NP-MRD: Showing NP-Card for (1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan (NP0243148)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 03:38:08 UTC

Updated at

2022-09-07 03:38:09 UTC

NP-MRD ID

NP0243148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan

Description

Caruilignan A belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Based on a literature review very few articles have been published on Caruilignan A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072205382D          

 34 37  0  0  1  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1765   -1.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062   -2.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -3.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800   -3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -4.5698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -4.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -3.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267    3.3100    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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 16 27  1  0  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 66 69  0  0  0  0  0  0  0  0999 V2000
    5.4189    3.2679   -0.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    1.9831   -1.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9115    0.8901   -0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    1.0199   -0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689   -0.1033    0.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -0.1125    0.8085 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3027    0.0202    2.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518   -0.1007    1.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177    1.0038    1.0122 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8662    1.0871    0.1806 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4436    0.7511   -1.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324    0.2179   -1.1090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4262    0.9547   -0.0135 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5094    2.2511   -0.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0607    3.2071    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    0.3947    0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532    0.6232    1.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8643    0.1470    1.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7152    0.3611    2.3360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2740    1.0164    3.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3917   -0.5483    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6847   -1.0358    0.1156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0138   -2.3368    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6006   -0.7946   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1291   -1.5003   -2.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3169   -1.7544   -3.1860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268   -0.3187   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4916   -1.3347   -0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6589   -1.4757   -0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1611   -2.6826   -1.2662 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4896   -3.8780   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3843   -0.3310   -1.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977   -0.4929   -1.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7382   -0.7008   -1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9477    3.2945    0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568    3.4588   -0.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8687    4.0228   -1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    1.9456    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -1.0497    0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    0.0707    2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -1.1066    1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3964    1.9526    1.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937    2.0175    0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4847    1.6585   -1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1696    0.0188   -1.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199    3.4530    1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207    2.8874    0.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1649    4.1903   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2246    1.1714    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2770    0.6092    3.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1209    2.0964    3.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9993    0.8599    4.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2518   -3.0785    0.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0758   -2.4180    1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9642   -2.6423    0.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1889   -0.7949   -3.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8252   -2.4988   -3.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2962   -2.1090   -2.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161   -0.5269   -1.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9153   -2.2181    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859   -4.0129    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5260   -3.8909   -1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801   -4.6914   -1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5148   -0.0063   -1.3220 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0408   -1.7694   -1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4399   -0.5889    0.0595 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 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  2  0
 32 33  1  0
 33 34  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 14 15  1  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 32  3  1  0
 10  6  1  0
 27 16  1  0
 13  9  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
 28 60  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
 34 64  1  0
 34 65  1  0
 34 66  1  0
  6 39  1  6
  8 40  1  0
  8 41  1  0
  9 42  1  1
 10 43  1  6
 11 44  1  0
 11 45  1  0
 15 46  1  0
 15 47  1  0
 15 48  1  0
 17 49  1  0
 20 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 27 59  1  0
M  END


  Mrv1652309072205382D          

 34 37  0  0  1  0            999 V2000
    0.3392    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5942    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1765   -1.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9638   -1.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4062   -2.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250   -2.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620   -3.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4808   -4.0435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0800   -3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -4.5698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -4.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612   -3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3207   -3.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9396   -2.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -2.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8267    3.3100    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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  1  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 16 27  1  0  0  0  0
  5 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@]2(OC)C1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O9/c1-26-18-8-14(9-19(27-2)23(18)30-5)22-16-12-34-25(32-7,17(16)13-33-22)15-10-20(28-3)24(31-6)21(11-15)29-4/h8-11,16-17,22H,12-13H2,1-7H3/t16-,17-,22+,25-/m0/s1

> <INCHI_KEY>
WNBKPKUETXQBPU-LWIQQOSISA-N

> <FORMULA>
C25H32O9

> <MOLECULAR_WEIGHT>
476.522

> <EXACT_MASS>
476.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.114053823609716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aR,4S,6aR)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

> <JCHEM_LOGP>
2.8128192810000003

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6687130388550018

> <JCHEM_POLAR_SURFACE_AREA>
83.07000000000002

> <JCHEM_REFRACTIVITY>
123.00289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3aR,4S,6aR)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3H-furo[3,4-c]furan

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.633   6.683   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.109   5.218   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.063  -3.534   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.532  -3.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.625  -4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.780  -5.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.476  -6.529   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.631  -7.548   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.326  -9.057   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.016  -7.021   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.712  -8.530   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.252  -9.021   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.861  -6.002   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.599  -6.493   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.754  -5.475   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.165  -4.493   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.964   3.570   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.440   5.034   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.410   6.179   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9   14   16                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   16                                                       
CONECT   28    5   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29    3   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₉

Average Mass

476.5220 Da

Monoisotopic Mass

476.20463 Da

IUPAC Name

(1R,3aR,4S,6aR)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

Traditional Name

(1R,3aR,4S,6aR)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3H-furo[3,4-c]furan

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)[C@H]1OC[C@H]2[C@@H]1CO[C@@]2(OC)C1=CC(OC)=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C25H32O9/c1-26-18-8-14(9-19(27-2)23(18)30-5)22-16-12-34-25(32-7,17(16)13-33-22)15-10-20(28-3)24(31-6)21(11-15)29-4/h8-11,16-17,22H,12-13H2,1-7H3/t16-,17-,22+,25-/m0/s1

InChI Key

WNBKPKUETXQBPU-LWIQQOSISA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Benzylether
Anisole
Phenoxy compound
Furofuran
Phenol ether
Methoxybenzene
Alkyl aryl ether
Ketal
Benzenoid
Monocyclic benzene moiety
Oxolane
Acetal
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organic oxygen compound
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	2.81	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	83.07 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	123 m³·mol⁻¹	ChemAxon
Polarizability	50.11 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

8633103

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10457689

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan (NP0243148)

MOL for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

3D MOL for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

3D SDF for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

3D-SDF for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

PDB for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

3D PDB for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

SMILES for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

INCHI for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

Structure for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)

3D Structure for NP0243148 ((1r,3ar,4s,6ar)-1-methoxy-1,4-bis(3,4,5-trimethoxyphenyl)-tetrahydro-3h-furo[3,4-c]furan)