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-hexaene (NP0154507)

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Record Information

Version

2.0

Created at

2022-09-02 11:26:07 UTC

Updated at

2022-09-02 11:26:07 UTC

NP-MRD ID

NP0154507

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-hexaene

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-hexaene is found in Schisandra chinensis, Schisandra henryi, Schisandra lancifolia and Schisandra rubriflora.

Structure

MOL 3D MOL SDF PDB SMILES InChI

43595
  Mrv0541 02271202142D          

 30 32  0  0  1  0            999 V2000
    4.4963   -1.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2389   -1.6893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626    0.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6778   -2.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -1.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141    0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1584    0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5818    2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6881   -0.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084    1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616   -0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800    0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825   -1.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089   -0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7886   -1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166   -1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656   -2.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    1.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998   -1.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909   -0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303   -2.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  1 26  1  0  0  0  0
  2 19  1  0  0  0  0
  2 25  1  0  0  0  0
  3 22  1  0  0  0  0
  3 28  1  0  0  0  0
  4 21  1  0  0  0  0
  4 27  1  0  0  0  0
  5 24  1  0  0  0  0
  5 30  1  0  0  0  0
  6 23  1  0  0  0  0
  6 29  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 15  1  0  0  0  0
 11 17  2  0  0  0  0
 12 16  1  0  0  0  0
 12 18  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 19  2  0  0  0  0
 17 22  1  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    4.0444   -4.0070    0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9982   -2.6801    0.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8427   -1.9122    0.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6702   -2.4975    0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151   -1.7711    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5630   -0.4471    0.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6873    0.1532   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5777    1.4453   -0.7534 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2675    1.8110   -2.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394   -0.6005   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0486   -0.0755   -0.7907 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3977   -0.2033   -2.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    0.6170    0.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717    0.6859   -0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075    1.8925   -0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7433    2.9920    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719    4.2099    0.2907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6937    4.3423   -0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4309    2.8997    0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    4.0313    1.1920 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9789    4.8879    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2327    1.7011    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137    1.5146    1.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424    1.1688    2.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6967   -0.3514   -0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7006   -1.5008    0.2522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1173   -2.0853    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6514   -2.5239    0.0117 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2398   -3.9402   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6035   -2.6150    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -4.0810    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1983   -4.6213    0.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -4.5357    0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6824   -3.5395    0.9973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9535    0.9500   -2.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107    2.5096   -2.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0898    2.4082   -2.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941   -1.1022   -2.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4415   -0.2012   -2.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9141    0.7403   -2.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243    2.0158   -0.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0075    5.4058   -0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4079    3.7219    0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7146    4.1032   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5399    5.9061    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0221    4.5056   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0191    4.8879    0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0855    1.6267    3.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8437    1.5186    2.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6975    0.0778    2.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571   -0.7616   -1.7595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7035    0.0334   -0.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -1.0360    1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -1.2355   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -2.5470    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1629   -2.7444   -0.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -2.3892   -0.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175   -4.1416   -1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0168   -4.0869    0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552   -4.7028    0.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127   -2.1902    2.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544   -3.6365    1.2890 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 30  1  0
 30 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 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 31  1  0
  1 32  1  0
  1 33  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 30 61  1  0
 30 62  1  0
 28 57  1  6
 29 58  1  0
 29 59  1  0
 29 60  1  0
 26 53  1  1
 27 54  1  0
 27 55  1  0
 27 56  1  0
 25 51  1  0
 25 52  1  0
 15 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
  4 34  1  0
M  END

43595
  Mrv0541 02271202142D          

 30 32  0  0  1  0            999 V2000
    4.4963   -1.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0071   -1.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2389   -1.6893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9626    0.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6778   -2.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092   -1.0648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3141    0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9984    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1584    0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363    2.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5818    2.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2363   -0.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4741    0.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6881   -0.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084    1.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616   -0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7800    0.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825   -1.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089   -0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7886   -1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166   -1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656   -2.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    1.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998   -1.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909   -0.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3303   -2.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  1 26  1  0  0  0  0
  2 19  1  0  0  0  0
  2 25  1  0  0  0  0
  3 22  1  0  0  0  0
  3 28  1  0  0  0  0
  4 21  1  0  0  0  0
  4 27  1  0  0  0  0
  5 24  1  0  0  0  0
  5 30  1  0  0  0  0
  6 23  1  0  0  0  0
  6 29  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 15  1  0  0  0  0
 11 17  2  0  0  0  0
 12 16  1  0  0  0  0
 12 18  2  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 19  2  0  0  0  0
 17 22  1  0  0  0  0
 18 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0154507

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3

> <INCHI_KEY>
JEJFTTRHGBKKEI-UHFFFAOYSA-N

> <FORMULA>
C24H32O6

> <MOLECULAR_WEIGHT>
416.5073

> <EXACT_MASS>
416.219888756

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.88630541056426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <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-hexaene

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
4.700735982666666

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.151535083537236

> <JCHEM_POLAR_SURFACE_AREA>
55.38000000000001

> <JCHEM_REFRACTIVITY>
116.55279999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-03 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-hexaene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 43595                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0       8.393  -2.875   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.480  -2.497   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.513  -3.153   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.663   0.926   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      10.599  -4.360   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.871  -1.988   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.774   3.763   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.197   3.173   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.352   3.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.786   1.750   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.197   0.328   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.762   1.750   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.774   5.302   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.286   4.262   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.774  -0.261   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.352   0.328   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.484  -0.629   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.176   1.985   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.395  -0.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.540  -1.848   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.189   0.720   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.287  -2.220   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.803  -0.762   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.805  -2.834   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.191  -3.339   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.709  -4.382   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080   2.351   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.933  -2.558   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.343  -1.793   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.817  -5.302   0.000  0.00  0.00           C+0
CONECT    1   20   26                                                       
CONECT    2   19   25                                                       
CONECT    3   22   28                                                       
CONECT    4   21   27                                                       
CONECT    5   24   30                                                       
CONECT    6   23   29                                                       
CONECT    7    8    9   13                                                  
CONECT    8    7   10   14                                                  
CONECT    9    7   12                                                       
CONECT   10    8   11                                                       
CONECT   11   10   15   17                                                  
CONECT   12    9   16   18                                                  
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15   11   16   20                                                  
CONECT   16   12   15   19                                                  
CONECT   17   11   22                                                       
CONECT   18   12   21                                                       
CONECT   19    2   16   23                                                  
CONECT   20    1   15   24                                                  
CONECT   21    4   18   23                                                  
CONECT   22    3   17   24                                                  
CONECT   23    6   19   21                                                  
CONECT   24    5   20   22                                                  
CONECT   25    2                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    3                                                            
CONECT   29    6                                                            
CONECT   30    5                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Schisandrin a	MeSH
Deoxyschizandrin	MeSH
Schizandrin a	MeSH

Chemical Formula

C₂₄H₃₂O₆

Average Mass

416.5073 Da

Monoisotopic Mass

416.21989 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-hexaene

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-hexaene

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3

InChI Key

JEJFTTRHGBKKEI-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
Schisandra chinensis	LOTUS Database	35616633
Schisandra henryi	LOTUS Database	35616633
Schisandra lancifolia	LOTUS Database	35616633
Schisandra rubriflora	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
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tannin (CHEBI:80818 )

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	4.81	ALOGPS
logP	4.7	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	116.55 m³·mol⁻¹	ChemAxon
Polarizability	45.89 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

FDB029996

KNApSAcK ID

C00041495

Chemspider ID

Not Available

KEGG Compound ID

C16951

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

43595

PDB ID

Not Available

ChEBI ID

80818

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-hexaene (NP0154507)

MOL for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

3D MOL for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

3D SDF for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

3D-SDF for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

PDB for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

3D PDB for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

SMILES for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

INCHI for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

Structure for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)

3D Structure for NP0154507 (3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaene)