NP-MRD: Showing NP-Card for 10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one (NP0306080)

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Record Information

Version

2.0

Created at

2022-09-10 22:20:12 UTC

Updated at

2022-09-10 22:20:12 UTC

NP-MRD ID

NP0306080

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one

Description

Koelreuterin-1 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. 10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one is found in Koelreuteria elegans. 10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one was first documented in 1994 (PMID: 7714533). Based on a literature review very few articles have been published on koelreuterin-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200202D          

 28 33  0  0  0  0            999 V2000
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971   -1.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9326   -2.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -2.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667    1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311    2.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106    1.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2586    2.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
M  END

     RDKit          3D

 42 47  0  0  0  0  0  0  0  0999 V2000
   -4.1109   -1.6004   -1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1656   -0.2168   -1.2825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839    0.3832   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9968   -0.3961   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9192    0.1496    0.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3120   -0.5640    0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124   -1.5041    1.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305   -2.2129    2.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022   -1.9675    1.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396   -1.0547    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8151   -0.8008   -0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8718    0.1181   -1.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266    0.8149   -1.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5577    0.5672   -1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889   -0.3501   -0.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    1.6747   -2.8447 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4805    1.8690   -2.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8672    0.5785   -2.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001   -3.1051    3.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2509   -2.9256    3.3971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7592   -1.9646    2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399   -1.5133    2.4899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    1.5051    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106    2.2868    0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067    1.7487   -0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442    2.7516   -0.5680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    3.8329    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2722    3.6613    0.4426 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0338   -1.8830   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965   -1.8038   -2.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0694   -2.1923   -0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -1.4579   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -2.5336    1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7030   -1.3453   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6788    1.1361   -1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8900    2.1081   -3.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7362    2.6654   -2.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4099   -4.1565    2.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6429   -2.7644    4.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825    1.9755    1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9562    4.7802   -0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2284    3.7058    1.2503 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 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  5  6  1  0
  6 15  1  0
 15 14  2  0
 14 13  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7 21  1  0
 21 22  2  0
 21 20  1  0
 20 19  1  0
 25  3  1  0
  7  6  2  0
 28 24  1  0
 10 15  1  0
 19  8  1  0
 12 13  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
 23 40  1  0
 27 41  1  0
 27 42  1  0
 14 35  1  0
 17 36  1  0
 17 37  1  0
 11 34  1  0
  9 33  1  0
 19 38  1  0
 19 39  1  0
M  END


  Mrv1652309112200202D          

 28 33  0  0  0  0            999 V2000
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3536   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5971   -1.9166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9326   -2.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -2.5840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9667    1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311    2.0037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106    1.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2586    2.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5117    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9966    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306080

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC2=C1OCO2)C1=C2C=C3OCOC3=CC2=CC2=C1C(=O)OC2

> <INCHI_IDENTIFIER>
InChI=1S/C21H14O7/c1-23-16-4-11(5-17-20(16)28-9-27-17)18-13-6-15-14(25-8-26-15)3-10(13)2-12-7-24-21(22)19(12)18/h2-6H,7-9H2,1H3

> <INCHI_KEY>
HTPDVTGSLPGCBF-UHFFFAOYSA-N

> <FORMULA>
C21H14O7

> <MOLECULAR_WEIGHT>
378.336

> <EXACT_MASS>
378.073952791

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
37.93120567422049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-(7-methoxy-2H-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),2,7,9,11(15)-pentaen-12-one

> <JCHEM_LOGP>
3.253447869666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.60630294093296

> <JCHEM_PKA_STRONGEST_BASIC>
-4.329545547052754

> <JCHEM_POLAR_SURFACE_AREA>
72.45

> <JCHEM_REFRACTIVITY>
96.2213

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
10-(7-methoxy-2H-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(16),2,7,9,11(15)-pentaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.259   5.923   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.592   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.926   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.260   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.593   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.593  -0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.260  -1.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.260  -2.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.926  -3.317   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.592  -2.547   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.592  -1.007   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.926  -0.237   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.448  -3.578   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.074  -4.984   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.606  -4.824   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      16.738   2.333   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      16.111   3.740   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      14.580   3.579   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.549   4.724   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.259   1.303   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.925   3.613   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.460   4.089   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.555   2.843   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.460   1.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14    6   10                                                  
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   12                                                       
CONECT   19    8   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   22                                                  
CONECT   22   21                                                            
CONECT   23    5   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24    3   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Value	Source
Koelreuterin 1	MeSH

Chemical Formula

C₂₁H₁₄O₇

Average Mass

378.3360 Da

Monoisotopic Mass

378.07395 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC2=C1OCO2)C1=C2C=C3OCOC3=CC2=CC2=C1C(=O)OC2

InChI Identifier

InChI=1S/C21H14O7/c1-23-16-4-11(5-17-20(16)28-9-27-17)18-13-6-15-14(25-8-26-15)3-10(13)2-12-7-24-21(22)19(12)18/h2-6H,7-9H2,1H3

InChI Key

HTPDVTGSLPGCBF-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
Koelreuteria elegans	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
Linear furanonaphthodioxole
Naphthofuran
Isobenzofuranone
Phthalide
Naphthalene
Isocoumaran
Benzodioxole
Anisole
Alkyl aryl ether
Benzenoid
Carboxylic acid ester
Lactone
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

8492948

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10317484

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Song YN, Zhang HL, Chang CJ, Bollag DM: Cytotoxic cyclolignans from Koelreuteria henryi. J Nat Prod. 1994 Dec;57(12):1670-4. doi: 10.1021/np50114a008. [PubMed:7714533 ]
LOTUS database [Link]

Showing NP-Card for 10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one (NP0306080)

MOL for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

3D MOL for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

3D SDF for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

3D-SDF for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

PDB for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

3D PDB for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

SMILES for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

INCHI for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

Structure for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)

3D Structure for NP0306080 (10-(7-methoxy-2h-1,3-benzodioxol-5-yl)-4,6,13-trioxatetracyclo[7.7.0.0³,⁷.0¹¹,¹⁵]hexadeca-1,3(7),8,10,15-pentaen-12-one)