NP-MRD: Showing NP-Card for 4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde (NP0315439)

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Record Information

Version

2.0

Created at

2022-09-11 14:04:12 UTC

Updated at

2022-09-11 14:04:12 UTC

NP-MRD ID

NP0315439

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde

Description

4-{[6-({[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde 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. 4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde is found in Bretschneidera sinensis. 4-{[6-({[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151519052D          

 31 33  0  0  0  0            999 V2000
   -2.3322   -2.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -3.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267   -3.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418   -4.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -4.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -3.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293   -2.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6912   -2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1761   -2.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -0.5841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9899    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393    1.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492    2.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    4.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4847    4.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    4.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    3.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    1.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360   -0.3254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4648   -1.8327    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  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    5.5789    2.7982    2.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7573    1.9126    1.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0315    1.3536    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1899    1.6263   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4533    1.0445   -1.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6831    1.3626   -2.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5366    2.1449   -1.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5532    0.1826   -2.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3765   -0.1007   -1.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1261    0.4700   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831    0.2054    0.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043   -0.5982    0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7664    0.2458    0.0359 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675   -0.4113    0.4573 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5730    0.4102    0.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -0.2042    0.4362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8789    0.4993    0.0810 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5459    0.9417    1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7044    0.1917    1.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0810   -0.2994   -0.0252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5609   -1.5938    0.0930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1068    0.6321   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2489    0.6502    0.1869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8142   -0.2150   -0.8207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0457    0.4910   -2.0176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3819   -1.7731   -0.2039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6121   -2.3847   -0.1602 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -2.6306    0.5769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1168   -3.1861    1.6457 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6982   -1.7201    1.0599 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8952   -2.4507    1.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2773    2.8185    3.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6706    2.5515    2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4819    3.8468    1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9153    2.2986    0.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8962    0.9217   -3.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7007   -0.2948   -3.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6600   -0.7863   -2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0251   -1.1010   -0.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3487   -0.5609    1.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5446    1.3943    0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094    0.5081   -1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5343    1.4285   -0.4622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5123    0.8029    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4800   -0.6305    2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5171   -2.1043   -0.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3820    0.2766   -1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7319    1.6723   -0.6652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3706    1.5043    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4660   -1.2181   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0458    1.4573   -1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0603   -1.7141   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520   -2.8848    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -3.4803   -0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4896   -2.5018    2.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4627   -1.3554    2.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3256   -2.4440    1.9565 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 20 24  1  0
 24 25  1  0
 14 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 10  3  1  0
 30 12  1  0
 24 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
  8 37  1  0
  9 38  1  0
 12 39  1  6
 14 40  1  1
 15 41  1  0
 15 42  1  0
 17 43  1  6
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  6
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  6
 29 55  1  0
 30 56  1  1
 31 57  1  0
M  END


  Mrv1533004151519052D          

 31 33  0  0  0  0            999 V2000
   -2.3322   -2.8451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -3.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267   -3.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418   -4.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2787   -4.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7636   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -4.5887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142   -3.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293   -2.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6912   -2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1761   -2.0052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255   -0.5841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9899    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4748    0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393    1.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242    2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492    2.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    4.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4847    4.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7396    4.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    3.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    1.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3155   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1360   -0.3254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0201   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4648   -1.8327    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  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  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
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 20 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0315439

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=O)=CC=C1OC1OC(COC2OCC(O)(CO)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O12/c1-27-11-4-9(5-20)2-3-10(11)30-17-15(24)14(23)13(22)12(31-17)6-28-18-16(25)19(26,7-21)8-29-18/h2-5,12-18,21-26H,6-8H2,1H3

> <INCHI_KEY>
YXENUAMDNJCOBE-UHFFFAOYSA-N

> <FORMULA>
C19H26O12

> <MOLECULAR_WEIGHT>
446.405

> <EXACT_MASS>
446.142426277

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.61013541034433

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-2.3200555799999996

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.31164670562011

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.701700489003724

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1423790163389214

> <JCHEM_POLAR_SURFACE_AREA>
184.6

> <JCHEM_REFRACTIVITY>
99.90070000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.10e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -4.353  -5.311   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.448  -6.557   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.917  -6.396   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.011  -7.642   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.520  -7.481   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.425  -8.727   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.957  -8.566   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.147  -6.074   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.241  -4.828   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.290  -4.989   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.195  -3.743   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.569  -2.336   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.474  -1.090   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.848   0.317   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.753   1.562   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.127   2.969   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.032   4.215   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.572   4.215   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -5.048   5.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.802   6.585   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.832   7.729   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.771   7.729   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.247   9.194   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.556   5.680   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.091   6.156   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.316   0.478   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.310   1.884   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.589  -0.768   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.120  -0.607   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.037  -2.175   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.868  -3.421   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   24                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   20   17   25                                                  
CONECT   25   24                                                            
CONECT   26   14   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   12   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₁₂

Average Mass

446.4050 Da

Monoisotopic Mass

446.14243 Da

IUPAC Name

4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde

Traditional Name

4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC(C=O)=CC=C1OC1OC(COC2OCC(O)(CO)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C19H26O12/c1-27-11-4-9(5-20)2-3-10(11)30-17-15(24)14(23)13(22)12(31-17)6-28-18-16(25)19(26,7-21)8-29-18/h2-5,12-18,21-26H,6-8H2,1H3

InChI Key

YXENUAMDNJCOBE-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
Bretschneidera sinensis	LOTUS Database	35616633

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
Disaccharide
O-glycosyl compound
Phenoxy compound
Anisole
Benzaldehyde
Methoxybenzene
Benzoyl
Phenol ether
Alkyl aryl ether
Aryl-aldehyde
Monocyclic benzene moiety
Benzenoid
Oxane
Oxolane
Tertiary alcohol
Secondary alcohol
Ether
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Aldehyde
Alcohol
Hydrocarbon derivative
Organic oxide
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	-1.2	ALOGPS
logP	-2.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	184.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	99.9 m³·mol⁻¹	ChemAxon
Polarizability	42.61 Å³	ChemAxon
Number of Rings	3	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

75244260

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde (NP0315439)

MOL for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

3D MOL for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

3D SDF for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

3D-SDF for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

PDB for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

3D PDB for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

SMILES for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

INCHI for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

Structure for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)

3D Structure for NP0315439 (4-{[6-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-methoxybenzaldehyde)