NP-MRD: Showing NP-Card for Benzoyloxypaeoniflorin (NP0072750)

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Record Information

Version

2.0

Created at

2022-04-28 18:02:49 UTC

Updated at

2022-04-28 18:02:49 UTC

NP-MRD ID

NP0072750

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Benzoyloxypaeoniflorin

Description

[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0²,⁵.0³,⁸]Decan-2-yl]methyl 4-hydroxybenzoate belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Benzoyloxypaeoniflorin is found in Paeonia suffruticosa ANDREWS . Based on a literature review very few articles have been published on [(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0²,⁵.0³,⁸]Decan-2-yl]methyl 4-hydroxybenzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282220022D          

 43 49  0  0  1  0            999 V2000
    0.7480    0.0513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0591    0.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2706   -0.5403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0300   -1.1850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166   -0.7718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8389   -0.5739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881   -0.9824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3803    0.0950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6693    0.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -1.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -1.7522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -0.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864    0.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917    1.5825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2992    1.8172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4914    2.6195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1073    3.1871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8982    2.9524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0904    2.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969    3.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047    4.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034    4.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    4.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    5.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    6.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    7.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    7.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203    5.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849    3.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    2.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    1.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190    0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    1.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6955    0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707    0.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    1.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4469    2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1734    2.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1238    0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017    2.4717    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
  3 10  1  0  0  0  0
  7 11  1  1  0  0  0
  3 12  1  6  0  0  0
  2 13  1  6  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 17 30  1  1  0  0  0
 16 31  1  6  0  0  0
 15 32  1  1  0  0  0
  1 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 40 43  1  0  0  0  0
M  END


  Mrv1652304282220022D          

 43 49  0  0  1  0            999 V2000
    0.7480    0.0513    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0591    0.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2706   -0.5403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0300   -1.1850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8166   -0.7718    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8389   -0.5739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2881   -0.9824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3803    0.0950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6693    0.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4603   -1.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567   -1.7522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1300   -0.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864    0.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4917    1.5825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2992    1.8172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4914    2.6195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1073    3.1871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8982    2.9524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0904    2.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969    3.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047    4.3223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034    4.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943    4.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7112    5.6922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099    6.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177    7.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    7.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281    6.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203    5.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849    3.9894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    2.8542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    1.2496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190    0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    1.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6955    0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6707    0.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221    1.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4469    2.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1734    2.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504    1.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1238    0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017    2.4717    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
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
  3 10  1  0  0  0  0
  7 11  1  1  0  0  0
  3 12  1  6  0  0  0
  2 13  1  6  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 17 30  1  1  0  0  0
 16 31  1  6  0  0  0
 15 32  1  1  0  0  0
  1 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 40 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072750

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12C[C@@]3(O)O[C@@H](O1)[C@]1(COC(=O)C4=CC=C(O)C=C4)[C@H]3C[C@]21O[C@@H]1O[C@H](COC(=O)C2=CC=CC=C2)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O13/c1-27-13-29(37)19-11-30(27,28(19,26(42-27)43-29)14-39-24(36)16-7-9-17(31)10-8-16)41-25-22(34)21(33)20(32)18(40-25)12-38-23(35)15-5-3-2-4-6-15/h2-10,18-22,25-26,31-34,37H,11-14H2,1H3/t18-,19-,20-,21+,22-,25+,26-,27-,28+,29-,30+/m1/s1

> <INCHI_KEY>
VIWQCBZFJFSCLC-DIDYQGKTSA-N

> <FORMULA>
C30H32O13

> <MOLECULAR_WEIGHT>
600.573

> <EXACT_MASS>
600.18429109

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
51.61980718009816

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl 4-hydroxybenzoate

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.8051845516666667

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.544484258952155

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.498921889718698

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490929336008993

> <JCHEM_POLAR_SURFACE_AREA>
190.67

> <JCHEM_REFRACTIVITY>
141.1066

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl 4-hydroxybenzoate

> <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       1.396   0.096   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.110   0.493   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.505  -1.008   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.056  -2.212   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.524  -1.441   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.433  -1.071   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.404  -1.834   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.576   0.177   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.249   1.094   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.859  -2.271   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.279  -3.271   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.109  -0.409   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.281   1.437   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.918   2.954   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.559   3.392   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.917   4.890   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.200   5.949   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.677   5.511   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.035   4.014   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.794   6.571   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.435   8.068   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.553   9.128   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.029   8.690   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -3.194  10.625   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.312  11.685   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.953  13.183   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.477  13.621   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.359  12.561   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.718  11.064   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.158   7.447   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.394   5.328   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.676   2.333   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.275   1.728   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.722   2.506   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.032   1.696   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.985   0.156   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.388   2.425   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.434   3.965   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.790   4.694   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.100   3.884   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.054   2.345   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.698   1.616   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.457   4.614   0.000  0.00  0.00           O+0
CONECT    1    2    5    8   33                                             
CONECT    2    1    3    9   13                                             
CONECT    3    2    4   10   12                                             
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10   11                                             
CONECT    8    7    1    9                                                  
CONECT    9    8    2                                                       
CONECT   10    7    3                                                       
CONECT   11    7                                                            
CONECT   12    3                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   32                                                  
CONECT   16   15   17   31                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   17                                                            
CONECT   31   16                                                            
CONECT   32   15                                                            
CONECT   33    1   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   43                                                  
CONECT   41   40   42                                                       
CONECT   42   41   37                                                       
CONECT   43   40                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0,.0,]decan-2-yl]methyl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₃₀H₃₂O₁₃

Average Mass

600.5730 Da

Monoisotopic Mass

600.18429 Da

IUPAC Name

[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl 4-hydroxybenzoate

Traditional Name

[(1R,2S,3R,5R,6R,8R)-3-{[(2S,3R,4S,5S,6R)-6-[(benzoyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-6-hydroxy-8-methyl-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

C[C@]12C[C@@]3(O)O[C@@H](O1)[C@]1(COC(=O)C4=CC=C(O)C=C4)[C@H]3C[C@]21O[C@@H]1O[C@H](COC(=O)C2=CC=CC=C2)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C30H32O13/c1-27-13-29(37)19-11-30(27,28(19,26(42-27)43-29)14-39-24(36)16-7-9-17(31)10-8-16)41-25-22(34)21(33)20(32)18(40-25)12-38-23(35)15-5-3-2-4-6-15/h2-10,18-22,25-26,31-34,37H,11-14H2,1H3/t18-,19-,20-,21+,22-,25+,26-,27-,28+,29-,30+/m1/s1

InChI Key

VIWQCBZFJFSCLC-DIDYQGKTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Paeonia suffruticosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Monoterpenoid
Nopinane monoterpenoid
Pinane monoterpenoid
Benzoate ester
Aromatic monoterpenoid
Benzoic acid or derivatives
Furofuran
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxepane
Benzenoid
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Meta-dioxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	0.92	ALOGPS
logP	1.81	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	190.67 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	141.11 m³·mol⁻¹	ChemAxon
Polarizability	51.62 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

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

162932199

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Benzoyloxypaeoniflorin (NP0072750)

MOL for NP0072750 (Benzoyloxypaeoniflorin)

3D MOL for NP0072750 (Benzoyloxypaeoniflorin)

3D SDF for NP0072750 (Benzoyloxypaeoniflorin)

3D-SDF for NP0072750 (Benzoyloxypaeoniflorin)

PDB for NP0072750 (Benzoyloxypaeoniflorin)

3D PDB for NP0072750 (Benzoyloxypaeoniflorin)

SMILES for NP0072750 (Benzoyloxypaeoniflorin)

INCHI for NP0072750 (Benzoyloxypaeoniflorin)

Structure for NP0072750 (Benzoyloxypaeoniflorin)

3D Structure for NP0072750 (Benzoyloxypaeoniflorin)