NP-MRD: Showing NP-Card for (2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol (NP0268976)

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Record Information

Version

2.0

Created at

2022-09-08 14:16:14 UTC

Updated at

2022-09-08 14:16:14 UTC

NP-MRD ID

NP0268976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol

Description

(+)-Alpha-viniferin, also known as α-viniferin, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety (+)-alpha-viniferin is an extremely weak basic (essentially neutral) compound (based on its pKa). (2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol is found in Caragana brevifolia, Caragana sinica, Caragana stenophylla, Carex humilis, Dipterocarpus grandiflorus, Hopea reticulata, Iris clarkei, Parthenocissus tricuspidata, Shorea hemsleyana, Sophora moorcroftiana and Vitis vinifera. (2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol was first documented in 1990 (PMID: 2337958). A nine-membered macrocycle that incorporates three 6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuranyl moieties as part of the cyclic skeleton (PMID: 22209460) (PMID: 14531020) (PMID: 20424383).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Viniferin-alpha
  Mrv1652304022019552D          

 54 63  0  0  0  0            999 V2000
    7.3341    1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3308    2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058    2.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058    1.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948    0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7307   -0.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7307    0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0160    1.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -2.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -1.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0550    1.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8579    1.2993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3339    1.9644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8496    2.6255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0166   -0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6992   -0.7441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0598   -1.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8651   -1.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1898   -0.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    0.3427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1673    0.3897    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8707   -0.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1431    2.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6704    1.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4817    1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7668    2.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2344    3.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7942   -2.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9838   -2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7151   -3.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2557   -3.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -3.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3333   -2.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1037    1.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    2.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908    3.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5788    2.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9882   -4.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8919    2.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -2.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4448    1.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4410    0.5911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829   -0.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042    0.3454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 19  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
 27 10  1  0  0  0  0
 25  1  1  0  0  0  0
 28 29  2  0  0  0  0
  9 21  1  0  0  0  0
 29 30  1  0  0  0  0
 16  5  1  0  0  0  0
 30 31  2  0  0  0  0
  1 15  1  0  0  0  0
 31 32  1  0  0  0  0
 14  2  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 17 28  1  1  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 34 35  2  0  0  0  0
  4  1  2  0  0  0  0
 35 36  1  0  0  0  0
  5 20  1  0  0  0  0
 36 37  2  0  0  0  0
 19  6  1  0  0  0  0
 37 38  1  0  0  0  0
  6  7  2  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 22 34  1  1  0  0  0
  7  8  1  0  0  0  0
  8  5  2  0  0  0  0
 40 41  2  0  0  0  0
  9 24  1  0  0  0  0
 41 42  1  0  0  0  0
 24 10  2  0  0  0  0
 42 43  2  0  0  0  0
 10 11  1  0  0  0  0
 43 44  1  0  0  0  0
 11 12  2  0  0  0  0
 44 45  2  0  0  0  0
 45 40  1  0  0  0  0
 26 40  1  6  0  0  0
 12 13  1  0  0  0  0
 43 46  1  0  0  0  0
 13  9  2  0  0  0  0
 31 47  1  0  0  0  0
 14 15  2  0  0  0  0
 37 48  1  0  0  0  0
 15 16  1  0  0  0  0
  3 49  1  0  0  0  0
 16 17  1  0  0  0  0
 12 50  1  0  0  0  0
 17 18  1  0  0  0  0
  7 51  1  0  0  0  0
 18 14  1  0  0  0  0
 16 52  1  1  0  0  0
 19 20  2  0  0  0  0
 21 53  1  1  0  0  0
 20 21  1  0  0  0  0
 25 54  1  6  0  0  0
M  END

     RDKit          3D

 81 90  0  0  0  0  0  0  0  0999 V2000
    1.4975    6.3762    3.2970 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6410    5.5875    2.5547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696    6.1160    1.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9194    5.3202    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1096    3.9897    1.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    3.2171    0.1718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8168    3.5116   -1.2112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5568    2.8779   -1.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4665    3.2036   -2.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063    2.4210   -2.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6074    2.7739   -3.1987 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6720    1.3651   -1.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365    1.0324   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    1.7964   -0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    1.7353    0.1800 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7476    1.0156   -0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8265    1.7068   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8048    1.0667   -1.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8952    1.7589   -2.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6501   -0.2720   -2.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5500   -0.9950   -1.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6348   -0.3105   -0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6001   -1.2644   -0.5380 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2333   -1.1471    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -1.5649    1.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -1.4275    3.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5601   -1.8512    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -0.8766    3.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.4702    2.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353   -0.6151    1.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9590   -0.1400    0.2970 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1591    0.1417    1.1842 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1862   -0.8935    0.9609 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0565   -2.2104    1.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -3.1558    1.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2241   -2.7979    0.4922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2415   -3.7318    0.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -1.4878    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -0.5627    0.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401    0.0999    2.5206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2003   -2.6388   -0.8250 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1662   -3.5630   -1.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5979   -3.3888   -2.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -4.2740   -3.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608   -5.3394   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342   -6.2318   -2.7445 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2027   -5.5336   -1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7669   -4.6350   -0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1776   -2.3232   -1.7918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4194    3.4584    2.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4489    4.2548    2.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100    7.3531    3.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0980    7.1775    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4484    5.7626   -0.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360    3.4010    0.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    4.0567   -2.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3028    3.4353   -2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    0.7769   -1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6541    1.2816    1.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0204    2.7494   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9697    2.7423   -2.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3636   -0.8461   -2.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6924   -1.2158   -1.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -1.9960    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3340   -1.7813    5.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2108   -0.8027    4.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -0.9552   -0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687    1.1399    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -2.4857    1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9259   -4.1996    1.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -4.2653   -0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3054   -1.2175   -0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893    0.4853    0.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7107   -3.0903    0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9271   -2.5388   -3.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892   -4.1105   -4.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3904   -7.0415   -3.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5316   -6.3775   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684   -4.8429    0.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176    2.4410    2.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9995    3.8393    3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 41  1  0
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  2  1  1  0
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 50  5  1  0
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 23 63  1  6
 41 74  1  1
 17 60  1  0
 19 61  1  0
 20 62  1  0
 15 59  1  1
  6 55  1  1
 12 58  1  0
 11 57  1  0
  9 56  1  0
 31 67  1  6
 32 68  1  6
 25 64  1  0
 27 65  1  0
 28 66  1  0
 34 69  1  0
 35 70  1  0
 37 71  1  0
 38 72  1  0
 39 73  1  0
  4 54  1  0
  3 53  1  0
  1 52  1  0
 51 81  1  0
 50 80  1  0
 43 75  1  0
 44 76  1  0
 46 77  1  0
 47 78  1  0
 48 79  1  0
M  END

Viniferin-alpha
  Mrv1652304022019552D          

 54 63  0  0  0  0            999 V2000
    7.3341    1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3308    2.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058    2.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058    1.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948    0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7307   -0.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7307    0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0160    1.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -1.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -2.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9025   -1.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0705    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0550    1.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8579    1.2993    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3339    1.9644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8496    2.6255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0166   -0.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2948   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6992   -0.7441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0598   -1.4816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8651   -1.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1898   -0.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9834    0.3427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1673    0.3897    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8707   -0.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1431    2.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6704    1.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4817    1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7668    2.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2344    3.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4250    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7942   -2.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9838   -2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7151   -3.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2557   -3.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0684   -3.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3333   -2.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230    1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1037    1.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602    2.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    2.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4573    1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908    3.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5788    2.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9882   -4.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8919    2.7970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2152   -2.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4448    1.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4410    0.5911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829   -0.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8042    0.3454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 19  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
 27 10  1  0  0  0  0
 25  1  1  0  0  0  0
 28 29  2  0  0  0  0
  9 21  1  0  0  0  0
 29 30  1  0  0  0  0
 16  5  1  0  0  0  0
 30 31  2  0  0  0  0
  1 15  1  0  0  0  0
 31 32  1  0  0  0  0
 14  2  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 17 28  1  1  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 34 35  2  0  0  0  0
  4  1  2  0  0  0  0
 35 36  1  0  0  0  0
  5 20  1  0  0  0  0
 36 37  2  0  0  0  0
 19  6  1  0  0  0  0
 37 38  1  0  0  0  0
  6  7  2  0  0  0  0
 38 39  2  0  0  0  0
 39 34  1  0  0  0  0
 22 34  1  1  0  0  0
  7  8  1  0  0  0  0
  8  5  2  0  0  0  0
 40 41  2  0  0  0  0
  9 24  1  0  0  0  0
 41 42  1  0  0  0  0
 24 10  2  0  0  0  0
 42 43  2  0  0  0  0
 10 11  1  0  0  0  0
 43 44  1  0  0  0  0
 11 12  2  0  0  0  0
 44 45  2  0  0  0  0
 45 40  1  0  0  0  0
 26 40  1  6  0  0  0
 12 13  1  0  0  0  0
 43 46  1  0  0  0  0
 13  9  2  0  0  0  0
 31 47  1  0  0  0  0
 14 15  2  0  0  0  0
 37 48  1  0  0  0  0
 15 16  1  0  0  0  0
  3 49  1  0  0  0  0
 16 17  1  0  0  0  0
 12 50  1  0  0  0  0
 17 18  1  0  0  0  0
  7 51  1  0  0  0  0
 18 14  1  0  0  0  0
 16 52  1  1  0  0  0
 19 20  2  0  0  0  0
 21 53  1  1  0  0  0
 20 21  1  0  0  0  0
 25 54  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0268976

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@@H](OC3=C1C(=CC(O)=C3)[C@]1([H])[C@H](OC3=C1C(=CC(O)=C3)[C@@]1([H])[C@@H](OC3=C1C2=CC(O)=C3)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C42H30O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-48H/t37-,38-,39+,40+,41+,42-/m1/s1

> <INCHI_KEY>
KUTVNHOAKHJJFL-ZSIJVUTGSA-N

> <FORMULA>
C42H30O9

> <MOLECULAR_WEIGHT>
678.693

> <EXACT_MASS>
678.188982546

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
70.43788094208413

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1^{2,5}.1^{10,13}.0^{21,25}.0^{9,27}.0^{17,26}]heptacosa-1(24),5(27),6,8,13(26),14,16,21(25),22-nonaene-7,15,23-triol

> <ALOGPS_LOGP>
5.91

> <JCHEM_LOGP>
7.674310751

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.074977315165512

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.694048875370495

> <JCHEM_PKA_STRONGEST_BASIC>
-4.603864783481487

> <JCHEM_POLAR_SURFACE_AREA>
149.07

> <JCHEM_REFRACTIVITY>
187.752

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1^{2,5}.1^{10,13}.0^{21,25}.0^{9,27}.0^{17,26}]heptacosa-1(24),5(27),6,8,13(26),14,16,21(25),22-nonaene-7,15,23-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Viniferin-alpha                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0      13.690   2.100   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.684   5.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.331   4.452   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.331   2.886   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.350   1.281   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.031  -0.261   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.031   1.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.697   2.054   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.751  -1.592   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.068  -1.603   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.068  -3.149   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.431  -3.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.751  -3.087   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.065   4.440   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.036   2.881   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.535   2.425   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.423   3.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.519   4.901   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      18.698  -1.030   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.350  -0.277   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.239  -1.389   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.912  -2.766   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      18.415  -2.558   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.421  -0.821   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.036   0.640   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.512   0.727   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.959  -0.680   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      18.934   3.925   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.918   2.740   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.433   3.002   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.965   4.447   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.971   5.632   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.460   5.364   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.416  -4.210   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.903  -4.501   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.402  -5.954   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.411  -7.117   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      16.928  -6.818   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      17.422  -5.365   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.683   2.017   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.394   3.384   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.566   4.679   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.027   4.610   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.320   3.234   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.153   1.945   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       8.196   5.904   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      23.480   4.711   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      14.911  -8.572   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      10.998   5.221   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      13.468  -5.475   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      21.364   2.048   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0      15.757   1.103   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      15.461  -0.047   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      14.568   0.645   0.000  0.00  0.00           H+0
CONECT    1   25   15    4                                                  
CONECT    2   14    3                                                       
CONECT    3    2    4   49                                                  
CONECT    4    3    1                                                       
CONECT    5   16   20    8                                                  
CONECT    6   19    7                                                       
CONECT    7    6    8   51                                                  
CONECT    8    7    5                                                       
CONECT    9   21   24   13                                                  
CONECT   10   27   24   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   50                                                  
CONECT   13   12    9                                                       
CONECT   14    2   15   18                                                  
CONECT   15    1   14   16                                                  
CONECT   16    5   15   17   52                                             
CONECT   17   28   16   18                                                  
CONECT   18   17   14                                                       
CONECT   19   23    6   20                                                  
CONECT   20    5   19   21                                                  
CONECT   21   22    9   53   20                                             
CONECT   22   21   23   34                                                  
CONECT   23   22   19                                                       
CONECT   24   25    9   10                                                  
CONECT   25   24   26    1   54                                             
CONECT   26   25   27   40                                                  
CONECT   27   26   10                                                       
CONECT   28   29   33   17                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   47                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   35   39   22                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   48                                                  
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
CONECT   40   41   45   26                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44   40                                                       
CONECT   46   43                                                            
CONECT   47   31                                                            
CONECT   48   37                                                            
CONECT   49    3                                                            
CONECT   50   12                                                            
CONECT   51    7                                                            
CONECT   52   16                                                            
CONECT   53   21                                                            
CONECT   54   25                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  126    0
END

View in JSmol

Synonyms

Value	Source
alpha-Viniferin	ChEBI
a-Viniferin	Generator
Α-viniferin	Generator
(+)-a-Viniferin	Generator
(+)-Α-viniferin	Generator

Chemical Formula

C₄₂H₃₀O₉

Average Mass

678.6930 Da

Monoisotopic Mass

678.18898 Da

IUPAC Name

(2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1^{2,5}.1^{10,13}.0^{21,25}.0^{9,27}.0^{17,26}]heptacosa-1(24),5(27),6,8,13(26),14,16,21(25),22-nonaene-7,15,23-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12[C@@H](OC3=C1C(=CC(O)=C3)[C@]1([H])[C@H](OC3=C1C(=CC(O)=C3)[C@@]1([H])[C@@H](OC3=C1C2=CC(O)=C3)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C42H30O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-48H/t37-,38-,39+,40+,41+,42-/m1/s1

InChI Key

KUTVNHOAKHJJFL-ZSIJVUTGSA-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
Caragana brevifolia	LOTUS Database	35616633
Caragana sinica	LOTUS Database	35616633
Caragana stenophylla	LOTUS Database	35616633
Carex humilis	LOTUS Database	35616633
Dipterocarpus grandiflorus	LOTUS Database	35616633
Hopea reticulata	LOTUS Database	35616633
Iris clarkei	LOTUS Database	35616633
Parthenocissus tricuspidata	LOTUS Database	35616633
Shorea hemsleyana	LOTUS Database	35616633
Sophora moorcroftiana	LOTUS Database	35616633
Vitis vinifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:66359 )
polyphenol (CHEBI:66359 )
macrocycle (CHEBI:66359 )

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	5.91	ALOGPS
logP	7.67	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	149.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	187.75 m³·mol⁻¹	ChemAxon
Polarizability	70.44 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Alpha-Viniferin

METLIN ID

Not Available

PubChem Compound

196402

PDB ID

Not Available

ChEBI ID

66359

Good Scents ID

Not Available

References

General References

Jin Q, Han XH, Hong SS, Lee C, Choe S, Lee D, Kim Y, Hong JT, Lee MK, Hwang BY: Antioxidative oligostilbenes from Caragana sinica. Bioorg Med Chem Lett. 2012 Jan 15;22(2):973-6. doi: 10.1016/j.bmcl.2011.12.012. Epub 2011 Dec 9. [PubMed:22209460 ]
Chung EY, Kim BH, Lee MK, Yun YP, Lee SH, Min KR, Kim Y: Anti-inflammatory effect of the oligomeric stilbene alpha-Viniferin and its mode of the action through inhibition of cyclooxygenase-2 and inducible nitric oxide synthase. Planta Med. 2003 Aug;69(8):710-4. doi: 10.1055/s-2003-42787. [PubMed:14531020 ]
Chung EY, Roh E, Kwak JA, Lee HS, Lee SH, Lee CK, Han SB, Kim Y: alpha-Viniferin suppresses the signal transducer and activation of transcription-1 (STAT-1)-inducible inflammatory genes in interferon-gamma-stimulated macrophages. J Pharmacol Sci. 2010;112(4):405-14. doi: 10.1254/jphs.09247fp. [PubMed:20424383 ]
Kitanaka S, Ikezawa T, Yasukawa K, Yamanouchi S, Takido M, Sung HK, Kim IH: (+)-Alpha-viniferin, an anti-inflammatory compound from Caragana chamlagu root. Chem Pharm Bull (Tokyo). 1990 Feb;38(2):432-5. doi: 10.1248/cpb.38.432. [PubMed:2337958 ]
LOTUS database [Link]

Showing NP-Card for (2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol (NP0268976)

MOL for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

3D MOL for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

3D SDF for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

3D-SDF for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

PDB for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

3D PDB for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

SMILES for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

INCHI for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

Structure for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)

3D Structure for NP0268976 ((2r,3r,10r,11r,18s,19s)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1²,⁵.1¹⁰,¹³.0²¹,²⁵.0⁹,²⁷.0¹⁷,²⁶]heptacosa-1(25),5(27),6,8,13(26),14,16,21,23-nonaene-7,15,23-triol)