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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:06 UTC

Update Date

2022-03-07 02:52:34 UTC

HMDB ID

HMDB0030490

Secondary Accession Numbers

HMDB30490

Metabolite Identification

Common Name

Artonol E

Description

Artonol E belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. Thus, artonol e is considered to be a flavonoid. Artonol E has been detected, but not quantified in, breadfruits (Artocarpus altilis) and fruits. This could make artonol e a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Artonol E.

Structure

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


  Mrv0541 05061305152D          

 33 37  0  0  0  0            999 V2000
   -1.3184    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6004    3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6004    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    0.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    0.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23 18  1  0  0  0  0
 24 15  2  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 23  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26  7  1  0  0  0  0
 27 16  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  2  0  0  0  0
 30 23  1  0  0  0  0
 31  5  1  0  0  0  0
 31 12  1  0  0  0  0
 32 17  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 26  1  0  0  0  0
M  END

HMDB0030490
     RDKit          3D
Artonol E
 57 61  0  0  0  0  0  0  0  0999 V2000
   -2.1477    3.9767   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    3.7028   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    4.9059    0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577    2.4371    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.4073    0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    1.3138    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.1423    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8669   -0.8888   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845   -0.8579   -0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534   -2.0170   -0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073   -1.9819   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9269   -3.1281   -1.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3366   -3.1285   -0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8776   -0.8841   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2075    0.2874    0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9320    1.3666    0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    0.2821    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685    1.3928    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    2.4140    0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0529   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.2217   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.2714   -0.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.4269   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -0.3542    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365    0.9264    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    1.9591    0.7362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1173    1.1589    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -0.4766    0.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -1.7137    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360   -2.0890    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1447   -1.6304   -0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -2.8374   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725   -2.7033   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    5.0515   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974    3.3213   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    4.6497    1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270    5.0589   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    5.8022    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    2.3445   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    3.3905    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.2332    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -2.8753   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7398   -2.4411   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6520   -4.1902   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276   -2.7987    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -0.8456   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    2.2322    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -3.1891   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.8489    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -2.5279    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -2.8213    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1986   -1.1945    2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3559   -0.5540   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549   -2.1668   -0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -2.0621   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.8174   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -3.5639   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 27  4  1  0
 18  6  1  0
 27 20  1  0
 17  9  1  0
 33 23  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 22 48  1  0
 26 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END


  Mrv0541 05061305152D          

 33 37  0  0  0  0            999 V2000
   -1.3184    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6004    3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6004    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2191    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9816    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    1.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3941    0.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    0.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6316    4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1566    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 11  1  2  0  0  0  0
 11  2  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  1  0  0  0  0
 22 19  1  0  0  0  0
 23 18  1  0  0  0  0
 24 15  2  0  0  0  0
 24 20  1  0  0  0  0
 25 13  1  0  0  0  0
 25 23  2  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26  7  1  0  0  0  0
 27 16  1  0  0  0  0
 28 21  1  0  0  0  0
 29 22  2  0  0  0  0
 30 23  1  0  0  0  0
 31  5  1  0  0  0  0
 31 12  1  0  0  0  0
 32 17  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  1  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030490

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(O)=C2C(OC3=C(CC(C(C)=C)C4=C3C(O)=C3C=CC(C)(C)OC3=C4O)C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H24O7/c1-11(2)14-10-15-22(29)19-16(27)8-12(31-5)9-17(19)32-24(15)20-18(14)23(30)25-13(21(20)28)6-7-26(3,4)33-25/h6-9,14,27-28,30H,1,10H2,2-5H3

> <INCHI_KEY>
CNWSDOLXOOXOCZ-UHFFFAOYSA-N

> <FORMULA>
C26H24O7

> <MOLECULAR_WEIGHT>
448.4646

> <EXACT_MASS>
448.152203122

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
47.63830956611257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,10,14-trihydroxy-8-methoxy-2,2-dimethyl-13-(prop-1-en-2-yl)-2,11,12,13-tetrahydro-1,6-dioxapentaphen-11-one

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.565848292666667

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.849944337725407

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.248447395431834

> <JCHEM_PKA_STRONGEST_BASIC>
-4.551989151354988

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
124.84229999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
artonol E

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030490
     RDKit          3D
Artonol E
 57 61  0  0  0  0  0  0  0  0999 V2000
   -2.1477    3.9767   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    3.7028   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    4.9059    0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577    2.4371    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.4073    0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    1.3138    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.1423    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8669   -0.8888   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845   -0.8579   -0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534   -2.0170   -0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073   -1.9819   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9269   -3.1281   -1.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3366   -3.1285   -0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8776   -0.8841   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2075    0.2874    0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9320    1.3666    0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    0.2821    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685    1.3928    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    2.4140    0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0529   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.2217   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.2714   -0.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.4269   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -0.3542    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365    0.9264    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    1.9591    0.7362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1173    1.1589    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -0.4766    0.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -1.7137    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360   -2.0890    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1447   -1.6304   -0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -2.8374   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725   -2.7033   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    5.0515   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974    3.3213   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    4.6497    1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270    5.0589   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    5.8022    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    2.3445   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    3.3905    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.2332    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -2.8753   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7398   -2.4411   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6520   -4.1902   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276   -2.7987    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -0.8456   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    2.2322    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -3.1891   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.8489    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -2.5279    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -2.8213    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1986   -1.1945    2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3559   -0.5540   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549   -2.1668   -0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -2.0621   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.8174   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -3.5639   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 27  4  1  0
 18  6  1  0
 27 20  1  0
 17  9  1  0
 33 23  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 22 48  1  0
 26 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.461   0.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.151  -1.278   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.721   6.380   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.721   4.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.009   9.391   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.231   6.724   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.771   6.724   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.779   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.469   6.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.389   1.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.921   0.055   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.009   6.724   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.461   5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.151   1.389   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.159   2.723   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.009   4.056   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.699   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.921   2.723   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.469   4.056   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.151   4.056   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.921   5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.699   2.723   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.461   2.723   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.389   4.056   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.231   4.056   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.541   5.390   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.779   2.723   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.151   6.724   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.469   1.389   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -3.231   1.389   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.779   8.057   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.159   5.390   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.771   4.056   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   31                                                            
CONECT    6    7   13                                                       
CONECT    7    6   26                                                       
CONECT    8   12   16                                                       
CONECT    9   12   17                                                       
CONECT   10   14   15                                                       
CONECT   11    1    2   14                                                  
CONECT   12    8    9   31                                                  
CONECT   13    6   21   25                                                  
CONECT   14   10   11   18                                                  
CONECT   15   10   22   24                                                  
CONECT   16    8   19   27                                                  
CONECT   17    9   19   32                                                  
CONECT   18   14   20   23                                                  
CONECT   19   16   17   22                                                  
CONECT   20   18   21   24                                                  
CONECT   21   13   20   28                                                  
CONECT   22   15   19   29                                                  
CONECT   23   18   25   30                                                  
CONECT   24   15   20   32                                                  
CONECT   25   13   23   33                                                  
CONECT   26    3    4    7   33                                             
CONECT   27   16                                                            
CONECT   28   21                                                            
CONECT   29   22                                                            
CONECT   30   23                                                            
CONECT   31    5   12                                                       
CONECT   32   17   24                                                       
CONECT   33   25   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0030490
HETATM    1  C1  UNL     1      -2.148   3.977  -0.699  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.087   3.703  -0.001  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.364   4.906   0.600  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.458   2.437   0.202  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.855   2.407   0.942  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.689   1.314   0.445  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.138   0.142   0.007  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.867  -0.889  -0.335  1.00  0.00           O  
HETATM    9  C8  UNL     1       3.185  -0.858  -0.283  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.853  -2.017  -0.673  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.207  -1.982  -0.618  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.927  -3.128  -1.002  1.00  0.00           O  
HETATM   13  C11 UNL     1       7.337  -3.128  -0.957  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.878  -0.884  -0.207  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.207   0.287   0.187  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.932   1.367   0.592  1.00  0.00           O  
HETATM   17  C14 UNL     1       3.841   0.282   0.142  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.068   1.393   0.514  1.00  0.00           C  
HETATM   19  O4  UNL     1       3.647   2.414   0.894  1.00  0.00           O  
HETATM   20  C16 UNL     1      -0.318   0.053  -0.092  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.848  -1.222  -0.252  1.00  0.00           C  
HETATM   22  O5  UNL     1      -0.038  -2.271  -0.575  1.00  0.00           O  
HETATM   23  C18 UNL     1      -2.209  -1.427  -0.084  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.005  -0.354   0.243  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.437   0.926   0.396  1.00  0.00           C  
HETATM   26  O6  UNL     1      -3.272   1.959   0.736  1.00  0.00           O  
HETATM   27  C21 UNL     1      -1.117   1.159   0.231  1.00  0.00           C  
HETATM   28  O7  UNL     1      -4.377  -0.477   0.434  1.00  0.00           O  
HETATM   29  C22 UNL     1      -5.030  -1.714   0.292  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.736  -2.089   1.602  1.00  0.00           C  
HETATM   31  C24 UNL     1      -6.145  -1.630  -0.748  1.00  0.00           C  
HETATM   32  C25 UNL     1      -4.172  -2.837  -0.054  1.00  0.00           C  
HETATM   33  C26 UNL     1      -2.873  -2.703  -0.226  1.00  0.00           C  
HETATM   34  H1  UNL     1      -2.439   5.052  -0.795  1.00  0.00           H  
HETATM   35  H2  UNL     1      -2.797   3.321  -1.257  1.00  0.00           H  
HETATM   36  H3  UNL     1      -0.004   4.650   1.617  1.00  0.00           H  
HETATM   37  H4  UNL     1       0.527   5.059  -0.040  1.00  0.00           H  
HETATM   38  H5  UNL     1      -0.980   5.802   0.566  1.00  0.00           H  
HETATM   39  H6  UNL     1       0.045   2.345  -0.951  1.00  0.00           H  
HETATM   40  H7  UNL     1       1.399   3.391   0.851  1.00  0.00           H  
HETATM   41  H8  UNL     1       0.675   2.233   2.042  1.00  0.00           H  
HETATM   42  H9  UNL     1       3.312  -2.875  -0.994  1.00  0.00           H  
HETATM   43  H10 UNL     1       7.740  -2.441  -1.712  1.00  0.00           H  
HETATM   44  H11 UNL     1       7.652  -4.190  -1.148  1.00  0.00           H  
HETATM   45  H12 UNL     1       7.628  -2.799   0.065  1.00  0.00           H  
HETATM   46  H13 UNL     1       6.971  -0.846  -0.160  1.00  0.00           H  
HETATM   47  H14 UNL     1       5.722   2.232   0.893  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.359  -3.189  -0.700  1.00  0.00           H  
HETATM   49  H16 UNL     1      -4.267   1.849   0.881  1.00  0.00           H  
HETATM   50  H17 UNL     1      -5.017  -2.528   2.329  1.00  0.00           H  
HETATM   51  H18 UNL     1      -6.509  -2.821   1.346  1.00  0.00           H  
HETATM   52  H19 UNL     1      -6.199  -1.195   2.077  1.00  0.00           H  
HETATM   53  H20 UNL     1      -6.356  -0.554  -0.921  1.00  0.00           H  
HETATM   54  H21 UNL     1      -7.055  -2.167  -0.425  1.00  0.00           H  
HETATM   55  H22 UNL     1      -5.835  -2.062  -1.712  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.606  -3.817  -0.175  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.248  -3.564  -0.487  1.00  0.00           H  
CONECT    1    2    2   34   35
CONECT    2    3    4
CONECT    3   36   37   38
CONECT    4    5   27   39
CONECT    5    6   40   41
CONECT    6    7    7   18
CONECT    7    8   20
CONECT    8    9
CONECT    9   10   10   17
CONECT   10   11   42
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   43   44   45
CONECT   14   15   46
CONECT   15   16   17   17
CONECT   16   47
CONECT   17   18
CONECT   18   19   19
CONECT   20   21   21   27
CONECT   21   22   23
CONECT   22   48
CONECT   23   24   24   33
CONECT   24   25   28
CONECT   25   26   27   27
CONECT   26   49
CONECT   28   29
CONECT   29   30   31   32
CONECT   30   50   51   52
CONECT   31   53   54   55
CONECT   32   33   33   56
CONECT   33   57
END

HMDB0030490
     RDKit          3D
Artonol E
 57 61  0  0  0  0  0  0  0  0999 V2000
   -2.1477    3.9767   -0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0870    3.7028   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    4.9059    0.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4577    2.4371    0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.4073    0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6889    1.3138    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.1423    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8669   -0.8888   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845   -0.8579   -0.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8534   -2.0170   -0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073   -1.9819   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9269   -3.1281   -1.0015 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3366   -3.1285   -0.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8776   -0.8841   -0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2075    0.2874    0.1870 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9320    1.3666    0.5923 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    0.2821    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685    1.3928    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    2.4140    0.8942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.0529   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8480   -1.2217   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.2714   -0.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -1.4269   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -0.3542    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4365    0.9264    0.3961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    1.9591    0.7362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1173    1.1589    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3767   -0.4766    0.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302   -1.7137    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7360   -2.0890    1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1447   -1.6304   -0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1717   -2.8374   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8725   -2.7033   -0.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    5.0515   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974    3.3213   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036    4.6497    1.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5270    5.0589   -0.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803    5.8022    0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0450    2.3445   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    3.3905    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    2.2332    2.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116   -2.8753   -0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7398   -2.4411   -1.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6520   -4.1902   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6276   -2.7987    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9711   -0.8456   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224    2.2322    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -3.1891   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2670    1.8489    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -2.5279    2.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5091   -2.8213    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1986   -1.1945    2.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3559   -0.5540   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0549   -2.1668   -0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8347   -2.0621   -1.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6057   -3.8174   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -3.5639   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  7 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
 27  4  1  0
 18  6  1  0
 27 20  1  0
 17  9  1  0
 33 23  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
 10 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 16 47  1  0
 22 48  1  0
 26 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,7-dihydro-5,9,14-Trihydroxy-11-methoxy-3,3-dimethyl-6-(1-methylethenyl)-3H,8H-[1]benzopyrano[7,6-c]xanthen-8-one	HMDB

Chemical Formula

C₂₆H₂₄O₇

Average Molecular Weight

448.4646

Monoisotopic Molecular Weight

448.152203122

IUPAC Name

5,10,14-trihydroxy-8-methoxy-2,2-dimethyl-13-(prop-1-en-2-yl)-2,11,12,13-tetrahydro-1,6-dioxapentaphen-11-one

Traditional Name

artonol E

CAS Registry Number

186824-61-3

SMILES

COC1=CC(O)=C2C(OC3=C(CC(C(C)=C)C4=C3C(O)=C3C=CC(C)(C)OC3=C4O)C2=O)=C1

InChI Identifier

InChI=1S/C26H24O7/c1-11(2)14-10-15-22(29)19-16(27)8-12(31-5)9-17(19)32-24(15)20-18(14)23(30)25-13(21(20)28)6-7-26(3,4)33-25/h6-9,14,27-28,30H,1,10H2,2-5H3

InChI Key

CNWSDOLXOOXOCZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Naphthopyranone
Xanthone
Naphthopyran
2,2-dimethyl-1-benzopyran
Chromone
1-naphthol
Naphthalene
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Oxacycle
Ether
Polyol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111530 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030490)
Cell membrane (HMDB: HMDB0030490)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030490)

Source

Endogenous

Endogenous (HMDB: HMDB0030490)

Plant

Plant (HMDB: HMDB0030490)

Exogenous

Food

Food (HMDB: HMDB0030490)

Fruit

Tropical fruit

Breadfruit (FooDB: FOOD00309)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030490)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	224 - 227 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0076 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	0.017 g/L	ALOGPS
logP	4.44	ALOGPS
logP	4.57	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	8.25	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	124.84 m³·mol⁻¹	ChemAxon
Polarizability	47.64 Å³	ChemAxon
Number of Rings	5	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]+	203.87	31661259
DarkChem	[M-H]-	202.879	31661259
DeepCCS	[M+H]+	207.233	30932474
DeepCCS	[M-H]-	204.837	30932474
DeepCCS	[M-2H]-	237.72	30932474
DeepCCS	[M+Na]+	213.145	30932474
AllCCS	[M+H]+	208.0	32859911
AllCCS	[M+H-H2O]+	205.5	32859911
AllCCS	[M+NH4]+	210.3	32859911
AllCCS	[M+Na]+	210.9	32859911
AllCCS	[M-H]-	207.9	32859911
AllCCS	[M+Na-2H]-	207.9	32859911
AllCCS	[M+HCOO]-	208.1	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.	7.31 minutes	32390414
Predicted by Siyang on May 30, 2022	15.4345 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3129.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	222.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	194.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	851.8 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	854.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1419.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	612.3 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	1574.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	505.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	291.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	296.9 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	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Artonol E	COC1=CC(O)=C2C(OC3=C(CC(C(C)=C)C4=C3C(O)=C3C=CC(C)(C)OC3=C4O)C2=O)=C1	5385.1	Standard polar	33892256
Artonol E	COC1=CC(O)=C2C(OC3=C(CC(C(C)=C)C4=C3C(O)=C3C=CC(C)(C)OC3=C4O)C2=O)=C1	3611.3	Standard non polar	33892256
Artonol E	COC1=CC(O)=C2C(OC3=C(CC(C(C)=C)C4=C3C(O)=C3C=CC(C)(C)OC3=C4O)C2=O)=C1	3953.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Artonol E,1TMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O)=C21	3729.2	Semi standard non polar	33892256
Artonol E,1TMS,isomer #2	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O[Si](C)(C)C)C3=C(OC(C)(C)C=C3)C(O)=C21	3733.7	Semi standard non polar	33892256
Artonol E,1TMS,isomer #3	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C)=C21	3696.1	Semi standard non polar	33892256
Artonol E,2TMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C)=C3C2=O)C2=C(O[Si](C)(C)C)C3=C(OC(C)(C)C=C3)C(O)=C21	3630.6	Semi standard non polar	33892256
Artonol E,2TMS,isomer #2	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C)=C21	3577.8	Semi standard non polar	33892256
Artonol E,2TMS,isomer #3	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O[Si](C)(C)C)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C)=C21	3635.3	Semi standard non polar	33892256
Artonol E,3TMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C)=C3C2=O)C2=C(O[Si](C)(C)C)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C)=C21	3555.0	Semi standard non polar	33892256
Artonol E,1TBDMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O)=C21	3951.6	Semi standard non polar	33892256
Artonol E,1TBDMS,isomer #2	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC(C)(C)C=C3)C(O)=C21	3952.7	Semi standard non polar	33892256
Artonol E,1TBDMS,isomer #3	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C21	3908.0	Semi standard non polar	33892256
Artonol E,2TBDMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC(C)(C)C=C3)C(O)=C21	4065.1	Semi standard non polar	33892256
Artonol E,2TBDMS,isomer #2	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C(O)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C21	3975.9	Semi standard non polar	33892256
Artonol E,2TBDMS,isomer #3	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O)=C3C2=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C21	4031.0	Semi standard non polar	33892256
Artonol E,3TBDMS,isomer #1	C=C(C)C1CC2=C(OC3=CC(OC)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C2=C(O[Si](C)(C)C(C)(C)C)C3=C(OC(C)(C)C=C3)C(O[Si](C)(C)C(C)(C)C)=C21	4138.9	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 - Artonol E GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0311900000-3065ee460080c95944e1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol E GC-MS (3 TMS) - 70eV, Positive	splash10-0fe1-1010539000-4f853080fad0ea6b3199	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Artonol E 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 - Artonol E 10V, Positive-QTOF	splash10-0002-0001900000-6dbc347aa9afa55c7999	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 20V, Positive-QTOF	splash10-052g-2108900000-ff12c168207c72ed3bda	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 40V, Positive-QTOF	splash10-014r-6019000000-aa8539f20b9db8718612	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 10V, Negative-QTOF	splash10-0002-0000900000-1288cc81c2794aa6a226	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 20V, Negative-QTOF	splash10-0002-0003900000-0ce1a68b8afa65a2b868	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 40V, Negative-QTOF	splash10-0faj-2009300000-71a7fd71fd6ea04ce369	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 10V, Positive-QTOF	splash10-0002-0000900000-cd840e85dedbf254bb21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 20V, Positive-QTOF	splash10-0002-0000900000-cd840e85dedbf254bb21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 40V, Positive-QTOF	splash10-014j-0720900000-cb89be2871baf2f6ef3a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 10V, Negative-QTOF	splash10-0002-0000900000-0117e100c6ba0dd0228d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 20V, Negative-QTOF	splash10-0002-0000900000-0117e100c6ba0dd0228d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Artonol E 40V, Negative-QTOF	splash10-00di-0609300000-cf16722649a566012746	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002359

KNApSAcK ID

C00013490

Chemspider ID

8750831

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10575445

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1820401

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 Artonol E (HMDB0030490)

MOL for HMDB0030490 (Artonol E)

3D MOL for HMDB0030490 (Artonol E)

3D SDF for HMDB0030490 (Artonol E)

3D-SDF for HMDB0030490 (Artonol E)

PDB for HMDB0030490 (Artonol E)

3D PDB for HMDB0030490 (Artonol E)

SMILES for HMDB0030490 (Artonol E)

INCHI for HMDB0030490 (Artonol E)

Structure for HMDB0030490 (Artonol E)

3D Structure for HMDB0030490 (Artonol E)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra