NP-MRD: Showing NP-Card for (7r)-7-hydroxylariciresinol (NP0144835)

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Record Information

Version

2.0

Created at

2022-09-01 23:54:25 UTC

Updated at

2022-09-01 23:54:25 UTC

NP-MRD ID

NP0144835

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7r)-7-hydroxylariciresinol

Description

(7R)-7-hydroxylariciresinol 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 (7R)-7-hydroxylariciresinol is an extremely weak basic (essentially neutral) compound (based on its pKa). (7r)-7-hydroxylariciresinol is found in Taxus mairei and Taxus wallichiana. It has been isolated from Taxus yunnanensis.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006292D          

 28 30  0  0  0  0            999 V2000
 9998.6117 9998.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8977 9998.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.8708 9998.3726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.8708 9997.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.301310000.8464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.448010001.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.727710000.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9435 9997.9901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.658210002.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.372410002.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.232210001.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.752610000.0517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0852 9999.5667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3401 9998.7821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.1651 9998.7821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.4200 9999.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.659510001.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.945110000.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9451 9999.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6595 9999.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3740 9999.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.374010000.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0138 9999.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.299310000.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5848 9999.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5847 9998.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2992 9998.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0138 9998.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  6  0  0  0
  5  6  1  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
 23  7  1  0  0  0  0
 24  5  1  0  0  0  0
  3 26  1  0  0  0  0
 18 11  1  0  0  0  0
 17  9  1  0  0  0  0
 15  8  1  1  0  0  0
 15  3  1  0  0  0  0
 14  1  1  6  0  0  0
 13 21  1  1  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -5.1985    1.2548    2.7074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7763    0.8823    1.4955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0528    0.2893    0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041    0.0687    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9153   -0.5104   -0.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5022   -0.7125   -0.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0241   -1.9647   -0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533   -1.8390   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363   -0.4464   -0.5751 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5324    0.3088    0.4349 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9506    0.4948    1.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9379   -0.2115    0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -1.1831    1.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6137   -1.6383    1.4116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530   -1.1088    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8837   -1.5310    0.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1757   -0.1217   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963    0.4258   -1.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7835    1.4333   -2.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8908    0.3174   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6007    0.1776   -0.9007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7233    1.6176   -0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172    2.0205   -0.9506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5318   -0.8624   -1.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8819   -0.6539   -1.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6537   -0.0660   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0033    0.1676   -0.8947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462    0.3690    3.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4115    2.0017    2.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0058    1.6237    3.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634    0.3695    1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2961   -0.5978    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6401   -2.1626    0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8472   -2.5409   -0.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3600   -0.4362   -1.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    1.3603    0.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9538   -0.2671    2.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5917   -1.6098    2.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100   -2.4277    2.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1343   -2.2507    1.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6807    1.8900   -2.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2162    0.9631   -2.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    2.2182   -1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5657    1.1046   -1.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8195   -0.0775   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5777    1.7852    0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    2.1778   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452    2.2260   -1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9375   -1.3188   -2.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3891   -0.9132   -2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4369   -0.0954   -1.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 21  1  0
 21 22  1  0
 22 23  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
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 20  2  0
 20 17  1  0
 17 18  1  0
 18 19  1  0
 17 15  2  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
 21  9  1  0
 24  5  1  0
 13 12  1  0
  9 35  1  6
  8 33  1  0
  8 34  1  0
  6 32  1  1
 21 45  1  6
 22 46  1  0
 22 47  1  0
 23 48  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
 10 36  1  6
 11 37  1  0
 20 44  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 16 40  1  0
 14 39  1  0
 13 38  1  0
M  END


  Mrv1652309272006292D          

 28 30  0  0  0  0            999 V2000
 9998.6117 9998.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8977 9998.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.8708 9998.3726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.8708 9997.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.301310000.8464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.448010001.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.727710000.0218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9435 9997.9901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.658210002.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.372410002.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.232210001.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.752610000.0517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0852 9999.5667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.3401 9998.7821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.1651 9998.7821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.4200 9999.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.659510001.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.945110000.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9451 9999.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6595 9999.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3740 9999.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.374010000.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0138 9999.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.299310000.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5848 9999.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5847 9998.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2992 9998.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.0138 9998.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  6  0  0  0
  5  6  1  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 23  1  0  0  0  0
 23  7  1  0  0  0  0
 24  5  1  0  0  0  0
  3 26  1  0  0  0  0
 18 11  1  0  0  0  0
 17  9  1  0  0  0  0
 15  8  1  1  0  0  0
 15  3  1  0  0  0  0
 14  1  1  6  0  0  0
 13 21  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0144835

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-25-17-7-11(3-5-15(17)22)19(24)14-10-27-20(13(14)9-21)12-4-6-16(23)18(8-12)26-2/h3-8,13-14,19-24H,9-10H2,1-2H3/t13-,14-,19-,20+/m0/s1

> <INCHI_KEY>
MWQRAOGWLXTMIC-WZBLMQSHSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.405

> <EXACT_MASS>
376.152203113

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.155140933318776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.1160559749999996

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.21186172642092

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.609824463696437

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6413698216358297

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
98.61030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

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

> <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    8664.0758663.629   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8662.7428664.400   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.2928663.629   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8668.2928662.090   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8670.9628668.247   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8669.3708669.166   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8673.6258666.707   0.000  0.00  0.00           O+0
HETATM    8  H   UNK     0    8666.5618662.915   0.000  0.00  0.00           H+0
HETATM    9  O   UNK     0    8662.2958670.459   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8663.6288671.225   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8659.6338668.920   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8666.2058666.763   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8664.9598665.858   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8665.4358664.393   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.9758664.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8667.4518665.858   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8662.2988668.918   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8660.9648668.148   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8660.9648666.608   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8662.2988665.838   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8663.6318666.608   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8663.6318668.148   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8672.2928665.939   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8670.9598666.709   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.6258665.939   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8669.6258664.399   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8670.9598663.629   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.2928664.399   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1                                                            
CONECT    3    4   26   15                                                  
CONECT    4    3                                                            
CONECT    5    6   24                                                       
CONECT    6    5                                                            
CONECT    7   23                                                            
CONECT    8   15                                                            
CONECT    9   10   17                                                       
CONECT   10    9                                                            
CONECT   11   18                                                            
CONECT   12   13   16                                                       
CONECT   13   14   12   21                                                  
CONECT   14   13   15    1                                                  
CONECT   15   14   16    8    3                                             
CONECT   16   15   12                                                       
CONECT   17   18   22    9                                                  
CONECT   18   17   19   11                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   13                                                  
CONECT   22   21   17                                                       
CONECT   23   24   28    7                                                  
CONECT   24   23   25    5                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27    3                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
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

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H24O7/c1-25-17-7-11(3-5-15(17)22)19(24)14-10-27-20(13(14)9-21)12-4-6-16(23)18(8-12)26-2/h3-8,13-14,19-24H,9-10H2,1-2H3/t13-,14-,19-,20+/m0/s1

InChI Key

MWQRAOGWLXTMIC-WZBLMQSHSA-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
Taxus mairei	LOTUS Database	35616633
Taxus wallichiana	LOTUS Database	35616633

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
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Alcohol
Aromatic alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

polyphenol (CHEBI:70195 )
monomethoxybenzene (CHEBI:70195 )
tetrol (CHEBI:70195 )
oxolanes (CHEBI:70195 )
lignan (CHEBI:70195 )

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	1.12	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	-2.6	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	98.61 m³·mol⁻¹	ChemAxon
Polarizability	38.16 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

8197966

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10022393

PDB ID

Not Available

ChEBI ID

70195

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7r)-7-hydroxylariciresinol (NP0144835)

MOL for NP0144835 ((7r)-7-hydroxylariciresinol)

3D MOL for NP0144835 ((7r)-7-hydroxylariciresinol)

3D SDF for NP0144835 ((7r)-7-hydroxylariciresinol)

3D-SDF for NP0144835 ((7r)-7-hydroxylariciresinol)

PDB for NP0144835 ((7r)-7-hydroxylariciresinol)

3D PDB for NP0144835 ((7r)-7-hydroxylariciresinol)

SMILES for NP0144835 ((7r)-7-hydroxylariciresinol)

INCHI for NP0144835 ((7r)-7-hydroxylariciresinol)

Structure for NP0144835 ((7r)-7-hydroxylariciresinol)

3D Structure for NP0144835 ((7r)-7-hydroxylariciresinol)