NP-MRD: Showing NP-Card for Tremuloidin (NP0079348)

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Record Information

Version

2.0

Created at

2022-04-29 00:22:47 UTC

Updated at

2022-04-29 00:22:47 UTC

NP-MRD ID

NP0079348

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tremuloidin

Description

Tremuloidin, also known as 2'-benzoylsalicin, belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Tremuloidin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Tremuloidin is found in Homalium cochinchinensis , Populus alba , Populus davidiana, Populus grandidentata, Populus tomentosa, Populus tremula , Populus tremuloides, Populus trichocarpa, Salix acmophylla , Salix alba , Salix babylonica , Salix callicarpaea, Salix chaenomeloides, Salix chaenomoides, Salix cv. aquatica, Salix fragilis , Salix incana, Salix nigricans, Salix pentandra, Salix petiolaris, Salix phylicifolia, Salix purpurea , Salix triandra, Salix x geminata and Salix x rubra. Tremuloidin was first documented in 2016 (PMID: 26820172). Based on a literature review a small amount of articles have been published on tremuloidin (PMID: 32119637) (PMID: 31736216) (PMID: 31137712) (PMID: 31103040).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292202222D          

 28 30  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  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
    0.7145   -2.8875    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    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
    1.4289   -7.4250    0.0000 O   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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
  2 27  1  6  0  0  0
  1 28  1  1  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    1.2525   -0.2569    2.4123 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704    0.1846    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -0.3738    0.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -1.4523    0.0419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9007   -1.0730   -0.7145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3454    0.1335   -0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    1.3123   -0.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4985    1.4329   -2.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    2.6157   -2.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136    3.6907   -2.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    3.5753   -0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    2.4021   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958    2.2365    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6312    3.4052    1.9833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205   -2.0494   -0.3553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -3.3171   -0.7133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2331   -4.2415    0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -5.5690    0.0214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -3.7137   -0.7609 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1458   -4.4038   -1.9734 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9240   -2.6395   -0.6642 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0552   -3.0710    0.0674 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6022    1.3040    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0387    1.8944    2.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198    2.9500    2.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3923    3.4522    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9347    2.8378    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546    1.7806    0.1152 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0573   -1.7676    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7534   -1.1029   -1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1540    0.5563   -2.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    2.6794   -3.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4412    4.6227   -2.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    4.4519   -0.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2174    1.9677    1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8880    1.3918    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    3.1605    2.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275   -3.5261   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9193   -3.9182    1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -4.0712    0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1097   -5.7609   -0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1581   -4.4802    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077   -5.1075   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3359   -2.3300   -1.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7711   -3.4747    0.9314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532    1.4810    3.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    3.3846    3.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0818    4.2796    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884    3.2099   -0.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7037    1.3070   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15  5  1  0
  5  6  1  0
  6  7  1  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
  4 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 19 16  1  0
  8  7  1  0
 28 23  1  0
 18 41  1  0
 17 39  1  0
 17 40  1  0
 16 38  1  6
  5 30  1  6
 13 35  1  0
 13 36  1  0
 14 37  1  0
 11 34  1  0
 10 33  1  0
  9 32  1  0
  8 31  1  0
  4 29  1  1
 24 46  1  0
 25 47  1  0
 26 48  1  0
 27 49  1  0
 28 50  1  0
 21 44  1  6
 22 45  1  0
 19 42  1  1
 20 43  1  0
M  END


  Mrv1652304292202222D          

 28 30  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  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
    0.7145   -2.8875    0.0000 C   0  0  2  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    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
    1.4289   -7.4250    0.0000 O   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
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
  2 27  1  6  0  0  0
  1 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0079348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](OC(=O)C2=CC=CC=C2)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O8/c21-10-13-8-4-5-9-14(13)26-20-18(17(24)16(23)15(11-22)27-20)28-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17+,18-,20-/m1/s1

> <INCHI_KEY>
FWPNCAYVELBDRB-BFMVXSJESA-N

> <FORMULA>
C20H22O8

> <MOLECULAR_WEIGHT>
390.388

> <EXACT_MASS>
390.131467668

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.612194786236735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]oxan-3-yl benzoate

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
1.1295624823333332

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.937124801615767

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.690455632471892

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9361037508261623

> <JCHEM_POLAR_SURFACE_AREA>
125.68

> <JCHEM_REFRACTIVITY>
96.82120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]oxan-3-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   11   17                                                       
CONECT   17   16                                                            
CONECT   18    3   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27    2                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
2'-Benzoylsalicin	ChEBI
2'-O-Benzoylsalicin	ChEBI

Chemical Formula

C₂₀H₂₂O₈

Average Mass

390.3880 Da

Monoisotopic Mass

390.13147 Da

IUPAC Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]oxan-3-yl benzoate

Traditional Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]oxan-3-yl benzoate

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](OC(=O)C2=CC=CC=C2)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C20H22O8/c21-10-13-8-4-5-9-14(13)26-20-18(17(24)16(23)15(11-22)27-20)28-19(25)12-6-2-1-3-7-12/h1-9,15-18,20-24H,10-11H2/t15-,16-,17+,18-,20-/m1/s1

InChI Key

FWPNCAYVELBDRB-BFMVXSJESA-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
Homalium cochinchinense	Plant	KNApSAcK
Populus alba	Plant	KNApSAcK
Populus davidiana	Plant	KNApSAcK
Populus grandidentata	LOTUS Database	35616633
Populus tomentosa	Plant	KNApSAcK
Populus tremula	Plant	KNApSAcK
Populus tremuloides	Plant	KNApSAcK
Populus trichocarpa	Plant	KNApSAcK
Salix acmophylla	Plant	KNApSAcK
Salix alba	Plant	KNApSAcK
Salix babylonica	Plant	KNApSAcK
Salix callicarpaea	Plant	KNApSAcK
Salix chaenomeloides	LOTUS Database	35616633
Salix chaenomoides	Plant	KNApSAcK
Salix cv. aquatica	Plant	KNApSAcK
Salix fragilis	Plant	KNApSAcK
Salix incana	Plant	KNApSAcK
Salix nigricans	Plant	KNApSAcK
Salix pentandra	Plant	KNApSAcK
Salix petiolaris	Plant	KNApSAcK
Salix phylicifolia	Plant	KNApSAcK
Salix purpurea	Plant	KNApSAcK
Salix triandra	Plant	KNApSAcK
Salix x geminata	Plant	KNApSAcK
Salix x rubra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Benzyl alcohol
Phenol ether
Benzenoid
Monocyclic benzene moiety
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.71	ALOGPS
logP	1.13	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	12.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.82 m³·mol⁻¹	ChemAxon
Polarizability	38.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00043991

Chemspider ID

2340794

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3083619

PDB ID

Not Available

ChEBI ID

155892

Good Scents ID

Not Available

References

General References

Li Y, Zhang W, Sun N, Wang X, Feng Y, Zhang X: Identification and Functional Verification of Differences in Phenolic Compounds Between Resistant and Susceptible Populus Species. Phytopathology. 2020 Apr;110(4):805-812. doi: 10.1094/PHYTO-12-19-0444-R. Epub 2020 Mar 2. [PubMed:32119637 ]
Fellenberg C, Corea O, Yan LH, Archinuk F, Piirtola EM, Gordon H, Reichelt M, Brandt W, Wulff J, Ehlting J, Peter Constabel C: Discovery of salicyl benzoate UDP-glycosyltransferase, a central enzyme in poplar salicinoid phenolic glycoside biosynthesis. Plant J. 2020 Apr;102(1):99-115. doi: 10.1111/tpj.14615. Epub 2020 Feb 3. [PubMed:31736216 ]
Tawfeek N, Sobeh M, Hamdan DI, Farrag N, Roxo M, El-Shazly AM, Wink M: Phenolic Compounds from Populus alba L. and Salix subserrata Willd. (Salicaceae) Counteract Oxidative Stress in Caenorhabditis elegans. Molecules. 2019 May 24;24(10):1999. doi: 10.3390/molecules24101999. [PubMed:31137712 ]
Veach AM, Morris R, Yip DZ, Yang ZK, Engle NL, Cregger MA, Tschaplinski TJ, Schadt CW: Rhizosphere microbiomes diverge among Populus trichocarpa plant-host genotypes and chemotypes, but it depends on soil origin. Microbiome. 2019 May 18;7(1):76. doi: 10.1186/s40168-019-0668-8. [PubMed:31103040 ]
Wu Y, Dobermann D, Beale MH, Ward JL: Acutifoliside, a novel benzoic acid glycoside from Salix acutifolia. Nat Prod Res. 2016 Aug;30(15):1731-9. doi: 10.1080/14786419.2015.1137571. Epub 2016 Jan 28. [PubMed:26820172 ]

Showing NP-Card for Tremuloidin (NP0079348)

MOL for NP0079348 (Tremuloidin)

3D MOL for NP0079348 (Tremuloidin)

3D SDF for NP0079348 (Tremuloidin)

3D-SDF for NP0079348 (Tremuloidin)

PDB for NP0079348 (Tremuloidin)

3D PDB for NP0079348 (Tremuloidin)

SMILES for NP0079348 (Tremuloidin)

INCHI for NP0079348 (Tremuloidin)

Structure for NP0079348 (Tremuloidin)

3D Structure for NP0079348 (Tremuloidin)