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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 18:16:28 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033537

Secondary Accession Numbers

HMDB33537

Metabolite Identification

Common Name

Fragransol A

Description

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

Structure

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


  Mrv0541 05061307102D          

 27 29  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
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -0.6205    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
    2.0701   -0.5396    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
    1.3556    0.6979    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    1.9354    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
    3.4990    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
    2.0701    1.1104    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
    2.7845    0.6979    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    1.9354    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
    2.7845   -0.1271    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
  7  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  2  0  0  0  0
 21 18  1  0  0  0  0
 22 12  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 21  1  0  0  0  0
M  END

HMDB0033537
     RDKit          3D
Fragransol A
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.1788   -0.7900    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -0.1920   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    0.1891   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.0061   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745    0.3756   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403    0.1540    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    1.2870    0.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216    0.9639    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    1.7429    1.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    3.0627    1.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    3.8499    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298    1.2243    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -0.0873    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -0.6813    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0257   -1.3610   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -2.6991   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071    0.2822    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2707   -0.5566    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    1.2815   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.8511    0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.3451    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -0.9372    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -2.1705    1.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.9573   -1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    1.1515   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1762    0.7708   -2.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1751    0.9666   -3.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.5973    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -0.0255    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2107   -1.2039    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7303   -0.4561    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -0.1410    1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155    3.3836    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799    4.8621    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7645    4.0407    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2947    1.8821    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9878   -1.4540    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -3.2119   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -2.9363   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -3.1787   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.7254    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0750    0.0447    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0116   -1.3639    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5693   -1.0052   -0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5631    1.0295   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.8918   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.2342   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -2.0301    2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548   -2.3326    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -3.0263    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2586   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.6121   -3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139    0.6680   -2.9411 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
 14 17  1  0
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 22  6  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
M  END


  Mrv0541 05061307102D          

 27 29  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
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -0.6205    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
    2.0701   -0.5396    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
    1.3556    0.6979    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    1.9354    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
    3.4990    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
    2.0701    1.1104    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
    2.7845    0.6979    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    1.9354    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
    2.7845   -0.1271    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
  7  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  8  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  1  0  0  0  0
 15 11  1  0  0  0  0
 16  7  1  0  0  0  0
 17  9  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  2  0  0  0  0
 21 18  1  0  0  0  0
 22 12  1  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 17  1  0  0  0  0
 25  4  1  0  0  0  0
 25 18  1  0  0  0  0
 26  5  1  0  0  0  0
 26 20  1  0  0  0  0
 27 19  1  0  0  0  0
 27 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033537

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(C(C)O)C1=CC2=C(OC(C2C)C2=CC(OC)=C(O)C=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O6/c1-11-15-8-14(20(26-5)12(2)22)10-18(25-4)21(15)27-19(11)13-6-7-16(23)17(9-13)24-3/h6-12,19-20,22-23H,1-5H3

> <INCHI_KEY>
DHRVKFSLKMAPEL-UHFFFAOYSA-N

> <FORMULA>
C21H26O6

> <MOLECULAR_WEIGHT>
374.4275

> <EXACT_MASS>
374.172938564

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
40.46081891184892

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
3.0477850363333334

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.40317606205278

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.910038691845775

> <JCHEM_PKA_STRONGEST_BASIC>
-3.059856896012197

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
101.4409

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033537
     RDKit          3D
Fragransol A
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.1788   -0.7900    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -0.1920   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    0.1891   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.0061   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745    0.3756   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403    0.1540    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    1.2870    0.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216    0.9639    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    1.7429    1.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    3.0627    1.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    3.8499    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298    1.2243    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -0.0873    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -0.6813    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0257   -1.3610   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -2.6991   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071    0.2822    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2707   -0.5566    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    1.2815   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.8511    0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.3451    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -0.9372    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -2.1705    1.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.9573   -1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    1.1515   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1762    0.7708   -2.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1751    0.9666   -3.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.5973    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -0.0255    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2107   -1.2039    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7303   -0.4561    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -0.1410    1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155    3.3836    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799    4.8621    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7645    4.0407    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2947    1.8821    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9878   -1.4540    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -3.2119   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -2.9363   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -3.1787   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.7254    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0750    0.0447    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0116   -1.3639    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5693   -1.0052   -0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5631    1.0295   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.8918   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.2342   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -2.0301    2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548   -2.3326    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -3.0263    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2586   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.6121   -3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139    0.6680   -2.9411 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
 14 17  1  0
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 22  6  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  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       7.865   1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.023  -1.158   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.864  -1.007   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.023   4.176   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      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   3.613   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       6.531   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       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197   2.073   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      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.198   1.303   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       6.531   3.613   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      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.198  -0.237   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    7   13                                                       
CONECT    7    6   16                                                       
CONECT    8   14   15                                                       
CONECT    9   13   17                                                       
CONECT   10   14   18                                                       
CONECT   11    1   15   19                                                  
CONECT   12    2   20   22                                                  
CONECT   13    6    9   19                                                  
CONECT   14    8   10   20                                                  
CONECT   15    8   11   21                                                  
CONECT   16    7   17   23                                                  
CONECT   17    9   16   24                                                  
CONECT   18   10   21   25                                                  
CONECT   19   11   13   27                                                  
CONECT   20   12   14   26                                                  
CONECT   21   15   18   27                                                  
CONECT   22   12                                                            
CONECT   23   16                                                            
CONECT   24    3   17                                                       
CONECT   25    4   18                                                       
CONECT   26    5   20                                                       
CONECT   27   19   21                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0033537
HETATM    1  C1  UNL     1       7.179  -0.790   0.443  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.784  -0.192  -0.758  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.468   0.189  -0.984  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.479  -0.006  -0.023  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.174   0.376  -0.256  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.140   0.154   0.788  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.315   1.287   0.954  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.022   0.964   0.836  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.167   1.743   1.053  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.051   3.063   1.452  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.200   3.850   1.671  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.430   1.224   0.878  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.541  -0.087   0.482  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.887  -0.681   0.288  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.026  -1.361  -0.887  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.269  -2.699  -0.792  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.007   0.282   0.581  1.00  0.00           C  
HETATM   18  C14 UNL     1      -6.271  -0.557   0.757  1.00  0.00           C  
HETATM   19  O5  UNL     1      -5.170   1.281  -0.333  1.00  0.00           O  
HETATM   20  C15 UNL     1      -1.415  -0.851   0.269  1.00  0.00           C  
HETATM   21  C16 UNL     1      -0.123  -0.345   0.441  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.228  -0.937   0.284  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.386  -2.171   1.144  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.881   0.957  -1.472  1.00  0.00           C  
HETATM   25  C20 UNL     1       3.870   1.152  -2.429  1.00  0.00           C  
HETATM   26  C21 UNL     1       5.176   0.771  -2.199  1.00  0.00           C  
HETATM   27  O6  UNL     1       6.175   0.967  -3.165  1.00  0.00           O  
HETATM   28  H1  UNL     1       6.451  -1.597   0.724  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.227  -0.026   1.245  1.00  0.00           H  
HETATM   30  H3  UNL     1       8.211  -1.204   0.342  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.730  -0.456   0.904  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.643  -0.141   1.733  1.00  0.00           H  
HETATM   33  H6  UNL     1      -2.915   3.384   2.383  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.880   4.862   2.039  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.765   4.041   0.728  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.295   1.882   1.058  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.988  -1.454   1.111  1.00  0.00           H  
HETATM   38  H11 UNL     1      -4.372  -3.212  -1.767  1.00  0.00           H  
HETATM   39  H12 UNL     1      -5.149  -2.936  -0.120  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.414  -3.179  -0.277  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.828   0.725   1.576  1.00  0.00           H  
HETATM   42  H15 UNL     1      -7.075   0.045   1.237  1.00  0.00           H  
HETATM   43  H16 UNL     1      -6.012  -1.364   1.472  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.569  -1.005  -0.189  1.00  0.00           H  
HETATM   45  H18 UNL     1      -5.563   1.030  -1.191  1.00  0.00           H  
HETATM   46  H19 UNL     1      -1.442  -1.892  -0.045  1.00  0.00           H  
HETATM   47  H20 UNL     1       1.442  -1.234  -0.761  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.902  -2.030   2.132  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.455  -2.333   1.320  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.973  -3.026   0.597  1.00  0.00           H  
HETATM   51  H24 UNL     1       1.850   1.259  -1.655  1.00  0.00           H  
HETATM   52  H25 UNL     1       3.588   1.612  -3.366  1.00  0.00           H  
HETATM   53  H26 UNL     1       7.114   0.668  -2.941  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7   22   32
CONECT    7    8
CONECT    8    9    9   21
CONECT    9   10   12
CONECT   10   11
CONECT   11   33   34   35
CONECT   12   13   13   36
CONECT   13   14   20
CONECT   14   15   17   37
CONECT   15   16
CONECT   16   38   39   40
CONECT   17   18   19   41
CONECT   18   42   43   44
CONECT   19   45
CONECT   20   21   21   46
CONECT   21   22
CONECT   22   23   47
CONECT   23   48   49   50
CONECT   24   25   51
CONECT   25   26   26   52
CONECT   26   27
CONECT   27   53
END

HMDB0033537
     RDKit          3D
Fragransol A
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.1788   -0.7900    0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7837   -0.1920   -0.7577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    0.1891   -0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -0.0061   -0.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745    0.3756   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403    0.1540    0.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149    1.2870    0.9539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216    0.9639    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    1.7429    1.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0507    3.0627    1.4516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1997    3.8499    1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4298    1.2243    0.8777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5405   -0.0873    0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -0.6813    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0257   -1.3610   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -2.6991   -0.7918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0071    0.2822    0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2707   -0.5566    0.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1695    1.2815   -0.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152   -0.8511    0.2693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1235   -0.3451    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283   -0.9372    0.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -2.1705    1.1435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    0.9573   -1.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8703    1.1515   -2.4292 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1762    0.7708   -2.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1751    0.9666   -3.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -1.5973    0.7237 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -0.0255    1.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2107   -1.2039    0.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7303   -0.4561    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -0.1410    1.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155    3.3836    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8799    4.8621    2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7645    4.0407    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2947    1.8821    1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9878   -1.4540    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -3.2119   -1.7671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1492   -2.9363   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -3.1787   -0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8280    0.7254    1.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0750    0.0447    1.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0116   -1.3639    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5693   -1.0052   -0.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5631    1.0295   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.8918   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4424   -1.2342   -0.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9021   -2.0301    2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4548   -2.3326    1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734   -3.0263    0.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2586   -1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881    1.6121   -3.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1139    0.6680   -2.9411 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
 14 17  1  0
 17 18  1  0
 17 19  1  0
 13 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 22  6  1  0
 21  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 27 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆O₆

Average Molecular Weight

374.4275

Monoisotopic Molecular Weight

374.172938564

IUPAC Name

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

Traditional Name

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

CAS Registry Number

114394-19-3

SMILES

COC(C(C)O)C1=CC2=C(OC(C2C)C2=CC(OC)=C(O)C=C2)C(OC)=C1

InChI Identifier

InChI=1S/C21H26O6/c1-11-15-8-14(20(26-5)12(2)22)10-18(25-4)21(15)27-19(11)13-6-7-16(23)17(9-13)24-3/h6-12,19-20,22-23H,1-5H3

InChI Key

DHRVKFSLKMAPEL-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
Benzofuran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen 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: HMDB0033537)
Cell membrane (HMDB: HMDB0033537)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033537)

Source

Exogenous

Exogenous (HMDB: HMDB0033537)

Food

Food (HMDB: HMDB0033537)

Herb and spice

Spice

Nutmeg (FooDB: FOOD00118)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033537)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033537)

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	29.73 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	3.04	ALOGPS
logP	3.05	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.44 m³·mol⁻¹	ChemAxon
Polarizability	40.46 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
DarkChem	[M+H]+	188.701	31661259
DarkChem	[M-H]-	191.051	31661259
DeepCCS	[M+H]+	192.663	30932474
DeepCCS	[M-H]-	190.238	30932474
DeepCCS	[M-2H]-	224.595	30932474
DeepCCS	[M+Na]+	199.899	30932474
AllCCS	[M+H]+	192.3	32859911
AllCCS	[M+H-H2O]+	189.4	32859911
AllCCS	[M+NH4]+	195.0	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	195.9	32859911
AllCCS	[M+Na-2H]-	196.4	32859911
AllCCS	[M+HCOO]-	197.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.89 minutes	32390414
Predicted by Siyang on May 30, 2022	13.1505 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.53 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2348.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	232.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	614.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	556.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	110.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1150.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	509.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1380.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	245.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	218.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fragransol A	COC(C(C)O)C1=CC2=C(OC(C2C)C2=CC(OC)=C(O)C=C2)C(OC)=C1	3970.3	Standard polar	33892256
Fragransol A	COC(C(C)O)C1=CC2=C(OC(C2C)C2=CC(OC)=C(O)C=C2)C(OC)=C1	2829.4	Standard non polar	33892256
Fragransol A	COC(C(C)O)C1=CC2=C(OC(C2C)C2=CC(OC)=C(O)C=C2)C(OC)=C1	2864.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fragransol A,1TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O[Si](C)(C)C)C=C3C2C)=CC=C1O	2842.9	Semi standard non polar	33892256
Fragransol A,1TMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O)C=C3C2C)=CC=C1O[Si](C)(C)C	2906.9	Semi standard non polar	33892256
Fragransol A,2TMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O[Si](C)(C)C)C=C3C2C)=CC=C1O[Si](C)(C)C	2817.6	Semi standard non polar	33892256
Fragransol A,1TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O[Si](C)(C)C(C)(C)C)C=C3C2C)=CC=C1O	3100.9	Semi standard non polar	33892256
Fragransol A,1TBDMS,isomer #2	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O)C=C3C2C)=CC=C1O[Si](C)(C)C(C)(C)C	3155.2	Semi standard non polar	33892256
Fragransol A,2TBDMS,isomer #1	COC1=CC(C2OC3=C(OC)C=C(C(OC)C(C)O[Si](C)(C)C(C)(C)C)C=C3C2C)=CC=C1O[Si](C)(C)C(C)(C)C	3265.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2269000000-c7fea9c6c7ea0616f6b2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol A GC-MS (2 TMS) - 70eV, Positive	splash10-0udi-9302770000-5dd852b22581f9a76a25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransol A 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 A 10V, Positive-QTOF	splash10-004i-0019000000-146dd92353236f843557	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 20V, Positive-QTOF	splash10-056r-0249000000-ef7182a229f752d9332e	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 40V, Positive-QTOF	splash10-0ik9-0892000000-7a7546e66f5cfa63f949	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 10V, Negative-QTOF	splash10-00di-0009000000-9ff8a570bbfda8da8cf6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 20V, Negative-QTOF	splash10-0ab9-0019000000-0783b2aca133f7f04889	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 40V, Negative-QTOF	splash10-0pdr-3349000000-283faf85711aecf2f612	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 10V, Positive-QTOF	splash10-0a6u-0009000000-9134b008a571a10af1fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 20V, Positive-QTOF	splash10-002g-0049000000-946007ad503ad7a2fc33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 40V, Positive-QTOF	splash10-0a4r-2389000000-cfd0b5ad40bb5dd3d43b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 10V, Negative-QTOF	splash10-00fv-0029000000-800ee4daf2f0bcb5a58a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 20V, Negative-QTOF	splash10-0103-4039000000-3e3d79901e263e6697c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransol A 40V, Negative-QTOF	splash10-0g4i-1196000000-deec0df5acc54e6a8cff	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011597

KNApSAcK ID

C00024174

Chemspider ID

35013625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14015411

PDB ID

Not Available

ChEBI ID

175816

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1836511

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 A → ({1-[2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-methoxypropan-2-yl}oxy)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 A → 3,4,5-trihydroxy-6-{4-[5-(2-hydroxy-1-methoxypropyl)-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 A → {4-[5-(2-hydroxy-1-methoxypropyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenyl}oxidanesulfonic acid	details

Showing metabocard for Fragransol A (HMDB0033537)

MOL for HMDB0033537 (Fragransol A)

3D MOL for HMDB0033537 (Fragransol A)

3D SDF for HMDB0033537 (Fragransol A)

3D-SDF for HMDB0033537 (Fragransol A)

PDB for HMDB0033537 (Fragransol A)

3D PDB for HMDB0033537 (Fragransol A)

SMILES for HMDB0033537 (Fragransol A)

INCHI for HMDB0033537 (Fragransol A)

Structure for HMDB0033537 (Fragransol A)

3D Structure for HMDB0033537 (Fragransol A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions