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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:18:02 UTC

Update Date

2022-03-07 02:56:00 UTC

HMDB ID

HMDB0038953

Secondary Accession Numbers

HMDB38953

Metabolite Identification

Common Name

Fragransin B2

Description

Fragransin B2 belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton. Fragransin B2 has been detected, but not quantified in, herbs and spices and nutmegs (Myristica fragrans). This could make fragransin B2 a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Fragransin B2.

Structure

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


  Mrv0541 02241208232D          

 29 31  0  0  0  0            999 V2000
   -4.0833   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3409   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5983    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133    0.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909    1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    1.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -0.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359   -2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    2.2271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583   -2.2271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0038953
     RDKit          3D
Fragransin B2
 57 59  0  0  0  0  0  0  0  0999 V2000
    5.1896   -2.6275    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -1.2886    0.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585   -0.4674    0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.9795   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1354   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307   -0.6195   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    0.3588   -0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -0.2552   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3289    0.3474   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3935    1.7070    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4382    2.2426    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947    3.6162    1.2213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    4.4875    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    1.4647    1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    2.0596    2.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4077    0.1056    1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223   -0.6814    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716   -2.0583    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450   -0.4432    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.6922   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230   -2.5369   -1.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534   -1.8047   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656   -3.1310   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    1.1842   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717    1.7006   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701    3.0021   -0.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5032    4.0115   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058    0.8368   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0854    1.3202    0.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0752   -3.0053    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -3.1871    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6978    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -2.0117    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690   -0.7652   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -0.1457   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5867    2.3072   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902    5.4988    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    4.0779    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    4.6045   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2403    1.4476    2.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6566   -2.3688    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570   -2.6398    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1390   -2.4475    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619   -1.5017    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -1.9501    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -3.5261   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.0553   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9680   -2.6542   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053   -1.6668    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0976   -3.7460   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -3.1034   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3532   -3.6795    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8972    1.8292   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9218    4.1975   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    4.9907   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    3.7642   -1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7514    0.7103    0.5884 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  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 22  6  1  0
 19  9  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
M  END


  Mrv0541 02241208232D          

 29 31  0  0  0  0            999 V2000
   -4.0833   -0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3409   -0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5983    0.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -0.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133    0.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909    1.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5158    1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758    1.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -1.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4533   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -0.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -1.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5359   -2.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    2.2271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958    2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708   -2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583   -2.2271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -0.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2583    0.6596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6708    1.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  2  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038953

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1C)C1=CC(OC)=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O7/c1-11-12(2)22(14-9-17(27-5)20(24)18(10-14)28-6)29-21(11)13-7-15(25-3)19(23)16(8-13)26-4/h7-12,21-24H,1-6H3

> <INCHI_KEY>
CAUANPLJFMVCHO-UHFFFAOYSA-N

> <FORMULA>
C22H28O7

> <MOLECULAR_WEIGHT>
404.4535

> <EXACT_MASS>
404.18350325

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
43.72759237888195

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.590957222999999

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.604087448190889

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.00202745686276

> <JCHEM_PKA_STRONGEST_BASIC>
-3.966059556825179

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
107.87689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038953
     RDKit          3D
Fragransin B2
 57 59  0  0  0  0  0  0  0  0999 V2000
    5.1896   -2.6275    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -1.2886    0.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585   -0.4674    0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.9795   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1354   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307   -0.6195   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    0.3588   -0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -0.2552   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3289    0.3474   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3935    1.7070    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4382    2.2426    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947    3.6162    1.2213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    4.4875    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    1.4647    1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    2.0596    2.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4077    0.1056    1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223   -0.6814    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716   -2.0583    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450   -0.4432    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.6922   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230   -2.5369   -1.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534   -1.8047   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656   -3.1310   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    1.1842   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717    1.7006   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701    3.0021   -0.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5032    4.0115   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058    0.8368   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0854    1.3202    0.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0752   -3.0053    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -3.1871    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6978    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -2.0117    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690   -0.7652   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -0.1457   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5867    2.3072   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902    5.4988    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    4.0779    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    4.6045   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2403    1.4476    2.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6566   -2.3688    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570   -2.6398    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1390   -2.4475    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619   -1.5017    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -1.9501    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -3.5261   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.0553   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9680   -2.6542   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053   -1.6668    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0976   -3.7460   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -3.1034   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3532   -3.6795    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8972    1.8292   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9218    4.1975   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    4.9907   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    3.7642   -1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7514    0.7103    0.5884 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  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 22  6  1  0
 19  9  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.622  -1.847   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.236  -0.155   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.850   0.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.618  -0.463   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.078   0.153   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.924   1.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.156   2.617   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.696   2.001   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.928   2.925   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.078  -3.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.846  -2.309   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.846  -0.769   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.538  -0.309   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.462  -1.539   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.538  -2.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.000  -4.157   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.002   4.157   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.232   5.543   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.852  -5.543   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.082  -4.157   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.312  -2.925   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.772  -2.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.002  -1.539   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.772  -0.155   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.312  -0.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.082  -1.539   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.622  -1.539   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.082   1.231   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.852   2.463   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    3    7    9                                                  
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   10   12   15                                                  
CONECT   12    5   11   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   11   14   16                                                  
CONECT   16   15                                                            
CONECT   17    7   18                                                       
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   14   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   21   25   27                                                  
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0038953
HETATM    1  C1  UNL     1       5.190  -2.628   1.062  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.427  -1.289   0.738  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.459  -0.467   0.156  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.191  -0.980  -0.125  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.277  -0.135  -0.696  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.931  -0.620  -1.011  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.008   0.359  -0.570  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.244  -0.255  -0.804  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.329   0.347  -0.028  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.393   1.707   0.239  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.438   2.243   0.957  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.495   3.616   1.221  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.459   4.488   0.746  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.464   1.465   1.441  1.00  0.00           C  
HETATM   15  O4  UNL     1      -5.490   2.060   2.158  1.00  0.00           O  
HETATM   16  C12 UNL     1      -4.408   0.106   1.179  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.422  -0.681   1.656  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.572  -2.058   1.513  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.345  -0.443   0.449  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.056  -1.692  -0.379  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.623  -2.537  -1.498  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.453  -1.805  -0.258  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.966  -3.131  -0.713  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.632   1.184  -0.973  1.00  0.00           C  
HETATM   25  C20 UNL     1       3.872   1.701  -0.703  1.00  0.00           C  
HETATM   26  O6  UNL     1       4.270   3.002  -0.960  1.00  0.00           O  
HETATM   27  C21 UNL     1       3.503   4.012  -1.529  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.806   0.837  -0.120  1.00  0.00           C  
HETATM   29  O7  UNL     1       6.085   1.320   0.175  1.00  0.00           O  
HETATM   30  H1  UNL     1       6.075  -3.005   1.623  1.00  0.00           H  
HETATM   31  H2  UNL     1       5.077  -3.187   0.100  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.257  -2.698   1.621  1.00  0.00           H  
HETATM   33  H4  UNL     1       3.029  -2.012   0.133  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.769  -0.765  -2.113  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.471  -0.146  -1.881  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.587   2.307  -0.144  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.590   5.499   1.178  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.472   4.078   1.083  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.477   4.605  -0.346  1.00  0.00           H  
HETATM   40  H11 UNL     1      -6.240   1.448   2.505  1.00  0.00           H  
HETATM   41  H12 UNL     1      -6.657  -2.369   1.468  1.00  0.00           H  
HETATM   42  H13 UNL     1      -5.057  -2.640   2.334  1.00  0.00           H  
HETATM   43  H14 UNL     1      -5.139  -2.448   0.568  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.362  -1.502   0.268  1.00  0.00           H  
HETATM   45  H16 UNL     1      -1.496  -1.950   0.591  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.918  -3.526  -1.105  1.00  0.00           H  
HETATM   47  H18 UNL     1      -2.560  -2.055  -1.912  1.00  0.00           H  
HETATM   48  H19 UNL     1      -0.968  -2.654  -2.360  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.705  -1.667   0.817  1.00  0.00           H  
HETATM   50  H21 UNL     1       0.098  -3.746  -1.049  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.705  -3.103  -1.522  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.353  -3.680   0.179  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.897   1.829  -1.422  1.00  0.00           H  
HETATM   54  H25 UNL     1       3.922   4.198  -2.562  1.00  0.00           H  
HETATM   55  H26 UNL     1       3.595   4.991  -1.013  1.00  0.00           H  
HETATM   56  H27 UNL     1       2.445   3.764  -1.687  1.00  0.00           H  
HETATM   57  H28 UNL     1       6.751   0.710   0.588  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3
CONECT    3    4    4   28
CONECT    4    5   33
CONECT    5    6   24   24
CONECT    6    7   22   34
CONECT    7    8
CONECT    8    9   20   35
CONECT    9   10   10   19
CONECT   10   11   36
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   37   38   39
CONECT   14   15   16
CONECT   15   40
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   41   42   43
CONECT   19   44
CONECT   20   21   22   45
CONECT   21   46   47   48
CONECT   22   23   49
CONECT   23   50   51   52
CONECT   24   25   53
CONECT   25   26   28   28
CONECT   26   27
CONECT   27   54   55   56
CONECT   28   29
CONECT   29   57
END

HMDB0038953
     RDKit          3D
Fragransin B2
 57 59  0  0  0  0  0  0  0  0999 V2000
    5.1896   -2.6275    1.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -1.2886    0.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585   -0.4674    0.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1912   -0.9795   -0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -0.1354   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9307   -0.6195   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    0.3588   -0.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -0.2552   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3289    0.3474   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3935    1.7070    0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4382    2.2426    0.9566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947    3.6162    1.2213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4588    4.4875    0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    1.4647    1.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4902    2.0596    2.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4077    0.1056    1.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223   -0.6814    1.6557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5716   -2.0583    1.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3450   -0.4432    0.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0555   -1.6922   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6230   -2.5369   -1.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4534   -1.8047   -0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656   -3.1310   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318    1.1842   -0.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8717    1.7006   -0.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701    3.0021   -0.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5032    4.0115   -1.5291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8058    0.8368   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0854    1.3202    0.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0752   -3.0053    1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -3.1871    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -2.6978    1.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0292   -2.0117    0.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7690   -0.7652   -2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4709   -0.1457   -1.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5867    2.3072   -0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5902    5.4988    1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4719    4.0779    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4766    4.6045   -0.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2403    1.4476    2.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6566   -2.3688    1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0570   -2.6398    2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1390   -2.4475    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619   -1.5017    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957   -1.9501    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9184   -3.5261   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602   -2.0553   -1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9680   -2.6542   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053   -1.6668    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0976   -3.7460   -1.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -3.1034   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3532   -3.6795    0.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8972    1.8292   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9218    4.1975   -2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946    4.9907   -1.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4452    3.7642   -1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7514    0.7103    0.5884 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  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  8 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  5 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 28  3  1  0
 22  6  1  0
 19  9  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  6 34  1  0
  8 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,4'-Dihydroxy-3,3',5,5'-tetramethoxy-7,7'-epoxylignan	HMDB

Chemical Formula

C₂₂H₂₈O₇

Average Molecular Weight

404.4535

Monoisotopic Molecular Weight

404.18350325

IUPAC Name

4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol

Traditional Name

4-[5-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyloxolan-2-yl]-2,6-dimethoxyphenol

CAS Registry Number

112572-55-1

SMILES

COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1C)C1=CC(OC)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C22H28O7/c1-11-12(2)22(14-9-17(27-5)20(24)18(10-14)28-6)29-21(11)13-7-15(25-3)19(23)16(8-13)26-4/h7-12,21-24H,1-6H3

InChI Key

CAUANPLJFMVCHO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,7'-epoxylignans

Alternative Parents

Substituents

7,7p-epoxylignan
Dibenzylbutane lignan skeleton
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Methoxybenzene
Phenol ether
Phenoxy compound
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038953)
Cell membrane (HMDB: HMDB0038953)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038953)

Source

Exogenous

Exogenous (HMDB: HMDB0038953)

Food

Food (HMDB: HMDB0038953)

Herb and spice

Spice

Nutmeg (FooDB: FOOD00118)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0038953)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038953)

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	3.73 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	0.012 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.59	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	86.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.88 m³·mol⁻¹	ChemAxon
Polarizability	43.73 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]+	197.539	31661259
DarkChem	[M-H]-	195.928	31661259
DeepCCS	[M+H]+	198.397	30932474
DeepCCS	[M-H]-	196.039	30932474
DeepCCS	[M-2H]-	229.89	30932474
DeepCCS	[M+Na]+	205.118	30932474
AllCCS	[M+H]+	198.2	32859911
AllCCS	[M+H-H2O]+	195.4	32859911
AllCCS	[M+NH4]+	200.7	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	204.2	32859911
AllCCS	[M+HCOO]-	205.0	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.	6.28 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9298 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.8 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2566.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	234.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	204.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	130.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	724.9 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	591.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	108.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1252.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	507.9 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	1389.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	434.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	241.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	264.3 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
Fragransin B2	COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1C)C1=CC(OC)=C(O)C(OC)=C1	5020.5	Standard polar	33892256
Fragransin B2	COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1C)C1=CC(OC)=C(O)C(OC)=C1	3162.9	Standard non polar	33892256
Fragransin B2	COC1=CC(=CC(OC)=C1O)C1OC(C(C)C1C)C1=CC(OC)=C(O)C(OC)=C1	3282.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fragransin B2,1TMS,isomer #1	COC1=CC(C2OC(C3=CC(OC)=C(O[Si](C)(C)C)C(OC)=C3)C(C)C2C)=CC(OC)=C1O	3216.4	Semi standard non polar	33892256
Fragransin B2,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C(OC)=CC(C2OC(C3=CC(OC)=C(O[Si](C)(C)C)C(OC)=C3)C(C)C2C)=C1	3165.0	Semi standard non polar	33892256
Fragransin B2,1TBDMS,isomer #1	COC1=CC(C2OC(C3=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)C(C)C2C)=CC(OC)=C1O	3468.8	Semi standard non polar	33892256
Fragransin B2,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C(OC)=CC(C2OC(C3=CC(OC)=C(O[Si](C)(C)C(C)(C)C)C(OC)=C3)C(C)C2C)=C1	3627.0	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 - Fragransin B2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-01bc-0943000000-257e97051e53ddc8411c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransin B2 GC-MS (2 TMS) - 70eV, Positive	splash10-00ar-1090030000-f587ff87f6f5553a2a72	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fragransin B2 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fragransin B2 , positive-QTOF	splash10-0gc0-0920000000-d2ff5e02f325e3b90f2e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fragransin B2 , positive-QTOF	splash10-0fsi-0920000000-ada753792b084b8e2001	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fragransin B2 , positive-QTOF	splash10-0gc0-0930000000-3cbc2ca323ee0d3b2c70	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fragransin B2 , positive-QTOF	splash10-0006-0900000000-f51907027452fe7019bc	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 10V, Positive-QTOF	splash10-0a4i-4020900000-2776f3df57a36e1e539a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 20V, Positive-QTOF	splash10-0a4i-5394400000-ecd7e1b019b512ef22e3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 40V, Positive-QTOF	splash10-0zfr-9611000000-c6683572298b1bae4038	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 10V, Negative-QTOF	splash10-0udi-0000900000-bcb0bbb373201b7eb9bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 20V, Negative-QTOF	splash10-0udi-0026900000-a0983c4fbbe23f6f00d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 40V, Negative-QTOF	splash10-0ap0-1329000000-56fae2060d92ab88b6ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 10V, Positive-QTOF	splash10-0a4i-0010900000-3b05a4e2627723da00d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 20V, Positive-QTOF	splash10-0a4i-3962700000-7b5dc397cd7746d375a0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 40V, Positive-QTOF	splash10-00lr-0973000000-a9b9ad1d8b7d634a2c79	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 10V, Negative-QTOF	splash10-0udi-0000900000-a0360c73f519cca74616	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 20V, Negative-QTOF	splash10-00bi-0039000000-59c0493ae4af4e83a156	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fragransin B2 40V, Negative-QTOF	splash10-0fmi-0095300000-933f11901293e9aafe04	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

FDB018435

KNApSAcK ID

C00024163

Chemspider ID

29814519

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13870574

PDB ID

Not Available

ChEBI ID

175232

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1873041

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 Fragransin B2 (HMDB0038953)

MOL for HMDB0038953 (Fragransin B2)

3D MOL for HMDB0038953 (Fragransin B2)

3D SDF for HMDB0038953 (Fragransin B2)

3D-SDF for HMDB0038953 (Fragransin B2)

PDB for HMDB0038953 (Fragransin B2)

3D PDB for HMDB0038953 (Fragransin B2)

SMILES for HMDB0038953 (Fragransin B2)

INCHI for HMDB0038953 (Fragransin B2)

Structure for HMDB0038953 (Fragransin B2)

3D Structure for HMDB0038953 (Fragransin B2)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra