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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-22 16:31:30 UTC

Update Date

2021-09-22 16:31:30 UTC

HMDB ID

HMDB0301707

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Valoneic acid dilactone

Description

Valoneic acid dilactone is a member of the class of compounds known as hydrolyzable tannins. Hydrolyzable tannins are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Valoneic acid dilactone is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Valoneic acid dilactone can be found in cloves, common walnut, and japanese walnut, which makes valoneic acid dilactone a potential biomarker for the consumption of these food products. Valoneic acid dilactone is a hydrolysable tannin that can be isolated from the heartwood of Shorea laeviforia and in oaks species like the North American white oak (Quercus alba) and European red oak (Quercus robur) .

Structure

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

Valoneic acid dilactone
  Mrv1572001071617312D          

 34 38  0  0  0  0            999 V2000
    7.5059    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 10 26  1  0  0  0  0
 23 27  2  0  0  0  0
 11 27  1  0  0  0  0
 17 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  4 34  1  0  0  0  0
M  END

HMDB0301707
     RDKit          3D
Valoneic acid dilactone
 44 48  0  0  0  0  0  0  0  0999 V2000
   -5.2255    1.5745   -1.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4144   -1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672    2.4711   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    0.1438   -2.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -0.8142   -2.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0449   -2.0088   -3.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0174   -2.9377   -3.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7010   -2.2671   -3.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255   -3.4673   -3.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -1.3217   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -1.6237   -3.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -0.1232   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.7484   -1.9528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    0.7089   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    0.8026   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    0.7597   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    0.8462   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9717   -1.3921 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339    0.8017    0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6972    0.6711    2.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    0.6250    3.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9107    0.7229    2.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.4890    4.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    0.4398    5.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.3971    4.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668    0.4406    3.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    0.3498    3.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2247    4.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    0.3971    2.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    0.5273    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.5735    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.4695    0.7078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849    0.6232    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.5787    2.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.9390   -1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4712   -0.5990   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9837   -2.6957   -3.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -4.1218   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551   -2.4983   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.9082   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    0.6960    3.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9444    0.5002    5.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    0.2913    5.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    0.3717    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 12  4  1  0
 31 14  1  0
 33 16  2  0
 34 20  2  0
 34 26  1  0
  3 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
 15 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 32 44  1  0
M  END

Valoneic acid dilactone
  Mrv1572001071617312D          

 34 38  0  0  0  0            999 V2000
    7.5059    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6809   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2684   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5059   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 10 26  1  0  0  0  0
 23 27  2  0  0  0  0
 11 27  1  0  0  0  0
 17 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
  4 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301707

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(OC2=C(O)C3=C4C(=C2)C(=O)OC2=C(O)C(O)=CC(C(=O)O3)=C42)C(O)=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29)

> <INCHI_KEY>
BPAOAXAAABIQKR-UHFFFAOYSA-N

> <FORMULA>
C21H10O13

> <MOLECULAR_WEIGHT>
470.298

> <EXACT_MASS>
470.012140382

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.96447368271396

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-6-yl}oxy)benzoic acid

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.866661865666667

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
5.796178180054344

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4455218848773477

> <JCHEM_PKA_STRONGEST_BASIC>
-3.824093877563086

> <JCHEM_POLAR_SURFACE_AREA>
220.51

> <JCHEM_REFRACTIVITY>
108.06639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-6-yl}oxy)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301707
     RDKit          3D
Valoneic acid dilactone
 44 48  0  0  0  0  0  0  0  0999 V2000
   -5.2255    1.5745   -1.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4144   -1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672    2.4711   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    0.1438   -2.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -0.8142   -2.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0449   -2.0088   -3.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0174   -2.9377   -3.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7010   -2.2671   -3.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255   -3.4673   -3.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -1.3217   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -1.6237   -3.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -0.1232   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.7484   -1.9528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    0.7089   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    0.8026   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    0.7597   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    0.8462   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9717   -1.3921 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339    0.8017    0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6972    0.6711    2.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    0.6250    3.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9107    0.7229    2.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.4890    4.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    0.4398    5.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.3971    4.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668    0.4406    3.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    0.3498    3.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2247    4.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    0.3971    2.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    0.5273    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.5735    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.4695    0.7078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849    0.6232    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.5787    2.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.9390   -1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4712   -0.5990   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9837   -2.6957   -3.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -4.1218   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551   -2.4983   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.9082   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    0.6960    3.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9444    0.5002    5.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    0.2913    5.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    0.3717    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 12  4  1  0
 31 14  1  0
 33 16  2  0
 34 20  2  0
 34 26  1  0
  3 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
 15 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 32 44  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Valoneic acid dilactone                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0      14.011   2.104   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      14.781   0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      16.321   0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      14.011  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.471  -0.564   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.701   0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.161   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.391   2.104   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.161   3.437   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.851   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.851  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.391  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081  -1.897   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.851  -3.231   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.541  -1.897   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.771  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.461  -1.897   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.461   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.921   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.231   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.771   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.541   3.437   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.771   4.771   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.081   3.437   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.701  -1.897   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.161  -1.897   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.471  -3.231   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.701  -4.565   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.011  -3.231   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.781  -4.565   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.781  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   34                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   26                                                  
CONECT   11   10   12   27                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   10                                                       
CONECT   27   23   11   17                                                  
CONECT   28    5   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    4                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0301707
HETATM    1  O1  UNL     1      -5.226   1.574  -1.491  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.989   1.414  -1.639  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.167   2.471  -1.283  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.488   0.144  -2.172  1.00  0.00           C  
HETATM    5  C3  UNL     1      -4.424  -0.814  -2.587  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.045  -2.009  -3.156  1.00  0.00           C  
HETATM    7  O3  UNL     1      -5.017  -2.938  -3.556  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.701  -2.267  -3.322  1.00  0.00           C  
HETATM    9  O4  UNL     1      -2.325  -3.467  -3.895  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.768  -1.322  -2.911  1.00  0.00           C  
HETATM   11  O5  UNL     1      -0.427  -1.624  -3.097  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.158  -0.123  -2.339  1.00  0.00           C  
HETATM   13  O6  UNL     1      -1.201   0.748  -1.953  1.00  0.00           O  
HETATM   14  C8  UNL     1      -0.316   0.709  -0.921  1.00  0.00           C  
HETATM   15  C9  UNL     1       1.066   0.803  -1.146  1.00  0.00           C  
HETATM   16  C10 UNL     1       1.948   0.760  -0.099  1.00  0.00           C  
HETATM   17  C11 UNL     1       3.315   0.846  -0.248  1.00  0.00           C  
HETATM   18  O7  UNL     1       3.815   0.972  -1.392  1.00  0.00           O  
HETATM   19  O8  UNL     1       4.134   0.802   0.781  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.697   0.671   2.024  1.00  0.00           C  
HETATM   21  C13 UNL     1       4.572   0.625   3.107  1.00  0.00           C  
HETATM   22  O9  UNL     1       5.911   0.723   2.808  1.00  0.00           O  
HETATM   23  C14 UNL     1       4.121   0.489   4.405  1.00  0.00           C  
HETATM   24  O10 UNL     1       4.947   0.440   5.492  1.00  0.00           O  
HETATM   25  C15 UNL     1       2.739   0.397   4.607  1.00  0.00           C  
HETATM   26  C16 UNL     1       1.867   0.441   3.555  1.00  0.00           C  
HETATM   27  C17 UNL     1       0.502   0.350   3.755  1.00  0.00           C  
HETATM   28  O11 UNL     1       0.058   0.225   4.930  1.00  0.00           O  
HETATM   29  O12 UNL     1      -0.287   0.397   2.711  1.00  0.00           O  
HETATM   30  C18 UNL     1       0.142   0.527   1.468  1.00  0.00           C  
HETATM   31  C19 UNL     1      -0.740   0.573   0.378  1.00  0.00           C  
HETATM   32  O13 UNL     1      -2.073   0.469   0.708  1.00  0.00           O  
HETATM   33  C20 UNL     1       1.485   0.623   1.196  1.00  0.00           C  
HETATM   34  C21 UNL     1       2.362   0.579   2.261  1.00  0.00           C  
HETATM   35  H1  UNL     1      -2.643   2.939  -1.995  1.00  0.00           H  
HETATM   36  H2  UNL     1      -5.471  -0.599  -2.451  1.00  0.00           H  
HETATM   37  H3  UNL     1      -5.984  -2.696  -3.411  1.00  0.00           H  
HETATM   38  H4  UNL     1      -3.036  -4.122  -4.177  1.00  0.00           H  
HETATM   39  H5  UNL     1      -0.155  -2.498  -3.515  1.00  0.00           H  
HETATM   40  H6  UNL     1       1.404   0.908  -2.161  1.00  0.00           H  
HETATM   41  H7  UNL     1       6.587   0.696   3.544  1.00  0.00           H  
HETATM   42  H8  UNL     1       5.944   0.500   5.415  1.00  0.00           H  
HETATM   43  H9  UNL     1       2.398   0.291   5.622  1.00  0.00           H  
HETATM   44  H10 UNL     1      -2.372   0.372   1.662  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   35
CONECT    4    5    5   12
CONECT    5    6   36
CONECT    6    7    8    8
CONECT    7   37
CONECT    8    9   10
CONECT    9   38
CONECT   10   11   12   12
CONECT   11   39
CONECT   12   13
CONECT   13   14
CONECT   14   15   15   31
CONECT   15   16   40
CONECT   16   17   33   33
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   34   34
CONECT   21   22   23   23
CONECT   22   41
CONECT   23   24   25
CONECT   24   42
CONECT   25   26   26   43
CONECT   26   27   34
CONECT   27   28   28   29
CONECT   29   30
CONECT   30   31   31   33
CONECT   31   32
CONECT   32   44
CONECT   33   34
END

HMDB0301707
     RDKit          3D
Valoneic acid dilactone
 44 48  0  0  0  0  0  0  0  0999 V2000
   -5.2255    1.5745   -1.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9894    1.4144   -1.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1672    2.4711   -1.2828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    0.1438   -2.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4244   -0.8142   -2.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0449   -2.0088   -3.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0174   -2.9377   -3.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7010   -2.2671   -3.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255   -3.4673   -3.8949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7677   -1.3217   -2.9114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4266   -1.6237   -3.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -0.1232   -2.3386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015    0.7484   -1.9528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3156    0.7089   -0.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    0.8026   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478    0.7597   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3150    0.8462   -0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151    0.9717   -1.3921 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1339    0.8017    0.7814 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6972    0.6711    2.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5718    0.6250    3.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9107    0.7229    2.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.4890    4.4051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470    0.4398    5.4925 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    0.3971    4.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668    0.4406    3.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020    0.3498    3.7552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    0.2247    4.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2870    0.3971    2.7107 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1421    0.5273    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7402    0.5735    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    0.4695    0.7078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849    0.6232    1.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3619    0.5787    2.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6429    2.9390   -1.9950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4712   -0.5990   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9837   -2.6957   -3.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0359   -4.1218   -4.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1551   -2.4983   -3.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.9082   -2.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5866    0.6960    3.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9444    0.5002    5.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    0.2913    5.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3717    0.3717    1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
 12  4  1  0
 31 14  1  0
 33 16  2  0
 34 20  2  0
 34 26  1  0
  3 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 11 39  1  0
 15 40  1  0
 22 41  1  0
 24 42  1  0
 25 43  1  0
 32 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Valoneate dilactone	Generator

Chemical Formula

C₂₁H₁₀O₁₃

Average Molecular Weight

470.298

Monoisotopic Molecular Weight

470.012140382

IUPAC Name

3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-6-yl}oxy)benzoic acid

Traditional Name

3,4,5-trihydroxy-2-({7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-6-yl}oxy)benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C(OC2=C(O)C3=C4C(=C2)C(=O)OC2=C(O)C(O)=CC(C(=O)O3)=C42)C(O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29)

InChI Key

BPAOAXAAABIQKR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
7,8-dihydroxycoumarin
Gallic acid or derivatives
Gallic acid
Isocoumarin
Diaryl ether
Coumarin
Hydroxybenzoic acid
Benzopyran
1-benzopyran
2-benzopyran
Benzenetriol
Benzoic acid or derivatives
Benzoic acid
Pyrogallol derivative
Phenol ether
Phenoxy compound
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Ether
Polyol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cloves (FooDB: FOOD00179)

Nut

Common walnut (FooDB: FOOD00094)
Japanese walnut (FooDB: FOOD00240)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	2.61	ALOGPS
logP	2.87	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.51 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.07 m³·mol⁻¹	ChemAxon
Polarizability	40.96 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	199.158	32859911
AllCCS	[M+H-H2O]+	196.871	32859911
AllCCS	[M+Na]+	201.854	32859911
AllCCS	[M+NH4]+	201.256	32859911
AllCCS	[M-H]-	195.706	32859911
AllCCS	[M+Na-2H]-	195.038	32859911
AllCCS	[M+HCOO]-	194.462	32859911
DeepCCS	[M-2H]-	235.271	30932474
DeepCCS	[M+Na]+	210.665	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Valoneic acid dilactone,3TMS,isomer #6	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	4248.5	Semi standard non polar	33892256
Valoneic acid dilactone,3TMS,isomer #6	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	4503.2	Standard non polar	33892256
Valoneic acid dilactone,3TMS,isomer #6	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	5660.1	Standard polar	33892256
Valoneic acid dilactone,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	4207.6	Semi standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	4460.9	Standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	5231.0	Standard polar	33892256
Valoneic acid dilactone,4TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	4270.0	Semi standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	4489.9	Standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	5331.4	Standard polar	33892256
Valoneic acid dilactone,4TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	4286.8	Semi standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	4509.5	Standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #12	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	5327.6	Standard polar	33892256
Valoneic acid dilactone,4TMS,isomer #29	C[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4242.8	Semi standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #29	C[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4510.8	Standard non polar	33892256
Valoneic acid dilactone,4TMS,isomer #29	C[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	5283.2	Standard polar	33892256
Valoneic acid dilactone,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	4224.9	Semi standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	4393.9	Standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(=C13)OC2=O	5004.0	Standard polar	33892256
Valoneic acid dilactone,5TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4219.1	Semi standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4410.3	Standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #11	C[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	5004.4	Standard polar	33892256
Valoneic acid dilactone,5TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	4242.6	Semi standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	4414.6	Standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #2	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O[Si](C)(C)C)=C(O)C(=C13)OC2=O	4997.1	Standard polar	33892256
Valoneic acid dilactone,5TMS,isomer #20	C[Si](C)(C)OC1=CC2=C3C(=C1O[Si](C)(C)C)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4195.8	Semi standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #20	C[Si](C)(C)OC1=CC2=C3C(=C1O[Si](C)(C)C)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4409.0	Standard non polar	33892256
Valoneic acid dilactone,5TMS,isomer #20	C[Si](C)(C)OC1=CC2=C3C(=C1O[Si](C)(C)C)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C)=C4O[Si](C)(C)C)=C(O[Si](C)(C)C)C(=C13)OC2=O	4959.6	Standard polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #34	CC(C)(C)[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C(C)(C)C)=C4O[Si](C)(C)C(C)(C)C)=C(O)C(=C13)OC2=O	4995.6	Semi standard non polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #34	CC(C)(C)[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C(C)(C)C)=C4O[Si](C)(C)C(C)(C)C)=C(O)C(=C13)OC2=O	5124.1	Standard non polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #34	CC(C)(C)[Si](C)(C)OC1=CC2=C3C(=C1O)OC(=O)C1=CC(OC4=C(C(=O)O)C=C(O)C(O[Si](C)(C)C(C)(C)C)=C4O[Si](C)(C)C(C)(C)C)=C(O)C(=C13)OC2=O	5608.5	Standard polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	4909.1	Semi standard non polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	5021.4	Standard non polar	33892256
Valoneic acid dilactone,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(O)=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1OC1=CC2=C3C(=C1O)OC(=O)C1=CC(O)=C(O)C(=C13)OC2=O	5592.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 10V, Positive-QTOF	splash10-00di-0000900000-2dc2a7bfa3ecc84f37e9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 20V, Positive-QTOF	splash10-0fi0-0111900000-a6b9306781b8438fbc92	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 40V, Positive-QTOF	splash10-000i-0892100000-23a1f27c06a9e83c4937	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 10V, Negative-QTOF	splash10-00or-0002900000-661e28445bb11125a149	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 20V, Negative-QTOF	splash10-004i-0215900000-82724a0258a9f186ac07	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 40V, Negative-QTOF	splash10-0a4r-1891000000-e1722561d147420a1ecb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 10V, Positive-QTOF	splash10-00di-0000900000-0244494bf7a8d7e10c92	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 20V, Positive-QTOF	splash10-0udi-0004900000-e8a787c0beca88e64c0e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 40V, Positive-QTOF	splash10-0udl-0049400000-9e41873b0293ab8360f9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 10V, Negative-QTOF	splash10-014i-0000900000-b2e7d8f9b0444bf16d26	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 20V, Negative-QTOF	splash10-0gbc-0104900000-8f0cd8a81d282388855b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Valoneic acid dilactone 40V, Negative-QTOF	splash10-022d-2109300000-2e3bc0c8416a9e5a48db	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB000230

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Valoneic acid dilactone

METLIN ID

Not Available

PubChem Compound

10151874

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

Not Available

Showing metabocard for Valoneic acid dilactone (HMDB0301707)

MOL for HMDB0301707 (Valoneic acid dilactone)

3D MOL for HMDB0301707 (Valoneic acid dilactone)

3D SDF for HMDB0301707 (Valoneic acid dilactone)

3D-SDF for HMDB0301707 (Valoneic acid dilactone)

PDB for HMDB0301707 (Valoneic acid dilactone)

3D PDB for HMDB0301707 (Valoneic acid dilactone)

SMILES for HMDB0301707 (Valoneic acid dilactone)

INCHI for HMDB0301707 (Valoneic acid dilactone)

Structure for HMDB0301707 (Valoneic acid dilactone)

3D Structure for HMDB0301707 (Valoneic acid dilactone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra