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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:16:31 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033538

Secondary Accession Numbers

HMDB33538

Metabolite Identification

Common Name

Fragransol B

Description

Fragransol B belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Fragransol B has been detected, but not quantified in, herbs and spices and nutmegs (Myristica fragrans). This could make fragransol b a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Fragransol B.

Structure

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

HMDB0033538
     RDKit          3D
Fragransol B
 46 48  0  0  0  0  0  0  0  0999 V2000
   -5.3216    2.2114    0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    0.8718    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6704   -0.0111   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625    0.4027   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647   -0.4796   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.0976   -0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160    0.8019    0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891    0.6813    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.5232    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    2.8300    1.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476    3.6378    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2135    1.0392    0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517   -0.2289    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -0.7110    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677   -0.4341   -1.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -1.1144   -2.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.0716   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -0.6033   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956   -1.2967   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6679   -1.9293    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -1.7725   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -2.1529   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0602   -1.3022   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911   -1.6872   -0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386    2.7069    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4352    2.2353    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.8143   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    1.4076    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6872    0.3606   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4638    4.6518    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    3.6673    0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    3.1557    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448    1.6965    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -0.3546    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9321   -1.8371    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5627   -0.9302   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5981    0.6422   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8145   -0.7133   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.0680   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -1.9647   -1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -1.4288    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -3.0130    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.7944    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -2.5112   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551   -3.1740   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6086   -2.6559   -0.5602 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  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  6  1  0
 18  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
M  END


  Mrv0541 05061307102D          

 24 26  0  0  0  0            999 V2000
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
   -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
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    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
   -0.1435    0.8555    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
   -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
    3.4990   -0.5396    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
   -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
  7  6  1  0  0  0  0
 11  1  1  0  0  0  0
 12  6  1  0  0  0  0
 12  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  5  1  0  0  0  0
 16 10  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  2  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  2  0  0  0  0
 19 17  1  0  0  0  0
 20  7  1  0  0  0  0
 21 15  1  0  0  0  0
 22  2  1  0  0  0  0
 22 16  1  0  0  0  0
 23  3  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033538

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O5/c1-11-14-8-12(6-7-20)9-17(23-3)19(14)24-18(11)13-4-5-15(21)16(10-13)22-2/h4-5,8-11,18,20-21H,6-7H2,1-3H3

