NP-MRD: Showing NP-Card for Compound 3 (NP0332269)

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Record Information

Version

1.0

Created at

2023-12-21 12:01:30 UTC

Updated at

2024-04-19 10:12:03 UTC

NP-MRD ID

NP0332269

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Compound 3

Description

(2R)-2beta-(3,4-Dimethoxyphenyl)-4beta-[(S)-alpha-hydroxy-3,4-dimethoxybenzyl]tetrahydrofuran-3alpha-methanol belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. Based on a literature review very few articles have been published on (2R)-2beta-(3,4-Dimethoxyphenyl)-4beta-[(S)-alpha-hydroxy-3,4-dimethoxybenzyl]tetrahydrofuran-3alpha-methanol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218142D          

 29 31  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -5.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -5.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -4.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -4.8543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851   -4.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2697   -6.1892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  3  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  6  0  0  0
  2 18  1  6  0  0  0
 18 19  1  0  0  0  0
  1 20  1  1  0  0  0
 20 21  2  0  0  0  0
 21 22  1  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
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -7.7918   -0.9853   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8449    0.0326   -0.4341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5237   -0.1836   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1232   -1.3638    0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8006   -1.5263    0.8311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521   -0.5321    0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4485   -0.6652    0.9616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3610   -1.2313    2.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6184   -1.4694    0.0207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6393   -0.8602   -1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713    0.0985   -1.2797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4267   -0.6338   -0.7896 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6297    0.1597   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171    1.3580    0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6095    2.1430    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803    1.7473    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0182    2.5093    0.4151 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342    3.7413    1.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935    0.5498   -0.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2948    0.1656   -0.9092 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5488   -1.0413   -1.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9009   -0.2356   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8341   -1.3047    0.4165 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4948   -2.6558    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063   -3.3191    1.6808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2915    0.6429    0.0475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6220    0.8435   -0.3085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0448    2.0318   -0.8822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0948    3.0487   -1.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7398   -0.7778   -0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0309   -0.9820    0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4513   -1.9832   -0.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8273   -2.1885    0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4034   -2.4351    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979    0.3431    1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -0.9208    2.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8365   -2.5469    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115   -1.6086   -2.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6173   -0.4049   -1.6101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6549   -1.4292   -1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5058    1.6713    0.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4905    3.0878    1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6771    3.5320    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1092    4.3787    0.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    4.2341    1.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6468   -1.2552   -1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4255   -0.9204   -2.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9271   -1.8802   -1.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182   -1.1713   -1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9702   -0.6565    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4870   -3.2512   -0.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.5132    1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962   -2.9088    2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6198    1.4696   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416    3.8957   -1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2097    2.7089   -1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160    3.4485   -0.0936 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  2  0
  6 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 23  1  0
 23 24  1  0
 24 25  1  0
 12 13  1  0
 13 22  2  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 16  2  0
 16 17  1  0
 17 18  1  0
 16 15  1  0
 15 14  2  0
 27  3  1  0
 23  9  1  0
 14 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
 26 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
  7 35  1  1
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 12 40  1  6
 23 50  1  1
 24 51  1  0
 24 52  1  0
 25 53  1  0
 22 49  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 15 42  1  0
 14 41  1  0
M  END


  Mrv1652304282218142D          

 29 31  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -5.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -5.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -4.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -4.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002   -4.8543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1851   -4.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2697   -6.1892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -6.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  3  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 17  1  6  0  0  0
  2 18  1  6  0  0  0
 18 19  1  0  0  0  0
  1 20  1  1  0  0  0
 20 21  2  0  0  0  0
 21 22  1  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
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332269

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)[C@@H](O)[C@H]1CO[C@H]([C@@H]1CO)C1=CC(OC)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O7/c1-25-17-7-5-13(9-19(17)27-3)21(24)16-12-29-22(15(16)11-23)14-6-8-18(26-2)20(10-14)28-4/h5-10,15-16,21-24H,11-12H2,1-4H3/t15-,16+,21-,22+/m1/s1

> <INCHI_KEY>
YHXRGUWLQJECEW-ZXJYCPGTSA-N

> <FORMULA>
C22H28O7

> <MOLECULAR_WEIGHT>
404.459

> <EXACT_MASS>
404.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.254311917838116

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(S)-(3,4-dimethoxyphenyl)[(3R,4S,5R)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
1.4078440869999997

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.388930646756172

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.069361077900137

> <JCHEM_PKA_STRONGEST_BASIC>
-2.641369821639337

> <JCHEM_POLAR_SURFACE_AREA>
86.61000000000001

> <JCHEM_REFRACTIVITY>
107.57489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-(3,4-dimethoxyphenyl)[(3R,4S,5R)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.564  -4.680   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.088  -3.215   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.661  -9.985   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.130 -10.146   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.225  -8.900   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.851  -7.494   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.307  -9.061   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.212  -7.815   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.503 -11.553   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.028 -11.714   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.540  -5.765   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.189  -3.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    5   20                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1                                                       
CONECT    6    3    7   17                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15                                                            
CONECT   17    6                                                            
CONECT   18    2   19                                                       
CONECT   19   18                                                            
CONECT   20    1   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23   27                                                       
CONECT   27   26                                                            
CONECT   28   22   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2b-(3,4-Dimethoxyphenyl)-4b-[(S)-a-hydroxy-3,4-dimethoxybenzyl]tetrahydrofuran-3a-methanol	Generator
(2R)-2Β-(3,4-dimethoxyphenyl)-4β-[(S)-α-hydroxy-3,4-dimethoxybenzyl]tetrahydrofuran-3α-methanol	Generator

Chemical Formula

C₂₂H₂₈O₇

Average Mass

404.4590 Da

Monoisotopic Mass

404.18350 Da

IUPAC Name

(S)-(3,4-dimethoxyphenyl)[(3R,4S,5R)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

Traditional Name

(S)-(3,4-dimethoxyphenyl)[(3R,4S,5R)-5-(3,4-dimethoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methanol

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)[C@@H](O)[C@H]1CO[C@H]([C@@H]1CO)C1=CC(OC)=C(OC)C=C1

InChI Identifier

InChI=1S/C22H28O7/c1-25-17-7-5-13(9-19(17)27-3)21(24)16-12-29-22(15(16)11-23)14-6-8-18(26-2)20(10-14)28-4/h5-10,15-16,21-24H,11-12H2,1-4H3/t15-,16+,21-,22+/m1/s1

InChI Key

YHXRGUWLQJECEW-ZXJYCPGTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	Not Available	Keio University	Haruhisa Kikuchi	2024-03-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.213706296 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.938016835 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,9'-epoxylignans

Alternative Parents

Substituents

7,9p-epoxylignan
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Oxolane
Secondary alcohol
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Primary alcohol
Aromatic alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.29	ALOGPS
logP	1.41	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.07	ChemAxon
pKa (Strongest Basic)	-2.6	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	8	ChemAxon
Refractivity	107.57 m³·mol⁻¹	ChemAxon
Polarizability	42.25 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17263270

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16105436

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Compound 3 (NP0332269)

MOL for NP0332269 (Compound 3)

3D MOL for NP0332269 (Compound 3)

3D SDF for NP0332269 (Compound 3)

3D-SDF for NP0332269 (Compound 3)

PDB for NP0332269 (Compound 3)

3D PDB for NP0332269 (Compound 3)

SMILES for NP0332269 (Compound 3)

INCHI for NP0332269 (Compound 3)

Structure for NP0332269 (Compound 3)

3D Structure for NP0332269 (Compound 3)