NP-MRD: Showing NP-Card for (2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate (NP0210109)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 07:47:31 UTC

Updated at

2022-09-05 07:47:32 UTC

NP-MRD ID

NP0210109

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate

Description

(2R,3S,4R,5R)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. (2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate is found in Psidium guajava. Based on a literature review very few articles have been published on (2R,3S,4R,5R)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052209472D          

 38 40  0  0  1  0            999 V2000
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  1  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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 21 30  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  1  0  0  0
  6 35  1  0  0  0  0
 35 36  2  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

     RDKit          3D

 72 74  0  0  0  0  0  0  0  0999 V2000
  -10.5134   -0.8772   -2.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1244    0.0969   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8165    0.1584   -0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8897   -0.7279   -1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5795   -0.6473   -0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2029    0.2973    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8463    0.4194    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8930   -0.3878    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5388   -0.2112    0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635    0.7036    1.6423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4921   -1.0306    0.4072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2312   -0.8297    0.9488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8256   -0.5037   -0.0744 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3131    0.6582   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.8551   -2.0014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.3380    0.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400   -1.1787    1.3484 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7165   -0.7553    1.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591   -1.6119    1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3016   -1.9535    0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   -0.8418   -0.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0674   -0.1922   -1.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    0.8749   -1.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9032    1.2939   -1.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4440    2.3519   -2.4606 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6048    3.0031   -3.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6717    0.6139   -0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9787    1.0553   -0.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8992    0.4868    0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1481   -0.4365   -0.0762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5199   -1.5444    2.4219 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9749   -2.5538    3.2406 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2951   -2.0623    1.6967 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6408   -2.5931    2.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1719    1.1830    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4621    1.1275    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4586    1.9904    0.6687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2232    3.0065    1.6072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8255   -0.9134   -2.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5572   -0.6783   -2.4103 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4785   -1.8616   -1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1554   -1.4913   -1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8900   -1.3543   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    1.2061    1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0538   -1.1762   -0.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    0.0105    1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8410   -1.3858   -0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    0.3182   -1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1486    1.5699   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1751    1.7991   -2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -2.1562    0.8721 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6059   -2.5783    2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6210   -1.1451    2.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5713   -2.4777   -0.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0928   -2.7468    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -0.4446   -1.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9907    1.3883   -2.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6935    3.3286   -2.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964    3.8423   -3.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2530    2.2073   -4.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3816   -0.4202   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6960    1.2262    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4007    0.2243    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8112   -0.9235    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2017   -0.6309    2.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0258   -3.3790    2.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6571   -2.7652    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3902   -2.9297    1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9017    1.9526    1.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2351    3.5070    1.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0417    3.7675    1.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1996    2.5929    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 13  1  0
 13 14  1  0
 14 15  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3 36  1  0
 36 37  1  0
 37 38  1  0
 36 35  2  0
 12 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 21 30  1  0
 30 27  2  0
 27 28  1  0
 28 29  1  0
 27 24  1  0
 31 17  1  0
 35  6  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
 23 57  1  0
 22 56  1  0
 20 54  1  0
 20 55  1  0
 19 52  1  0
 19 53  1  0
 17 51  1  6
 13 47  1  6
 14 48  1  0
 14 49  1  0
 15 50  1  0
 12 46  1  1
  8 45  1  0
  7 44  1  0
  5 43  1  0
  4 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 38 70  1  0
 38 71  1  0
 38 72  1  0
 35 69  1  0
 33 67  1  6
 34 68  1  0
 31 65  1  1
 32 66  1  0
 30 64  1  0
 29 61  1  0
 29 62  1  0
 29 63  1  0
M  END


  Mrv1652309052209472D          

 38 40  0  0  1  0            999 V2000
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  1  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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 21 30  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 12 33  1  0  0  0  0
 33 34  1  1  0  0  0
  6 35  1  0  0  0  0
 35 36  2  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210109

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(CCOC2O[C@H](CO)[C@@H](OC(=O)\C=C\C3=CC=C(OC)C(OC)=C3)[C@H](O)[C@H]2O)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O11/c1-32-18-8-5-16(13-20(18)34-3)7-10-23(29)38-26-22(15-28)37-27(25(31)24(26)30)36-12-11-17-6-9-19(33-2)21(14-17)35-4/h5-10,13-14,22,24-28,30-31H,11-12,15H2,1-4H3/b10-7+/t22-,24-,25-,26-,27?/m1/s1

> <INCHI_KEY>
LZYWUAOYXKIXFZ-WDJDPWDRSA-N

> <FORMULA>
C27H34O11

> <MOLECULAR_WEIGHT>
534.558

> <EXACT_MASS>
534.210111915

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
56.26417311550026

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
2.1269272633333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.802737043195975

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.269427700037431

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9818075639990607

> <JCHEM_POLAR_SURFACE_AREA>
142.37

> <JCHEM_REFRACTIVITY>
135.4627

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001 -19.250   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.668 -19.250   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.003 -16.170   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.672 -16.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      20.005 -19.250   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      21.339 -18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.338 -20.790   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.003 -19.250   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.336 -20.790   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   35                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   33                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   21                                                       
CONECT   31   17   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   12   34                                                  
CONECT   34   33                                                            
CONECT   35    6   36                                                       
CONECT   36   35    3   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

View in JSmol

Synonyms

Value	Source
(2R,3S,4R,5R)-6-[2-(3,4-Dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₂₇H₃₄O₁₁

Average Mass

534.5580 Da

Monoisotopic Mass

534.21011 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC=C(CCOC2O[C@H](CO)[C@@H](OC(=O)\C=C\C3=CC=C(OC)C(OC)=C3)[C@H](O)[C@H]2O)C=C1OC

InChI Identifier

InChI=1S/C27H34O11/c1-32-18-8-5-16(13-20(18)34-3)7-10-23(29)38-26-22(15-28)37-27(25(31)24(26)30)36-12-11-17-6-9-19(33-2)21(14-17)35-4/h5-10,13-14,22,24-28,30-31H,11-12,15H2,1-4H3/b10-7+/t22-,24-,25-,26-,27?/m1/s1

InChI Key

LZYWUAOYXKIXFZ-WDJDPWDRSA-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
Psidium guajava	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid ester
Hexose monosaccharide
Coumaric acid or derivatives
O-glycosyl compound
Glycosyl compound
O-dimethoxybenzene
Dimethoxybenzene
Tyrosol derivative
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Anisole
Fatty acid ester
Alkyl aryl ether
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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

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

162977171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate (NP0210109)

MOL for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

3D MOL for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

3D SDF for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

3D-SDF for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

PDB for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

3D PDB for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

SMILES for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

INCHI for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

Structure for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)

3D Structure for NP0210109 ((2r,3s,4r,5r)-6-[2-(3,4-dimethoxyphenyl)ethoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl (2e)-3-(3,4-dimethoxyphenyl)prop-2-enoate)