NP-MRD: Showing NP-Card for 4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol (NP0291372)

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Record Information

Version

1.0

Created at

2022-09-09 22:26:12 UTC

Updated at

2022-09-09 22:26:12 UTC

NP-MRD ID

NP0291372

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol

Description

CHEMBL517783 belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group). 4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol is found in Stereospermum colais. Based on a literature review very few articles have been published on CHEMBL517783.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200262D          

 26 28  0  0  1  0            999 V2000
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 14 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.0009    2.8678   -1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532    1.8891   -0.3119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9953    0.7365    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6748    0.4819   -0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   -0.6645    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -0.9688   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7742   -0.4274    1.0175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8281    1.0463    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3945    1.4607    1.7497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    0.3672    1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7156   -0.6299    0.7888 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1330   -0.2886   -0.5967 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9080    1.0041   -1.0031 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5590   -0.6661   -0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -1.9706   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671   -2.3808   -1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2259   -1.5206   -1.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5445   -1.9443   -1.4351 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391   -0.2309   -0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0080    0.6269   -0.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8932    1.9647   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6245    0.1862   -0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7854   -1.5679    1.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1050   -1.3342    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6951   -0.1719    0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0421    0.1100    1.1913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0410    3.1537   -0.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318    2.5525   -2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6102    3.7939   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1516    1.2145   -0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3667   -0.4368   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399   -2.0348   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9687   -0.9101    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396    1.2929    1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335    1.5253    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2028   -0.1507    2.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2700    0.6863    1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0276   -1.6619    1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5618   -0.9271   -1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6671    1.4591   -1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238   -2.6487   -1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -3.3896   -1.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3333   -1.3543   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856    2.0509    0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7020    2.6281   -1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8167    2.3240    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4328    1.2039   -0.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2817   -2.4532    1.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6530   -2.0386    1.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4742    0.9588    0.8533 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
  5 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25  3  1  0
 11  7  1  0
 22 14  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  1
  8 34  1  0
  8 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  6
 13 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 26 50  1  0
M  END


  Mrv1652309102200262D          

 26 28  0  0  1  0            999 V2000
    5.6091   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5430    0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701    0.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1015    1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8547    0.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4678    1.1889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524    0.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -0.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 14 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0291372

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C[C@@H]2COC[C@@H]2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)21)7-14-10-26-11-15(14)20(23)13-4-6-17(22)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15+,20?/m1/s1

> <INCHI_KEY>
LDYVVKWGJMWITK-FKTKBCEVSA-N

> <FORMULA>
C20H24O6

> <MOLECULAR_WEIGHT>
360.406

> <EXACT_MASS>
360.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.32671235803361

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(3S,4R)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol

> <JCHEM_LOGP>
2.3053103150000007

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.423224135638943

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.751452135537075

> <JCHEM_PKA_STRONGEST_BASIC>
-3.192320977572728

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
97.1936

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(3S,4R)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      10.470  -0.115   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.137  -0.885   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.802  -0.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.572  -4.795   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.091  -2.854   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.053  -3.885   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.693  -0.872   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.014   0.634   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.131   1.665   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.189   3.171   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.595   1.189   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.740   2.219   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.204   1.743   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.916  -0.317   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.137   2.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   14                                                       
CONECT   23    5   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₆

Average Mass

360.4060 Da

Monoisotopic Mass

360.15729 Da

IUPAC Name

4-{[(3S,4R)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol

Traditional Name

4-{[(3S,4R)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

COC1=CC(C[C@@H]2COC[C@@H]2C(O)C2=CC=C(O)C(OC)=C2)=CC=C1O

InChI Identifier

InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)21)7-14-10-26-11-15(14)20(23)13-4-6-17(22)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15+,20?/m1/s1

InChI Key

LDYVVKWGJMWITK-FKTKBCEVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stereospermum colais	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9,9'-epoxylignans. These are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group).

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

9,9'-epoxylignans

Alternative Parents

Substituents

9,9p-epoxylignan
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxolane
Secondary alcohol
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic 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	2.31	ChemAxon
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	88.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	97.19 m³·mol⁻¹	ChemAxon
Polarizability	37.33 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

23339311

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44566586

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol (NP0291372)

MOL for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

3D MOL for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

3D SDF for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

3D-SDF for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

PDB for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

3D PDB for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

SMILES for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

INCHI for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

Structure for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)

3D Structure for NP0291372 (4-{[(3s,4r)-4-[hydroxy(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl}-2-methoxyphenol)