NP-MRD: Showing NP-Card for [(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate (NP0283713)

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Record Information

Version

2.0

Created at

2022-09-09 11:05:25 UTC

Updated at

2022-09-09 11:05:25 UTC

NP-MRD ID

NP0283713

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate

Description

[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. [(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate is found in Scolopia spinosa. Based on a literature review very few articles have been published on [(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092213052D          

 21 22  0  0  1  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  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
    3.5724   -3.7125    0.0000 C   0  0  1  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
    4.2868   -4.9500    0.0000 O   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
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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
  5 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0283713

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O7/c1-19-14-12(17)11(16)10(15)9(21-14)7-20-13(18)8-5-3-2-4-6-8/h2-6,9-12,14-17H,7H2,1H3/t9-,10-,11+,12-,14-/m0/s1

> <INCHI_KEY>
IYYLWUBYNBJYNW-HNRZYHPDSA-N

> <FORMULA>
C14H18O7

> <MOLECULAR_WEIGHT>
298.291

> <EXACT_MASS>
298.10525292

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.547945623599777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate

> <JCHEM_LOGP>
0.20588713433333344

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.215131081085314

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.212999174885638

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6490921986827347

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
70.49660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    3   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Value	Source
[(2S,3R,4R,5S,6S)-3,4,5-Trihydroxy-6-methoxyoxan-2-yl]methyl benzoic acid	Generator

Chemical Formula

C₁₄H₁₈O₇

Average Mass

298.2910 Da

Monoisotopic Mass

298.10525 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C14H18O7/c1-19-14-12(17)11(16)10(15)9(21-14)7-20-13(18)8-5-3-2-4-6-8/h2-6,9-12,14-17H,7H2,1H3/t9-,10-,11+,12-,14-/m0/s1

InChI Key

IYYLWUBYNBJYNW-HNRZYHPDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Scolopia spinosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Polyol
Acetal
Alcohol
Hydrocarbon derivative
Organic oxide
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

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

162955983

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate (NP0283713)

MOL for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

3D MOL for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

3D SDF for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

3D-SDF for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

PDB for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

3D PDB for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

SMILES for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

INCHI for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

Structure for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)

3D Structure for NP0283713 ([(2s,3r,4r,5s,6s)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl benzoate)