NP-MRD: Showing NP-Card for (9r,10r)-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 (NP0331002)

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Record Information

Version

2.0

Created at

2022-09-12 16:54:30 UTC

Updated at

2022-09-12 16:54:31 UTC

NP-MRD ID

NP0331002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r,10r)-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

Schisandrin A is also known as deoxyschizandrin. (9r,10r)-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. Based on a literature review very few articles have been published on schisandrin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218542D          

 30 32  0  0  1  0            999 V2000
    4.6065    1.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8891    1.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531    0.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661   -0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9525    0.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8961    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    1.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333    0.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2566    4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7352    4.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    3.2438    0.0000 C   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  2  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
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
  5 30  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
   -5.6706    0.7097    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7925   -0.2687   -0.2026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131   -0.1535   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8240    0.9754    0.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4926    1.0677    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7182    0.0146   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2481   -1.1238   -0.5763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3608   -2.0628   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1280   -2.0628   -2.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6194   -1.2057   -0.6321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1726   -2.3372   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4819   -3.4613   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7194   -0.2393   -0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905    0.5582   -0.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0243   -0.0428   -0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1888   -1.3601    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4484   -1.9047    0.0142 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5636   -1.1465   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0692   -2.0948    0.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2678   -3.3915    0.8406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.7709    2.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150   -1.5331    0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3357   -2.1675    0.8193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7974   -2.1638    2.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8947    1.9482   -0.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1701    2.9431   -0.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7723    4.2957   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    3.0309   -0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7104    4.4860   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0630    2.3865    1.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2826    1.1085    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7065    1.5215   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6905    0.3564    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4106    1.8013    0.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3342   -2.9687   -2.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166   -1.1353   -2.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1957   -2.2648   -2.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4739   -3.8718   -0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611   -3.1967    0.6607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7503   -4.2892   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    0.5611   -0.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5105   -1.6741   -0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5877   -0.1653    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4201   -0.9073   -1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390   -4.5091    2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089   -2.8578    2.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5104   -4.2528    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -3.1927    2.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8076   -1.7158    2.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -1.5340    2.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    2.2565   -0.9414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964    2.0183   -1.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973    2.7348    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9015    4.2516   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009    4.5906   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4825    5.1014    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6400    2.6648   -1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8237    4.5718   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2375    5.1224   -0.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4132    4.8770    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9596    2.9357    1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906    2.1366    1.9074 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  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  1  0
 10  3  1  0
 22 13  1  0
 30  5  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 25 51  1  0
 25 52  1  0
 26 53  1  1
 27 54  1  0
 27 55  1  0
 27 56  1  0
 28 57  1  6
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 30 62  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
M  END


  Mrv1652309122218542D          

 30 32  0  0  1  0            999 V2000
    4.6065    1.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8891    1.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531    0.0038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5661   -0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9525    0.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7260   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8961    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    1.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333    0.0951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7028   -0.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396    0.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2566    4.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7352    4.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    3.2438    0.0000 C   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  2  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
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
  5 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(OC)=C1OC)C1=C(C[C@@H](C)[C@H](C)C2)C=C(OC)C(OC)=C1OC

> <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/t13-,14-/m1/s1

> <INCHI_KEY>
JEJFTTRHGBKKEI-ZIAGYGMSSA-N

> <FORMULA>
C24H32O6

> <MOLECULAR_WEIGHT>
416.514

> <EXACT_MASS>
416.21988875

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.96764960707485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10R)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaene

> <JCHEM_LOGP>
4.700735982666666

> <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>
116.55279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9R,10R)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       8.599   3.483   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.260   2.598   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.604   2.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.205   4.116   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.718   4.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.629   3.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.028   1.939   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.526   0.007   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.923  -1.576   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.515   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.511   0.191   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.955  -0.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.089   3.426   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   4.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.488   4.116   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.886   2.629   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.539   2.587   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.873   3.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.797   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.742   0.178   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.179  -0.541   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.690   1.939   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.194   0.354   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.522  -1.078   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   6.055   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.089   7.144   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.479   8.624   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.629   7.144   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.239   8.624   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.718   6.055   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   30                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    6   14   22                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   13   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   14   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    5                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Deoxyschisandrin	MeSH
Schizandrin a	MeSH
Deoxyschizandrin	MeSH

Chemical Formula

C₂₄H₃₂O₆

Average Mass

416.5140 Da

Monoisotopic Mass

416.21989 Da

IUPAC Name

(9R,10R)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaene

Traditional Name

(9R,10R)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaene

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(OC)=C1OC)C1=C(C[C@@H](C)[C@H](C)C2)C=C(OC)C(OC)=C1OC

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/t13-,14-/m1/s1

InChI Key

JEJFTTRHGBKKEI-ZIAGYGMSSA-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

Chemical Taxonomy

Classification

Not classified

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	4.7	ChemAxon
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	45.97 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

C00041495

Chemspider ID

9059486

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Deoxyschizandrin

METLIN ID

Not Available

PubChem Compound

10884218

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9r,10r)-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 (NP0331002)

MOL for NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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 NP0331002 ((9r,10r)-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)