> <INCHI_KEY>
NBJKTAQUPAAPLZ-UHFFFAOYSA-N

> <FORMULA>
C19H22O5

> <MOLECULAR_WEIGHT>
330.375

> <EXACT_MASS>
330.146723814

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.79999273424798

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
2.9070796550000004

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.884716135544938

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.91005218450054

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4118253673695014

> <JCHEM_POLAR_SURFACE_AREA>
68.15

> <JCHEM_REFRACTIVITY>
91.0634

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033538
     RDKit          3D
Fragransol B
 46 48  0  0  0  0  0  0  0  0999 V2000
   -5.3216    2.2114    0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    0.8718    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6704   -0.0111   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625    0.4027   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647   -0.4796   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.0976   -0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160    0.8019    0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891    0.6813    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.5232    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    2.8300    1.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476    3.6378    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2135    1.0392    0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517   -0.2289    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -0.7110    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677   -0.4341   -1.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -1.1144   -2.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.0716   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -0.6033   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956   -1.2967   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6679   -1.9293    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -1.7725   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -2.1529   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0602   -1.3022   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911   -1.6872   -0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386    2.7069    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4352    2.2353    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.8143   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    1.4076    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6872    0.3606   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4638    4.6518    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    3.6673    0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    3.1557    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448    1.6965    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -0.3546    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9321   -1.8371    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5627   -0.9302   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5981    0.6422   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8145   -0.7133   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.0680   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -1.9647   -1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -1.4288    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -3.0130    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.7944    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -2.5112   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551   -3.1740   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6086   -2.6559   -0.5602 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  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  6  1  0
 18  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 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      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.333   0.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197   6.693   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       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.198  -0.237   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      -0.268   1.597   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      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.530   4.383   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  O   UNK     0       6.531  -1.007   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -7.333   2.843   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5   13                                                       
CONECT    5    4   15                                                       
CONECT    6    7   12                                                       
CONECT    7    6   20                                                       
CONECT    8   12   14                                                       
CONECT    9   12   17                                                       
CONECT   10   13   16                                                       
CONECT   11    1   14   18                                                  
CONECT   12    6    8    9                                                  
CONECT   13    4   10   18                                                  
CONECT   14    8   11   19                                                  
CONECT   15    5   16   21                                                  
CONECT   16   10   15   22                                                  
CONECT   17    9   19   23                                                  
CONECT   18   11   13   24                                                  
CONECT   19   14   17   24                                                  
CONECT   20    7                                                            
CONECT   21   15                                                            
CONECT   22    2   16                                                       
CONECT   23    3   17                                                       
CONECT   24   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0033538
HETATM    1  C1  UNL     1      -5.322   2.211   0.628  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.676   0.872   0.301  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.670  -0.011  -0.099  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.363   0.403  -0.177  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.365  -0.480  -0.576  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.960  -0.098  -0.696  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.516   0.802   0.336  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.889   0.681   0.398  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.918   1.523   0.757  1.00  0.00           C  
HETATM   10  O3  UNL     1       1.644   2.830   1.177  1.00  0.00           O  
HETATM   11  C8  UNL     1       2.748   3.638   1.530  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.213   1.039   0.688  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.552  -0.229   0.286  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.957  -0.711   0.226  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.568  -0.434  -1.139  1.00  0.00           C  
HETATM   16  O4  UNL     1       4.783  -1.114  -2.068  1.00  0.00           O  
HETATM   17  C13 UNL     1       2.488  -1.072  -0.076  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.200  -0.603  -0.012  1.00  0.00           C  
HETATM   19  C15 UNL     1      -0.096  -1.297  -0.337  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.668  -1.929   0.911  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.725  -1.773  -0.889  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.049  -2.153  -0.800  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.060  -1.302  -0.407  1.00  0.00           C  
HETATM   24  O5  UNL     1      -6.391  -1.687  -0.318  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.139   2.707   1.194  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.435   2.235   1.314  1.00  0.00           H  
HETATM   27  H3  UNL     1      -5.078   2.814  -0.262  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.054   1.408   0.062  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.687   0.361  -1.646  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.464   4.652   1.818  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.444   3.667   0.643  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.348   3.156   2.342  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.045   1.697   0.971  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.567  -0.355   1.054  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.932  -1.837   0.311  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.563  -0.930  -1.148  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.598   0.642  -1.308  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.815  -0.713  -2.966  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.764  -2.068  -0.391  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.019  -1.965  -1.196  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.590  -1.429   1.239  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.743  -3.013   0.746  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.045  -1.794   1.776  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.974  -2.511  -1.217  1.00  0.00           H  
HETATM   45  H21 UNL     1      -4.355  -3.174  -1.044  1.00  0.00           H  
HETATM   46  H22 UNL     1      -6.609  -2.656  -0.560  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6   21   21
CONECT    6    7   19   29
CONECT    7    8
CONECT    8    9    9   18
CONECT    9   10   12
CONECT   10   11
CONECT   11   30   31   32
CONECT   12   13   13   33
CONECT   13   14   17
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   38
CONECT   17   18   18   39
CONECT   18   19
CONECT   19   20   40
CONECT   20   41   42   43
CONECT   21   22   44
CONECT   22   23   23   45
CONECT   23   24
CONECT   24   46
END

HMDB0033538
     RDKit          3D
Fragransol B
 46 48  0  0  0  0  0  0  0  0999 V2000
   -5.3216    2.2114    0.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6764    0.8718    0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6704   -0.0111   -0.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625    0.4027   -0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647   -0.4796   -0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9603   -0.0976   -0.6960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5160    0.8019    0.3357 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8891    0.6813    0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.5232    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    2.8300    1.1772 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476    3.6378    1.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2135    1.0392    0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5517   -0.2289    0.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9571   -0.7110    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5677   -0.4341   -1.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833   -1.1144   -2.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.0716   -0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2003   -0.6033   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0956   -1.2967   -0.3369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6679   -1.9293    0.9107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -1.7725   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0494   -2.1529   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0602   -1.3022   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3911   -1.6872   -0.3179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1386    2.7069    1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4352    2.2353    1.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0776    2.8143   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0541    1.4076    0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6872    0.3606   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4638    4.6518    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    3.6673    0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    3.1557    2.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448    1.6965    0.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -0.3546    1.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9321   -1.8371    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5627   -0.9302   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5981    0.6422   -1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8145   -0.7133   -2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -2.0680   -0.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188   -1.9647   -1.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5897   -1.4288    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -3.0130    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -1.7944    1.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -2.5112   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3551   -3.1740   -1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6086   -2.6559   -0.5602 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  1  0
 15 16  1  0
 13 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 19  6  1  0
 18  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fragransol-b	HMDB

Chemical Formula

C₁₉H₂₂O₅

Average Molecular Weight

330.375

Monoisotopic Molecular Weight

330.146723814

IUPAC Name

4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

Traditional Name

4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol

CAS Registry Number

114394-20-6

SMILES

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

InChI Identifier

InChI=1S/C19H22O5/c1-11-14-8-12(6-7-20)9-17(23-3)19(14)24-18(11)13-4-5-15(21)16(10-13)22-2/h4-5,8-11,18,20-21H,6-7H2,1-3H3

InChI Key

NBJKTAQUPAAPLZ-UHFFFAOYSA-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
Methoxyphenol
Coumaran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033538)

Cellular substructure

Membrane (HMDB: HMDB0033538)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033538)

Source

Exogenous

Food

Food (HMDB: HMDB0033538)

Herb and spice

Spice

Nutmeg (FooDB: FOOD00118)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033538)

Not Available

Nutrient (HMDB: HMDB0033538)

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	23.97 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	3.19	ALOGPS
logP	2.91	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.06 m³·mol⁻¹	ChemAxon
Polarizability	35.8 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	176.249	31661259
DarkChem	[M-H]-	175.11	31661259
DeepCCS	[M+H]+	179.551	30932474
DeepCCS	[M-H]-	177.193	30932474
DeepCCS	[M-2H]-	210.847	30932474
DeepCCS	[M+Na]+	186.074	30932474
AllCCS	[M+H]+	180.0	32859911
AllCCS	[M+H-H2O]+	176.7	32859911
AllCCS	[M+NH4]+	183.1	32859911
AllCCS	[M+Na]+	183.9	32859911
AllCCS	[M-H]-	184.2	32859911
AllCCS	[M+Na-2H]-	184.1	32859911
AllCCS	[M+HCOO]-	184.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fragransol B	COC1=CC(CCO)=CC2=C1OC(C2C)C1=CC(OC)=C(O)C=C1	3861.8	Standard polar	33892256
Fragransol B	COC1=CC(CCO)=CC2=C1OC(C2C)C1=CC(OC)=C(O)C=C1	2724.3	Standard non polar	33892256
Fragransol B	COC1=CC(CCO)=CC2=C1OC(C2C)C1=CC(OC)=C(O)C=C1	2788.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fragransol B,1TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(CCO[Si](C)(C)C)C=C3C2C)=CC=C1O	2806.3	Semi standard non polar	33892256
Fragransol B,1TMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(CCO)C=C3C2C)=CC=C1O[Si](C)(C)C	2818.9	Semi standard non polar	33892256
Fragransol B,2TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(CCO[Si](C)(C)C)C=C3C2C)=CC=C1O[Si](C)(C)C	2792.9	Semi standard non polar	33892256
Fragransol B,1TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(CCO[Si](C)(C)C(C)(C)C)C=C3C2C)=CC=C1O	3066.1	Semi standard non polar	33892256
Fragransol B,1TBDMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(CCO)C=C3C2C)=CC=C1O[Si](C)(C)C(C)(C)C	3064.8	Semi standard non polar	33892256
Fragransol B,2TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(CCO[Si](C)(C)C(C)(C)C)C=C3C2C)=CC=C1O[Si](C)(C)C(C)(C)C	3259.8	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 - Fragransol B GC-MS (Non-derivatized) - 70eV, Positive	splash10-0hg2-0279000000-42f57d366e25b02ac82d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol B GC-MS (2 TMS) - 70eV, Positive	splash10-0c00-4002900000-614d82d492bd8b61788a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol B 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 - Fragransol B 10V, Positive-QTOF	splash10-03e9-0119000000-a78add4c044d9ea29f35	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 20V, Positive-QTOF	splash10-03e9-0948000000-d39071fbe615982f767f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 40V, Positive-QTOF	splash10-092a-0900000000-e986c351497e0ae375ef	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 10V, Negative-QTOF	splash10-004i-0039000000-a05a7783cbb728f5a4a3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 20V, Negative-QTOF	splash10-01u1-0197000000-62f0ad44c3cf7c69db54	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 40V, Negative-QTOF	splash10-06z9-1791000000-68e6d114e13e437fb3c0	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 10V, Negative-QTOF	splash10-004i-0009000000-03756f3a12ccb920c889	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 20V, Negative-QTOF	splash10-01u1-0097000000-8b16f08f673eef0d717b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 40V, Negative-QTOF	splash10-004s-0294000000-c98f94bf3dd38d840d2b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 10V, Positive-QTOF	splash10-001i-0019000000-5245a0e71d749517d3d2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 20V, Positive-QTOF	splash10-03ei-0879000000-cc11664418a6f499b149	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol B 40V, Positive-QTOF	splash10-00kn-0390000000-f4a17d37b7df5f71948c	2021-09-25	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

FDB011598

KNApSAcK ID

C00024175

Chemspider ID

35013626

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14015413

PDB ID

Not Available

ChEBI ID

175216

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1836521

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.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Fragransol B → {2-[2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-yl]ethoxy}sulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Fragransol B → 3,4,5-trihydroxy-6-{4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy}oxane-2-carboxylic acid	details

Enzyme Details

3. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Fragransol B → {4-[5-(2-hydroxyethyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenyl}oxidanesulfonic acid	details

Showing metabocard for Fragransol B (HMDB0033538)

MOL for HMDB0033538 (Fragransol B)

3D MOL for HMDB0033538 (Fragransol B)

3D SDF for HMDB0033538 (Fragransol B)

3D-SDF for HMDB0033538 (Fragransol B)

PDB for HMDB0033538 (Fragransol B)

3D PDB for HMDB0033538 (Fragransol B)

SMILES for HMDB0033538 (Fragransol B)

INCHI for HMDB0033538 (Fragransol B)

Structure for HMDB0033538 (Fragransol B)

3D Structure for HMDB0033538 (Fragransol B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions