NP-MRD: Showing NP-Card for Ganbajunin F (NP0074589)

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Record Information

Version

2.0

Created at

2022-04-28 19:53:19 UTC

Updated at

2022-04-28 19:53:19 UTC

NP-MRD ID

NP0074589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ganbajunin F

Description

3,4',5-Trihydroxy-4-(4-hydroxyphenyl)-6-methoxy-[1,1'-biphenyl]-2-yl 2-phenylacetate belongs to the class of organic compounds known as p-terphenyls. These are terphenyls with a structure containing the 1,4-diphenylbenzene skeleton. Ganbajunin F is found in Thelephora ganbajum and Thelephora ganbajun. Based on a literature review very few articles have been published on 3,4',5-trihydroxy-4-(4-hydroxyphenyl)-6-methoxy-[1,1'-biphenyl]-2-yl 2-phenylacetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221532D          

 34 37  0  0  0  0            999 V2000
    0.7145   -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
    1.4289   -2.4750    0.0000 C   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 C   0  0  0  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 O   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
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  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
   -0.7145   -2.8875    0.0000 C   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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -3.2578   -3.3295   -1.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5643   -2.1550   -1.9212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0519   -1.2664   -0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8598   -0.2263   -0.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1421   -0.0829   -1.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.7127    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    1.7969    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096    2.8628    0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4274    3.8745    0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9565    3.8610    1.7635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7819    4.9119    2.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403    2.8087    2.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8216    1.7995    2.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340    0.5572    0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710    1.4805    1.7945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -0.4574    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0048   -0.5739    0.9774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0491    0.2459    0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831    1.1288   -0.2887 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4132    0.0937    1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3399    1.1371    0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5007    2.3433    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3436    3.3112    0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0187    3.0384   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8844    1.8619   -1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0221    0.8929   -0.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7802   -1.3580   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -2.4542   -0.9108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444   -3.7166   -0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7646   -4.7431   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -4.5842   -1.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5121   -5.6418   -2.1652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7912   -3.3279   -2.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990   -2.2716   -1.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963   -3.5337   -0.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3212   -3.3042   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -4.2038   -2.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293   -0.7145   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1942    2.8598   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6819    4.7099   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7856    4.8753    2.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0622    2.8036    3.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5628    0.9581    2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2760    1.4067    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8154   -0.9326    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572    0.2624    2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9312    2.4990    2.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4441    4.2339    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6852    3.8114   -0.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4223    1.6556   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976   -0.0548   -1.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.8835    0.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7196   -5.7447   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982   -5.7743   -1.6970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148   -3.1755   -3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535   -1.2839   -2.3443 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
  4  6  1  0
  6 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 16 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 27  3  1  0
 34 28  1  0
 13  7  1  0
 26 21  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  0
 15 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 29 52  1  0
 30 53  1  0
 32 54  1  0
 33 55  1  0
 34 56  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
M  END


  Mrv1652304282221532D          

 34 37  0  0  0  0            999 V2000
    0.7145   -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
    1.4289   -2.4750    0.0000 C   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 C   0  0  0  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 O   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
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  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
   -0.7145   -2.8875    0.0000 C   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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
  1 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074589

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C(=C(O)C(OC(=O)CC2=CC=CC=C2)=C1C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H22O7/c1-33-26-23(18-9-13-20(29)14-10-18)27(34-21(30)15-16-5-3-2-4-6-16)25(32)22(24(26)31)17-7-11-19(28)12-8-17/h2-14,28-29,31-32H,15H2,1H3

> <INCHI_KEY>
SYSPOIXNPGKJNE-UHFFFAOYSA-N

> <FORMULA>
C27H22O7

> <MOLECULAR_WEIGHT>
458.466

> <EXACT_MASS>
458.136553048

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
47.75218269657364

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4',6-trihydroxy-4-(4-hydroxyphenyl)-5-methoxy-[1,1'-biphenyl]-3-yl 2-phenylacetate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
5.987364781666666

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.676767064492791

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.132228603422888

> <JCHEM_PKA_STRONGEST_BASIC>
-4.084867911753993

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
126.57150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4',6-trihydroxy-4-(4-hydroxyphenyl)-5-methoxy-[1,1'-biphenyl]-3-yl phenylacetate

> <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  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   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  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2    6   34                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   17                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    5   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20                                                            
CONECT   24    4   25                                                       
CONECT   25   24                                                            
CONECT   26    3                                                            
CONECT   27    2   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   30                                                            
CONECT   34    1                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Value	Source
3,4',5-Trihydroxy-4-(4-hydroxyphenyl)-6-methoxy-[1,1'-biphenyl]-2-yl 2-phenylacetic acid	Generator

Chemical Formula

C₂₇H₂₂O₇

Average Mass

458.4660 Da

Monoisotopic Mass

458.13655 Da

IUPAC Name

2,4',6-trihydroxy-4-(4-hydroxyphenyl)-5-methoxy-[1,1'-biphenyl]-3-yl 2-phenylacetate

Traditional Name

2,4',6-trihydroxy-4-(4-hydroxyphenyl)-5-methoxy-[1,1'-biphenyl]-3-yl phenylacetate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(=C(O)C(OC(=O)CC2=CC=CC=C2)=C1C1=CC=C(O)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C27H22O7/c1-33-26-23(18-9-13-20(29)14-10-18)27(34-21(30)15-16-5-3-2-4-6-16)25(32)22(24(26)31)17-7-11-19(28)12-8-17/h2-14,28-29,31-32H,15H2,1H3

InChI Key

SYSPOIXNPGKJNE-UHFFFAOYSA-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
Thelephora ganbajum	Fungi	KNApSAcK
Thelephora ganbajun	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-terphenyls. These are terphenyls with a structure containing the 1,4-diphenylbenzene skeleton.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Terphenyls

Direct Parent

P-terphenyls

Alternative Parents

Substituents

Para-terphenyl
Biphenyl
Methoxyphenol
Phenol ester
4-alkoxyphenol
Anisole
Phenoxy compound
Phenol ether
Resorcinol
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	4.73	ALOGPS
logP	5.99	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.13	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.57 m³·mol⁻¹	ChemAxon
Polarizability	47.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00035918

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

163073927

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ganbajunin F (NP0074589)

MOL for NP0074589 (Ganbajunin F)

3D MOL for NP0074589 (Ganbajunin F)

3D SDF for NP0074589 (Ganbajunin F)

3D-SDF for NP0074589 (Ganbajunin F)

PDB for NP0074589 (Ganbajunin F)

3D PDB for NP0074589 (Ganbajunin F)

SMILES for NP0074589 (Ganbajunin F)

INCHI for NP0074589 (Ganbajunin F)

Structure for NP0074589 (Ganbajunin F)

3D Structure for NP0074589 (Ganbajunin F)