NP-MRD: Showing NP-Card for methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate (NP0252067)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 15:27:51 UTC

Updated at

2022-09-07 15:27:51 UTC

NP-MRD ID

NP0252067

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate

Description

Methyl homosekikate belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate is found in Ramalina farinacea. Based on a literature review very few articles have been published on methyl homosekikate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072217272D          

 33 34  0  0  0  0            999 V2000
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 65 66  0  0  0  0  0  0  0  0999 V2000
    7.0820   -0.1991    1.6486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7363   -0.8750    1.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9333   -0.4073    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8386    1.0703    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0507    1.7325   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    1.2622   -0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441    1.9001    0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4430    1.5197    0.5131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4138    2.1779    1.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353    3.2706    2.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    0.4594   -0.2388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3380    0.0594   -0.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -0.9545    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7082   -1.4441    1.4332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -1.3523    0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -2.3705    1.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -3.0444    2.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454   -2.7534    2.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6984   -2.1155    1.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0252   -2.5008    1.4058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0357   -1.8666    0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3756   -1.1168    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0483   -0.7263    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7200    0.3402   -0.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9673    0.8834   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5095    1.9732   -2.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389   -0.1787   -1.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501   -1.2417   -1.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1735    0.2176   -1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9961   -0.4361   -2.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4255   -1.3728   -2.9419 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2937   -0.2146   -2.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307   -0.8862   -3.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3379    0.0790    0.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0424    0.6987    2.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650   -0.8685    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2069   -0.5723    2.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8009   -1.9806    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9429   -0.8823    0.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5377   -0.7320   -0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8842    1.5091    0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3786    1.3200    1.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    1.6730   -1.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9768    2.8528   -0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936    2.7434    0.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6285    3.7477    2.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748    2.9158    2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232    4.0443    1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637   -2.9508    2.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -3.5477    2.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0144   -2.3682    0.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1059   -0.7949    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7182   -1.8297   -0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1051   -0.6032   -0.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931    1.2092   -0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0540    0.0410   -1.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6818    1.3295   -0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4101    0.0688   -2.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2905    2.8672   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5485    1.7382   -2.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3094    2.2608   -3.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6015   -1.5589   -1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264   -0.2912   -4.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0801   -1.0324   -3.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6495   -1.8955   -3.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 11 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 29  6  1  0
 23 15  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  7 45  1  0
 10 46  1  0
 10 47  1  0
 10 48  1  0
 17 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 26 61  1  0
 28 62  1  0
 33 63  1  0
 33 64  1  0
 33 65  1  0
M  END


  Mrv1652309072217272D          

 33 34  0  0  0  0            999 V2000
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252067

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1=CC(OC)=C(OC(=O)C2=C(O)C=C(OC)C=C2CCC)C(O)=C1C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O8/c1-6-8-9-11-16-13-19(31-4)23(22(27)21(16)24(28)32-5)33-25(29)20-15(10-7-2)12-17(30-3)14-18(20)26/h12-14,26-27H,6-11H2,1-5H3

> <INCHI_KEY>
BQVVGYRQMMYUCI-UHFFFAOYSA-N

> <FORMULA>
C25H32O8

> <MOLECULAR_WEIGHT>
460.523

> <EXACT_MASS>
460.20971799

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
50.514842492063224

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate

> <JCHEM_LOGP>
7.709939786666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.725143665782687

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.585621617669021

> <JCHEM_PKA_STRONGEST_BASIC>
-4.059198213517708

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000001

> <JCHEM_REFRACTIVITY>
124.46279999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.337 -12.320   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      16.004 -12.320   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      18.672 -16.940   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004 -16.940   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.670 -16.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336 -16.170   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   15   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   11   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    6   30                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl homosekikic acid	Generator

Chemical Formula

C₂₅H₃₂O₈

Average Mass

460.5230 Da

Monoisotopic Mass

460.20972 Da

IUPAC Name

methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate

Traditional Name

methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC(OC)=C(OC(=O)C2=C(O)C=C(OC)C=C2CCC)C(O)=C1C(=O)OC

InChI Identifier

InChI=1S/C25H32O8/c1-6-8-9-11-16-13-19(31-4)23(22(27)21(16)24(28)32-5)33-25(29)20-15(10-7-2)12-17(30-3)14-18(20)26/h12-14,26-27H,6-11H2,1-5H3

InChI Key

BQVVGYRQMMYUCI-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, 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
Ramalina farinacea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
O-hydroxybenzoic acid ester
P-methoxybenzoic acid or derivatives
Salicylic acid or derivatives
Phenol ester
Methoxyphenol
Benzoate ester
Phenylpropane
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous acid
Methyl ester
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	7.71	ChemAxon
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	124.46 m³·mol⁻¹	ChemAxon
Polarizability	50.51 Å³	ChemAxon
Number of Rings	2	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

78436077

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586752

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate (NP0252067)

MOL for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

3D MOL for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

3D SDF for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

3D-SDF for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

PDB for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

3D PDB for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

SMILES for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

INCHI for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

Structure for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)

3D Structure for NP0252067 (methyl 2-hydroxy-3-(2-hydroxy-4-methoxy-6-propylbenzoyloxy)-4-methoxy-6-pentylbenzoate)