NP-MRD: Showing NP-Card for Galactinol dihydrate (NP0334800)

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Record Information

Version

2.0

Created at

2024-09-10 20:01:15 UTC

Updated at

2024-09-10 20:01:15 UTC

NP-MRD ID

NP0334800

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Galactinol dihydrate

Description

Galactinol dihydrate 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. Galactinol dihydrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Galactinol is an intermediate in galactose metabolism. It is then converted to raffinose via the enzyme raffinose synthase (123). Galactinol is converted from UDP-galactose via the enzyme inositol 3-alpha-galactosyltransferase(EC2.4.1.123). 4Th to last step in the synthesis of D-Galactose and the 3rd to last step in the synthesis of D-glucose and D-fructose.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241201532D          

 25 24  0  0  1  0            999 V2000
   16.0293  -15.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6169  -14.4181    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0293  -13.7036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6169  -12.9891    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.7919  -12.9891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3795  -13.7036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7919  -14.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5546  -13.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1421  -14.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3172  -14.4181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.9047  -15.1327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3172  -15.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1421  -15.8466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.5546  -15.1327    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3795  -15.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5546  -16.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9047  -16.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0798  -15.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9047  -13.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3795  -12.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0293  -12.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8542  -13.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8542  -15.1327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2537  -13.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4275  -13.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1 23  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 22  1  1  0  0  0
  4  5  1  0  0  0  0
  4 21  1  1  0  0  0
  5  6  1  0  0  0  0
  5 20  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  1  0  0  0
 11 12  1  0  0  0  0
 11 18  1  6  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  6  0  0  0
 14 15  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0334800

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O.O.OC[C@H]1O[C@H](OC2[C@H](O)[C@@H](O)C(O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11.2H2O/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20;;/h2-21H,1H2;2*1H2/t2-,3+,4+,5?,6-,7+,8-,9-,10-,11?,12-;;/m1../s1

> <INCHI_KEY>
HGCURVXTXVAIIR-XIENVMDPSA-N

> <FORMULA>
C12H26O13

> <MOLECULAR_WEIGHT>
378.327

> <EXACT_MASS>
378.137340918

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
30.996740433346616

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,5R)-6-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol dihydrate

> <JCHEM_LOGP>
-5.552845297666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.477290004677378

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.977980182144128

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6457742773358683

> <JCHEM_POLAR_SURFACE_AREA>
200.52999999999997

> <JCHEM_REFRACTIVITY>
68.18829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
galactinol dihydrate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      29.921 -28.248   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.152 -26.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.921 -25.580   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.152 -24.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.612 -24.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.842 -25.580   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      27.612 -26.914   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      25.302 -25.580   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      24.532 -26.914   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.992 -26.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.222 -28.248   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.992 -29.580   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.532 -29.580   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.302 -28.248   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      26.842 -28.248   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      25.302 -30.914   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      22.222 -30.914   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      20.682 -28.248   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      22.222 -25.580   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      26.842 -22.913   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      29.921 -22.913   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      31.461 -25.580   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      31.461 -28.248   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      19.140 -25.580   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      17.598 -25.580   0.000  0.00  0.00           O+0
CONECT    1    2   23                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8                                                  
CONECT    7    2    6                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   16                                                  
CONECT   14    9   13   15                                                  
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   12                                                            
CONECT   18   11                                                            
CONECT   19   10                                                            
CONECT   20    5                                                            
CONECT   21    4                                                            
CONECT   22    3                                                            
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
Galactinol dihydric acid	Generator
6-beta-Galactinol	HMDB
(1R,2R,4S,5R)-6-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol dihydric acid	Generator
Galactinol dihydrate	MeSH
1-O-(alpha-D-Galactopyranosyl)-myo-inositol dihydrate	MeSH
Galactinol	MeSH
6 beta-Galactinol	MeSH

Chemical Formula

C₁₂H₂₆O₁₃

Average Mass

378.3270 Da

Monoisotopic Mass

378.13734 Da

IUPAC Name

(1R,2R,4S,5R)-6-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol dihydrate

Traditional Name

galactinol dihydrate

CAS Registry Number

Not Available

SMILES

O.O.OC[C@H]1O[C@H](OC2[C@H](O)[C@@H](O)C(O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C12H22O11.2H2O/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20;;/h2-21H,1H2;2*1H2/t2-,3+,4+,5?,6-,7+,8-,9-,10-,11?,12-;;/m1../s1

InChI Key

HGCURVXTXVAIIR-XIENVMDPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Cyclohexanol
Cyclitol or derivatives
Monosaccharide
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Hydrocarbon derivative
Organic oxide
Alcohol
Primary alcohol
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
logP	-5.6	ChemAxon
pKa (Strongest Acidic)	11.98	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	200.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.19 m³·mol⁻¹	ChemAxon
Polarizability	31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011739

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028417

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

16218555

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Galactinol dihydrate (NP0334800)

MOL for NP0334800 (Galactinol dihydrate)

3D MOL for NP0334800 (Galactinol dihydrate)

3D SDF for NP0334800 (Galactinol dihydrate)

3D-SDF for NP0334800 (Galactinol dihydrate)

PDB for NP0334800 (Galactinol dihydrate)

3D PDB for NP0334800 (Galactinol dihydrate)

SMILES for NP0334800 (Galactinol dihydrate)

INCHI for NP0334800 (Galactinol dihydrate)

Structure for NP0334800 (Galactinol dihydrate)

3D Structure for NP0334800 (Galactinol dihydrate)