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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:56:55 UTC

Update Date

2022-03-07 02:56:57 UTC

HMDB ID

HMDB0041277

Secondary Accession Numbers

HMDB41277

Metabolite Identification

Common Name

3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid

Description

3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid has been detected, but not quantified in, breakfast cereal and cereals and cereal products. This could make 3-[3-carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid.

Structure

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

  Mrv0541 05061312322D          

 28 30  0  0  0  0            999 V2000
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15  8  2  0  0  0  0
 16  6  1  0  0  0  0
 17 12  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26  1  1  0  0  0  0
 26 14  1  0  0  0  0
 27  2  1  0  0  0  0
 27 15  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

HMDB0041277
     RDKit          3D
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuran...
 46 48  0  0  0  0  0  0  0  0999 V2000
   -4.6641    2.4917   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3432    1.5309   -0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125    0.6564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    0.7078    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -0.1513    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320   -0.0973    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4024   -1.3916    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -1.0890    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466   -1.7190    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579   -2.9199    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2516   -3.5950    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721   -1.2465    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487   -0.0448   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615    0.3119   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.5091   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567    2.7581   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.9098   -0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788    3.9465   -0.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551    0.5739   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148    0.0801   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864    0.5344   -0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.1737   -1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    0.4622   -2.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981   -1.5588   -1.6020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -1.0746    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5578   -1.1341    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761   -0.2622    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638   -0.2979    0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    3.2226   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.9461   -2.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4598    2.9974   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    1.4645   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929    0.4011    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -3.0365    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821   -3.7585    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640   -4.6045    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761   -1.7730    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4629   -0.4991   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305    1.6063   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    3.9849   -0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.4630   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.6155   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -2.1420   -2.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6218   -1.7727    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1034   -1.8548    2.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1637   -0.9773    1.2517 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21  6  1  0
 20  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  1  0
M  END

  Mrv0541 05061312322D          

 28 30  0  0  0  0            999 V2000
   -3.9284    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15  8  2  0  0  0  0
 16  6  1  0  0  0  0
 17 12  1  0  0  0  0
 18 11  1  0  0  0  0
 18 17  1  0  0  0  0
 19 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26  1  1  0  0  0  0
 26 14  1  0  0  0  0
 27  2  1  0  0  0  0
 27 15  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041277

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3-

> <INCHI_KEY>
JTHPLBUVRLOJBB-UTCJRWHESA-N

> <FORMULA>
C20H18O8

> <MOLECULAR_WEIGHT>
386.3521

> <EXACT_MASS>
386.100167552

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
37.8608027408224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.5622878083333323

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8626285399532567

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1735125908733144

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4410090118765195

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
98.1087

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041277
     RDKit          3D
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuran...
 46 48  0  0  0  0  0  0  0  0999 V2000
   -4.6641    2.4917   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3432    1.5309   -0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125    0.6564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    0.7078    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -0.1513    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320   -0.0973    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4024   -1.3916    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -1.0890    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466   -1.7190    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579   -2.9199    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2516   -3.5950    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721   -1.2465    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487   -0.0448   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615    0.3119   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.5091   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567    2.7581   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.9098   -0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788    3.9465   -0.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551    0.5739   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148    0.0801   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864    0.5344   -0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.1737   -1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    0.4622   -2.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981   -1.5588   -1.6020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -1.0746    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5578   -1.1341    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761   -0.2622    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638   -0.2979    0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    3.2226   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.9461   -2.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4598    2.9974   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    1.4645   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929    0.4011    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -3.0365    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821   -3.7585    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640   -4.6045    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761   -1.7730    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4629   -0.4991   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305    1.6063   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    3.9849   -0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.4630   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.6155   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -2.1420   -2.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6218   -1.7727    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1034   -1.8548    2.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1637   -0.9773    1.2517 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21  6  1  0
 20  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  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      -7.333   0.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.865   4.383   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.250  -0.188   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.287  -1.012   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   26                                                            
CONECT    2   27                                                            
CONECT    3    6   10                                                       
CONECT    4    5   11                                                       
CONECT    5    4   13                                                       
CONECT    6    3   16                                                       
CONECT    7   10   12                                                       
CONECT    8   10   15                                                       
CONECT    9   11   14                                                       
CONECT   10    3    7    8                                                  
CONECT   11    4    9   18                                                  
CONECT   12    7   17   19                                                  
CONECT   13    5   14   21                                                  
CONECT   14    9   13   26                                                  
CONECT   15    8   19   27                                                  
CONECT   16    6   22   23                                                  
CONECT   17   12   18   20                                                  
CONECT   18   11   17   28                                                  
CONECT   19   12   15   28                                                  
CONECT   20   17   24   25                                                  
CONECT   21   13                                                            
CONECT   22   16                                                            
CONECT   23   16                                                            
CONECT   24   20                                                            
CONECT   25   20                                                            
CONECT   26    1   14                                                       
CONECT   27    2   15                                                       
CONECT   28   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0041277
HETATM    1  C1  UNL     1      -4.664   2.492  -1.590  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.343   1.531  -0.802  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.612   0.656  -0.020  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.223   0.708   0.003  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.478  -0.151   0.773  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.032  -0.097   0.792  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.402  -1.392   0.746  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.951  -1.089   0.476  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.147  -1.719   0.780  1.00  0.00           C  
HETATM   10  O3  UNL     1       2.058  -2.920   1.508  1.00  0.00           O  
HETATM   11  C8  UNL     1       3.252  -3.595   1.838  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.372  -1.247   0.418  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.449  -0.045  -0.309  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.762   0.312  -0.740  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.266   1.509  -0.831  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.657   2.758  -0.509  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.537   2.910  -0.028  1.00  0.00           O  
HETATM   18  O5  UNL     1       5.379   3.947  -0.752  1.00  0.00           O  
HETATM   19  C14 UNL     1       2.255   0.574  -0.611  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.015   0.080  -0.233  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.386   0.534  -0.423  1.00  0.00           C  
HETATM   22  C17 UNL     1      -0.875  -0.174  -1.639  1.00  0.00           C  
HETATM   23  O6  UNL     1      -1.246   0.462  -2.644  1.00  0.00           O  
HETATM   24  O7  UNL     1      -0.898  -1.559  -1.602  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.158  -1.075   1.529  1.00  0.00           C  
HETATM   26  C19 UNL     1      -4.558  -1.134   1.512  1.00  0.00           C  
HETATM   27  C20 UNL     1      -5.276  -0.262   0.732  1.00  0.00           C  
HETATM   28  O8  UNL     1      -6.664  -0.298   0.696  1.00  0.00           O  
HETATM   29  H1  UNL     1      -4.123   3.223  -0.960  1.00  0.00           H  
HETATM   30  H2  UNL     1      -4.008   1.946  -2.276  1.00  0.00           H  
HETATM   31  H3  UNL     1      -5.460   2.997  -2.202  1.00  0.00           H  
HETATM   32  H4  UNL     1      -2.784   1.464  -0.618  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.593   0.401   1.688  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.847  -3.036   2.572  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.882  -3.759   0.922  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.064  -4.604   2.244  1.00  0.00           H  
HETATM   37  H9  UNL     1       4.276  -1.773   0.678  1.00  0.00           H  
HETATM   38  H10 UNL     1       5.463  -0.499  -1.045  1.00  0.00           H  
HETATM   39  H11 UNL     1       6.331   1.606  -1.213  1.00  0.00           H  
HETATM   40  H12 UNL     1       6.353   3.985  -0.423  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.244   1.463  -1.246  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.496   1.616  -0.471  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.388  -2.142  -2.223  1.00  0.00           H  
HETATM   44  H16 UNL     1      -2.622  -1.773   2.151  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.103  -1.855   2.101  1.00  0.00           H  
HETATM   46  H18 UNL     1      -7.164  -0.977   1.252  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   27
CONECT    4    5   32
CONECT    5    6   25   25
CONECT    6    7   21   33
CONECT    7    8
CONECT    8    9    9   20
CONECT    9   10   12
CONECT   10   11
CONECT   11   34   35   36
CONECT   12   13   13   37
CONECT   13   14   19
CONECT   14   15   15   38
CONECT   15   16   39
CONECT   16   17   17   18
CONECT   18   40
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   22   42
CONECT   22   23   23   24
CONECT   24   43
CONECT   25   26   44
CONECT   26   27   27   45
CONECT   27   28
CONECT   28   46
END

HMDB0041277
     RDKit          3D
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuran...
 46 48  0  0  0  0  0  0  0  0999 V2000
   -4.6641    2.4917   -1.5900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3432    1.5309   -0.8023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6125    0.6564   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2228    0.7078    0.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4782   -0.1513    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320   -0.0973    0.7921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4024   -1.3916    0.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9507   -1.0890    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1466   -1.7190    0.7800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579   -2.9199    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2516   -3.5950    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721   -1.2465    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487   -0.0448   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7615    0.3119   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2663    1.5091   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567    2.7581   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5366    2.9098   -0.0280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3788    3.9465   -0.7516 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551    0.5739   -0.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0148    0.0801   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3864    0.5344   -0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8750   -0.1737   -1.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    0.4622   -2.6441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8981   -1.5588   -1.6020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -1.0746    1.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5578   -1.1341    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2761   -0.2622    0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6638   -0.2979    0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1227    3.2226   -0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0085    1.9461   -2.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4598    2.9974   -2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7835    1.4645   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5929    0.4011    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8470   -3.0365    2.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821   -3.7585    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0640   -4.6045    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2761   -1.7730    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4629   -0.4991   -1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3305    1.6063   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3529    3.9849   -0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.4630   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.6155   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -2.1420   -2.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6218   -1.7727    2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1034   -1.8548    2.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1637   -0.9773    1.2517 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27  3  1  0
 21  6  1  0
 20  8  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  6 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 28 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoate	Generator
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid, 9ci	HMDB
5-(2-Carboxyvinyl)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-benzofurancarboxylic acid	HMDB
5-[(1Z)-2-Carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate	Generator
(7'R,8's)-4,7'-epoxy-3,8'-bilign-7-ene-4'-hydroxy-3',5-dimethoxy-9,9'-dioate	Generator

Chemical Formula

C₂₀H₁₈O₈

Average Molecular Weight

386.3521

Monoisotopic Molecular Weight

386.100167552

IUPAC Name

5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

Traditional Name

5-[(1Z)-2-carboxyeth-1-en-1-yl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

CAS Registry Number

160169-55-1

SMILES

COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3-

InChI Key

JTHPLBUVRLOJBB-UTCJRWHESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Neolignan skeleton
Coumaric acid or derivatives
Methoxyphenol
Benzofuran
Coumaran
Phenoxy compound
Methoxybenzene
Anisole
Styrene
Phenol ether
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Ether
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041277)
Cell membrane (HMDB: HMDB0041277)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041277)

Source

Exogenous

Exogenous (HMDB: HMDB0041277)

Food

Food (HMDB: HMDB0041277)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Poaceae (HMDB: HMDB0041277)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041277)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 - 174 °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	0.042 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.56	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.11 m³·mol⁻¹	ChemAxon
Polarizability	37.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.649	30932474
DeepCCS	[M-H]-	185.29	30932474
DeepCCS	[M-2H]-	218.782	30932474
DeepCCS	[M+Na]+	193.984	30932474
AllCCS	[M+H]+	191.5	32859911
AllCCS	[M+H-H2O]+	188.6	32859911
AllCCS	[M+NH4]+	194.2	32859911
AllCCS	[M+Na]+	195.0	32859911
AllCCS	[M-H]-	191.0	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	191.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid	COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1	5834.7	Standard polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid	COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1	3329.8	Standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid	COC1=CC(\C=C/C(O)=O)=CC2=C1OC(C2C(O)=O)C1=CC(OC)=C(O)C=C1	3513.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C)C=C3C2C(=O)O)=CC=C1O	3538.0	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O[Si](C)(C)C)=CC=C1O	3475.9	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TMS,isomer #3	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O)=CC=C1O[Si](C)(C)C	3484.1	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C)C=C3C2C(=O)O[Si](C)(C)C)=CC=C1O	3404.2	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C)C=C3C2C(=O)O)=CC=C1O[Si](C)(C)C	3451.2	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TMS,isomer #3	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3409.6	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,3TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C)C=C3C2C(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	3382.2	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)C=C3C2C(=O)O)=CC=C1O	3810.0	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TBDMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3756.2	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,1TBDMS,isomer #3	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	3788.3	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)C=C3C2C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O	3920.0	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TBDMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)C=C3C2C(=O)O)=CC=C1O[Si](C)(C)C(C)(C)C	3982.9	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,2TBDMS,isomer #3	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O)C=C3C2C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3933.1	Semi standard non polar	33892256
3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid,3TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(/C=C\C(=O)O[Si](C)(C)C(C)(C)C)C=C3C2C(=O)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	4080.6	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-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-0309000000-3430f30bc375381be738	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-000i-2000190000-2a741d2e3e25061bad43	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 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-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 10V, Positive-QTOF	splash10-014i-0109000000-e0b585f21780151fd3eb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 20V, Positive-QTOF	splash10-0gkc-0119000000-72f5f07bcc738dc87bdc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 40V, Positive-QTOF	splash10-002r-1900000000-e3455fd2a3c777b30c17	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 10V, Negative-QTOF	splash10-000l-0009000000-0e6a5f01ed2f3d7a4048	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 20V, Negative-QTOF	splash10-00mx-0019000000-e0de8b213dd69f233706	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 40V, Negative-QTOF	splash10-056r-1649000000-3e0a5de588bcc30027c8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 10V, Negative-QTOF	splash10-000i-0019000000-26c5c39e4fb9c7194df2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 20V, Negative-QTOF	splash10-004i-0029000000-0a490dfde23643a97e74	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 40V, Negative-QTOF	splash10-0ar0-0194000000-d73bee2952709d583c42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 10V, Positive-QTOF	splash10-014i-0009000000-5d1c4f43bb3b859a1786	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 20V, Positive-QTOF	splash10-0g6s-0039000000-7ea23dc0fa8f520267bf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid 40V, Positive-QTOF	splash10-0f7t-0976000000-c5327ce2cfcc3d97e270	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

FDB021189

KNApSAcK ID

Not Available

Chemspider ID

35015143

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101088304

PDB ID

Not Available

ChEBI ID

175915

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-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid (HMDB0041277)

MOL for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

3D MOL for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

3D SDF for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

3D-SDF for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

PDB for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

3D PDB for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

SMILES for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

INCHI for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

Structure for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

3D Structure for HMDB0041277 (3-[3-Carboxy-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra