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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:53:40 UTC

Update Date

2022-03-07 02:54:17 UTC

HMDB ID

HMDB0034960

Secondary Accession Numbers

HMDB34960

Metabolite Identification

Common Name

Edulone A

Description

Edulone A belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Edulone A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, edulone a has been detected, but not quantified in, root vegetables. This could make edulone a a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061308102D          

 30 33  0  0  0  0            999 V2000
    4.8722   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -3.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -2.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -3.8679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577    0.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558   -1.3924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722   -2.6304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286   -1.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 22  4  1  0  0  0  0
 22  6  1  0  0  0  0
 22 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  1  0  0  0  0
 28 21  2  0  0  0  0
 29  7  1  0  0  0  0
 29 10  1  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
M  END

HMDB0034960
     RDKit          3D
Edulone A
 52 55  0  0  0  0  0  0  0  0999 V2000
    7.2824   -0.3685   -1.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -0.6456   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5055   -0.2616    0.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855   -1.3344   -0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1516   -1.4806    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.1739    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    1.1221    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -0.1640    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585    0.5949   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541    1.2312   -1.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908    0.7969   -1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    1.5712   -2.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.1990   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382   -0.5764    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029   -0.7743    1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -1.5457    2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -1.2146    1.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417   -1.8961    2.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.0046    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -1.5703    2.1991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -1.3558    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8223   -1.8722    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3223   -0.6069    0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7450   -0.3792    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755   -0.0219   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.2760    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.5133   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    1.9970   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9107    0.1822   -1.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    0.6880   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446    0.6586   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7845   -0.3299   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034   -1.1020   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282   -1.6670    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5164   -2.3476    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581   -0.2738    1.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    1.9181    0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.2809    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7889    1.4125    0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118    1.2962   -1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177    1.9599   -2.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -2.0962    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9321   -0.0583   -0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3088   -1.3366    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1184    0.3827    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    2.5745   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156    2.1594    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678    2.3570    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204   -0.9118   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842    0.6884   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116    0.3141   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2693    1.7479   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  8  1  0
 26 19  2  0
 27 13  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
 10 40  1  0
 12 41  1  0
 16 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  1  0
M  END


  Mrv0541 05061308102D          

 30 33  0  0  0  0            999 V2000
    4.8722   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -3.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -2.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4432   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577   -3.8679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1577    0.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288    1.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558   -1.3924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722   -2.6304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286   -1.3929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 11  9  2  0  0  0  0
 12  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  2  0  0  0  0
 16 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 19 15  1  0  0  0  0
 19 17  2  0  0  0  0
 20 14  2  0  0  0  0
 20 18  1  0  0  0  0
 21  9  1  0  0  0  0
 22  4  1  0  0  0  0
 22  6  1  0  0  0  0
 22 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  2  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 19  1  0  0  0  0
 28 21  2  0  0  0  0
 29  7  1  0  0  0  0
 29 10  1  0  0  0  0
 30 20  1  0  0  0  0
 30 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034960

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(COC(C)=O)C1=C(O)C2=C(C(O)=C1O)C1(C)CCC3=C(C)C(=O)OC(=C13)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O8/c1-8(7-29-10(3)23)12-16(24)13-15(19(27)17(12)25)22(4)6-5-11-9(2)21(28)30-20(14(11)22)18(13)26/h8,24-25,27H,5-7H2,1-4H3

> <INCHI_KEY>
MLTCCXPBXYMUMQ-UHFFFAOYSA-N

> <FORMULA>
C22H22O8

> <MOLECULAR_WEIGHT>
414.4053

> <EXACT_MASS>
414.13146768

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98669444658044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetate

> <ALOGPS_LOGP>
2.67

> <JCHEM_LOGP>
2.8053419306666667

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.670886026094175

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.6245550885039135

> <JCHEM_PKA_STRONGEST_BASIC>
-4.12711712454701

> <JCHEM_POLAR_SURFACE_AREA>
130.36

> <JCHEM_REFRACTIVITY>
107.13519999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034960
     RDKit          3D
Edulone A
 52 55  0  0  0  0  0  0  0  0999 V2000
    7.2824   -0.3685   -1.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -0.6456   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5055   -0.2616    0.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855   -1.3344   -0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1516   -1.4806    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.1739    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    1.1221    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -0.1640    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585    0.5949   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541    1.2312   -1.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908    0.7969   -1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    1.5712   -2.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.1990   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382   -0.5764    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029   -0.7743    1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -1.5457    2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -1.2146    1.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417   -1.8961    2.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.0046    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -1.5703    2.1991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -1.3558    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8223   -1.8722    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3223   -0.6069    0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7450   -0.3792    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755   -0.0219   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.2760    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.5133   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    1.9970   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9107    0.1822   -1.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    0.6880   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446    0.6586   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7845   -0.3299   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034   -1.1020   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282   -1.6670    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5164   -2.3476    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581   -0.2738    1.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    1.9181    0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.2809    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7889    1.4125    0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118    1.2962   -1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177    1.9599   -2.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -2.0962    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9321   -0.0583   -0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3088   -1.3366    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1184    0.3827    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    2.5745   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156    2.1594    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678    2.3570    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204   -0.9118   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842    0.6884   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116    0.3141   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2693    1.7479   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  8  1  0
 26 19  2  0
 27 13  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
 10 40  1  0
 12 41  1  0
 16 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  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       9.095  -1.830   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.904   0.479   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.428  -7.220   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.614   1.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.320   2.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.860   2.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.761  -4.140   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.761  -2.600   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.570  -0.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.095  -6.450   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.240   0.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.427  -1.830   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.760  -1.830   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.090  -0.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.760  -0.290   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.094  -2.600   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.427  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.430  -2.600   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.094   0.480   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.090  -1.830   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.570  -1.830   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.430   0.480   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.761  -7.220   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.094  -4.140   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.761   0.480   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.432  -4.140   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.094   2.020   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.904  -2.599   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.095  -4.910   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.240  -2.600   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   22                                                            
CONECT    5    6   11                                                       
CONECT    6    5   22                                                       
CONECT    7    8   29                                                       
CONECT    8    1    7   12                                                  
CONECT    9    2   11   21                                                  
CONECT   10    3   23   29                                                  
CONECT   11    5    9   14                                                  
CONECT   12    8   16   17                                                  
CONECT   13   15   16   18                                                  
CONECT   14   11   20   22                                                  
CONECT   15   13   19   22                                                  
CONECT   16   12   13   24                                                  
CONECT   17   12   19   25                                                  
CONECT   18   13   20   26                                                  
CONECT   19   15   17   27                                                  
CONECT   20   14   18   30                                                  
CONECT   21    9   28   30                                                  
CONECT   22    4    6   14   15                                             
CONECT   23   10                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   21                                                            
CONECT   29    7   10                                                       
CONECT   30   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0034960
HETATM    1  C1  UNL     1       7.282  -0.369  -1.287  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.293  -0.646  -0.224  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.505  -0.262   0.966  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.086  -1.334  -0.508  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.152  -1.481   0.620  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.432  -0.174   0.672  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.121   1.122   0.807  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.009  -0.164   0.207  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.559   0.595  -0.817  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.454   1.231  -1.662  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.191   0.797  -1.111  1.00  0.00           C  
HETATM   12  O4  UNL     1      -0.146   1.571  -2.166  1.00  0.00           O  
HETATM   13  C9  UNL     1      -0.807   0.199  -0.322  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.338  -0.576   0.725  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.003  -0.774   1.005  1.00  0.00           C  
HETATM   16  O5  UNL     1       1.491  -1.546   2.034  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.317  -1.215   1.648  1.00  0.00           C  
HETATM   18  O6  UNL     1      -0.942  -1.896   2.604  1.00  0.00           O  
HETATM   19  C13 UNL     1      -2.726  -1.005   1.381  1.00  0.00           C  
HETATM   20  O7  UNL     1      -3.639  -1.570   2.199  1.00  0.00           O  
HETATM   21  C14 UNL     1      -4.923  -1.356   1.893  1.00  0.00           C  
HETATM   22  O8  UNL     1      -5.822  -1.872   2.648  1.00  0.00           O  
HETATM   23  C15 UNL     1      -5.322  -0.607   0.810  1.00  0.00           C  
HETATM   24  C16 UNL     1      -6.745  -0.379   0.492  1.00  0.00           C  
HETATM   25  C17 UNL     1      -4.375  -0.022  -0.035  1.00  0.00           C  
HETATM   26  C18 UNL     1      -3.072  -0.276   0.343  1.00  0.00           C  
HETATM   27  C19 UNL     1      -2.216   0.513  -0.584  1.00  0.00           C  
HETATM   28  C20 UNL     1      -2.495   1.997  -0.286  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.911   0.182  -1.835  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.353   0.688  -1.339  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.745   0.659  -1.142  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.785  -0.330  -2.284  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.103  -1.102  -1.353  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.828  -1.667   1.481  1.00  0.00           H  
HETATM   35  H5  UNL     1       3.516  -2.348   0.438  1.00  0.00           H  
HETATM   36  H6  UNL     1       3.158  -0.274   1.912  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.277   1.918   0.765  1.00  0.00           H  
HETATM   38  H8  UNL     1       4.581   1.281   1.834  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.789   1.412   0.014  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.412   1.296  -1.651  1.00  0.00           H  
HETATM   41  H11 UNL     1      -0.818   1.960  -2.676  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.143  -2.096   2.732  1.00  0.00           H  
HETATM   43  H13 UNL     1      -6.932  -0.058  -0.553  1.00  0.00           H  
HETATM   44  H14 UNL     1      -7.309  -1.337   0.680  1.00  0.00           H  
HETATM   45  H15 UNL     1      -7.118   0.383   1.236  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.519   2.575  -1.215  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.316   2.159   0.402  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.568   2.357   0.248  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.120  -0.912  -1.942  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.684   0.688  -2.736  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.112   0.314  -2.041  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.269   1.748  -1.239  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37   38   39
CONECT    8    9    9   15
CONECT    9   10   11
CONECT   10   40
CONECT   11   12   13   13
CONECT   12   41
CONECT   13   14   27
CONECT   14   15   15   17
CONECT   15   16
CONECT   16   42
CONECT   17   18   18   19
CONECT   19   20   26   26
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24   25   25
CONECT   24   43   44   45
CONECT   25   26   30
CONECT   26   27
CONECT   27   28   29
CONECT   28   46   47   48
CONECT   29   30   49   50
CONECT   30   51   52
END

HMDB0034960
     RDKit          3D
Edulone A
 52 55  0  0  0  0  0  0  0  0999 V2000
    7.2824   -0.3685   -1.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930   -0.6456   -0.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5055   -0.2616    0.9665 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855   -1.3344   -0.5084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1516   -1.4806    0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -0.1739    0.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1209    1.1221    0.8074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0087   -0.1640    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5585    0.5949   -0.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4541    1.2312   -1.6621 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1908    0.7969   -1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1463    1.5712   -2.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072    0.1990   -0.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382   -0.5764    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029   -0.7743    1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4912   -1.5457    2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3170   -1.2146    1.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9417   -1.8961    2.6045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263   -1.0046    1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -1.5703    2.1991 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -1.3558    1.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8223   -1.8722    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3223   -0.6069    0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7450   -0.3792    0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3755   -0.0219   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716   -0.2760    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2156    0.5133   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    1.9970   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9107    0.1822   -1.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3530    0.6880   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446    0.6586   -1.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7845   -0.3299   -2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034   -1.1020   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8282   -1.6670    1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5164   -2.3476    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1581   -0.2738    1.9119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    1.9181    0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.2809    1.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7889    1.4125    0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118    1.2962   -1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177    1.9599   -2.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -2.0962    2.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9321   -0.0583   -0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3088   -1.3366    0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1184    0.3827    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193    2.5745   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156    2.1594    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5678    2.3570    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1204   -0.9118   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6842    0.6884   -2.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116    0.3141   -2.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2693    1.7479   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 15  8  1  0
 26 19  2  0
 27 13  1  0
 30 25  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
 10 40  1  0
 12 41  1  0
 16 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetic acid	Generator

Chemical Formula

C₂₂H₂₂O₈

Average Molecular Weight

414.4053

Monoisotopic Molecular Weight

414.13146768

IUPAC Name

2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetate

Traditional Name

2-{3,4,6-trihydroxy-1,12-dimethyl-8,11-dioxo-10-oxatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-2(7),3,5,9(16),12-pentaen-5-yl}propyl acetate

CAS Registry Number

68421-12-5

SMILES

CC(COC(C)=O)C1=C(O)C2=C(C(O)=C1O)C1(C)CCC3=C(C)C(=O)OC(=C13)C2=O

InChI Identifier

InChI=1S/C22H22O8/c1-8(7-29-10(3)23)12-16(24)13-15(19(27)17(12)25)22(4)6-5-11-9(2)21(28)30-20(14(11)22)18(13)26/h8,24-25,27H,5-7H2,1-4H3

InChI Key

MLTCCXPBXYMUMQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0034960)

Cellular substructure

Membrane (HMDB: HMDB0034960)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034960)

Source

Exogenous

Food

Food (HMDB: HMDB0034960)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Endogenous

Plant

Plant (HMDB: HMDB0034960)

Not Available

Nutrient (HMDB: HMDB0034960)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	153 - 159 °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	0.057 g/L	ALOGPS
logP	2.67	ALOGPS
logP	2.81	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.62	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.14 m³·mol⁻¹	ChemAxon
Polarizability	41.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.41	31661259
DarkChem	[M-H]-	193.229	31661259
DeepCCS	[M-2H]-	235.303	30932474
DeepCCS	[M+Na]+	210.728	30932474
AllCCS	[M+H]+	194.5	32859911
AllCCS	[M+H-H2O]+	192.0	32859911
AllCCS	[M+NH4]+	196.8	32859911
AllCCS	[M+Na]+	197.4	32859911
AllCCS	[M-H]-	201.0	32859911
AllCCS	[M+Na-2H]-	201.2	32859911
AllCCS	[M+HCOO]-	201.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Edulone A	CC(COC(C)=O)C1=C(O)C2=C(C(O)=C1O)C1(C)CCC3=C(C)C(=O)OC(=C13)C2=O	4498.1	Standard polar	33892256
Edulone A	CC(COC(C)=O)C1=C(O)C2=C(C(O)=C1O)C1(C)CCC3=C(C)C(=O)OC(=C13)C2=O	2988.0	Standard non polar	33892256
Edulone A	CC(COC(C)=O)C1=C(O)C2=C(C(O)=C1O)C1(C)CCC3=C(C)C(=O)OC(=C13)C2=O	3524.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Edulone A,1TMS,isomer #1	CC(=O)OCC(C)C1=C(O)C(O)=C2C(=C1O[Si](C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3310.8	Semi standard non polar	33892256
Edulone A,1TMS,isomer #2	CC(=O)OCC(C)C1=C(O)C(O[Si](C)(C)C)=C2C(=C1O)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3388.4	Semi standard non polar	33892256
Edulone A,1TMS,isomer #3	CC(=O)OCC(C)C1=C(O)C2=C(C(O)=C1O[Si](C)(C)C)C1(C)CCC3=C(C)C(=O)OC(=C31)C2=O	3369.8	Semi standard non polar	33892256
Edulone A,2TMS,isomer #1	CC(=O)OCC(C)C1=C(O[Si](C)(C)C)C(O)=C2C(=C1O[Si](C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3348.5	Semi standard non polar	33892256
Edulone A,2TMS,isomer #2	CC(=O)OCC(C)C1=C(O)C(O[Si](C)(C)C)=C2C(=C1O[Si](C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3382.3	Semi standard non polar	33892256
Edulone A,2TMS,isomer #3	CC(=O)OCC(C)C1=C(O)C2=C(C(O[Si](C)(C)C)=C1O[Si](C)(C)C)C1(C)CCC3=C(C)C(=O)OC(=C31)C2=O	3328.8	Semi standard non polar	33892256
Edulone A,3TMS,isomer #1	CC(=O)OCC(C)C1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2C(=C1O[Si](C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3319.3	Semi standard non polar	33892256
Edulone A,1TBDMS,isomer #1	CC(=O)OCC(C)C1=C(O)C(O)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3534.8	Semi standard non polar	33892256
Edulone A,1TBDMS,isomer #2	CC(=O)OCC(C)C1=C(O)C(O[Si](C)(C)C(C)(C)C)=C2C(=C1O)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3599.3	Semi standard non polar	33892256
Edulone A,1TBDMS,isomer #3	CC(=O)OCC(C)C1=C(O)C2=C(C(O)=C1O[Si](C)(C)C(C)(C)C)C1(C)CCC3=C(C)C(=O)OC(=C31)C2=O	3584.6	Semi standard non polar	33892256
Edulone A,2TBDMS,isomer #1	CC(=O)OCC(C)C1=C(O[Si](C)(C)C(C)(C)C)C(O)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3817.2	Semi standard non polar	33892256
Edulone A,2TBDMS,isomer #2	CC(=O)OCC(C)C1=C(O)C(O[Si](C)(C)C(C)(C)C)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3842.2	Semi standard non polar	33892256
Edulone A,2TBDMS,isomer #3	CC(=O)OCC(C)C1=C(O)C2=C(C(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)C1(C)CCC3=C(C)C(=O)OC(=C31)C2=O	3776.2	Semi standard non polar	33892256
Edulone A,3TBDMS,isomer #1	CC(=O)OCC(C)C1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C(=C1O[Si](C)(C)C(C)(C)C)C(=O)C1=C3C(=C(C)C(=O)O1)CCC32C	3957.2	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 - Edulone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4309000000-4277e29849e83d4ae962	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Edulone A GC-MS (3 TMS) - 70eV, Positive	splash10-014i-4110069000-36b937fdf4881724df66	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Edulone A 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 - Edulone A 10V, Positive-QTOF	splash10-066r-0109500000-ef6f1fa669050360a6a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 20V, Positive-QTOF	splash10-0a4i-2209000000-7f4db93aa75e4e143051	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 40V, Positive-QTOF	splash10-000i-2249000000-d82e1f73b55757d8dd82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 10V, Negative-QTOF	splash10-03di-5006900000-c87aff0f61869a5b5241	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 20V, Negative-QTOF	splash10-0bt9-9017200000-2e19826287799d7fb356	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 40V, Negative-QTOF	splash10-0a4i-9100000000-cc6cbafc484fe192bfcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 10V, Positive-QTOF	splash10-0aor-0009200000-6aae5f0d59b9c13d146f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 20V, Positive-QTOF	splash10-0a4l-0009000000-3ae4a3c0f25023a83e2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 40V, Positive-QTOF	splash10-002u-1009000000-23d259dab3f5e4aa905e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 10V, Negative-QTOF	splash10-0pb9-9006000000-157af242b13ddcc6d12c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 20V, Negative-QTOF	splash10-0a4l-6009000000-0a7d38276496b10d8cb5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Edulone A 40V, Negative-QTOF	splash10-0btc-9026000000-d1b129ebe9f470f0419c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013555

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13894316

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 Edulone A (HMDB0034960)

MOL for HMDB0034960 (Edulone A)

3D MOL for HMDB0034960 (Edulone A)

3D SDF for HMDB0034960 (Edulone A)

3D-SDF for HMDB0034960 (Edulone A)

PDB for HMDB0034960 (Edulone A)

3D PDB for HMDB0034960 (Edulone A)

SMILES for HMDB0034960 (Edulone A)

INCHI for HMDB0034960 (Edulone A)

Structure for HMDB0034960 (Edulone A)

3D Structure for HMDB0034960 (Edulone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra