NP-MRD: Showing NP-Card for 16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one (NP0307571)

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Record Information

Version

2.0

Created at

2022-09-11 00:46:57 UTC

Updated at

2022-09-11 00:46:58 UTC

NP-MRD ID

NP0307571

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one

Description

16-(3,4-Dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]Hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities. 16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one is found in Bupleurum marginatum. 16-(3,4-Dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]Hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241510352D          

 28 32  0  0  0  0            999 V2000
    5.3923   -5.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5843   -5.4480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249   -4.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -4.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576   -3.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140   -3.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6814   -4.2155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9408   -4.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -2.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387   -2.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741   -2.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788   -3.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039   -2.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543   -1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -0.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    0.0341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -0.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1922   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516   -1.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2072   -1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257   -2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197   -2.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9031   -1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0952   -1.6992    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  2  0  0  0  0
 27 28  1  0  0  0  0
 11 28  2  0  0  0  0
 20 28  1  0  0  0  0
M  END

     RDKit          3D

 44 48  0  0  0  0  0  0  0  0999 V2000
   -4.8170    0.1385   -2.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4774    0.0040   -1.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628    0.1372   -0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2065    0.4055   -1.9183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8674    0.5458   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    0.4220   -0.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8935    0.5749    0.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3493    1.7971    0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739    1.9282    0.9870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885    0.8710    0.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.0716    1.2162 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1247   -0.3072    0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148   -1.3588    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -2.5762   -0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2463   -2.6977   -0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3547   -1.6573   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8025   -0.4519    0.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987   -2.0853   -0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1517   -3.4872   -1.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5320   -3.7737   -1.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727    3.3097    1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367    3.9281    1.4033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6883    3.0682    0.9100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268    3.3023    0.7121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.1550    0.7142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7972    0.0115    0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650   -0.2533    1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732   -0.4103    2.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6195    1.1971   -3.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9127   -0.0576   -2.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2023   -0.5442   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    0.5081   -2.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536    0.7557   -2.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1970    1.9715    1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0579   -1.2042    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2950   -3.3765   -0.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3305   -3.9702   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -3.7854   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966    3.7780    0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3243    3.3217    2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    0.0608    1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717   -0.8224    2.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3806   -1.0348    3.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6657    0.5906    3.1711 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 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
  6  7  1  0
  7 17  2  0
 17 16  1  0
 16 15  2  0
 15 20  1  0
 20 19  1  0
 19 18  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
 10  9  1  0
  9  8  2  0
  8 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  1  0
 26  3  1  0
  8  7  1  0
 12 17  1  0
 21  9  1  0
 18 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 25 41  1  0
 28 42  1  0
 28 43  1  0
 28 44  1  0
 19 37  1  0
 19 38  1  0
 14 36  1  0
 13 35  1  0
 11 34  1  0
 21 39  1  0
 21 40  1  0
M  END


  Mrv1533004241510352D          

 28 32  0  0  0  0            999 V2000
    5.3923   -5.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5843   -5.4480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3249   -4.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -4.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2576   -3.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061   -3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6140   -3.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8734   -4.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6814   -4.2155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9408   -4.9987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -2.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7387   -2.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741   -2.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0788   -3.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039   -2.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543   -1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4793   -1.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0278   -0.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    0.0341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358   -0.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3843   -0.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1922   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4516   -1.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2072   -1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257   -2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197   -2.5782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9031   -1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0952   -1.6992    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  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 27  2  0  0  0  0
 27 28  1  0  0  0  0
 11 28  2  0  0  0  0
 20 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307571

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C1=C2C3=C(OCO3)C=CC2=C(O)C2=C1C(=O)OC2

> <INCHI_IDENTIFIER>
InChI=1S/C21H16O7/c1-24-13-5-3-10(7-15(13)25-2)16-17-11(4-6-14-20(17)28-9-27-14)19(22)12-8-26-21(23)18(12)16/h3-7,22H,8-9H2,1-2H3

> <INCHI_KEY>
VSWNHKHZAVUEON-UHFFFAOYSA-N

> <FORMULA>
C21H16O7

> <MOLECULAR_WEIGHT>
380.352

> <EXACT_MASS>
380.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
37.87316275900692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.168977814666666

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.80492762335233

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.092790836809334

> <JCHEM_PKA_STRONGEST_BASIC>
-4.366894012278408

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
98.8985

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      10.066 -10.481   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.557 -10.170   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.073  -8.708   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.565  -8.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.081  -6.934   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.105  -5.784   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.613  -6.096   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.097  -7.557   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.605  -7.869   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.089  -9.331   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.620  -4.322   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.112  -4.011   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.872  -4.923   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.880  -6.463   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.621  -4.025   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.088  -2.557   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.628  -2.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.652  -1.398   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.168   0.064   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.160  -1.710   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.184  -0.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.692  -0.871   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.176  -2.333   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.587  -2.951   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.435  -4.484   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.930  -4.813   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.152  -3.483   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.644  -3.172   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    6   12   28                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28                                                  
CONECT   28   27   11   20                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₆O₇

Average Mass

380.3520 Da

Monoisotopic Mass

380.08960 Da

IUPAC Name

16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one

Traditional Name

16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1(16),2(6),7,9,11(15)-pentaen-14-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C1=C2C3=C(OCO3)C=CC2=C(O)C2=C1C(=O)OC2

InChI Identifier

InChI=1S/C21H16O7/c1-24-13-5-3-10(7-15(13)25-2)16-17-11(4-6-14-20(17)28-9-27-14)19(22)12-8-26-21(23)18(12)16/h3-7,22H,8-9H2,1-2H3

InChI Key

VSWNHKHZAVUEON-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
Bupleurum marginatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as arylnaphthalene lignans. These are lignans containing the arylnaphthalene skeleton, especially 9-(2H-1,3-benzodioxol-5-yl)-1H,3H-naphtho[2,3-c]furan-1-one or a derivative thereof. Arylnaphthalene lignans occur in nature and exhibit diverse biological activities.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Arylnaphthalene lignans

Sub Class

Not Available

Direct Parent

Arylnaphthalene lignans

Alternative Parents

Substituents

Arylnaphthalene lignan skeleton
Lignan lactone
Naphthofuran
1-naphthol
Naphthalene
Phthalide
Dimethoxybenzene
O-dimethoxybenzene
Isobenzofuranone
Isocoumaran
Benzodioxole
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Ether
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	3.01	ALOGPS
logP	3.17	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.09	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.9 m³·mol⁻¹	ChemAxon
Polarizability	37.87 Å³	ChemAxon
Number of Rings	5	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

13910850

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one (NP0307571)

MOL for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

3D MOL for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

3D SDF for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

3D-SDF for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

PDB for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

3D PDB for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

SMILES for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

INCHI for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

Structure for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)

3D Structure for NP0307571 (16-(3,4-dimethoxyphenyl)-10-hydroxy-3,5,13-trioxatetracyclo[7.7.0.0²,⁶.0¹¹,¹⁵]hexadeca-1,6,8,10,15-pentaen-14-one)