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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:21:58 UTC

Update Date

2021-09-23 22:21:59 UTC

HMDB ID

HMDB0302987

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tuberosin

Description

Tuberosin is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Tuberosin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tuberosin can be found in potato, which makes tuberosin a potential biomarker for the consumption of this food product.

Structure

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

  Mrv0541 02241221422D          

 25 29  0  0  1  0            999 V2000
    6.8079   -0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995    0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4713    0.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7432    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    0.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3151    1.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6151    0.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -0.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3714   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0713   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604    0.2961    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8222    0.9797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4612    1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382    1.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    1.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2526   -0.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1085    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3534    1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9314    0.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530    1.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3066    0.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  8 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 24  1  1  0  0  0
  2 25  1  0  0  0  0
M  END

HMDB0302987
     RDKit          3D
Tuberosin
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.5754    0.8255   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.4274    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883    0.7879    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213   -1.0487    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -1.6088    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.8188   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8456   -1.4073   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2485   -0.6538   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1753    0.7187   -0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    1.3101   -0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    0.5409   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    1.1173    0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3956    1.2315   -1.3866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.1768   -1.5282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4553    0.3584   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9317    1.6262   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9737    1.8036    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5742    0.7369    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6156    1.0016    2.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0876   -0.5191    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -0.7185    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.9750   -0.2716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1181   -2.0954   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022   -1.1022   -1.4303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4687   -1.7529   -2.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.3210    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    1.4846   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -0.0744   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    0.4997    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    0.1645    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    1.8801    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1591   -1.6325    0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.6922    0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355   -2.4948   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    2.3878   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7604    0.3013   -2.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    2.4703   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3040    2.8337    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4364    1.1693    3.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502   -1.3639    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -3.1271   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080   -1.9449    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596   -2.5817   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 12  2  1  0
 24 14  1  0
 11  6  1  0
 21 15  1  0
 24  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  6
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 25 43  1  0
M  END

  Mrv0541 02241221422D          

 25 29  0  0  1  0            999 V2000
    6.8079   -0.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4995    0.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4713    0.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7432    1.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    0.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3151    1.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6151    0.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6432   -0.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3714   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0713   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7995   -0.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.3544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604    0.2961    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8222    0.9797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4612    1.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382    1.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1763    1.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755   -0.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2526   -0.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1085    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3534    1.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9314    0.5289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3530    1.6113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3066    0.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
  8 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 24  1  1  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302987

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=CC3=C(C=C2C=C1)[C@@]1(O)COC2=C(C=CC(O)=C2)[C@H]1O3

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O5/c1-19(2)6-5-11-7-14-17(9-15(11)25-19)24-18-13-4-3-12(21)8-16(13)23-10-20(14,18)22/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m1/s1

> <INCHI_KEY>
ZBTYHECJEINCMD-QUCCMNQESA-N

> <FORMULA>
C20H18O5

> <MOLECULAR_WEIGHT>
338.3539

> <EXACT_MASS>
338.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.43088113196191

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,13R)-7,7-dimethyl-8,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,5,9,14(19),15,17-heptaene-1,17-diol

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
2.9123376819999995

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.055970665520434

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.413429647094496

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1009289875580235

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
92.07920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,13R)-7,7-dimethyl-8,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,5,9,14(19),15,17-heptaene-1,17-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302987
     RDKit          3D
Tuberosin
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.5754    0.8255   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.4274    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883    0.7879    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213   -1.0487    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -1.6088    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.8188   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8456   -1.4073   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2485   -0.6538   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1753    0.7187   -0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    1.3101   -0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    0.5409   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    1.1173    0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3956    1.2315   -1.3866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.1768   -1.5282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4553    0.3584   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9317    1.6262   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9737    1.8036    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5742    0.7369    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6156    1.0016    2.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0876   -0.5191    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -0.7185    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.9750   -0.2716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1181   -2.0954   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022   -1.1022   -1.4303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4687   -1.7529   -2.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.3210    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    1.4846   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -0.0744   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    0.4997    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    0.1645    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    1.8801    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1591   -1.6325    0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.6922    0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355   -2.4948   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    2.3878   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7604    0.3013   -2.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    2.4703   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3040    2.8337    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4364    1.1693    3.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502   -1.3639    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -3.1271   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080   -1.9449    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596   -2.5817   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 12  2  1  0
 24 14  1  0
 11  6  1  0
 21 15  1  0
 24  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  6
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      12.708  -1.382   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.132   0.046   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.080   1.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.721   2.309   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.414   1.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.055   2.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.748   1.403   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.801  -0.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.160  -0.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.466  -0.045   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.826  -0.769   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.353  -0.662   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.406   0.553   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.268   1.829   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.594   3.213   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.058   3.322   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.196   2.046   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.870   0.661   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.008  -0.615   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.472  -0.506   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.203   0.879   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.660   2.155   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.739   0.987   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.259   3.008   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.639   0.365   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   25                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
CONECT   12    8   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    7   15   24                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   17                                                       
CONECT   23   21                                                            
CONECT   24   14                                                            
CONECT   25    2                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0302987
HETATM    1  C1  UNL     1       5.575   0.825  -0.365  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.455   0.427   0.597  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.888   0.788   2.023  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.321  -1.049   0.568  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.193  -1.609   0.194  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.039  -0.819  -0.204  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.846  -1.407  -0.601  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.248  -0.654  -0.978  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.175   0.719  -0.969  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.018   1.310  -0.573  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.119   0.541  -0.193  1.00  0.00           C  
HETATM   12  O1  UNL     1       3.310   1.117   0.203  1.00  0.00           O  
HETATM   13  O2  UNL     1      -1.396   1.232  -1.387  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.348   0.177  -1.528  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.455   0.358  -0.589  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.932   1.626  -0.310  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.974   1.804   0.572  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.574   0.737   1.203  1.00  0.00           C  
HETATM   19  O3  UNL     1      -6.616   1.002   2.075  1.00  0.00           O  
HETATM   20  C17 UNL     1      -5.088  -0.519   0.914  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.040  -0.718   0.030  1.00  0.00           C  
HETATM   22  O4  UNL     1      -3.539  -1.975  -0.272  1.00  0.00           O  
HETATM   23  C19 UNL     1      -2.118  -2.095  -0.449  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.602  -1.102  -1.430  1.00  0.00           C  
HETATM   25  O5  UNL     1      -1.469  -1.753  -2.661  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.411   1.321   0.157  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.211   1.485  -1.172  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.005  -0.074  -0.873  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.066   0.500   2.685  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.770   0.165   2.265  1.00  0.00           H  
HETATM   31  H6  UNL     1       5.127   1.880   2.075  1.00  0.00           H  
HETATM   32  H7  UNL     1       5.159  -1.633   0.858  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.088  -2.692   0.171  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.835  -2.495  -0.592  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.110   2.388  -0.554  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.760   0.301  -2.566  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.470   2.470  -0.798  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.304   2.834   0.750  1.00  0.00           H  
HETATM   39  H14 UNL     1      -6.436   1.169   3.058  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.550  -1.364   1.403  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.886  -3.127  -0.779  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.608  -1.945   0.521  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.960  -2.582  -2.477  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   12
CONECT    3   29   30   31
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7    7   11
CONECT    7    8   34
CONECT    8    9    9   24
CONECT    9   10   13
CONECT   10   11   11   35
CONECT   11   12
CONECT   13   14
CONECT   14   15   24   36
CONECT   15   16   16   21
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   20
CONECT   19   39
CONECT   20   21   21   40
CONECT   21   22
CONECT   22   23
CONECT   23   24   41   42
CONECT   24   25
CONECT   25   43
END

HMDB0302987
     RDKit          3D
Tuberosin
 43 47  0  0  0  0  0  0  0  0999 V2000
    5.5754    0.8255   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4546    0.4274    0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883    0.7879    2.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3213   -1.0487    0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930   -1.6088    0.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -0.8188   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8456   -1.4073   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2485   -0.6538   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1753    0.7187   -0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181    1.3101   -0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    0.5409   -0.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3104    1.1173    0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3956    1.2315   -1.3866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482    0.1768   -1.5282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4553    0.3584   -0.5887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9317    1.6262   -0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9737    1.8036    0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5742    0.7369    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6156    1.0016    2.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0876   -0.5191    0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400   -0.7185    0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5387   -1.9750   -0.2716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1181   -2.0954   -0.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6022   -1.1022   -1.4303 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4687   -1.7529   -2.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106    1.3210    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2105    1.4846   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -0.0744   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0659    0.4997    2.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702    0.1645    2.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    1.8801    2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1591   -1.6325    0.8576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.6922    0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355   -2.4948   -0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1101    2.3878   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7604    0.3013   -2.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    2.4703   -0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3040    2.8337    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4364    1.1693    3.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5502   -1.3639    1.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -3.1271   -0.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080   -1.9449    0.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596   -2.5817   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 12  2  1  0
 24 14  1  0
 11  6  1  0
 21 15  1  0
 24  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
 10 35  1  0
 14 36  1  6
 16 37  1  0
 17 38  1  0
 19 39  1  0
 20 40  1  0
 23 41  1  0
 23 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₅

Average Molecular Weight

338.3539

Monoisotopic Molecular Weight

338.115423686

IUPAC Name

(1R,13R)-7,7-dimethyl-8,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,5,9,14(19),15,17-heptaene-1,17-diol

Traditional Name

(1R,13R)-7,7-dimethyl-8,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,5,9,14(19),15,17-heptaene-1,17-diol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=CC3=C(C=C2C=C1)[C@@]1(O)COC2=C(C=CC(O)=C2)[C@H]1O3

InChI Identifier

InChI=1S/C20H18O5/c1-19(2)6-5-11-7-14-17(9-15(11)25-19)24-18-13-4-3-12(21)8-16(13)23-10-20(14,18)22/h3-9,18,21-22H,10H2,1-2H3/t18-,20+/m1/s1

InChI Key

ZBTYHECJEINCMD-QUCCMNQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302987)

Food

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Fungicide (HMDB: HMDB0302987)

Pesticide (HMDB: HMDB0302987)

Biological role

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	3.25	ALOGPS
logP	2.91	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.41	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.08 m³·mol⁻¹	ChemAxon
Polarizability	35.43 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
AllCCS	[M+H]+	182.152	32859911
AllCCS	[M+H-H2O]+	178.818	32859911
AllCCS	[M+Na]+	186.128	32859911
AllCCS	[M+NH4]+	185.24	32859911
AllCCS	[M-H]-	186.593	32859911
AllCCS	[M+Na-2H]-	186.046	32859911
AllCCS	[M+HCOO]-	185.599	32859911
DeepCCS	[M+H]+	180.73	30932474
DeepCCS	[M-H]-	178.347	30932474
DeepCCS	[M-2H]-	211.949	30932474
DeepCCS	[M+Na]+	187.119	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 10V, Positive-QTOF	splash10-000i-0119000000-df9f4425637b6301e703	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 20V, Positive-QTOF	splash10-000i-2179000000-757a5e5208bd65ce59cd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 40V, Positive-QTOF	splash10-014i-3940000000-2502b239ff537bdabb9d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 10V, Negative-QTOF	splash10-000i-0009000000-cf891640ed06d1c5a988	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 20V, Negative-QTOF	splash10-000i-0029000000-d7af978acbbeb8e519f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 40V, Negative-QTOF	splash10-0gk9-0291000000-6f290d80619700e4f8ef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 10V, Positive-QTOF	splash10-000i-0009000000-2b8ef97f349df851f3ad	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 20V, Positive-QTOF	splash10-000i-0029000000-e411c5da20629bf15abf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 40V, Positive-QTOF	splash10-0079-0924000000-81554335715e2b05d3f6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 10V, Negative-QTOF	splash10-000i-0009000000-fba49930c01349472a4d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 20V, Negative-QTOF	splash10-000j-0069000000-bec49912c40f8cd6cd12	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tuberosin 40V, Negative-QTOF	splash10-06rb-1986000000-fbec1bed01bcf6a77288	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

FDB007156

KNApSAcK ID

Not Available

Chemspider ID

4477259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318770

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 Tuberosin (HMDB0302987)

MOL for HMDB0302987 (Tuberosin)

3D MOL for HMDB0302987 (Tuberosin)

3D SDF for HMDB0302987 (Tuberosin)

3D-SDF for HMDB0302987 (Tuberosin)

PDB for HMDB0302987 (Tuberosin)

3D PDB for HMDB0302987 (Tuberosin)

SMILES for HMDB0302987 (Tuberosin)

INCHI for HMDB0302987 (Tuberosin)

Structure for HMDB0302987 (Tuberosin)

3D Structure for HMDB0302987 (Tuberosin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra