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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:52:50 UTC

Update Date

2022-03-07 02:56:34 UTC

HMDB ID

HMDB0040350

Secondary Accession Numbers

HMDB40350

Metabolite Identification

Common Name

6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one

Description

6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one has been detected, but not quantified in, fruits. This could make 6,11-dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one.

Structure

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


  Mrv0541 02241218372D          

 28 31  0  0  0  0            999 V2000
   -4.2891    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4324   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4324    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -0.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743   -1.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2891   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 20  2  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  2  0  0  0  0
 14 21  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 17 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0040350
     RDKit          3D
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.1603    0.1866    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8938    1.0371   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0193    1.6055   -1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6665    1.2981   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357    0.7269    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6676   -0.1560   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -0.7271    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.5005    1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3558    0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    0.4462    0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -0.4848   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6015   -1.5152   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937   -2.4394   -1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.3463   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -3.2896   -2.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -1.3331   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7706   -1.2124   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -2.0015   -1.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3880   -0.1601   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    0.0254   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.0894    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5391    1.9813    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772    1.8031    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002    2.6926    1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057    0.7160    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    0.5763    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6702   -0.4062   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689   -1.6159   -0.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873   -0.8178    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7444    0.6650    1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.0676    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9018    1.8511   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3878    0.8743   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7156    2.5622   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    1.9062   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937    0.1379    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    1.6158    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511    0.3538   -1.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822   -1.0250   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -2.3312    1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4866   -0.8459    2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298   -1.9263    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.1038    1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995    1.2806    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -3.2750   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254   -3.4893   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3368   -0.6726   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3985    1.2729    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0169    2.8142    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4032    2.5256    1.7431 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 12 28  1  0
 28  7  1  0
 27 11  1  0
 27 16  2  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 13 45  1  0
 15 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
M  END


  Mrv0541 02241218372D          

 28 31  0  0  0  0            999 V2000
   -4.2891    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2891   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4324   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4324    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0040   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -0.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743   -1.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176    1.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -1.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2891   -1.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 19  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 20  2  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  2  0  0  0  0
 14 21  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 17 24  1  0  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040350

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C2=C(O1)C(O)=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3

> <INCHI_KEY>
LVANTWLBTIEHSX-UHFFFAOYSA-N

> <FORMULA>
C23H22O5

> <MOLECULAR_WEIGHT>
378.4178

> <EXACT_MASS>
378.146723814

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.28301704815959

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,11-dihydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2,10-dihydro-1,5-dioxatetraphen-10-one

> <ALOGPS_LOGP>
5.07

> <JCHEM_LOGP>
5.640800984000001

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.775609732083703

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.871290266249287

> <JCHEM_PKA_STRONGEST_BASIC>
-4.197943939528803

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
108.8971

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,11-dihydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-1,5-dioxatetraphen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040350
     RDKit          3D
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.1603    0.1866    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8938    1.0371   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0193    1.6055   -1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6665    1.2981   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357    0.7269    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6676   -0.1560   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -0.7271    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.5005    1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3558    0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    0.4462    0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -0.4848   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6015   -1.5152   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937   -2.4394   -1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.3463   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -3.2896   -2.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -1.3331   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7706   -1.2124   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -2.0015   -1.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3880   -0.1601   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    0.0254   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.0894    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5391    1.9813    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772    1.8031    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002    2.6926    1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057    0.7160    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    0.5763    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6702   -0.4062   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689   -1.6159   -0.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873   -0.8178    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7444    0.6650    1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.0676    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9018    1.8511   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3878    0.8743   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7156    2.5622   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    1.9062   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937    0.1379    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    1.6158    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511    0.3538   -1.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822   -1.0250   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -2.3312    1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4866   -0.8459    2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298   -1.9263    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.1038    1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995    1.2806    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -3.2750   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254   -3.4893   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3368   -0.6726   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3985    1.2729    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0169    2.8142    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4032    2.5256    1.7431 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 12 28  1  0
 28  7  1  0
 27 11  1  0
 27 16  2  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 13 45  1  0
 15 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -8.006   1.156   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.006  -0.387   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.672  -1.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.340  -0.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.340   1.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.672   1.925   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.006  -1.158   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.674  -0.387   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.674   1.156   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.006   1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.340  -1.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.007  -0.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.007   1.156   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.340   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.340  -2.698   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.007  -3.467   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.321  -2.698   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.321  -1.158   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -6.672  -2.698   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.006   3.467   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.340   3.467   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.658  -3.467   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.995  -2.698   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.658  -1.927   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.333  -3.467   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.669  -2.698   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.006  -3.467   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.669  -1.158   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10   14                                                  
CONECT   10    5    9   20                                                  
CONECT   11    8   12   15                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14    9   13   21                                                  
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22   24                                             
CONECT   18   12   17                                                       
CONECT   19    3                                                            
CONECT   20   10                                                            
CONECT   21   14                                                            
CONECT   22   17   23                                                       
CONECT   23   22   25                                                       
CONECT   24   17                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0040350
HETATM    1  C1  UNL     1       6.160   0.187   0.902  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.894   1.037  -0.286  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.019   1.605  -1.075  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.666   1.298  -0.654  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.536   0.727   0.139  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.668  -0.156  -0.697  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.553  -0.727   0.174  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.307  -1.501   1.273  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.814   0.356   0.829  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.495   0.446   0.712  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.306  -0.485  -0.048  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.601  -1.515  -0.662  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.294  -2.439  -1.402  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.692  -2.346  -1.536  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.343  -3.290  -2.283  1.00  0.00           O  
HETATM   16  C15 UNL     1      -3.409  -1.333  -0.935  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.771  -1.212  -1.045  1.00  0.00           C  
HETATM   18  O2  UNL     1      -5.482  -2.001  -1.693  1.00  0.00           O  
HETATM   19  C17 UNL     1      -5.388  -0.160  -0.402  1.00  0.00           C  
HETATM   20  C18 UNL     1      -6.756   0.025  -0.468  1.00  0.00           C  
HETATM   21  C19 UNL     1      -7.314   1.089   0.191  1.00  0.00           C  
HETATM   22  C20 UNL     1      -6.539   1.981   0.920  1.00  0.00           C  
HETATM   23  C21 UNL     1      -5.177   1.803   0.990  1.00  0.00           C  
HETATM   24  O3  UNL     1      -4.400   2.693   1.717  1.00  0.00           O  
HETATM   25  C22 UNL     1      -4.606   0.716   0.317  1.00  0.00           C  
HETATM   26  O4  UNL     1      -3.306   0.576   0.405  1.00  0.00           O  
HETATM   27  C23 UNL     1      -2.670  -0.406  -0.187  1.00  0.00           C  
HETATM   28  O5  UNL     1       0.769  -1.616  -0.537  1.00  0.00           O  
HETATM   29  H1  UNL     1       5.687  -0.818   0.826  1.00  0.00           H  
HETATM   30  H2  UNL     1       5.744   0.665   1.817  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.277   0.068   1.025  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.902   1.851  -0.445  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.388   0.874  -1.838  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.716   2.562  -1.584  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.448   1.906  -1.504  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.894   0.138   1.001  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.018   1.616   0.568  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.251   0.354  -1.589  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.282  -1.025  -1.007  1.00  0.00           H  
HETATM   40  H12 UNL     1       1.659  -2.331   1.613  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.487  -0.846   2.145  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.230  -1.926   0.855  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.361   1.104   1.444  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.999   1.281   1.222  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.800  -3.275  -1.912  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.225  -3.489  -2.547  1.00  0.00           H  
HETATM   47  H19 UNL     1      -7.337  -0.673  -1.035  1.00  0.00           H  
HETATM   48  H20 UNL     1      -8.399   1.273   0.164  1.00  0.00           H  
HETATM   49  H21 UNL     1      -7.017   2.814   1.430  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.403   2.526   1.743  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   28
CONECT    8   40   41   42
CONECT    9   10   10   43
CONECT   10   11   44
CONECT   11   12   12   27
CONECT   12   13   28
CONECT   13   14   14   45
CONECT   14   15   16
CONECT   15   46
CONECT   16   17   27   27
CONECT   17   18   18   19
CONECT   19   20   20   25
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   22   23   49
CONECT   23   24   25   25
CONECT   24   50
CONECT   25   26
CONECT   26   27
END

HMDB0040350
     RDKit          3D
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one
 50 53  0  0  0  0  0  0  0  0999 V2000
    6.1603    0.1866    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8938    1.0371   -0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0193    1.6055   -1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6665    1.2981   -0.6544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357    0.7269    0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6676   -0.1560   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5533   -0.7271    0.1736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3072   -1.5005    1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8137    0.3558    0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4951    0.4462    0.7116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3061   -0.4848   -0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6015   -1.5152   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2937   -2.4394   -1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6918   -2.3463   -1.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3431   -3.2896   -2.2831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -1.3331   -0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7706   -1.2124   -1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4815   -2.0015   -1.6930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3880   -0.1601   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7556    0.0254   -0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3144    1.0894    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5391    1.9813    0.9200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1772    1.8031    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4002    2.6926    1.7173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057    0.7160    0.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3056    0.5763    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6702   -0.4062   -0.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7689   -1.6159   -0.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6873   -0.8178    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7444    0.6650    1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2765    0.0676    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9018    1.8511   -0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3878    0.8743   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7156    2.5622   -1.5839 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479    1.9062   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937    0.1379    1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0179    1.6158    0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2511    0.3538   -1.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822   -1.0250   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6589   -2.3312    1.6133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4866   -0.8459    2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2298   -1.9263    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3608    1.1038    1.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995    1.2806    1.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002   -3.2750   -1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2254   -3.4893   -2.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3368   -0.6726   -1.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3985    1.2729    0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0169    2.8142    1.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4032    2.5256    1.7431 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 12 28  1  0
 28  7  1  0
 27 11  1  0
 27 16  2  0
 25 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 13 45  1  0
 15 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Xanthone 4	HMDB

Chemical Formula

C₂₃H₂₂O₅

Average Molecular Weight

378.4178

Monoisotopic Molecular Weight

378.146723814

IUPAC Name

6,11-dihydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-2,10-dihydro-1,5-dioxatetraphen-10-one

Traditional Name

6,11-dihydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)-1,5-dioxatetraphen-10-one

CAS Registry Number

35338-77-3

SMILES

CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C2=C(O1)C(O)=CC=C2

InChI Identifier

InChI=1S/C23H22O5/c1-13(2)6-5-10-23(3)11-9-14-18(28-23)12-17(25)19-20(26)15-7-4-8-16(24)21(15)27-22(14)19/h4,6-9,11-12,24-25H,5,10H2,1-3H3

InChI Key

LVANTWLBTIEHSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Pyranochromene
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040350)
Cell membrane (HMDB: HMDB0040350)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040350)

Source

Exogenous

Exogenous (HMDB: HMDB0040350)

Food

Food (HMDB: HMDB0040350)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040350)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040350)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 - 141 °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	0.0049 g/L	ALOGPS
logP	5.07	ALOGPS
logP	5.64	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	7.87	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.9 m³·mol⁻¹	ChemAxon
Polarizability	41.28 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	191.352	31661259
DarkChem	[M-H]-	188.88	31661259
DeepCCS	[M+H]+	191.002	30932474
DeepCCS	[M-H]-	188.644	30932474
DeepCCS	[M-2H]-	222.222	30932474
DeepCCS	[M+Na]+	197.45	30932474
AllCCS	[M+H]+	194.8	32859911
AllCCS	[M+H-H2O]+	191.8	32859911
AllCCS	[M+NH4]+	197.7	32859911
AllCCS	[M+Na]+	198.5	32859911
AllCCS	[M-H]-	191.1	32859911
AllCCS	[M+Na-2H]-	190.8	32859911
AllCCS	[M+HCOO]-	190.6	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.	8.57 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4692 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.15 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3133.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	294.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	217.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	724.8 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	808.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1431.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	555.5 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	1518.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	526.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	290.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	297.0 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C2=C(O1)C(O)=CC=C2	4508.2	Standard polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C2=C(O1)C(O)=CC=C2	3157.3	Standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one	CC(C)=CCCC1(C)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C2=C(O1)C(O)=CC=C2	3391.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,1TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC2=C(O)C=CC=C2C3=O)O1	3383.8	Semi standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,1TMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C(O)C3=C2OC2=C(O[Si](C)(C)C)C=CC=C2C3=O)O1	3357.1	Semi standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,2TMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C(O[Si](C)(C)C)C3=C2OC2=C(O[Si](C)(C)C)C=CC=C2C3=O)O1	3341.9	Semi standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,1TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC2=C(O)C=CC=C2C3=O)O1	3586.1	Semi standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,1TBDMS,isomer #2	CC(C)=CCCC1(C)C=CC2=C(C=C(O)C3=C2OC2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2C3=O)O1	3561.2	Semi standard non polar	33892256
6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one,2TBDMS,isomer #1	CC(C)=CCCC1(C)C=CC2=C(C=C(O[Si](C)(C)C(C)(C)C)C3=C2OC2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2C3=O)O1	3765.6	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 - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-02t9-9118000000-4016e26a53664b1ffb48	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-8000690000-27217de1e3a4873fdda8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 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 - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 10V, Positive-QTOF	splash10-004i-0029000000-c010cd6679faebcb599d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 20V, Positive-QTOF	splash10-0a6r-4094000000-aed0987474bbe87d5b30	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 40V, Positive-QTOF	splash10-066r-9260000000-ca50ea067b3733531438	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 10V, Negative-QTOF	splash10-004i-0009000000-941e38660ca5144ea7a2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 20V, Negative-QTOF	splash10-004i-0029000000-b3ca0a3be9f68b34ba1c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 40V, Negative-QTOF	splash10-054x-1493000000-0c7fe6cd2e167746e56a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 10V, Positive-QTOF	splash10-004i-0009000000-913f6daceb13d08af49e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 20V, Positive-QTOF	splash10-004i-0129000000-122824fa4a2d1d374c00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 40V, Positive-QTOF	splash10-014m-2092000000-334ff4ee57771e392e07	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 10V, Negative-QTOF	splash10-004i-0009000000-396e5f6c5ce1bbacff87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 20V, Negative-QTOF	splash10-004i-0049000000-9651bff63b45f4001682	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one 40V, Negative-QTOF	splash10-0ktf-2492000000-a078475e07f8898ea248	2021-09-23	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

FDB020076

KNApSAcK ID

Not Available

Chemspider ID

4577158

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5465516

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.. .

Showing metabocard for 6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one (HMDB0040350)

MOL for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

3D MOL for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

3D SDF for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

3D-SDF for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

PDB for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

3D PDB for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

SMILES for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

INCHI for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

Structure for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

3D Structure for HMDB0040350 (6,11-Dihydroxy-3-methyl-3-(4-methyl-3-pentenyl)-3H,7H-pyrano[2,3-c]xanthen-7-one)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra