NP-MRD: Showing NP-Card for (+)-Gelliusine A (NP0076584)

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Record Information

Version

2.0

Created at

2022-04-28 21:46:39 UTC

Updated at

2022-04-28 21:46:39 UTC

NP-MRD ID

NP0076584

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Gelliusine A

Description

Gaultherin A belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. (+)-Gelliusine A is found in Didemnum sp. and Gaultheria yunnanensis. Based on a literature review very few articles have been published on Gaultherin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223462D          

 34 36  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
  2 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    2.7584    5.3212    1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4239    5.0355    1.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0108    3.7916    1.0175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9647    2.8289    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837    1.5917    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2727    1.3341    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6686    2.3092    0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131    3.5378    0.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2465    4.5455    0.9464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.0065   -0.4810 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4971   -0.3240   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1858   -0.8160   -1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5203   -1.1169   -1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1866   -1.6041   -2.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5837   -1.8436   -3.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2267   -0.9204   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5812   -1.2035   -0.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810   -0.4341    0.7943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3527   -0.2580    1.9430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8152    0.2301    3.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405   -0.1457    0.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9032   -1.0052    0.0346 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5525   -2.4282   -0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -2.8277    0.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268   -2.8143    1.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427   -3.2276    2.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2621   -2.4276    2.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -0.6270   -0.5722 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2921   -1.6511   -0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761   -1.1862   -1.0468 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -0.9009   -2.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7758   -0.3993   -3.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5277   -1.0380   -3.1512 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    0.6209    0.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7811    6.2799    2.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2379    4.5505    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3460    5.4142    0.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    3.0553    1.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7191    2.1204    0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215    4.3625    0.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467    0.0962   -1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6396   -0.9752   -2.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8995   -1.0169   -4.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -2.7430   -3.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636   -2.0551   -4.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119   -1.5587   -1.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550    1.0043    3.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5112   -0.6129    3.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6715    0.7204    3.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    0.2333    1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0182   -0.7819    1.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3987   -3.1312    0.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3104   -2.5658   -1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792   -3.3001    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7637   -4.2898    2.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1738   -2.5824    3.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0245   -0.3288   -1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5142   -1.8743    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590   -2.6025   -1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9680   -0.8719   -3.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6388   -0.5238   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6583    0.6896   -3.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0318    0.3194    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529    1.0279   -0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 22 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 28 34  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
  8  3  1  0
 21 11  1  0
 34  5  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  7 39  1  0
  9 40  1  0
 10 41  1  6
 22 51  1  1
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 28 57  1  6
 29 58  1  0
 29 59  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
 34 63  1  0
 34 64  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 17 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
M  END


  Mrv1652304282223462D          

 34 36  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
  2 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076584

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)[C@@H]([C@@H](COC(C)=O)[C@H](COC(C)=O)C2)C1=CC(OC)=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O9/c1-13(26)33-11-17-6-15-7-21(30-3)20(28)10-18(15)24(19(17)12-34-14(2)27)16-8-22(31-4)25(29)23(9-16)32-5/h7-10,17,19,24,28-29H,6,11-12H2,1-5H3/t17-,19-,24-/m0/s1

> <INCHI_KEY>
BIFQTLQVGXVHMQ-KDLAUNOPSA-N

> <FORMULA>
C25H30O9

> <MOLECULAR_WEIGHT>
474.506

> <EXACT_MASS>
474.188982546

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
49.38709660750954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,3R,4S)-3-[(acetyloxy)methyl]-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
2.505017890666667

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.960489876046164

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.214737399585191

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4209349855383335

> <JCHEM_POLAR_SURFACE_AREA>
120.75000000000003

> <JCHEM_REFRACTIVITY>
122.63879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.75e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S)-3-[(acetyloxy)methyl]-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.335   1.540   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10                                                            
CONECT   16    9   17                                                       
CONECT   17   16                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20    4                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25    2   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    1   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₉

Average Mass

474.5060 Da

Monoisotopic Mass

474.18898 Da

IUPAC Name

[(2R,3R,4S)-3-[(acetyloxy)methyl]-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate

Traditional Name

[(2R,3R,4S)-3-[(acetyloxy)methyl]-6-hydroxy-4-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)[C@@H]([C@@H](COC(C)=O)[C@H](COC(C)=O)C2)C1=CC(OC)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C25H30O9/c1-13(26)33-11-17-6-15-7-21(30-3)20(28)10-18(15)24(19(17)12-34-14(2)27)16-8-22(31-4)25(29)23(9-16)32-5/h7-10,17,19,24,28-29H,6,11-12H2,1-5H3/t17-,19-,24-/m0/s1

InChI Key

BIFQTLQVGXVHMQ-KDLAUNOPSA-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, 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

Not Available

Species

Species of Origin

Species Name	Source	Reference
Didemnum sp.	Animalia	KNApSAcK
Gaultheria yunnanensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Tetralin
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.94	ALOGPS
logP	2.51	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	122.64 m³·mol⁻¹	ChemAxon
Polarizability	49.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

100978860

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Gelliusine A (NP0076584)

MOL for NP0076584 ((+)-Gelliusine A)

3D MOL for NP0076584 ((+)-Gelliusine A)

3D SDF for NP0076584 ((+)-Gelliusine A)

3D-SDF for NP0076584 ((+)-Gelliusine A)

PDB for NP0076584 ((+)-Gelliusine A)

3D PDB for NP0076584 ((+)-Gelliusine A)

SMILES for NP0076584 ((+)-Gelliusine A)

INCHI for NP0076584 ((+)-Gelliusine A)

Structure for NP0076584 ((+)-Gelliusine A)

3D Structure for NP0076584 ((+)-Gelliusine A)