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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:32:57 UTC

Update Date

2022-03-07 02:53:51 UTC

HMDB ID

HMDB0033787

Secondary Accession Numbers

HMDB33787

Metabolite Identification

Common Name

2,3,9-Trimethoxypterocarpan

Description

2,3,9-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, 2,3,9-trimethoxypterocarpan is considered to be a flavonoid. 2,3,9-Trimethoxypterocarpan has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make 2,3,9-trimethoxypterocarpan a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2,3,9-Trimethoxypterocarpan.

Structure

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

HMDB0033787
     RDKit          3D
2,3,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.8731   -1.4664    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -1.7739    0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -1.0287    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    0.0468   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147    0.7869   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197    0.4545   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -0.6184    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899   -1.3571    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -0.7775    0.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -0.2198   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053    0.1188   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2929   -0.8242   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342   -0.5388   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6023   -1.5253   -0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -2.7996   -0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.7261    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3637    0.9641    0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    2.1862    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335    1.6721    0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077    1.3641    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7335    2.3263    0.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    1.9989    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    0.9863   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5432   -2.2210    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1503   -0.4241    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -1.6233   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6828    0.3315   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    1.6327   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0349   -2.2057    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2270   -0.9826   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -1.8254   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -3.2634   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0373   -3.4493   -1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -2.7239   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8696    2.9663   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    2.6225    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9583    2.0152    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572    2.6494    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535    2.8980    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494    1.5001    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939    1.4015   -1.8496 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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 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
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
 23 41  1  0
M  END

  Mrv0541 05061307212D          

 23 26  0  0  0  0            999 V2000
   -0.9390   -2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5796   -3.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8689   -1.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5275   -1.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2608   -1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4796   -2.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1217   -0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883   -2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -1.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -2.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7507   -1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980   -1.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9156   -2.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -2.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6743   -1.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033   -2.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -2.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559   -3.3526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4979   -1.8789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9453   -0.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6872   -2.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  1  0  0  0  0
 12  7  2  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 11  2  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  2  0  0  0  0
 18 12  1  0  0  0  0
 18 13  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 16  1  0  0  0  0
 21  3  1  0  0  0  0
 21 17  1  0  0  0  0
 22  9  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033787

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2

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

> <INCHI_KEY>
XCRBPIBUMBLGCZ-UHFFFAOYSA-N

> <FORMULA>
C18H18O5

> <MOLECULAR_WEIGHT>
314.3325

> <EXACT_MASS>
314.115423686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.458241511808026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
2.497446186666666

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.177133946026918

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
84.00659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033787
     RDKit          3D
2,3,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.8731   -1.4664    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -1.7739    0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -1.0287    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    0.0468   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147    0.7869   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197    0.4545   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -0.6184    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899   -1.3571    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -0.7775    0.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -0.2198   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053    0.1188   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2929   -0.8242   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342   -0.5388   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6023   -1.5253   -0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -2.7996   -0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.7261    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3637    0.9641    0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    2.1862    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335    1.6721    0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077    1.3641    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7335    2.3263    0.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    1.9989    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    0.9863   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5432   -2.2210    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1503   -0.4241    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -1.6233   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6828    0.3315   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    1.6327   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0349   -2.2057    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2270   -0.9826   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -1.8254   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -3.2634   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0373   -3.4493   -1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -2.7239   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8696    2.9663   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    2.6225    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9583    2.0152    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572    2.6494    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535    2.8980    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494    1.5001    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939    1.4015   -1.8496 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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 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
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 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      -1.753  -4.262   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.282  -6.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.822  -2.132   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.985  -2.851   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.353  -2.145   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.207  -5.221   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.362  -5.059   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.747  -2.308   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.827  -1.196   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.911  -4.389   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.649  -2.978   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.517  -3.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.135  -2.572   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.210  -2.396   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.576  -4.516   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.899  -4.971   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.592  -3.595   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.979  -3.859   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.457  -5.095   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.744  -6.258   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.129  -3.507   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.365  -1.108   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.016  -5.061   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   10   15                                                       
CONECT    7   12   16                                                       
CONECT    8   14   17                                                       
CONECT    9   13   22                                                       
CONECT   10    4    6   19                                                  
CONECT   11    5   13   15                                                  
CONECT   12    7   14   18                                                  
CONECT   13    9   11   18                                                  
CONECT   14    8   12   22                                                  
CONECT   15    6   11   23                                                  
CONECT   16    7   17   20                                                  
CONECT   17    8   16   21                                                  
CONECT   18   12   13   23                                                  
CONECT   19    1   10                                                       
CONECT   20    2   16                                                       
CONECT   21    3   17                                                       
CONECT   22    9   14                                                       
CONECT   23   15   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0033787
HETATM    1  C1  UNL     1       6.873  -1.466   0.662  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.536  -1.774   0.991  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.483  -1.029   0.486  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.662   0.047  -0.359  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.615   0.787  -0.860  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.320   0.454  -0.515  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.131  -0.618   0.328  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.190  -1.357   0.828  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.745  -0.777   0.545  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.093  -0.220  -0.610  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.305   0.119  -0.350  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.293  -0.824  -0.526  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.634  -0.539  -0.288  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.602  -1.525  -0.480  1.00  0.00           O  
HETATM   15  C12 UNL     1      -4.180  -2.800  -0.915  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.016   0.726   0.139  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.364   0.964   0.363  1.00  0.00           O  
HETATM   18  C14 UNL     1      -5.882   2.186   0.793  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.033   1.672   0.317  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.708   1.364   0.075  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.733   2.326   0.258  1.00  0.00           O  
HETATM   22  C17 UNL     1       0.628   1.999   0.237  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.977   0.986  -0.830  1.00  0.00           C  
HETATM   24  H1  UNL     1       7.543  -2.221   1.112  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.150  -0.424   0.897  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.956  -1.623  -0.451  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.683   0.332  -0.648  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.732   1.633  -1.523  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.035  -2.206   1.496  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.227  -0.983  -1.412  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.014  -1.825  -0.862  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.632  -3.263  -0.085  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.037  -3.449  -1.185  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.561  -2.724  -1.842  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.870   2.966  -0.017  1.00  0.00           H  
HETATM   36  H13 UNL     1      -5.397   2.623   1.665  1.00  0.00           H  
HETATM   37  H14 UNL     1      -6.958   2.015   1.050  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.357   2.649   0.651  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.254   2.898   0.205  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.849   1.500   1.224  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.894   1.401  -1.850  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   16   16
CONECT   14   15
CONECT   15   32   33   34
CONECT   16   17   19
CONECT   17   18
CONECT   18   35   36   37
CONECT   19   20   20   38
CONECT   20   21
CONECT   21   22
CONECT   22   23   39   40
CONECT   23   41
END

HMDB0033787
     RDKit          3D
2,3,9-Trimethoxypterocarpan
 41 44  0  0  0  0  0  0  0  0999 V2000
    6.8731   -1.4664    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -1.7739    0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4834   -1.0287    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624    0.0468   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6147    0.7869   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197    0.4545   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309   -0.6184    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899   -1.3571    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454   -0.7775    0.5449 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0928   -0.2198   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053    0.1188   -0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2929   -0.8242   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342   -0.5388   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6023   -1.5253   -0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -2.7996   -0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0157    0.7261    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3637    0.9641    0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8820    2.1862    0.7934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0335    1.6721    0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077    1.3641    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7335    2.3263    0.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281    1.9989    0.2368 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    0.9863   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5432   -2.2210    1.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1503   -0.4241    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9565   -1.6233   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6828    0.3315   -0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    1.6327   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0349   -2.2057    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2270   -0.9826   -1.4124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0139   -1.8254   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -3.2634   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0373   -3.4493   -1.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -2.7239   -1.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8696    2.9663   -0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3966    2.6225    1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9583    2.0152    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572    2.6494    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535    2.8980    0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494    1.5001    1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939    1.4015   -1.8496 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  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 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
 15 32  1  0
 15 33  1  0
 15 34  1  0
 18 35  1  0
 18 36  1  0
 18 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

Value	Source
239-Trimethoxypterocarpan	ChEMBL, HMDB
2-Methoxyhomopterocarpin	HMDB

Chemical Formula

C₁₈H₁₈O₅

Average Molecular Weight

314.3325

Monoisotopic Molecular Weight

314.115423686

IUPAC Name

4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene

Traditional Name

4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene

CAS Registry Number

56782-49-1

SMILES

COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2

InChI Identifier

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

InChI Key

XCRBPIBUMBLGCZ-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

Pterocarpan
Isoflavanol
Isoflavan
Chromane
1-benzopyran
Benzopyran
Coumaran
Benzofuran
Anisole
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070064 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033787)
Cell membrane (HMDB: HMDB0033787)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033787)

Source

Exogenous

Exogenous (HMDB: HMDB0033787)

Food

Food (HMDB: HMDB0033787)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0033787)
Fabaceae (HMDB: HMDB0033787)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033787)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122 - 124 °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	0.012 g/L	ALOGPS
logP	3.28	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	33.46 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]+	175.516	31661259
DarkChem	[M-H]-	176.333	31661259
DeepCCS	[M+H]+	175.985	30932474
DeepCCS	[M-H]-	173.627	30932474
DeepCCS	[M-2H]-	207.408	30932474
DeepCCS	[M+Na]+	182.635	30932474
AllCCS	[M+H]+	174.6	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	179.6	32859911
AllCCS	[M+HCOO]-	179.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2	3803.3	Standard polar	33892256
2,3,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2	2542.8	Standard non polar	33892256
2,3,9-Trimethoxypterocarpan	COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2	2676.7	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 - 2,3,9-Trimethoxypterocarpan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-0590000000-18e8921c1fa9a3e1a71e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,9-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 - 2,3,9-Trimethoxypterocarpan 10V, Positive-QTOF	splash10-014i-0019000000-87f6a98d295e7ef7aad3	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Positive-QTOF	splash10-014i-0159000000-bdd42558b14b5fa0fcfc	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Positive-QTOF	splash10-0zn9-5890000000-0c1d2921fe8ebfae2fb7	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Negative-QTOF	splash10-03di-0009000000-174c8dbc6a9bc5e0e1ed	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Negative-QTOF	splash10-03dj-0096000000-c40f4e10ba106dbadf98	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Negative-QTOF	splash10-0693-1190000000-0ac411a52fc42d8d9348	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Positive-QTOF	splash10-014i-0009000000-5e49f1f8344e41b79cea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Positive-QTOF	splash10-014i-0109000000-f8d8269b229f0a7bf3eb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Positive-QTOF	splash10-03di-0961000000-757b119e9cb9526c1c5f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Negative-QTOF	splash10-03di-0009000000-21ce881a8371cb38d0d1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Negative-QTOF	splash10-03di-0069000000-99b53dd9d9fa303d5efc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Negative-QTOF	splash10-014i-0190000000-0e6060ea4a1ff447a483	2021-09-23	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

FDB011946

KNApSAcK ID

C00009622

Chemspider ID

9326267

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11151159

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 2,3,9-Trimethoxypterocarpan (HMDB0033787)

MOL for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

3D MOL for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

3D SDF for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

3D-SDF for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

PDB for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

3D PDB for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

SMILES for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

INCHI for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

Structure for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

3D Structure for HMDB0033787 (2,3,9-Trimethoxypterocarpan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra