NP-MRD: Showing NP-Card for (1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate (NP0200820)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 19:44:29 UTC

Updated at

2022-09-04 19:44:30 UTC

NP-MRD ID

NP0200820

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate

Description

Piscrocin G belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. (1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate is found in Neopicrorhiza scrophulariiflora. Based on a literature review very few articles have been published on Piscrocin G.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221442D          

 30 33  0  0  1  0            999 V2000
   -2.2576    0.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4655    0.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    0.8739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0727    2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    2.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6477    2.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517    3.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    4.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736    5.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6346    5.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9987    5.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807    4.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    3.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547   -0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953   -2.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 O   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 11 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25 22  1  1  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 26 30  1  0  0  0  0
  4 30  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -3.9667    2.2382    3.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1703    2.3881    2.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459    1.1640    1.6415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3081    1.3353    0.4815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0051    0.5649    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5671    0.0977   -0.8002 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5901   -0.8276   -0.6659 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8245   -0.1725   -0.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7841   -0.0438    0.1258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5361   -0.5462    1.2454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    0.6514   -0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732    1.2007   -1.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4376    1.8696   -1.6951 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3913    1.9942   -0.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5660    2.6556   -0.9747 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066    1.4641    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1906    1.6058    1.5347 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9240    1.0345    2.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198    0.8076    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -2.0556   -1.4526 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1884   -2.1525   -2.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1179   -2.0871   -1.5965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8834   -3.3225   -1.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000   -3.8093   -2.2455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6530   -0.7141   -1.4675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9384   -0.5202   -0.7617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0670   -0.9447   -1.4488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9873   -1.6413   -0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462   -2.0068   -1.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0653    0.9023   -0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8076    1.5427    3.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2853    1.8854    4.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3273    3.2458    3.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1293    2.7386    2.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6610    3.1647    1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0267    2.3993    0.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2047    1.2123    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981   -0.3133    1.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739    0.9919   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6198   -1.1686    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5270    1.1120   -2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5603    2.2740   -2.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7417    3.0577   -1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9582    1.3874    3.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7027    1.2005    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7933   -0.0715    2.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8602    0.3905    1.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8840   -2.9702   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926   -3.1584   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1086   -4.1188   -1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5476   -4.7746   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8240   -0.3295   -2.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856   -0.8909    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6602   -2.5950   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3691   -0.9864    0.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7204   -2.6431   -2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5930   -1.0754   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8592   -2.6367   -1.0761 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 26 30  1  0
 30  4  1  0
 25  6  1  0
 19 11  1  0
 22 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  6
  5 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  1
 12 41  1  0
 13 42  1  0
 15 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  1
 23 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  6
 26 53  1  1
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 29 58  1  0
M  END


  Mrv1652309042221442D          

 30 33  0  0  1  0            999 V2000
   -2.2576    0.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4655    0.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8697    0.8739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.6432    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5182    1.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103    0.9831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0118    1.4174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0727    2.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    2.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6477    2.3457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517    3.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7697    3.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8306    4.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736    5.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6346    5.9953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2557    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9987    5.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807    4.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    3.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6415    0.8845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467    0.2322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    0.1208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3547   -0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5066    0.1818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9107   -0.3888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1070   -1.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953   -2.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.1581    0.0000 O   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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 11 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 25 22  1  1  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 26 30  1  0  0  0  0
  4 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0200820

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCO[C@H]1C[C@H]2[C@H](OC(=O)C3=CC=C(O)C(OC)=C3)[C@@H]3O[C@]3(CO)[C@H]2[C@H](OCC)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O9/c1-4-26-15-9-12-16(20(28-15)27-5-2)21(10-22)18(30-21)17(12)29-19(24)11-6-7-13(23)14(8-11)25-3/h6-8,12,15-18,20,22-23H,4-5,9-10H2,1-3H3/t12-,15-,16-,17+,18+,20-,21-/m1/s1

> <INCHI_KEY>
YHNVNIVDFFAESM-PDVDFUCTSA-N

> <FORMULA>
C21H28O9

> <MOLECULAR_WEIGHT>
424.446

> <EXACT_MASS>
424.173332482

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.91868887642886

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,5S,6R,8R,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0^{2,4}]decan-5-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_LOGP>
1.7680597613333342

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.262085495406101

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.988459093874678

> <JCHEM_PKA_STRONGEST_BASIC>
-3.121564815982368

> <JCHEM_POLAR_SURFACE_AREA>
116.21000000000002

> <JCHEM_REFRACTIVITY>
103.09110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,6R,8R,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0^{2,4}]decan-5-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.214   0.997   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.736   0.566   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.623   1.631   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.145   1.201   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.967   2.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.446   1.835   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.755   2.646   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.869   4.182   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.596   5.048   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.209   4.379   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.710   6.584   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.437   7.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.551   8.986   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.937   9.655   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.051  11.191   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.211   8.789   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.598   9.458   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.871   8.592   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.097   7.253   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.931   1.651   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.874   0.433   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.348   0.226   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.395  -1.314   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.752  -2.042   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.812   0.339   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.700  -0.726   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.066  -2.222   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.545  -2.652   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.911  -4.148   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.221  -0.295   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   11                                                       
CONECT   20    7   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20   23   25                                             
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22    6   26                                                  
CONECT   26   25   27   30                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   26    4                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₉

Average Mass

424.4460 Da

Monoisotopic Mass

424.17333 Da

IUPAC Name

(1S,2S,4S,5S,6R,8R,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0^{2,4}]decan-5-yl 4-hydroxy-3-methoxybenzoate

Traditional Name

(1S,2S,4S,5S,6R,8R,10R)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0^{2,4}]decan-5-yl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

CCO[C@H]1C[C@H]2[C@H](OC(=O)C3=CC=C(O)C(OC)=C3)[C@@H]3O[C@]3(CO)[C@H]2[C@H](OCC)O1

InChI Identifier

InChI=1S/C21H28O9/c1-4-26-15-9-12-16(20(28-15)27-5-2)21(10-22)18(30-21)17(12)29-19(24)11-6-7-13(23)14(8-11)25-3/h6-8,12,15-18,20,22-23H,4-5,9-10H2,1-3H3/t12-,15-,16-,17+,18+,20-,21-/m1/s1

InChI Key

YHNVNIVDFFAESM-PDVDFUCTSA-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
Neopicrorhiza scrophulariiflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

M-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Oxane
Carboxylic acid ester
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Organooxygen compound
Organic oxygen 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	1.77	ChemAxon
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	103.09 m³·mol⁻¹	ChemAxon
Polarizability	43.92 Å³	ChemAxon
Number of Rings	4	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

C00031042

Chemspider ID

17240742

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16082033

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate (NP0200820)

MOL for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

PDB for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

Structure for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0200820 ((1s,2s,4s,5s,6r,8r,10r)-8,10-diethoxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]decan-5-yl 4-hydroxy-3-methoxybenzoate)