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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:31:08 UTC

Update Date

2022-03-07 02:54:10 UTC

HMDB ID

HMDB0034629

Secondary Accession Numbers

HMDB34629

Metabolite Identification

Common Name

(7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate

Description

(7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety (7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate has been detected, but not quantified in, fruits. This could make (7'r*,8's*)-methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-Oate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate.

Structure

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

  Mrv0541 05061307582D          

 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
    4.2135    3.1729    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
   -0.3984    0.0709    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
   -0.1435    0.8555    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
   -0.6284    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
   -1.2054   -0.1006    0.0000 O   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
   -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
    4.2135    2.3479    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
  6  5  2  0  0  0  0
  7  4  2  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  2  0  0  0  0
 19  7  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  2  0  0  0  0
 21 18  1  0  0  0  0
 22 11  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  2  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 28 21  1  0  0  0  0
M  END

HMDB0034629
     RDKit          3D
(7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethox...
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.0216    2.8064   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    1.5197   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351    0.4700   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7247    0.7284   -1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3211   -0.8518   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675   -1.3618    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -0.6886    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.5996    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.1092    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3593    2.4392    1.4016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    3.2310    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.3658    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921   -0.9409    0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8553   -1.4411    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -1.4954    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -2.9205    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -3.6774   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6010   -0.5744    1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239   -0.5493    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429   -1.1013    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920   -1.1200    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -0.5786    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0942   -0.5763   -0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8309   -0.0243   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3053    0.5118   -2.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722    1.1080   -3.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.0104   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    0.6655    0.7903 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110    3.2232   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    3.4516   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    2.6444   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1949   -1.5875   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3018   -2.4744    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    1.2351    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566    3.2194    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251    4.2808    1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855    2.8172    2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138   -2.4782   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -1.3497   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5875   -2.9525    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946   -3.2825    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -3.6561   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -0.8900    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -1.5460    2.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0157   -1.5611    1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9761    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.1778   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    0.5839   -3.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    1.0500   -3.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7417    0.4281   -1.2431 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 18 28  1  0
 14  7  1  0
 27 19  1  0
 28 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
M  END

  Mrv0541 05061307582D          

 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
    4.2135    3.1729    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
   -0.3984    0.0709    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
   -0.1435    0.8555    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
   -0.6284    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
   -1.2054   -0.1006    0.0000 O   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
   -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
    4.2135    2.3479    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
  6  5  2  0  0  0  0
  7  4  2  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 15 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16  6  1  0  0  0  0
 17 10  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  2  0  0  0  0
 19  7  1  0  0  0  0
 20 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21 14  2  0  0  0  0
 21 18  1  0  0  0  0
 22 11  1  0  0  0  0
 23 16  1  0  0  0  0
 24 19  2  0  0  0  0
 25  1  1  0  0  0  0
 25 17  1  0  0  0  0
 26  2  1  0  0  0  0
 26 18  1  0  0  0  0
 27  3  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 28 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034629

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)\C=C/C1=CC2=C(OC(C2CO)C2=CC(OC)=C(O)C=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O7/c1-25-17-10-13(5-6-16(17)23)20-15(11-22)14-8-12(4-7-19(24)27-3)9-18(26-2)21(14)28-20/h4-10,15,20,22-23H,11H2,1-3H3/b7-4-

> <INCHI_KEY>
DPDJZJNYBSGDHT-DAXSKMNVSA-N

> <FORMULA>
C21H22O7

> <MOLECULAR_WEIGHT>
386.3952

> <EXACT_MASS>
386.136553058

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.0707041091218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.5327141609999995

> <ALOGPS_LOGS>
-4.45

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.190466351241412

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.909972249848655

> <JCHEM_PKA_STRONGEST_BASIC>
-2.715491027378465

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
103.09339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2Z)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034629
     RDKit          3D
(7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethox...
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.0216    2.8064   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    1.5197   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351    0.4700   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7247    0.7284   -1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3211   -0.8518   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675   -1.3618    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -0.6886    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.5996    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.1092    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3593    2.4392    1.4016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    3.2310    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.3658    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921   -0.9409    0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8553   -1.4411    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -1.4954    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -2.9205    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -3.6774   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6010   -0.5744    1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239   -0.5493    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429   -1.1013    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920   -1.1200    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -0.5786    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0942   -0.5763   -0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8309   -0.0243   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3053    0.5118   -2.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722    1.1080   -3.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.0104   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    0.6655    0.7903 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110    3.2232   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    3.4516   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    2.6444   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1949   -1.5875   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3018   -2.4744    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    1.2351    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566    3.2194    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251    4.2808    1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855    2.8172    2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138   -2.4782   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -1.3497   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5875   -2.9525    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946   -3.2825    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -3.6561   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -0.8900    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -1.5460    2.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0157   -1.5611    1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9761    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.1778   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    0.5839   -3.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    1.0500   -3.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7417    0.4281   -1.2431 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 18 28  1  0
 14  7  1  0
 27 19  1  0
 28 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  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       7.865   5.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.250  -0.188   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.865   4.383   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   25                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4    7   12                                                       
CONECT    5    6   13                                                       
CONECT    6    5   16                                                       
CONECT    7    4   19                                                       
CONECT    8   12   14                                                       
CONECT    9   12   18                                                       
CONECT   10   13   17                                                       
CONECT   11   15   22                                                       
CONECT   12    4    8    9                                                  
CONECT   13    5   10   20                                                  
CONECT   14    8   15   21                                                  
CONECT   15   11   14   20                                                  
CONECT   16    6   17   23                                                  
CONECT   17   10   16   25                                                  
CONECT   18    9   21   26                                                  
CONECT   19    7   24   27                                                  
CONECT   20   13   15   28                                                  
CONECT   21   14   18   28                                                  
CONECT   22   11                                                            
CONECT   23   16                                                            
CONECT   24   19                                                            
CONECT   25    1   17                                                       
CONECT   26    2   18                                                       
CONECT   27    3   19                                                       
CONECT   28   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0034629
HETATM    1  C1  UNL     1       5.022   2.806  -1.342  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.674   1.520  -0.843  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.535   0.470  -0.782  1.00  0.00           C  
HETATM    4  O2  UNL     1       6.725   0.728  -1.222  1.00  0.00           O  
HETATM    5  C3  UNL     1       5.321  -0.852  -0.326  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.267  -1.362   0.210  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.030  -0.689   0.498  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.825   0.600   0.887  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.555   1.109   1.003  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.359   2.439   1.402  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.494   3.231   1.680  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.420   0.366   0.742  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.592  -0.941   0.350  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.855  -1.441   0.235  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.771  -1.495   0.139  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.872  -2.921   0.575  1.00  0.00           C  
HETATM   17  O4  UNL     1       0.031  -3.677  -0.165  1.00  0.00           O  
HETATM   18  C14 UNL     1      -1.601  -0.574   1.021  1.00  0.00           C  
HETATM   19  C15 UNL     1      -3.024  -0.549   0.622  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.943  -1.101   1.490  1.00  0.00           C  
HETATM   21  C17 UNL     1      -5.292  -1.120   1.198  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.740  -0.579   0.017  1.00  0.00           C  
HETATM   23  O5  UNL     1      -7.094  -0.576  -0.319  1.00  0.00           O  
HETATM   24  C19 UNL     1      -4.831  -0.024  -0.858  1.00  0.00           C  
HETATM   25  O6  UNL     1      -5.305   0.512  -2.035  1.00  0.00           O  
HETATM   26  C20 UNL     1      -4.472   1.108  -3.012  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.473  -0.010  -0.554  1.00  0.00           C  
HETATM   28  O7  UNL     1      -0.949   0.665   0.790  1.00  0.00           O  
HETATM   29  H1  UNL     1       5.811   3.223  -0.661  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.126   3.452  -1.319  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.415   2.644  -2.373  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.195  -1.588  -0.439  1.00  0.00           H  
HETATM   33  H5  UNL     1       4.302  -2.474   0.500  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.634   1.235   1.191  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.257   3.219   0.906  1.00  0.00           H  
HETATM   36  H8  UNL     1       2.225   4.281   1.898  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.986   2.817   2.609  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.014  -2.478  -0.075  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.028  -1.350  -0.935  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.587  -2.952   1.657  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.895  -3.282   0.404  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.279  -3.656  -1.118  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.446  -0.890   2.056  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.648  -1.546   2.442  1.00  0.00           H  
HETATM   45  H17 UNL     1      -6.016  -1.561   1.894  1.00  0.00           H  
HETATM   46  H18 UNL     1      -7.784  -0.976   0.304  1.00  0.00           H  
HETATM   47  H19 UNL     1      -4.335   2.178  -2.760  1.00  0.00           H  
HETATM   48  H20 UNL     1      -3.517   0.584  -3.140  1.00  0.00           H  
HETATM   49  H21 UNL     1      -5.027   1.050  -3.980  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.742   0.428  -1.243  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   32
CONECT    6    7   33
CONECT    7    8    8   14
CONECT    8    9   34
CONECT    9   10   12   12
CONECT   10   11
CONECT   11   35   36   37
CONECT   12   13   28
CONECT   13   14   14   15
CONECT   14   38
CONECT   15   16   18   39
CONECT   16   17   40   41
CONECT   17   42
CONECT   18   19   28   43
CONECT   19   20   20   27
CONECT   20   21   44
CONECT   21   22   22   45
CONECT   22   23   24
CONECT   23   46
CONECT   24   25   27   27
CONECT   25   26
CONECT   26   47   48   49
CONECT   27   50
END

HMDB0034629
     RDKit          3D
(7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethox...
 50 52  0  0  0  0  0  0  0  0999 V2000
    5.0216    2.8064   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742    1.5197   -0.8428 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351    0.4700   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7247    0.7284   -1.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3211   -0.8518   -0.3256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675   -1.3618    0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -0.6886    0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    0.5996    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5547    1.1092    1.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3593    2.4392    1.4016 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4937    3.2310    1.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    0.3658    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5921   -0.9409    0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8553   -1.4411    0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -1.4954    0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8718   -2.9205    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0308   -3.6774   -0.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6010   -0.5744    1.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0239   -0.5493    0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9429   -1.1013    1.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920   -1.1200    1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7405   -0.5786    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0942   -0.5763   -0.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8309   -0.0243   -0.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3053    0.5118   -2.0352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722    1.1080   -3.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -0.0104   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    0.6655    0.7903 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8110    3.2232   -0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256    3.4516   -1.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    2.6444   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1949   -1.5875   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3018   -2.4744    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    1.2351    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2566    3.2194    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2251    4.2808    1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855    2.8172    2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138   -2.4782   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0276   -1.3497   -0.9345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5875   -2.9525    1.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946   -3.2825    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787   -3.6561   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460   -0.8900    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -1.5460    2.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0157   -1.5611    1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7838   -0.9761    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3347    2.1778   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    0.5839   -3.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0269    1.0500   -3.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7417    0.4281   -1.2431 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
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 15 16  1  0
 16 17  1  0
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 19 20  2  0
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 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 18 28  1  0
 14  7  1  0
 27 19  1  0
 28 12  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  6 33  1  0
  8 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 14 38  1  0
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 16 41  1  0
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 23 46  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(7'R,8's)-methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-Oic acid	Generator
Methyl (2Z)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid	HMDB

Chemical Formula

C₂₁H₂₂O₇

Average Molecular Weight

386.3952

Monoisotopic Molecular Weight

386.136553058

IUPAC Name

methyl (2Z)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

Traditional Name

methyl (2Z)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate

CAS Registry Number

107296-48-0

SMILES

COC(=O)\C=C/C1=CC2=C(OC(C2CO)C2=CC(OC)=C(O)C=C2)C(OC)=C1

InChI Identifier

InChI=1S/C21H22O7/c1-25-17-10-13(5-6-16(17)23)20-15(11-22)14-8-12(4-7-19(24)27-3)9-18(26-2)21(14)28-20/h4-10,15,20,22-23H,11H2,1-3H3/b7-4-

InChI Key

DPDJZJNYBSGDHT-DAXSKMNVSA-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
Coumaran
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Primary alcohol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
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: HMDB0034629)
Cell membrane (HMDB: HMDB0034629)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034629)

Source

Exogenous

Exogenous (HMDB: HMDB0034629)

Food

Food (HMDB: HMDB0034629)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0034629)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034629)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	2.77	ALOGPS
logP	2.53	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.09 m³·mol⁻¹	ChemAxon
Polarizability	40.07 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]+	188.603	30932474
DeepCCS	[M-H]-	186.245	30932474
DeepCCS	[M-2H]-	219.865	30932474
DeepCCS	[M+Na]+	195.094	30932474
AllCCS	[M+H]+	193.5	32859911
AllCCS	[M+H-H2O]+	190.6	32859911
AllCCS	[M+NH4]+	196.1	32859911
AllCCS	[M+Na]+	196.9	32859911
AllCCS	[M-H]-	194.5	32859911
AllCCS	[M+Na-2H]-	194.8	32859911
AllCCS	[M+HCOO]-	195.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate	COC(=O)\C=C/C1=CC2=C(OC(C2CO)C2=CC(OC)=C(O)C=C2)C(OC)=C1	4819.8	Standard polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate	COC(=O)\C=C/C1=CC2=C(OC(C2CO)C2=CC(OC)=C(O)C=C2)C(OC)=C1	3255.1	Standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate	COC(=O)\C=C/C1=CC2=C(OC(C2CO)C2=CC(OC)=C(O)C=C2)C(OC)=C1	3414.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,1TMS,isomer #1	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O)C(OC)=C3)C(CO[Si](C)(C)C)C2=C1	3338.7	Semi standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,1TMS,isomer #2	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O[Si](C)(C)C)C(OC)=C3)C(CO)C2=C1	3363.1	Semi standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,2TMS,isomer #1	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O[Si](C)(C)C)C(OC)=C3)C(CO[Si](C)(C)C)C2=C1	3313.7	Semi standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,1TBDMS,isomer #1	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O)C(OC)=C3)C(CO[Si](C)(C)C(C)(C)C)C2=C1	3591.3	Semi standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,1TBDMS,isomer #2	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)C(CO)C2=C1	3620.5	Semi standard non polar	33892256
(7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate,2TBDMS,isomer #1	COC(=O)/C=C\C1=CC(OC)=C2OC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)C(CO[Si](C)(C)C(C)(C)C)C2=C1	3780.2	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 - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0009000000-dfed748fc1fd4b76de91	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate GC-MS (2 TMS) - 70eV, Positive	splash10-066r-1000960000-dc2e5da8f72315d7d1e9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 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 - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 10V, Positive-QTOF	splash10-05n0-0009000000-9f34f4537f3b798ed875	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 20V, Positive-QTOF	splash10-07br-0129000000-2d1db0eff775f27824d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 40V, Positive-QTOF	splash10-0fb9-1911000000-3d48f8e9f1009e470d01	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 10V, Negative-QTOF	splash10-000i-0009000000-4351ef3bd5e009175ddc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 20V, Negative-QTOF	splash10-000i-0009000000-83b06152873a3b6e6218	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 40V, Negative-QTOF	splash10-0079-2239000000-5d5b64c9d5f8d607928a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 10V, Positive-QTOF	splash10-052r-0009000000-02adff729b41d95d0577	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 20V, Positive-QTOF	splash10-05p9-0019000000-c12011103cd094f14897	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 40V, Positive-QTOF	splash10-000i-0938000000-314cd77e015d2466f7ac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 10V, Negative-QTOF	splash10-002r-0009000000-5ec7c1fd7f90fa688e44	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 20V, Negative-QTOF	splash10-03di-0029000000-0065f53f0ce0ee3fa52d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate 40V, Negative-QTOF	splash10-0gx9-0297000000-c62e622f30483cd79707	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013151

KNApSAcK ID

Not Available

Chemspider ID

35013750

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751594

PDB ID

Not Available

ChEBI ID

173284

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 (7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate (HMDB0034629)

MOL for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D MOL for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D SDF for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D-SDF for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

PDB for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D PDB for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

SMILES for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

INCHI for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

Structure for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D Structure for HMDB0034629 ((7'R*,8'S*)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Showing metabocard for (7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate (HMDB0034629)

MOL for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D MOL for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D SDF for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D-SDF for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

PDB for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D PDB for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

SMILES for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

INCHI for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

Structure for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)

3D Structure for HMDB0034629 ((7'R,8'S)-Methyl 4,7'-epoxy-3,8'-bilign-7-ene-4',9'-dihydroxy-3',5-dimethoxy-9-oate)