NP-MRD: Showing NP-Card for 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol (NP0194529)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 12:12:02 UTC

Updated at

2022-09-04 12:12:02 UTC

NP-MRD ID

NP0194529

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

Description

3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol is found in Bletilla striata, Incarvillea mairei, Kadsura angustifolia, Schisandra chinensis, Schisandra henryi, Schisandra lancifolia, Schisandra rubriflora and Schisandra sphenanthera.

Structure

MOL 3D MOL SDF PDB SMILES InChI

23915
  Mrv0541 02271202142D          

 31 33  0  0  1  0            999 V2000
    6.3145    2.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -1.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -1.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2394   -1.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627    0.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6782   -2.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6094   -1.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3145    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4744    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7610    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4744    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6885   -0.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3086    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5829   -1.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7890   -1.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091   -0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168   -1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0003   -1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3307   -2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
  3 21  1  0  0  0  0
  3 27  1  0  0  0  0
  4 22  1  0  0  0  0
  4 28  1  0  0  0  0
  5 23  1  0  0  0  0
  5 29  1  0  0  0  0
  6 24  1  0  0  0  0
  6 30  1  0  0  0  0
  7 25  1  0  0  0  0
  7 31  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 12 18  2  0  0  0  0
 13 17  1  0  0  0  0
 13 19  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    4.0117   -3.8533    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -2.5243    0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713   -1.8486    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6519   -2.4494    0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056   -1.7521    0.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6128   -0.4205    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121    0.1897   -0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773    1.4742   -0.6321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312    1.7233   -2.0466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476   -0.5386    0.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1813    0.0711   -0.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8342   -0.0036   -1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3725    0.6195   -0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5548    0.6248   -0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2139    1.8087   -1.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126    2.9667   -0.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757    4.1839   -0.6344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532    4.2598   -1.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5329    2.9052    0.2563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0942    4.0998    0.8197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4646    4.5493    2.0952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511    1.7258    0.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2956    1.5886    1.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3494    1.2991    2.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.4586   -1.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516   -1.5976   -0.5604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9203   -0.9880    0.7736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164   -2.2450   -1.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4580   -2.5856   -0.5004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9790   -4.0127   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6699   -2.6224    0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3402   -3.8981    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5189   -4.4944    0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9884   -4.2853    1.5000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215   -3.4808    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8308    0.7435   -2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6367    2.3540   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    2.2622   -2.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936   -0.3914   -2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2427    0.9836   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6802   -0.7305   -1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1476    1.8783   -1.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3175    4.2930   -2.4784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0384    5.2529   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2968    3.4839   -1.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4879    4.7628    2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0983    5.4544    2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    3.7038    2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3785    1.0549    2.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0029    0.4162    2.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    2.1121    3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7434   -0.9026   -2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2689   -0.0975   -1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0992   -0.4186    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2720   -1.8373    1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8274   -0.3650    0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2416   -2.6244   -0.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7670   -2.4057   -1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7311   -4.0065   -1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817   -4.4412    0.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1331   -4.6431   -1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2682   -2.2874    1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3064   -3.6348    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 10  7  1  0
  7  8  1  0
  8  9  1  0
  7  6  2  0
  6  5  1  0
  5 31  1  0
 31 29  1  0
 29 30  1  0
 29 26  1  0
 26 27  1  0
 26 28  1  6
 26 25  1  0
 25 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 22 13  2  0
  5  4  2  0
  4  3  1  0
 13  6  1  0
 13 14  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 31 62  1  0
 31 63  1  0
 29 58  1  6
 30 59  1  0
 30 60  1  0
 30 61  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  0
 25 52  1  0
 25 53  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
  4 35  1  0
M  END

23915
  Mrv0541 02271202142D          

 31 33  0  0  1  0            999 V2000
    6.3145    2.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -1.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0074   -1.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2394   -1.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9627    0.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6782   -2.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6094   -1.0649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3145    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4744    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1587    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7610    2.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366    2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2366   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4744    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6885   -0.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3086    1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1113   -0.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619   -0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5829   -1.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7890   -1.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091   -0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168   -1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0003   -1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3307   -2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2 20  1  0  0  0  0
  2 26  1  0  0  0  0
  3 21  1  0  0  0  0
  3 27  1  0  0  0  0
  4 22  1  0  0  0  0
  4 28  1  0  0  0  0
  5 23  1  0  0  0  0
  5 29  1  0  0  0  0
  6 24  1  0  0  0  0
  6 30  1  0  0  0  0
  7 25  1  0  0  0  0
  7 31  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 12 18  2  0  0  0  0
 13 17  1  0  0  0  0
 13 19  2  0  0  0  0
 16 17  1  0  0  0  0
 16 20  2  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0194529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C(OC)=C2C(CC(C)C(C)(O)CC3=CC(OC)=C(OC)C(OC)=C23)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3

> <INCHI_KEY>
YEFOAORQXAOVJQ-UHFFFAOYSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.5067

> <EXACT_MASS>
432.214803378

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
46.68178599181995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.385528757666667

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.639729749653103

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9563822075017328

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
118.23489999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 23915                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      11.787   4.596   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.394  -2.875   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.480  -2.497   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.514  -3.154   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.664   0.926   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      10.599  -4.361   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.871  -1.988   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      11.198   3.173   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.775   3.763   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.787   1.751   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.352   3.173   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.198   0.328   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.763   1.751   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.621   3.763   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.775   5.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.775  -0.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.352   0.328   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.485  -0.629   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.176   1.985   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.541  -1.848   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.396  -0.959   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.288  -2.221   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.190   0.720   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.806  -2.835   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.804  -0.762   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.710  -4.383   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.191  -3.339   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.934  -2.559   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.080   2.351   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.817  -5.303   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.343  -1.793   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2   20   26                                                       
CONECT    3   21   27                                                       
CONECT    4   22   28                                                       
CONECT    5   23   29                                                       
CONECT    6   24   30                                                       
CONECT    7   25   31                                                       
CONECT    8    1    9   10   14                                             
CONECT    9    8   11   15                                                  
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   16   18                                                  
CONECT   13   11   17   19                                                  
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   12   17   20                                                  
CONECT   17   13   16   21                                                  
CONECT   18   12   22                                                       
CONECT   19   13   23                                                       
CONECT   20    2   16   24                                                  
CONECT   21    3   17   25                                                  
CONECT   22    4   18   24                                                  
CONECT   23    5   19   25                                                  
CONECT   24    6   20   22                                                  
CONECT   25    7   21   23                                                  
CONECT   26    2                                                            
CONECT   27    3                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
Wuweizisu a	MeSH
Schizandrol a	MeSH
Schizandrin	MeSH

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5067 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol

Traditional Name

3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(OC)=C2C(CC(C)C(C)(O)CC3=CC(OC)=C(OC)C(OC)=C23)=C1

InChI Identifier

InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3

InChI Key

YEFOAORQXAOVJQ-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
Bletilla striata	LOTUS Database	35616633
Incarvillea mairei	LOTUS Database	35616633
Kadsura angustifolia	LOTUS Database	35616633
Schisandra chinensis	LOTUS Database	35616633
Schisandra henryi	LOTUS Database	35616633
Schisandra lancifolia	LOTUS Database	35616633
Schisandra rubriflora	LOTUS Database	35616633
Schisandra sphenanthera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Anisole
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tannin (CHEBI:80900 )

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	3.76	ALOGPS
logP	3.39	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	14.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.23 m³·mol⁻¹	ChemAxon
Polarizability	46.68 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

FDB029990

KNApSAcK ID

C00034219

Chemspider ID

Not Available

KEGG Compound ID

C17064

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Schisandrin

METLIN ID

Not Available

PubChem Compound

23915

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol (NP0194529)

MOL for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D MOL for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D SDF for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D-SDF for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

PDB for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D PDB for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

SMILES for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

INCHI for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

Structure for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D Structure for NP0194529 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)