NP-MRD: Showing NP-Card for 2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol (NP0205206)

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Record Information

Version

2.0

Created at

2022-09-05 01:03:53 UTC

Updated at

2022-09-05 01:03:53 UTC

NP-MRD ID

NP0205206

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol

Description

2-(Hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol belongs to the class of organic compounds known as phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety. 2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol is found in Pedicularis verticillata. Based on a literature review very few articles have been published on 2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052203032D          

 38 41  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309052203032D          

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  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  2  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
 16 19  2  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 30 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205206

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1OC1OC(CO)C(O)C(O)C1O)C1OC2=CC(C=CCO)=CC(OC)=C2OC1CO

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O12/c1-33-16-10-14(5-6-15(16)37-26-23(32)22(31)21(30)19(11-28)38-26)24-20(12-29)36-25-17(34-2)8-13(4-3-7-27)9-18(25)35-24/h3-6,8-10,19-24,26-32H,7,11-12H2,1-2H3

> <INCHI_KEY>
QVAKSKUIUSYRJL-UHFFFAOYSA-N

> <FORMULA>
C26H32O12

> <MOLECULAR_WEIGHT>
536.53

> <EXACT_MASS>
536.18937647

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
54.650111172012636

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol

> <JCHEM_LOGP>
-0.40412645366666705

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.178209326206371

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.197967352662582

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5264914129311604

> <JCHEM_POLAR_SURFACE_AREA>
176.76

> <JCHEM_REFRACTIVITY>
131.44690000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.000   6.160   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24    5   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    3   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   30   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   28   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₂O₁₂

Average Mass

536.5300 Da

Monoisotopic Mass

536.18938 Da

IUPAC Name

2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol

Traditional Name

2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1OC1OC(CO)C(O)C(O)C1O)C1OC2=CC(C=CCO)=CC(OC)=C2OC1CO

InChI Identifier

InChI=1S/C26H32O12/c1-33-16-10-14(5-6-15(16)37-26-23(32)22(31)21(30)19(11-28)38-26)24-20(12-29)36-25-17(34-2)8-13(4-3-7-27)9-18(25)35-24/h3-6,8-10,19-24,26-32H,7,11-12H2,1-2H3

InChI Key

QVAKSKUIUSYRJL-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
Pedicularis verticillata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzo-1,4-dioxanes. These are benzo-1,3-dioxanes having a phenyl group attached to the 1,4-dioxane moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxanes

Sub Class

Phenylbenzodioxanes

Direct Parent

Phenylbenzo-1,4-dioxanes

Alternative Parents

Substituents

2-phenylbenzo-1,4-dioxane
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Benzo-1,4-dioxane
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Alkyl aryl ether
Para-dioxin
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Secondary alcohol
Polyol
Oxacycle
Acetal
Ether
Organooxygen compound
Alcohol
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
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	-0.4	ChemAxon
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	176.76 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	131.45 m³·mol⁻¹	ChemAxon
Polarizability	54.65 Å³	ChemAxon
Number of Rings	4	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

162896848

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-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol (NP0205206)

MOL for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

3D MOL for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

3D SDF for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

3D-SDF for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

PDB for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

3D PDB for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

SMILES for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

INCHI for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

Structure for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)

3D Structure for NP0205206 (2-(hydroxymethyl)-6-{4-[3-(hydroxymethyl)-7-(3-hydroxyprop-1-en-1-yl)-5-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]-2-methoxyphenoxy}oxane-3,4,5-triol)