NP-MRD: Showing NP-Card for Gnetin C (NP0061298)

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Record Information

Version

2.0

Created at

2022-04-28 06:08:37 UTC

Updated at

2025-05-24 00:05:36 UTC

NP-MRD ID

NP0061298

Natural Product DOI

https://doi.org/10.57994/1414

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gnetin C

Description

GNETIN C belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Gnetin C is found in Gnetum gnemon, Gnetum gnemonoides, Gnetum klossii, Gnetum latifolium Blume, Gnetum leyboldii, Gnetum schwackeanum and Gnetum venosum. GNETIN C is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304022019453D          

 34 38  0  0  0  0            999 V2000
    3.6927    0.1095    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131    0.4076   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.0892    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783    1.1694   -0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    1.9772    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430    2.8637   -0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3582    0.4121    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8267    1.4754   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2665    3.2683    1.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751    4.1338   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9291   -0.6175    1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    0.4620   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -2.3688   -1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555   -3.0772    0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260   -4.6757   -1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673    0.4729    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.0732   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    1.7363   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1469   -2.0351   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7898    1.1093   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9864    4.3561    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266   -3.6746   -2.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372   -4.3637    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -0.9256    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9426    0.1409   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.7030    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3600   -0.5565    0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663    0.4372   -0.7059 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1420    1.4267   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9162    5.6453    1.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -3.8965   -3.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8425   -5.3910    1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -1.6372    2.3663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0596    0.4308   -1.6054 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3  7  2  0  0  0  0
  3 16  1  0  0  0  0
  4  8  1  0  0  0  0
  4 16  2  0  0  0  0
  5  9  2  0  0  0  0
  5 18  1  0  0  0  0
  6 10  1  0  0  0  0
  6 18  2  0  0  0  0
  7 20  1  0  0  0  0
  8 20  2  0  0  0  0
  9 21  1  0  0  0  0
 10 21  2  0  0  0  0
 11 17  2  0  0  0  0
 11 24  1  0  0  0  0
 12 17  1  0  0  0  0
 12 25  2  0  0  0  0
 13 19  2  0  0  0  0
 13 22  1  0  0  0  0
 14 19  1  0  0  0  0
 14 23  2  0  0  0  0
 15 22  2  0  0  0  0
 15 23  1  0  0  0  0
 28 18  1  1  0  0  0
 26 19  1  6  0  0  0
 20 29  1  0  0  0  0
 21 30  1  0  0  0  0
 22 31  1  0  0  0  0
 23 32  1  0  0  0  0
 24 27  2  0  0  0  0
 24 33  1  0  0  0  0
 25 27  1  0  0  0  0
 25 34  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 34  1  0  0  0  0
M  END

     RDKit          3D

 56 60  0  0  0  0  0  0  0  0999 V2000
   10.0771    1.3373   -0.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7314    0.9867   -0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8116    1.7434    0.3532 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661    1.3582    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0576    0.2417   -0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6717   -0.1823   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7418    0.4862    0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203    0.1326    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269   -0.9745   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4706   -1.3320   -0.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -2.4795   -1.0455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -0.5177    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0612    0.6072    0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4054    0.9098    0.9543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0320    1.2598    1.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    0.9392    0.7236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4223    1.2794    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3387    1.9131    0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5799    2.2490    0.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9361    1.9521    2.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2029    2.3015    2.6974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0215    1.3131    3.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7606    0.9750    2.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8503   -0.5394    0.5994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6979   -1.2486   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585   -2.3925    0.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742   -3.0591   -0.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8616   -4.2264   -0.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3396   -2.5966   -2.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -1.4550   -2.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527   -0.9846   -3.8128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759   -0.8090   -1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0285   -0.4934   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3612   -0.1515   -0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4013    1.9511   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1459    2.6258    0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176    2.0171    0.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3845   -1.0958   -0.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9877    1.4012    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -1.6390   -0.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8492   -2.7790   -1.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.7986    1.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8651    1.4137   -0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    2.1580   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3207    2.7625    0.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2844    3.2340    3.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    1.0938    4.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0980    0.4760    3.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9404   -1.0062    1.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -2.8002    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4500   -4.7081   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9699   -3.0846   -2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6109   -0.3271   -3.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3836    0.0951   -1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7353   -1.3891   -1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1080   -0.7407   -1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 24  1  0
 24 16  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
  5 33  1  0
 33 34  2  0
 34  2  1  0
 14  8  1  0
 23 17  1  0
 32 25  1  0
 13 12  1  0
  1 35  1  0
  3 36  1  0
  4 37  1  0
  6 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 24 49  1  1
 16 43  1  6
 14 42  1  0
 18 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 31 53  1  0
 32 54  1  0
 33 55  1  0
 34 56  1  0
M  END


  Mrv1652304022019453D          

 34 38  0  0  0  0            999 V2000
    3.6927    0.1095    0.5343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131    0.4076   -0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0366    0.0892    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4783    1.1694   -0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3346    1.9772    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430    2.8637   -0.8126 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3582    0.4121    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8267    1.4754   -1.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2665    3.2683    1.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7751    4.1338   -0.2868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9291   -0.6175    1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862    0.4620   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2403   -2.3688   -1.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3555   -3.0772    0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7260   -4.6757   -1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0673    0.4729    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3124    0.0732   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    1.7363   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1469   -2.0351   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7898    1.1093   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9864    4.3561    1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266   -3.6746   -2.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372   -4.3637    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -0.9256    1.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9426    0.1409   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8531   -0.7030    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3600   -0.5565    0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1663    0.4372   -0.7059 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1420    1.4267   -0.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9162    5.6453    1.5841 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5965   -3.8965   -3.4598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8425   -5.3910    1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186   -1.6372    2.3663 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0596    0.4308   -1.6054 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3  7  2  0  0  0  0
  3 16  1  0  0  0  0
  4  8  1  0  0  0  0
  4 16  2  0  0  0  0
  5  9  2  0  0  0  0
  5 18  1  0  0  0  0
  6 10  1  0  0  0  0
  6 18  2  0  0  0  0
  7 20  1  0  0  0  0
  8 20  2  0  0  0  0
  9 21  1  0  0  0  0
 10 21  2  0  0  0  0
 11 17  2  0  0  0  0
 11 24  1  0  0  0  0
 12 17  1  0  0  0  0
 12 25  2  0  0  0  0
 13 19  2  0  0  0  0
 13 22  1  0  0  0  0
 14 19  1  0  0  0  0
 14 23  2  0  0  0  0
 15 22  2  0  0  0  0
 15 23  1  0  0  0  0
 28 18  1  1  0  0  0
 26 19  1  6  0  0  0
 20 29  1  0  0  0  0
 21 30  1  0  0  0  0
 22 31  1  0  0  0  0
 23 32  1  0  0  0  0
 24 27  2  0  0  0  0
 24 33  1  0  0  0  0
 25 27  1  0  0  0  0
 25 34  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061298

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(\C=C\C2=CC(O)=C3[C@@H]([C@H](OC3=C2)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H22O6/c29-20-7-3-16(4-8-20)1-2-17-11-24(33)27-25(12-17)34-28(18-5-9-21(30)10-6-18)26(27)19-13-22(31)15-23(32)14-19/h1-15,26,28-33H/b2-1+/t26-,28+/m0/s1

> <INCHI_KEY>
KVGHRSAHESCTFR-PDCCCBJGSA-N

> <FORMULA>
C28H22O6

> <MOLECULAR_WEIGHT>
454.478

> <EXACT_MASS>
454.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
49.247718823439925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(2S,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.960494469999999

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.987196046856386

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.542801160761988

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9044694627882315

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
130.03949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2S,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  C   UNK     0       3.693   0.110   0.534  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.713   0.408  -0.257  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.037   0.089   1.212  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.478   1.169  -0.837  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.335   1.977   1.310  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.843   2.864  -0.813  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.358   0.412   1.007  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.827   1.475  -1.005  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.267   3.268   1.850  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.775   4.134  -0.287  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.929  -0.618   1.054  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.386   0.462  -0.990  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.240  -2.369  -1.697  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.356  -3.077   0.543  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.726  -4.676  -1.168  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.067   0.473   0.273  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.312   0.073  -0.054  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.127   1.736  -0.023  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.147  -2.035  -0.368  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.790   1.109  -0.099  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.986   4.356   1.057  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.527  -3.675  -2.096  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.637  -4.364   0.177  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.414  -0.926   1.227  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.943   0.141  -0.790  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.853  -0.703   0.173  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.360  -0.557   0.320  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.166   0.437  -0.706  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.142   1.427  -0.286  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.916   5.645   1.584  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.596  -3.897  -3.460  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.842  -5.391   1.088  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.819  -1.637   2.366  0.00  0.00           O+0
HETATM   34  O   UNK     0      -2.060   0.431  -1.605  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1   17                                                       
CONECT    3    7   16                                                       
CONECT    4    8   16                                                       
CONECT    5    9   18                                                       
CONECT    6   10   18                                                       
CONECT    7    3   20                                                       
CONECT    8    4   20                                                       
CONECT    9    5   21                                                       
CONECT   10    6   21                                                       
CONECT   11   17   24                                                       
CONECT   12   17   25                                                       
CONECT   13   19   22                                                       
CONECT   14   19   23                                                       
CONECT   15   22   23                                                       
CONECT   16    1    3    4                                                  
CONECT   17    2   11   12                                                  
CONECT   18    5    6   28                                                  
CONECT   19   13   14   26                                                  
CONECT   20    7    8   29                                                  
CONECT   21    9   10   30                                                  
CONECT   22   13   15   31                                                  
CONECT   23   14   15   32                                                  
CONECT   24   11   27   33                                                  
CONECT   25   12   27   34                                                  
CONECT   26   19   27   28                                                  
CONECT   27   24   25   26                                                  
CONECT   28   18   26   34                                                  
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   23                                                            
CONECT   33   24                                                            
CONECT   34   25   28                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₂O₆

Average Mass

454.4780 Da

Monoisotopic Mass

454.14164 Da

IUPAC Name

5-[(2S,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Traditional Name

5-[(2S,3S)-4-hydroxy-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\C=C\C2=CC(O)=C3[C@@H]([C@H](OC3=C2)C2=CC=C(O)C=C2)C2=CC(O)=CC(O)=C2)C=C1

InChI Identifier

InChI=1S/C28H22O6/c29-20-7-3-16(4-8-20)1-2-17-11-24(33)27-25(12-17)34-28(18-5-9-21(30)10-6-18)26(27)19-13-22(31)15-23(32)14-19/h1-15,26,28-33H/b2-1+/t26-,28+/m0/s1

InChI Key

KVGHRSAHESCTFR-PDCCCBJGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.17 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, C2D6OS, simulated)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2025-05-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.17, C2D6OS, simulated)	olivier.kirchhoffer@unige.ch	University of Geneva	Olivier Kirchhoffer	2024-05-01	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Gnetum edule		Not Available
Gnetum edule		Not Available
Gnetum gnemon	LOTUS Database	35616633
Gnetum gnemonoides	LOTUS Database	35616633
Gnetum klossii	Plant	KNApSAcK
Gnetum latifolium	Plant	KNApSAcK
Gnetum leyboldii	Plant	KNApSAcK
Gnetum schwackeanum	Plant	KNApSAcK
Gnetum venosum	Plant	KNApSAcK

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
Linear 1,7-diphenylheptane skeleton
1-phenylcoumaran
Stilbene
Coumaran
Styrene
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.52	ALOGPS
logP	5.96	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	8.54	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.04 m³·mol⁻¹	ChemAxon
Polarizability	49.25 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

Not Available

METLIN ID

Not Available

PubChem Compound

21633857

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Gnetin C (NP0061298)

MOL for NP0061298 (Gnetin C)

3D MOL for NP0061298 (Gnetin C)

3D SDF for NP0061298 (Gnetin C)

3D-SDF for NP0061298 (Gnetin C)

PDB for NP0061298 (Gnetin C)

3D PDB for NP0061298 (Gnetin C)

SMILES for NP0061298 (Gnetin C)

INCHI for NP0061298 (Gnetin C)

Structure for NP0061298 (Gnetin C)

3D Structure for NP0061298 (Gnetin C)