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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:30:12 UTC

Update Date

2022-03-07 02:53:50 UTC

HMDB ID

HMDB0033743

Secondary Accession Numbers

HMDB33743

Metabolite Identification

Common Name

Neodunol

Description

Neodunol 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. Thus, neodunol is considered to be a flavonoid lipid molecule. Neodunol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, neodunol has been detected, but not quantified in, jicama and pulses. This could make neodunol a potential biomarker for the consumption of these foods.

Structure

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

HMDB0033743
     RDKit          3D
Neodunol
 33 37  0  0  0  0  0  0  0  0999 V2000
    4.0446    3.0629    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    1.8401    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375    1.0616   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -0.1346   -1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -0.5724   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    0.1678    0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    1.3924    1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.4861    1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -1.4897    1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.9141    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    0.0093    1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    0.5448    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    1.4484    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540    1.5827    0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.7769   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.1467   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -0.7759   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -1.3001   -0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565   -2.2302   -1.3480 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -2.0452   -1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -1.8288   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624    2.9827    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2148    1.4200   -1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -0.7663   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424    1.9676    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -2.3777    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539    0.3220    2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6846    1.9640    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7446    2.2095    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352   -1.0913   -1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809   -1.2049   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -2.9901   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -2.6920    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21  9  1  0
 21  5  1  0
 18 10  1  0
 16 12  2  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 20 31  1  0
 20 32  1  0
 21 33  1  0
M  END


  Mrv0541 05061307202D          

 21 25  0  0  0  0            999 V2000
    0.4790   -1.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1617   -1.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0081   -2.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907   -2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5445   -2.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814   -2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1044   -0.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482   -0.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3565   -2.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5389   -2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042   -1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124   -1.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6682   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6365   -1.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9641   -2.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003   -1.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1437   -2.8997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -1.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7603   -0.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7651   -2.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  1  1  0  0  0  0
 10  6  2  0  0  0  0
 11  2  1  0  0  0  0
 12  5  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 14  9  1  0  0  0  0
 15  7  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  1  0  0  0  0
 16 11  2  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 10  1  0  0  0  0
 19  4  1  0  0  0  0
 19 14  1  0  0  0  0
 20  8  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033743

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C1COC3=C(C=C4C=COC4=C3)C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O4/c18-10-1-2-11-13-8-20-15-7-14-9(3-4-19-14)5-12(15)17(13)21-16(11)6-10/h1-7,13,17-18H,8H2

> <INCHI_KEY>
UUDOMPYHVUEXEE-UHFFFAOYSA-N

> <FORMULA>
C17H12O4

> <MOLECULAR_WEIGHT>
280.2748

> <EXACT_MASS>
280.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
28.989906572147618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,11,20-trioxapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-2(10),3,5,8,14(19),15,17-heptaen-17-ol

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
2.826018062666666

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.552920891998637

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9768808953323282

> <JCHEM_POLAR_SURFACE_AREA>
51.83000000000001

> <JCHEM_REFRACTIVITY>
75.43900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,11,20-trioxapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-2(10),3,5,8,14(19),15,17-heptaen-17-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033743
     RDKit          3D
Neodunol
 33 37  0  0  0  0  0  0  0  0999 V2000
    4.0446    3.0629    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    1.8401    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375    1.0616   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -0.1346   -1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -0.5724   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    0.1678    0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    1.3924    1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.4861    1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -1.4897    1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.9141    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    0.0093    1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    0.5448    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    1.4484    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540    1.5827    0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.7769   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.1467   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -0.7759   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -1.3001   -0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565   -2.2302   -1.3480 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -2.0452   -1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -1.8288   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624    2.9827    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2148    1.4200   -1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -0.7663   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424    1.9676    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -2.3777    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539    0.3220    2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6846    1.9640    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7446    2.2095    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352   -1.0913   -1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809   -1.2049   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -2.9901   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -2.6920    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21  9  1  0
 21  5  1  0
 18 10  1  0
 16 12  2  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 20 31  1  0
 20 32  1  0
 21 33  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       0.894  -3.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.169  -2.147   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.215  -4.993   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.489  -4.128   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.483  -4.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.392  -5.219   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.528  -1.422   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.503  -0.789   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.999  -4.048   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.006  -4.548   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.555  -2.818   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.490  -3.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.981  -2.238   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.521  -2.599   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.012  -1.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.666  -4.354   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.974  -3.414   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.268  -5.413   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.061  -2.649   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.019  -0.517   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.162  -4.723   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1   11                                                       
CONECT    3    4    9                                                       
CONECT    4    3   19                                                       
CONECT    5    9   12                                                       
CONECT    6   10   16                                                       
CONECT    7   14   15                                                       
CONECT    8   13   20                                                       
CONECT    9    3    5   14                                                  
CONECT   10    1    6   18                                                  
CONECT   11    2   13   16                                                  
CONECT   12    5   15   17                                                  
CONECT   13    8   11   17                                                  
CONECT   14    7    9   19                                                  
CONECT   15    7   12   20                                                  
CONECT   16    6   11   21                                                  
CONECT   17   12   13   21                                                  
CONECT   18   10                                                            
CONECT   19    4   14                                                       
CONECT   20    8   15                                                       
CONECT   21   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

COMPND    HMDB0033743
HETATM    1  O1  UNL     1       4.045   3.063   0.236  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.366   1.840   0.096  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.538   1.062  -1.028  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.896  -0.135  -1.201  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.036  -0.572  -0.191  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.836   0.168   0.941  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.516   1.392   1.080  1.00  0.00           C  
HETATM    8  O2  UNL     1       0.945  -0.486   1.774  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.287  -1.490   1.010  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.008  -0.914   0.579  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.694   0.009   1.337  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.904   0.545   0.946  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.799   1.448   1.459  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.854   1.583   0.592  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.616   0.777  -0.439  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.468   0.147  -0.260  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.802  -0.776  -1.038  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.581  -1.300  -0.618  1.00  0.00           C  
HETATM   19  O4  UNL     1      -0.857  -2.230  -1.348  1.00  0.00           O  
HETATM   20  C16 UNL     1       0.543  -2.045  -1.441  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.207  -1.829  -0.107  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.962   2.983   0.694  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.215   1.420  -1.809  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.018  -0.766  -2.084  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.342   1.968   1.991  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.112  -2.378   1.651  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.254   0.322   2.282  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.685   1.964   2.391  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.745   2.210   0.672  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.235  -1.091  -1.978  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.781  -1.205  -2.129  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.983  -2.990  -1.880  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.874  -2.692   0.122  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3    7
CONECT    3    4   23
CONECT    4    5    5   24
CONECT    5    6   21
CONECT    6    7    7    8
CONECT    7   25
CONECT    8    9
CONECT    9   10   21   26
CONECT   10   11   11   18
CONECT   11   12   27
CONECT   12   13   16   16
CONECT   13   14   14   28
CONECT   14   15   29
CONECT   15   16
CONECT   16   17
CONECT   17   18   18   30
CONECT   18   19
CONECT   19   20
CONECT   20   21   31   32
CONECT   21   33
END

HMDB0033743
     RDKit          3D
Neodunol
 33 37  0  0  0  0  0  0  0  0999 V2000
    4.0446    3.0629    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    1.8401    0.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375    1.0616   -1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8959   -0.1346   -1.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0355   -0.5724   -0.1907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    0.1678    0.9413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    1.3924    1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -0.4861    1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2870   -1.4897    1.0095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082   -0.9141    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6938    0.0093    1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9040    0.5448    0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7991    1.4484    1.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540    1.5827    0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6162    0.7769   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4676    0.1467   -0.2602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -0.7759   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -1.3001   -0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565   -2.2302   -1.3480 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5427   -2.0452   -1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2068   -1.8288   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9624    2.9827    0.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2148    1.4200   -1.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178   -0.7663   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3424    1.9676    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123   -2.3777    1.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2539    0.3220    2.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6846    1.9640    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7446    2.2095    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352   -1.0913   -1.9778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809   -1.2049   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9830   -2.9901   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -2.6920    0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  7  2  1  0
 21  9  1  0
 21  5  1  0
 18 10  1  0
 16 12  2  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  9 26  1  0
 11 27  1  0
 13 28  1  0
 14 29  1  0
 17 30  1  0
 20 31  1  0
 20 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6a,11a-Dihydro-6H-benzofuro[3,2-c]furo[3,2-g][1]benzopyran-9-ol, 9ci	HMDB

Chemical Formula

C₁₇H₁₂O₄

Average Molecular Weight

280.2748

Monoisotopic Molecular Weight

280.073558872

IUPAC Name

7,11,20-trioxapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-2(10),3,5,8,14(19),15,17-heptaen-17-ol

Traditional Name

7,11,20-trioxapentacyclo[11.7.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]icosa-2(10),3,5,8,14(19),15,17-heptaen-17-ol

CAS Registry Number

53766-53-3

SMILES

OC1=CC2=C(C=C1)C1COC3=C(C=C4C=COC4=C3)C1O2

InChI Identifier

InChI=1S/C17H12O4/c18-10-1-2-11-13-8-20-15-7-14-9(3-4-19-14)5-12(15)17(13)21-16(11)6-10/h1-7,13,17-18H,8H2

InChI Key

UUDOMPYHVUEXEE-UHFFFAOYSA-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
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070007 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033743)

Cellular substructure

Membrane (HMDB: HMDB0033743)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033743)

Source

Exogenous

Food

Food (HMDB: HMDB0033743)

Vegetable

Root vegetable

Jicama (FooDB: FOOD00509)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0033743)
Fabaceae (HMDB: HMDB0033743)

Not Available

Nutrient (HMDB: HMDB0033743)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	170.5 - 171.5 °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	0.092 g/L	ALOGPS
logP	3.57	ALOGPS
logP	2.83	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.55	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	75.44 m³·mol⁻¹	ChemAxon
Polarizability	28.99 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	162.127	31661259
DarkChem	[M-H]-	161.585	31661259
DeepCCS	[M+H]+	167.768	30932474
DeepCCS	[M-H]-	165.41	30932474
DeepCCS	[M-2H]-	199.126	30932474
DeepCCS	[M+Na]+	174.297	30932474
AllCCS	[M+H]+	165.8	32859911
AllCCS	[M+H-H2O]+	162.0	32859911
AllCCS	[M+NH4]+	169.3	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	170.0	32859911
AllCCS	[M+Na-2H]-	168.9	32859911
AllCCS	[M+HCOO]-	167.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neodunol	OC1=CC2=C(C=C1)C1COC3=C(C=C4C=COC4=C3)C1O2	3710.4	Standard polar	33892256
Neodunol	OC1=CC2=C(C=C1)C1COC3=C(C=C4C=COC4=C3)C1O2	2539.1	Standard non polar	33892256
Neodunol	OC1=CC2=C(C=C1)C1COC3=C(C=C4C=COC4=C3)C1O2	2733.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neodunol,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1C3=CC4=C(C=C3OCC21)OC=C4	2800.7	Semi standard non polar	33892256
Neodunol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1C3=CC4=C(C=C3OCC21)OC=C4	3075.4	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 - Neodunol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f89-1490000000-8247d26e9168b947f6b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neodunol GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9358000000-0bfb18200eed8aa015a5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neodunol 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 - Neodunol 10V, Positive-QTOF	splash10-001i-0090000000-0686dbb3a9220d4984da	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 20V, Positive-QTOF	splash10-001i-0090000000-5483914fffdb8e80a517	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 40V, Positive-QTOF	splash10-014i-9520000000-9e3afbeb33dd22a0afad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 10V, Negative-QTOF	splash10-004i-0090000000-46733689cc566dc9ea6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 20V, Negative-QTOF	splash10-004i-0090000000-18e5e3ee46ee8c2879e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 40V, Negative-QTOF	splash10-03ka-1290000000-dff0680a87806b572f0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 10V, Positive-QTOF	splash10-001i-0090000000-222f9df056e144c27fbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 20V, Positive-QTOF	splash10-001i-0090000000-222f9df056e144c27fbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 40V, Positive-QTOF	splash10-001j-2590000000-deb16d04d7ff87dbbe50	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 10V, Negative-QTOF	splash10-004i-0090000000-e7bff69121635cb2fca7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 20V, Negative-QTOF	splash10-004i-0090000000-e7bff69121635cb2fca7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neodunol 40V, Negative-QTOF	splash10-004i-0190000000-8598f740cf3432beea3a	2021-09-24	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

FDB011873

KNApSAcK ID

C00009637

Chemspider ID

24842981

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257431

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 Neodunol (HMDB0033743)

MOL for HMDB0033743 (Neodunol)

3D MOL for HMDB0033743 (Neodunol)

3D SDF for HMDB0033743 (Neodunol)

3D-SDF for HMDB0033743 (Neodunol)

PDB for HMDB0033743 (Neodunol)

3D PDB for HMDB0033743 (Neodunol)

SMILES for HMDB0033743 (Neodunol)

INCHI for HMDB0033743 (Neodunol)

Structure for HMDB0033743 (Neodunol)

3D Structure for HMDB0033743 (Neodunol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra