NP-MRD: Showing NP-Card for 2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol (NP0296411)

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Record Information

Version

2.0

Created at

2022-09-10 05:58:36 UTC

Updated at

2022-09-10 05:58:37 UTC

NP-MRD ID

NP0296411

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol

Description

Perilloside E 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. 2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol is found in Keiskea japonica and Perilla frutescens. Perilloside E is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312242D          

 26 28  0  0  0  0            999 V2000
    3.4990   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18  6  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 24  7  1  0  0  0  0
 24 15  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 16  1  0  0  0  0
 26 17  1  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    4.7769    0.5675   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1548   -0.6730   -0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828   -1.5214    0.2515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313   -0.7323    0.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2653   -0.1718    2.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2281    0.5787    2.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106    0.7761    1.7424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0424    0.2201    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1088    0.4555   -0.2641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2565   -0.3710   -0.1550 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2736    0.2959    0.5500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161    1.1097   -0.3060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9057    1.9851    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472    2.7782    1.4124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8902    0.2810   -1.2289 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1293    0.0504   -0.6117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2539   -1.0544   -1.5071 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5925   -1.5059   -2.7763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416   -0.9081   -1.4567 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2764   -0.1284   -2.5117 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1130   -0.5343   -0.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -1.0824   -1.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4935   -2.3717   -1.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1998    1.5562    2.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8810    2.1334    3.5602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797    1.2493    3.7071 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9001    1.0502   -0.5681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303    1.1804   -1.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0315   -1.0574   -1.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1031   -1.7430    1.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0931   -2.4909   -0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1519   -0.3363    2.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -1.2245    0.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3958    1.7661   -0.9363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530    1.3445    1.2178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6287    2.5776   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179    3.2656    0.9590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0827    0.7645   -2.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4392   -0.8426   -0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160   -1.7730   -0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0628   -0.7641   -3.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3588   -1.9544   -1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9776    0.0840   -3.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -3.1141   -1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -2.4063   -2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -2.6319   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480    2.1703    4.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961    3.1531    3.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  7  1  0
  7  6  2  0
  6 26  1  0
 26 25  1  0
 25 24  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 21  1  0
 19 10  1  0
 24  7  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 10 33  1  1
 12 34  1  6
 13 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  6
 16 39  1  0
 17 40  1  1
 18 41  1  0
 19 42  1  6
 20 43  1  0
 25 47  1  0
 25 48  1  0
  5 32  1  0
  3 30  1  0
  3 31  1  0
  2 29  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv0541 05061312242D          

 26 28  0  0  0  0            999 V2000
    3.4990   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 18  6  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 24  7  1  0  0  0  0
 24 15  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 16  1  0  0  0  0
 26 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296411

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC2OC(CO)C(O)C(O)C2O)C2=C(OCO2)C=C1CC=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O9/c1-3-4-8-5-9-15(24-7-23-9)16(14(8)22-2)26-17-13(21)12(20)11(19)10(6-18)25-17/h3,5,10-13,17-21H,1,4,6-7H2,2H3

> <INCHI_KEY>
TUDSCAUWKFENRC-UHFFFAOYSA-N

> <FORMULA>
C17H22O9

> <MOLECULAR_WEIGHT>
370.3512

> <EXACT_MASS>
370.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
36.09513476697407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-0.034254663999999435

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.195994884036182

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.199884992689302

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923662503246

> <JCHEM_POLAR_SURFACE_AREA>
127.07000000000002

> <JCHEM_REFRACTIVITY>
86.70070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.531  -1.007   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.198  -0.237   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.804   5.923   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.471   6.693   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.471   8.233   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.137   9.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   8.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.138   6.693   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.804   9.003   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.137  10.543   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.530   9.003   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.137   5.923   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   22                                                            
CONECT    3    1    4                                                       
CONECT    4    3    8                                                       
CONECT    5    8    9                                                       
CONECT    6   10   18                                                       
CONECT    7   23   24                                                       
CONECT    8    4    5   14                                                  
CONECT    9    5   15   23                                                  
CONECT   10    6   11   25                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12   17   21                                                  
CONECT   14    8   16   22                                                  
CONECT   15    9   16   24                                                  
CONECT   16   14   15   26                                                  
CONECT   17   13   25   26                                                  
CONECT   18    6                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22    2   14                                                       
CONECT   23    7    9                                                       
CONECT   24    7   15                                                       
CONECT   25   10   17                                                       
CONECT   26   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₉

Average Mass

370.3512 Da

Monoisotopic Mass

370.12638 Da

IUPAC Name

2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=C(OC2OC(CO)C(O)C(O)C2O)C2=C(OCO2)C=C1CC=C

InChI Identifier

InChI=1S/C17H22O9/c1-3-4-8-5-9-15(24-7-23-9)16(14(8)22-2)26-17-13(21)12(20)11(19)10(6-18)25-17/h3,5,10-13,17-21H,1,4,6-7H2,2H3

InChI Key

TUDSCAUWKFENRC-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
Keiskea japonica	LOTUS Database	35616633
Perilla frutescens	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
O-glycosyl compound
Benzodioxole
Anisole
Alkyl aryl ether
Monosaccharide
Benzenoid
Oxane
Secondary alcohol
Acetal
Ether
Organoheterocyclic compound
Oxacycle
Polyol
Hydrocarbon derivative
Alcohol
Primary 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	-0.11	ALOGPS
logP	-0.034	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.07 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.7 m³·mol⁻¹	ChemAxon
Polarizability	36.1 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

HMDB0041115

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020997

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

75306307

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol (NP0296411)

MOL for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

3D MOL for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

3D SDF for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

3D-SDF for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

PDB for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

3D PDB for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

SMILES for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

INCHI for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

Structure for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)

3D Structure for NP0296411 (2-(hydroxymethyl)-6-{[5-methoxy-6-(prop-2-en-1-yl)-2h-1,3-benzodioxol-4-yl]oxy}oxane-3,4,5-triol)