NP-MRD: Showing NP-Card for 4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol (NP0258397)

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Record Information

Version

2.0

Created at

2022-09-07 23:49:55 UTC

Updated at

2022-09-07 23:49:55 UTC

NP-MRD ID

NP0258397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol

Description

Isotaxiresinol 9,9'-acetonide belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. 4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol is found in Taxus mairei. Isotaxiresinol 9,9'-acetonide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161509052D          

 28 31  0  0  0  0            999 V2000
   -0.6193   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -1.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -1.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748   -2.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1198   -1.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1198   -3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -3.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -5.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -6.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -5.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -3.3373    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
  6  7  1  0  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
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  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
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 16 25  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.8705   -3.6801   -2.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4726   -2.3937   -2.9483 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6178   -1.5589   -2.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994   -2.0012   -1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1281   -1.2037   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8413    0.0526   -0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    0.4933   -2.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3412   -0.2950   -2.7601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    0.2084   -3.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0702    0.9428   -0.1766 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7682    2.0323    0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    1.7259    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    2.6930    1.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3636    4.0410    1.6191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773    4.9869    2.2092 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836    4.3585    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    5.6849    0.9201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017    3.3550    0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481    0.3237    0.8449 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4121    0.7358    0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -0.0878    1.5056 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497   -1.0978    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0916   -0.5613    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0254   -2.3276    1.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -1.3248   -0.3511 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506   -1.8554   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9272   -1.1672    0.9206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4880   -1.7156    0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5114   -3.8258   -1.7775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9514   -4.3259   -2.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845   -4.0759   -3.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252   -3.0027   -0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    1.4935   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5765   -0.4034   -4.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7016    1.5106   -0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2469    0.6781    1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6746    2.4553    2.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9821    5.9702    2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2671    6.4131    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5193    3.6512   -0.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6664    0.7208    1.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6469    0.6090   -0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5592    1.8119    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7563   -0.4739    1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9769    0.3327   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938   -1.3753   -0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5039   -3.2372    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627   -2.2220    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062   -2.5992    1.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -2.9286    0.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1976   -1.7898   -1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3151   -1.4793    1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1061   -1.4487    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364   -2.8228    0.7179 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  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  8  3  1  0
 27 19  1  0
 18 11  1  0
 28  5  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  7 33  1  0
  9 34  1  0
 10 35  1  6
 19 41  1  1
 20 42  1  0
 20 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  1
 28 53  1  0
 28 54  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
M  END


  Mrv1533004161509052D          

 28 31  0  0  0  0            999 V2000
   -0.6193   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -1.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -1.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -1.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -1.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748   -2.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1198   -1.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1198   -3.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1169   -3.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -3.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6675   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -5.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9531   -6.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -5.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -5.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -4.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2386   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -3.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8097   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -3.3373    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
  6  7  1  0  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
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  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
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 17 24  1  0  0  0  0
 16 25  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0258397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)C(C1COC(C)(C)OCC1C2)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O6/c1-22(2)27-10-14-6-13-8-20(26-3)19(25)9-15(13)21(16(14)11-28-22)12-4-5-17(23)18(24)7-12/h4-5,7-9,14,16,21,23-25H,6,10-11H2,1-3H3

> <INCHI_KEY>
GACLBPGDLVRRRN-UHFFFAOYSA-N

> <FORMULA>
C22H26O6

> <MOLECULAR_WEIGHT>
386.444

> <EXACT_MASS>
386.172938557

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.73231178913885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{8-hydroxy-9-methoxy-3,3-dimethyl-1H,3H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.3369688953333334

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.295258913988548

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.307272428128261

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9757866942752256

> <JCHEM_POLAR_SURFACE_AREA>
88.38000000000001

> <JCHEM_REFRACTIVITY>
105.5973

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{8-hydroxy-9-methoxy-3,3-dimethyl-1H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -1.156  -3.920   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.178  -3.150   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.511  -3.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.845  -3.150   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.179  -3.920   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.512  -3.150   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.846  -3.920   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.050  -2.959   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.551  -3.302   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.220  -4.690   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.424  -3.729   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.424  -5.650   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.551  -6.077   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.050  -6.420   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.846  -5.460   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.512  -6.230   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.512  -7.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.846  -8.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.846 -10.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.512 -10.850   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.512 -12.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.179 -10.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.845 -10.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.179  -8.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.179  -5.460   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.845  -6.230   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.511  -5.460   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.178  -6.230   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    7   16                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17                                                       
CONECT   25   16    5   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26    3   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₆

Average Mass

386.4440 Da

Monoisotopic Mass

386.17294 Da

IUPAC Name

4-{8-hydroxy-9-methoxy-3,3-dimethyl-1H,3H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol

Traditional Name

4-{8-hydroxy-9-methoxy-3,3-dimethyl-1H,5H,5aH,6H,11H,11aH-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)C(C1COC(C)(C)OCC1C2)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C22H26O6/c1-22(2)27-10-14-6-13-8-20(26-3)19(25)9-15(13)21(16(14)11-28-22)12-4-5-17(23)18(24)7-12/h4-5,7-9,14,16,21,23-25H,6,10-11H2,1-3H3

InChI Key

GACLBPGDLVRRRN-UHFFFAOYSA-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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
Tetralin
Anisole
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
1,3-dioxepane
Ketal
Alkyl aryl ether
Dioxepane
Phenol
Monocyclic benzene moiety
Benzenoid
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.23	ALOGPS
logP	3.34	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.31	ChemAxon
pKa (Strongest Basic)	-4	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	2	ChemAxon
Refractivity	105.6 m³·mol⁻¹	ChemAxon
Polarizability	41.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

137796452

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol (NP0258397)

MOL for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

3D MOL for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

3D SDF for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

3D-SDF for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

PDB for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

3D PDB for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

SMILES for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

INCHI for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

Structure for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)

3D Structure for NP0258397 (4-{8-hydroxy-9-methoxy-3,3-dimethyl-1h,5h,5ah,6h,11h,11ah-naphtho[2,3-e][1,3]dioxepin-6-yl}benzene-1,2-diol)