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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:41 UTC

Update Date

2022-03-07 02:52:36 UTC

HMDB ID

HMDB0030567

Secondary Accession Numbers

HMDB30567

Metabolite Identification

Common Name

(-)-3,4,9-Trimethoxypterocarpan

Description

(-)-3,4,9-Trimethoxypterocarpan 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, (-)-3,4,9-trimethoxypterocarpan is considered to be a flavonoid lipid molecule (-)-3,4,9-Trimethoxypterocarpan is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, (-)-3,4,9-trimethoxypterocarpan has been detected, but not quantified in, herbs and spices and pulses. This could make (-)-3,4,9-trimethoxypterocarpan a potential biomarker for the consumption of these foods.

Structure

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

HMDB0030567
     RDKit          3D
(-)-3,4,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.6325   -1.5319    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1194   -0.2339    0.7867 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.0974    0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    1.4293    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963    1.8048    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161    0.8914    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -0.4369    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7905   -0.8053    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -1.1756    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234   -0.2726   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -0.5168   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147   -1.7414   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9711   -1.9097   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -0.7991   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -0.8912   -0.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180   -2.1711    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    0.4518   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.5878   -0.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375    2.3335    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    0.5981   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    1.8689   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.1228   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    0.9826    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7508   -1.8740   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -2.2137    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -1.5128    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843    2.1882    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    2.8681    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -1.8603    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191   -0.0477   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -2.6297   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -2.8734   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.8805   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5301   -2.5609    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8181   -2.0609   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.9977    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264    2.1796    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    3.3943    0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    3.0982    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    2.2747   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.8303    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 23 10  1  0
 23  6  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
M  END


  Mrv0541 05061305212D          

 23 26  0  0  0  0            999 V2000
    7.2186    1.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5894    0.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1396   -0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    1.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7999    2.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763    2.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972    2.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1579    0.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913    2.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3248    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526    1.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289    1.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    1.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3640    2.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762    1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816    0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0579    0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246    2.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2184    1.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6869    0.1762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3343    0.2705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923    2.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
 10  4  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  2  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 12  2  0  0  0  0
 18 14  2  0  0  0  0
 18 17  1  0  0  0  0
 19  1  1  0  0  0  0
 19 10  1  0  0  0  0
 20  2  1  0  0  0  0
 20 14  1  0  0  0  0
 21  3  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030567

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC)=C3OC)C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O5/c1-19-10-4-5-11-13-9-22-17-12(16(13)23-15(11)8-10)6-7-14(20-2)18(17)21-3/h4-8,13,16H,9H2,1-3H3

> <INCHI_KEY>
XLPOISABZDNFQM-UHFFFAOYSA-N

> <FORMULA>
C18H18O5

> <MOLECULAR_WEIGHT>
314.3325

> <EXACT_MASS>
314.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.21954350974686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
2.497446186666666

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.208030528928475

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
84.00659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030567
     RDKit          3D
(-)-3,4,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.6325   -1.5319    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1194   -0.2339    0.7867 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.0974    0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    1.4293    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963    1.8048    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161    0.8914    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -0.4369    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7905   -0.8053    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -1.1756    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234   -0.2726   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -0.5168   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147   -1.7414   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9711   -1.9097   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -0.7991   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -0.8912   -0.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180   -2.1711    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    0.4518   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.5878   -0.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375    2.3335    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    0.5981   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    1.8689   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.1228   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    0.9826    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7508   -1.8740   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -2.2137    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -1.5128    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843    2.1882    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    2.8681    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -1.8603    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191   -0.0477   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -2.6297   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -2.8734   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.8805   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5301   -2.5609    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8181   -2.0609   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.9977    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264    2.1796    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    3.3943    0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    3.0982    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    2.2747   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.8303    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 23 10  1  0
 23  6  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  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      13.475   3.659   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.100   1.528   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.127  -0.959   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.737   2.247   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.368   1.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.360   4.456   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.822   4.367   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.515   4.618   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.895   0.593   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.810   3.786   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.073   2.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.205   3.168   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.587   1.969   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.130   2.992   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.146   3.913   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.742   3.256   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.512   1.793   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.975   1.704   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.179   4.492   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.408   2.904   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.282   0.329   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.357   0.505   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.706   4.457   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4    5   10                                                       
CONECT    5    4   11                                                       
CONECT    6    7   12                                                       
CONECT    7    6   14                                                       
CONECT    8   10   15                                                       
CONECT    9   13   22                                                       
CONECT   10    4    8   19                                                  
CONECT   11    5   13   15                                                  
CONECT   12    6   16   17                                                  
CONECT   13    9   11   16                                                  
CONECT   14    7   18   20                                                  
CONECT   15    8   11   23                                                  
CONECT   16   12   13   23                                                  
CONECT   17   12   18   22                                                  
CONECT   18   14   17   21                                                  
CONECT   19    1   10                                                       
CONECT   20    2   14                                                       
CONECT   21    3   18                                                       
CONECT   22    9   17                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0030567
HETATM    1  C1  UNL     1       6.633  -1.532   0.672  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.119  -0.234   0.787  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.779   0.097   0.661  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.435   1.429   0.801  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.096   1.805   0.681  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.116   0.891   0.429  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.454  -0.437   0.288  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.790  -0.805   0.408  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.272  -1.176   0.033  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.423  -0.273  -0.602  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.019  -0.517  -0.465  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.615  -1.741  -0.273  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.971  -1.910  -0.152  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.773  -0.799  -0.226  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.157  -0.891  -0.112  1.00  0.00           O  
HETATM   16  C13 UNL     1      -5.718  -2.171   0.084  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.198   0.452  -0.420  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.001   1.588  -0.497  1.00  0.00           O  
HETATM   19  C15 UNL     1      -4.338   2.334   0.652  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.828   0.598  -0.540  1.00  0.00           C  
HETATM   21  O5  UNL     1      -1.252   1.869  -0.736  1.00  0.00           O  
HETATM   22  C17 UNL     1       0.134   2.123  -0.510  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.681   0.983   0.259  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.751  -1.874  -0.368  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.064  -2.214   1.317  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.678  -1.513   1.099  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.184   2.188   1.003  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.860   2.868   0.799  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.077  -1.860   0.299  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.719  -0.048  -1.648  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.984  -2.630  -0.213  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.442  -2.873  -0.000  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.357  -2.881  -0.704  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.530  -2.561   1.094  1.00  0.00           H  
HETATM   35  H12 UNL     1      -6.818  -2.061  -0.126  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.280   1.998   1.111  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.526   2.180   1.407  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.427   3.394   0.408  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.194   3.098   0.034  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.677   2.275  -1.459  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.097   0.830   1.194  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   23
CONECT    7    8    8    9
CONECT    8   29
CONECT    9   10
CONECT   10   11   23   30
CONECT   11   12   12   20
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   17
CONECT   15   16
CONECT   16   33   34   35
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   36   37   38
CONECT   20   21
CONECT   21   22
CONECT   22   23   39   40
CONECT   23   41
END

HMDB0030567
     RDKit          3D
(-)-3,4,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.6325   -1.5319    0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1194   -0.2339    0.7867 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7794    0.0974    0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346    1.4293    0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963    1.8048    0.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161    0.8914    0.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4537   -0.4369    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7905   -0.8053    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -1.1756    0.0333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4234   -0.2726   -0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -0.5168   -0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6147   -1.7414   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9711   -1.9097   -0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -0.7991   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -0.8912   -0.1119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7180   -2.1711    0.0844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1983    0.4518   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0008    1.5878   -0.4973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3375    2.3335    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    0.5981   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2521    1.8689   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343    2.1228   -0.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    0.9826    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7508   -1.8740   -0.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636   -2.2137    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -1.5128    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1843    2.1882    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    2.8681    0.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -1.8603    0.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7191   -0.0477   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -2.6297   -0.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421   -2.8734   -0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.8805   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5301   -2.5609    1.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8181   -2.0609   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2804    1.9977    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264    2.1796    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4266    3.3943    0.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1936    3.0982    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    2.2747   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0968    0.8303    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 23 10  1  0
 23  6  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 19 36  1  0
 19 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈O₅

Average Molecular Weight

314.3325

Monoisotopic Molecular Weight

314.115423686

IUPAC Name

5,6,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene

Traditional Name

5,6,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC)=C3OC)C1O2

InChI Identifier

InChI=1S/C18H18O5/c1-19-10-4-5-11-13-9-22-17-12(16(13)23-15(11)8-10)6-7-14(20-2)18(17)21-3/h4-8,13,16H,9H2,1-3H3

InChI Key

XLPOISABZDNFQM-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

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030567)

Cellular substructure

Membrane (HMDB: HMDB0030567)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030567)

Source

Endogenous

Endogenous (HMDB: HMDB0030567)

Plant

Plant (HMDB: HMDB0030567)
Fabaceae (HMDB: HMDB0030567)

Exogenous

Food

Food (HMDB: HMDB0030567)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Pulse

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118 - 120 °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	0.014 g/L	ALOGPS
logP	3.24	ALOGPS
logP	2.5	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.15 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.01 m³·mol⁻¹	ChemAxon
Polarizability	33.22 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.809	31661259
DarkChem	[M-H]-	175.952	31661259
DeepCCS	[M+H]+	176.211	30932474
DeepCCS	[M-H]-	173.853	30932474
DeepCCS	[M-2H]-	207.477	30932474
DeepCCS	[M+Na]+	182.703	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.9	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	179.6	32859911
AllCCS	[M+HCOO]-	179.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-3,4,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC)=C3OC)C1O2	3769.3	Standard polar	33892256
(-)-3,4,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC)=C3OC)C1O2	2526.0	Standard non polar	33892256
(-)-3,4,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=C(C=CC(OC)=C3OC)C1O2	2633.3	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 - (-)-3,4,9-Trimethoxypterocarpan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0590000000-7e848caba0a8b2e3dd76	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 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 - (-)-3,4,9-Trimethoxypterocarpan 10V, Positive-QTOF	splash10-014i-0019000000-054769f059bd7b40f93b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 20V, Positive-QTOF	splash10-014i-0149000000-a25c539b4598b83ea7db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 40V, Positive-QTOF	splash10-0zfr-5890000000-0f165791a6bbb525b0d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 10V, Negative-QTOF	splash10-03di-0009000000-f4673efa4dfa53ca5a08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 20V, Negative-QTOF	splash10-03ea-0095000000-5a7ff75214737f6cc05a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 40V, Negative-QTOF	splash10-02vj-1390000000-844d9f36af9791209fcd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 10V, Positive-QTOF	splash10-014i-0009000000-5e49f1f8344e41b79cea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 20V, Positive-QTOF	splash10-014i-0209000000-05974777f92d14eade80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 40V, Positive-QTOF	splash10-03di-1930000000-bb8b9b67932310e0207a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 10V, Negative-QTOF	splash10-03di-0009000000-21ce881a8371cb38d0d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 20V, Negative-QTOF	splash10-03di-0079000000-8bce592bf4d8dc4f60b6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-3,4,9-Trimethoxypterocarpan 40V, Negative-QTOF	splash10-014i-0190000000-eab58eca7366e6711fa9	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002453

KNApSAcK ID

Not Available

Chemspider ID

24843016

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257458

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 (-)-3,4,9-Trimethoxypterocarpan (HMDB0030567)

MOL for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

3D MOL for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

3D SDF for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

3D-SDF for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

PDB for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

3D PDB for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

SMILES for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

INCHI for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

Structure for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

3D Structure for HMDB0030567 ((-)-3,4,9-Trimethoxypterocarpan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra