NP-MRD: Showing NP-Card for (2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol (NP0318321)

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Record Information

Version

2.0

Created at

2022-09-11 18:44:35 UTC

Updated at

2022-09-11 18:44:35 UTC

NP-MRD ID

NP0318321

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

Description

(2R,3S)-3-(3-Hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. (2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol is found in Toona ciliata. Based on a literature review very few articles have been published on (2R,3S)-3-(3-Hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112220442D          

 16 16  0  0  1  0            999 V2000
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  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
    0.7145    2.8875    0.0000 C   0  0  0  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
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  2  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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   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
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  8 16  2  0  0  0  0
  3 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318321

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]([C@H](O)CO)C1=CC(OC)=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O5/c1-15-9-4-7(3-8(13)5-9)11(16-2)10(14)6-12/h3-5,10-14H,6H2,1-2H3/t10-,11+/m1/s1

> <INCHI_KEY>
GOZCODSZLNCWHC-MNOVXSKESA-N

> <FORMULA>
C11H16O5

> <MOLECULAR_WEIGHT>
228.244

> <EXACT_MASS>
228.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.235318946052672

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

> <JCHEM_LOGP>
0.12711608100000038

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.305668519057857

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.31311033166424

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9775121546299683

> <JCHEM_POLAR_SURFACE_AREA>
79.15

> <JCHEM_REFRACTIVITY>
57.994200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14                                                            
CONECT   16    8    3                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₆O₅

Average Mass

228.2440 Da

Monoisotopic Mass

228.09977 Da

IUPAC Name

(2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

Traditional Name

(2R,3S)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol

CAS Registry Number

Not Available

SMILES

CO[C@H]([C@H](O)CO)C1=CC(OC)=CC(O)=C1

InChI Identifier

InChI=1S/C11H16O5/c1-15-9-4-7(3-8(13)5-9)11(16-2)10(14)6-12/h3-5,10-14H,6H2,1-2H3/t10-,11+/m1/s1

InChI Key

GOZCODSZLNCWHC-MNOVXSKESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Toona ciliata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Benzylether
Phenoxy compound
Methoxybenzene
Anisole
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
1,2-diol
Secondary alcohol
Ether
Dialkyl ether
Organic oxygen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.13	ChemAxon
pKa (Strongest Acidic)	9.31	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.99 m³·mol⁻¹	ChemAxon
Polarizability	23.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

101534772

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol (NP0318321)

MOL for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

3D MOL for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

3D SDF for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

3D-SDF for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

PDB for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

3D PDB for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

SMILES for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

INCHI for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

Structure for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)

3D Structure for NP0318321 ((2r,3s)-3-(3-hydroxy-5-methoxyphenyl)-3-methoxypropane-1,2-diol)