Mrv0541 05061308322D          

 26 28  0  0  0  0            999 V2000
   -2.0051   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 14  9  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 15  2  0  0  0  0
 18 13  1  0  0  0  0
 19 12  2  0  0  0  0
 19 17  1  0  0  0  0
 20 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 18  2  0  0  0  0
 25  3  1  0  0  0  0
 25 19  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035525

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=C(C=CC(O)=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c1-10(2)4-6-12-14(22)9-15(23)17(19(12)25-3)20-18(24)13-7-5-11(21)8-16(13)26-20/h4-5,7-9,20-23H,6H2,1-3H3

> <INCHI_KEY>
WLDXQYSLYHUZTM-UHFFFAOYSA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.3692

> <EXACT_MASS>
356.125988372

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
36.514904564785795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
3.6711802653333336

> <ALOGPS_LOGS>
-4.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.834903769659729

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.648702868193183

> <JCHEM_PKA_STRONGEST_BASIC>
-4.627169769318878

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
97.37149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-hydroxy-2H-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035525
     RDKit          3D
Licofuranone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -0.8566   -0.4961    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    0.1451    1.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -0.5171   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -1.0886   -0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.0104   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9854    0.2777   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3896    1.0404    0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2592    0.7524    2.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543    2.3502    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -1.7281   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8342   -2.3160   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -1.7850   -2.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186   -1.1999   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.3016   -2.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.5633   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    0.0675    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977   -0.8755    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599   -0.2898    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9341   -0.6257    1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729    0.1396    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2589   -0.2071    1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166    1.2634    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8414    1.5993   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    0.8355   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    0.9439   -0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    1.6354   -1.8088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8167   -0.7378    2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.4554    2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.1333    3.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -1.2753    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -1.8617   -0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524    0.6252   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    1.1241    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874    1.2854    2.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144   -0.3369    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    3.0357    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6797    2.1104   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7055    2.7160    1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.7882   -3.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -2.2838   -3.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.9757   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    0.6340    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -1.5090    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4095    0.1558    2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    1.8760    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7918    2.4815   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 15  3  1  0
 25 16  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  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      -3.743  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.053  -3.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.417  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.743  -1.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.203  -1.897   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.513  -3.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.877   3.437   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.846   3.481   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.877  -1.897   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   25                                                            
CONECT    4    6   10                                                       
CONECT    5    7   11                                                       
CONECT    6    4   12                                                       
CONECT    7    5   13                                                       
CONECT    8   11   16                                                       
CONECT    9   14   15                                                       
CONECT   10    1    2    4                                                  
CONECT   11    5    8   21                                                  
CONECT   12    6   14   19                                                  
CONECT   13    7   16   18                                                  
CONECT   14    9   12   22                                                  
CONECT   15    9   17   23                                                  
CONECT   16    8   13   26                                                  
CONECT   17   15   19   20                                                  
CONECT   18   13   20   24                                                  
CONECT   19   12   17   25                                                  
CONECT   20   17   18   26                                                  
CONECT   21   11                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   18                                                            
CONECT   25    3   19                                                       
CONECT   26   16   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0035525
HETATM    1  C1  UNL     1      -0.857  -0.496   2.341  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.018   0.145   1.103  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.885  -0.517  -0.115  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.962  -1.089  -0.728  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.325  -1.010  -0.118  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.985   0.278  -0.304  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.390   1.040   0.684  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.259   0.752   2.128  1.00  0.00           C  
HETATM    9  C8  UNL     1      -5.054   2.350   0.314  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.754  -1.728  -1.931  1.00  0.00           C  
HETATM   11  O2  UNL     1      -2.834  -2.316  -2.573  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.508  -1.785  -2.485  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.619  -1.200  -1.866  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.838  -1.302  -2.479  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.417  -0.563  -0.672  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.529   0.068   0.070  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.498  -0.875   0.502  1.00  0.00           O  
HETATM   18  C14 UNL     1       3.760  -0.290   0.556  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.934  -0.626   1.212  1.00  0.00           C  
HETATM   20  C16 UNL     1       6.073   0.140   1.097  1.00  0.00           C  
HETATM   21  O5  UNL     1       7.259  -0.207   1.764  1.00  0.00           O  
HETATM   22  C17 UNL     1       6.017   1.263   0.301  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.841   1.599  -0.355  1.00  0.00           C  
HETATM   24  C19 UNL     1       3.701   0.836  -0.241  1.00  0.00           C  
HETATM   25  C20 UNL     1       2.330   0.944  -0.812  1.00  0.00           C  
HETATM   26  O6  UNL     1       2.004   1.635  -1.809  1.00  0.00           O  
HETATM   27  H1  UNL     1      -1.817  -0.738   2.801  1.00  0.00           H  
HETATM   28  H2  UNL     1      -0.278  -1.455   2.206  1.00  0.00           H  
HETATM   29  H3  UNL     1      -0.216   0.133   3.004  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.195  -1.275   0.943  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.939  -1.862  -0.547  1.00  0.00           H  
HETATM   32  H6  UNL     1      -4.152   0.625  -1.338  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.268   1.124   2.450  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.087   1.285   2.660  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.314  -0.337   2.276  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.219   3.036   0.048  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.680   2.110  -0.588  1.00  0.00           H  
HETATM   38  H12 UNL     1      -5.706   2.716   1.111  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.703  -2.788  -3.452  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.322  -2.284  -3.434  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.702  -0.976  -2.170  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.121   0.634   0.949  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.980  -1.509   1.837  1.00  0.00           H  
HETATM   44  H18 UNL     1       7.409   0.156   2.691  1.00  0.00           H  
HETATM   45  H19 UNL     1       6.905   1.876   0.200  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.792   2.482  -0.982  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   10
CONECT    5    6   30   31
CONECT    6    7    7   32
CONECT    7    8    9
CONECT    8   33   34   35
CONECT    9   36   37   38
CONECT   10   11   12   12
CONECT   11   39
CONECT   12   13   40
CONECT   13   14   15   15
CONECT   14   41
CONECT   15   16
CONECT   16   17   25   42
CONECT   17   18
CONECT   18   19   19   24
CONECT   19   20   43
CONECT   20   21   22   22
CONECT   21   44
CONECT   22   23   45
CONECT   23   24   24   46
CONECT   24   25
CONECT   25   26   26
END

HMDB0035525
     RDKit          3D
Licofuranone
 46 48  0  0  0  0  0  0  0  0999 V2000
   -0.8566   -0.4961    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    0.1451    1.1031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853   -0.5171   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -1.0886   -0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -1.0104   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9854    0.2777   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3896    1.0404    0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2592    0.7524    2.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0543    2.3502    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7535   -1.7281   -1.9311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8342   -2.3160   -2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -1.7850   -2.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186   -1.1999   -1.8657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.3016   -2.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.5633   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    0.0675    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977   -0.8755    0.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7599   -0.2898    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9341   -0.6257    1.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0729    0.1396    1.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2589   -0.2071    1.7645 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0166    1.2634    0.3014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8414    1.5993   -0.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    0.8355   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301    0.9439   -0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    1.6354   -1.8088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8167   -0.7378    2.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784   -1.4554    2.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161    0.1333    3.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1953   -1.2753    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -1.8617   -0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1524    0.6252   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    1.1241    2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0874    1.2854    2.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3144   -0.3369    2.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2186    3.0357    0.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6797    2.1104   -0.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7055    2.7160    1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -2.7882   -3.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3216   -2.2838   -3.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023   -0.9757   -2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214    0.6340    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -1.5090    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4095    0.1558    2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    1.8760    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7918    2.4815   -0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 15  3  1  0
 25 16  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 12 40  1  0
 14 41  1  0
 16 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[4,6-Dihydroxy-2-methoxy-3-(3-methyl-2-butenyl)phenyl]-6-hydroxy-3(2H)-benzofuranone, 9ci	HMDB
Licofuranone	MeSH

Chemical Formula

C₂₀H₂₀O₆

Average Molecular Weight

356.3692

Monoisotopic Molecular Weight

356.125988372

IUPAC Name

2-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-one

Traditional Name

2-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-hydroxy-2H-1-benzofuran-3-one

CAS Registry Number

161099-38-3

SMILES

COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=C(C=CC(O)=C2)C1=O

InChI Identifier

InChI=1S/C20H20O6/c1-10(2)4-6-12-14(22)9-15(23)17(19(12)25-3)20-18(24)13-7-5-11(21)8-16(13)26-20/h4-5,7-9,20-23H,6H2,1-3H3

InChI Key

WLDXQYSLYHUZTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Methoxyphenol
Coumaran
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Resorcinol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035525)
Cell membrane (HMDB: HMDB0035525)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035525)

Source

Exogenous

Exogenous (HMDB: HMDB0035525)

Food

Food (HMDB: HMDB0035525)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0035525)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035525)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	12.78 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.22	ALOGPS
logP	3.67	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.65	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.37 m³·mol⁻¹	ChemAxon
Polarizability	36.51 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]+	184.063	31661259
DarkChem	[M-H]-	181.439	31661259
DeepCCS	[M+H]+	186.136	30932474
DeepCCS	[M-H]-	183.778	30932474
DeepCCS	[M-2H]-	217.945	30932474
DeepCCS	[M+Na]+	194.069	30932474
AllCCS	[M+H]+	186.0	32859911
AllCCS	[M+H-H2O]+	182.8	32859911
AllCCS	[M+NH4]+	188.9	32859911
AllCCS	[M+Na]+	189.7	32859911
AllCCS	[M-H]-	186.2	32859911
AllCCS	[M+Na-2H]-	185.9	32859911
AllCCS	[M+HCOO]-	185.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Licofuranone	COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=C(C=CC(O)=C2)C1=O	4382.8	Standard polar	33892256
Licofuranone	COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=C(C=CC(O)=C2)C1=O	3031.6	Standard non polar	33892256
Licofuranone	COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=C(C=CC(O)=C2)C1=O	3220.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Licofuranone,1TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C1C1OC2=CC(O)=CC=C2C1=O	3006.8	Semi standard non polar	33892256
Licofuranone,1TMS,isomer #2	COC1=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C1C1OC2=CC(O)=CC=C2C1=O	3013.0	Semi standard non polar	33892256
Licofuranone,1TMS,isomer #3	COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=CC(O[Si](C)(C)C)=CC=C2C1=O	3025.7	Semi standard non polar	33892256
Licofuranone,2TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C1OC2=CC(O)=CC=C2C1=O	2957.7	Semi standard non polar	33892256
Licofuranone,2TMS,isomer #2	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C1C1OC2=CC(O[Si](C)(C)C)=CC=C2C1=O	2965.1	Semi standard non polar	33892256
Licofuranone,2TMS,isomer #3	COC1=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C1C1OC2=CC(O[Si](C)(C)C)=CC=C2C1=O	2978.8	Semi standard non polar	33892256
Licofuranone,3TMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1C1OC2=CC(O[Si](C)(C)C)=CC=C2C1=O	2992.1	Semi standard non polar	33892256
Licofuranone,1TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C1OC2=CC(O)=CC=C2C1=O	3235.8	Semi standard non polar	33892256
Licofuranone,1TBDMS,isomer #2	COC1=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C1OC2=CC(O)=CC=C2C1=O	3249.5	Semi standard non polar	33892256
Licofuranone,1TBDMS,isomer #3	COC1=C(CC=C(C)C)C(O)=CC(O)=C1C1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1=O	3263.8	Semi standard non polar	33892256
Licofuranone,2TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C1OC2=CC(O)=CC=C2C1=O	3402.4	Semi standard non polar	33892256
Licofuranone,2TBDMS,isomer #2	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C1C1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1=O	3425.1	Semi standard non polar	33892256
Licofuranone,2TBDMS,isomer #3	COC1=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C1C1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1=O	3439.3	Semi standard non polar	33892256
Licofuranone,3TBDMS,isomer #1	COC1=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1C1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C1=O	3600.4	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 - Licofuranone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2019000000-182212833cde72ccde3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licofuranone GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-1002190000-0e3bcdd0a58745f1701f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licofuranone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Licofuranone 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 - Licofuranone 10V, Positive-QTOF	splash10-0a4i-0019000000-2216956e6357a9f76eaa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 20V, Positive-QTOF	splash10-000i-3439000000-7785ac2ef4e6bf52f453	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 40V, Positive-QTOF	splash10-014i-8920000000-069bab6d4ea003723467	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 10V, Negative-QTOF	splash10-0a4i-0009000000-a9b0813786f439ed09d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 20V, Negative-QTOF	splash10-0a4r-0129000000-5c38a564684ec965ceda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 40V, Negative-QTOF	splash10-014j-2922000000-e2e95bfa3bfb913db8fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 10V, Positive-QTOF	splash10-0a4i-0009000000-67c8a42c087967ad4f56	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 20V, Positive-QTOF	splash10-0udi-0629000000-404393dd2b1883f638a8	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 40V, Positive-QTOF	splash10-055r-2795000000-778a3ab11654bed48a30	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 10V, Negative-QTOF	splash10-0a4i-0109000000-0b13e3868fbde6bd2726	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 20V, Negative-QTOF	splash10-0a4i-0319000000-8362ec7e30554777e34b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Licofuranone 40V, Negative-QTOF	splash10-0udl-4449000000-daad5d19d817a323c500	2021-09-25	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

FDB014217

KNApSAcK ID

Not Available

Chemspider ID

35013948

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15060135

PDB ID

Not Available

ChEBI ID

175572

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1850451

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

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

Reactions

Licofuranone → 6-({2-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-oxo-2,3-dihydro-1-benzofuran-6-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Licofuranone → 3,4,5-trihydroxy-6-[5-hydroxy-2-(6-hydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)-3-methoxy-4-(3-methylbut-2-en-1-yl)phenoxy]oxane-2-carboxylic acid	details
Licofuranone → 3,4,5-trihydroxy-6-[5-hydroxy-4-(6-hydroxy-3-oxo-2,3-dihydro-1-benzofuran-2-yl)-3-methoxy-2-(3-methylbut-2-en-1-yl)phenoxy]oxane-2-carboxylic acid	details

Showing metabocard for Licofuranone (HMDB0035525)

MOL for HMDB0035525 (Licofuranone)

3D MOL for HMDB0035525 (Licofuranone)

3D SDF for HMDB0035525 (Licofuranone)

3D-SDF for HMDB0035525 (Licofuranone)

PDB for HMDB0035525 (Licofuranone)

3D PDB for HMDB0035525 (Licofuranone)

SMILES for HMDB0035525 (Licofuranone)

INCHI for HMDB0035525 (Licofuranone)

Structure for HMDB0035525 (Licofuranone)

3D Structure for HMDB0035525 (Licofuranone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions