NP-MRD: Showing NP-Card for (2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol (NP0224750)

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Record Information

Version

2.0

Created at

2022-09-06 03:15:43 UTC

Updated at

2022-09-06 03:15:43 UTC

NP-MRD ID

NP0224750

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol

Description

(2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol belongs to the class of organic compounds known as dibenzylbutyrolactols. (2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol is found in Sesamum indicum. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety (2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006422D          

 28 30  0  0  0  0            999 V2000
 9998.8681 9998.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.438310001.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.153210001.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.008510000.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.1309 9998.9237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1309 9998.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.561210001.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.708810001.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.991410000.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.560810000.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2022 9998.5386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.438310000.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.723910000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7239 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4383 9998.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1528 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.152810000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.276410000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.561910000.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.847410000.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8473 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5618 9998.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2764 9999.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.011110000.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.343710000.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.5986 9999.3327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.4236 9999.3327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.678510000.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  6  0  0  0
  7  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 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 12  1  0  0  0  0
 13  4  1  0  0  0  0
 12  2  1  0  0  0  0
  1 16  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  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 18  1  0  0  0  0
 18  9  1  0  0  0  0
 19  7  1  0  0  0  0
  5 21  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 25 10  1  6  0  0  0
 27 11  1  1  0  0  0
 27  5  1  0  0  0  0
 26  1  1  1  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -6.3892   -0.6394   -1.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -0.5613   -0.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1580   -0.2351    0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9359    0.0736    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8401    0.3956    0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5745    0.7140    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6754   -0.4665   -0.0789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1892   -1.3855   -1.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2690   -2.1438   -0.7531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -2.1667   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -1.3260   -1.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6340   -0.0341   -0.7544 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6315    0.4362    0.2788 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7561   -0.5518    1.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9346    0.6380   -0.3699 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1105    0.9242   -1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3611    1.1231   -2.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5038    1.0430   -1.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7758    1.2439   -2.0860 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3622    0.7594   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5235    0.6795    0.5897 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3989    0.3882    1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1218    0.5633    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514    0.4130    2.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1378    0.1152    2.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2419   -0.2101    1.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4573   -0.5172    2.5729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6939    0.0343   -2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3588   -1.6765   -1.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4190   -0.2637   -1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8989    0.0464   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0479    1.4811    0.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7970    1.1987   -0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4003   -0.9987    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080   -0.7816   -2.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315   -2.3694   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -1.8205   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5289   -1.2313   -2.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168    0.7859   -1.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2127    1.3270    0.7566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1545   -0.3949    2.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2225    1.0070   -2.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4659    1.3450   -3.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575    1.4512   -3.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058   -0.6791    2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3438    0.5777    2.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215    1.0459    2.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9971    0.3388    1.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0728    0.6692    2.7152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    0.1313    3.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5092   -0.4962    3.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 26  2  0
 26 27  1  0
 26 25  1  0
 25 24  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 23  2  0
 23 20  1  0
 20 21  1  0
 21 22  1  0
 20 18  2  0
 18 19  1  0
 18 17  1  0
 17 16  2  0
  7 12  1  0
 24  5  1  0
 16 15  1  0
 12 39  1  6
 11 37  1  0
 11 38  1  0
  8 35  1  6
  9 36  1  0
  7 34  1  1
  6 32  1  0
  6 33  1  0
  4 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 51  1  0
 25 50  1  0
 24 49  1  0
 13 40  1  1
 14 41  1  0
 23 48  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
 19 44  1  0
 17 43  1  0
 16 42  1  0
M  END


  Mrv1652309272006422D          

 28 30  0  0  0  0            999 V2000
 9998.8681 9998.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.438310001.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.153210001.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.008510000.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.1309 9998.9237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.1309 9998.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.561210001.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.708810001.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.991410000.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.560810000.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2022 9998.5386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.438310000.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.723910000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7239 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4383 9998.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1528 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.152810000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.276410000.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.561910000.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.847410000.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8473 9999.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5618 9998.9233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2764 9999.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.011110000.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.343710000.1173    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.5986 9999.3327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.4236 9999.3327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.678510000.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  6  0  0  0
  7  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 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 12  1  0  0  0  0
 13  4  1  0  0  0  0
 12  2  1  0  0  0  0
  1 16  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  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 18  1  0  0  0  0
 18  9  1  0  0  0  0
 19  7  1  0  0  0  0
  5 21  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  1  0  0  0  0
 25 10  1  6  0  0  0
 27 11  1  1  0  0  0
 27  5  1  0  0  0  0
 26  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0224750

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CO[C@@H](O)[C@@H]1CC1=CC(OC)=C(O)C=C1)[C@@H](O)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19-24H,7,10H2,1-2H3/t13-,14+,19+,20-/m1/s1

> <INCHI_KEY>
VUKYFJWPBAAZAU-BBNYVJOESA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.405

> <EXACT_MASS>
376.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.78338447517599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.8267356403333337

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.409137908887208

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.746164413621205

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1945434337512566

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
98.27870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8664.5548664.658   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8661.8858669.281   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8663.2198670.048   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8659.2168667.740   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8668.7788664.658   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8668.7788663.117   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8671.4488669.281   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8669.8568670.198   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8674.1178667.740   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8663.9808667.347   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0    8667.0448663.939   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0    8661.8858667.737   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.5518666.967   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.5518665.427   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.8858664.657   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.2198665.427   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.2198666.967   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8672.7838666.967   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8671.4498667.737   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.1158666.967   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.1158665.427   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8671.4498664.657   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.7838665.427   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8666.6878667.791   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8665.4428666.886   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8665.9178665.421   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8667.4578665.421   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8667.9338666.886   0.000  0.00  0.00           C+0
CONECT    1   16   26                                                       
CONECT    2    3   12                                                       
CONECT    3    2                                                            
CONECT    4   13                                                            
CONECT    5    6   21   27                                                  
CONECT    6    5                                                            
CONECT    7    8   19                                                       
CONECT    8    7                                                            
CONECT    9   18                                                            
CONECT   10   25                                                            
CONECT   11   27                                                            
CONECT   12   13   17    2                                                  
CONECT   13   12   14    4                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    1                                                  
CONECT   17   16   12                                                       
CONECT   18   19   23    9                                                  
CONECT   19   18   20    7                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22    5                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   25   28                                                       
CONECT   25   26   24   10                                                  
CONECT   26   25   27    1                                                  
CONECT   27   26   28   11    5                                             
CONECT   28   27   24                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₇

Average Mass

376.4050 Da

Monoisotopic Mass

376.15220 Da

IUPAC Name

(2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol

Traditional Name

(2R,3R,4R)-4-[(R)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CO[C@@H](O)[C@@H]1CC1=CC(OC)=C(O)C=C1)[C@@H](O)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C20H24O7/c1-25-17-8-11(3-5-15(17)21)7-13-14(10-27-20(13)24)19(23)12-4-6-16(22)18(9-12)26-2/h3-6,8-9,13-14,19-24H,7,10H2,1-2H3/t13-,14+,19+,20-/m1/s1

InChI Key

VUKYFJWPBAAZAU-BBNYVJOESA-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
Sesamum indicum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutyrolactols. These are lignan compounds containing a 3,4-dibenzyloxolan-2-ol moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

Dibenzylbutyrolactols

Alternative Parents

Substituents

Dibenzylbutyrolactol
Methoxyphenol
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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	1.26	ALOGPS
logP	1.83	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.75	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.28 m³·mol⁻¹	ChemAxon
Polarizability	38.78 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol (NP0224750)

MOL for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

3D MOL for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

3D SDF for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

3D-SDF for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

PDB for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

3D PDB for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

SMILES for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

INCHI for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

Structure for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)

3D Structure for NP0224750 ((2r,3r,4r)-4-[(r)-hydroxy(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-ol)