NP-MRD: Showing NP-Card for (2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0237590)

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Record Information

Version

2.0

Created at

2022-09-06 20:46:51 UTC

Updated at

2022-09-06 20:46:51 UTC

NP-MRD ID

NP0237590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Description

3-O-alpha-D-galactosyl-sn-glycerol, also known as D-isofloridoside, belongs to the class of organic compounds known as glycosylglycerols. These are glycerolipids structurally characterized by the presence of one or more sugar residues attached to glycerol via a glycosidic linkage. Based on a literature review very few articles have been published on 3-O-alpha-D-galactosyl-sn-glycerol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
    4.1814    0.5584   -0.8368 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403    1.5585    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3540    1.4659    0.4392 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6467    1.6096   -0.7357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1104    0.2049    1.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -0.0326    1.6350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -0.1879    0.7036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6429   -1.4809    0.8580 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6084   -1.8014   -0.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1587   -1.7239   -1.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125   -2.5667   -1.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8175   -0.9656    0.1907 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8283   -1.2193   -0.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5055    0.5096    0.1893 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5915    1.0198   -1.1199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    0.8559    0.8496 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4175    1.1205    2.2196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8877    0.8022   -1.4659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4525    1.3897    0.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0723    2.5493   -0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    2.3446    1.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785    1.1999   -1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5704   -0.6883    0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    0.2883    2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2712   -0.1151   -0.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -2.8707    0.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -0.6902   -1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0309   -2.0785   -2.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -2.0986   -2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2107   -1.2161    1.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2434   -2.1243   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3390    1.0119    0.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5617    1.0242   -1.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8353    1.8012    0.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166    0.5455    2.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16  7  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  1
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  6
  9 26  1  1
 10 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  6
 17 35  1  0
M  END


  Mrv1652309062222462D          

 17 17  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  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   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  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
    3.5724   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    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  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  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  6  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0237590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@H](O)CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4-,5-,6+,7+,8-,9+/m1/s1

> <INCHI_KEY>
NHJUPBDCSOGIKX-XIBIAKPJSA-N

> <FORMULA>
C9H18O8

> <MOLECULAR_WEIGHT>
254.235

> <EXACT_MASS>
254.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.05498214138493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6R)-2-[(2R)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
-3.6098496683333328

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.08057270985643

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.194840023983808

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9682677554533683

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
52.929399999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6R)-2-[(2R)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5R,6R)-2-[(2R)-2,3-Dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol	ChEBI
D-Isofloridoside	ChEBI
WURCS=2.0/2,2,1/[H2H][a2112h-1a_1-5]/1-2/a1-b1	ChEBI
3-O-a-D-Galactosyl-sn-glycerol	Generator
3-O-Α-D-galactosyl-sn-glycerol	Generator

Chemical Formula

C₉H₁₈O₈

Average Mass

254.2350 Da

Monoisotopic Mass

254.10017 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC[C@@H](O)CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C9H18O8/c10-1-4(12)3-16-9-8(15)7(14)6(13)5(2-11)17-9/h4-15H,1-3H2/t4-,5-,6+,7+,8-,9+/m1/s1

InChI Key

NHJUPBDCSOGIKX-XIBIAKPJSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylglycerols. These are glycerolipids structurally characterized by the presence of one or more sugar residues attached to glycerol via a glycosidic linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Glycosylglycerols

Direct Parent

Glycosylglycerols

Alternative Parents

Substituents

Glycosylglycerol
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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

88294536

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91850365

PDB ID

Not Available

ChEBI ID

148606

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0237590)

MOL for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0237590 ((2s,3r,4s,5r,6r)-2-[(2r)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)