Np mrd loader

Showing NP-Card for Isodulcitol (NP0333806)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-09 20:37:57 UTC
Updated at2024-09-09 20:37:57 UTC
NP-MRD IDNP0333806
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsodulcitol
DescriptionConstituent of many glycosides in plants. Quercetin (main constituent of lemon flavin) and Naringin (from grapefruit-canning wastes) have been used as sources A methylpentose whose L- isomer is found naturally in many plant glycosides and some gram-negative bacterial lipopolysaccharides.; Rhamnose (Rham) is a naturally-occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose occurs in nature in its L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since most of the naturally-occurring sugars are in D-form. Exceptions are the methyl pentoses L-fucose and L-rhamnose and the pentose L-arabinose.; Rhamnose is a component of the outer cell membrane of acid-fast bacteria in the Mycobacterium genus, which includes the organsism that causes tuberculosis. Isodulcitol is found in many foods, some of which are tarragon, sweet basil, garden cress, and coconut.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0333806 (Isodulcitol)


  Mrv2104 05242323102D          

 33 32  0  0  0  0            999 V2000
   -1.8114   -0.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983    0.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -0.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663   -0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    1.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538    1.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058    0.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1512   -1.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -0.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205    1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349    0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3060   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494    0.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5915   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3060    0.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -4.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -3.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444   -5.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -5.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -3.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 29  2  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 28  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END
Download

3D MOL for NP0333806 (Isodulcitol)

Download
3D SDF for NP0333806 (Isodulcitol)

  Mrv2104 05242323102D          

 33 32  0  0  0  0            999 V2000
   -1.8114   -0.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1983    0.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4137   -0.0044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6663   -0.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    1.0575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2538    1.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7058    0.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1512   -1.4564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -0.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205    1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349    0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7349   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3060   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494    0.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4494   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0205   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5915   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3060    0.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -4.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -4.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -3.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8444   -5.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -5.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -3.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5 11  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 29  2  0  0  0  0
 25 27  1  0  0  0  0
 25 30  1  0  0  0  0
 26 28  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 32  1  0  0  0  0
 28 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(O)C(O)C(O)C=O.CC(O)C1OC(O)C(O)C1O.CC1OC(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/3C6H12O5/c1-2(7)5-3(8)4(9)6(10)11-5;1-2-3(7)4(8)5(9)6(10)11-2;1-3(8)5(10)6(11)4(9)2-7/h2*2-10H,1H3;2-6,8-11H,1H3

> <INCHI_KEY>
LSOFIIQFGYOXNZ-UHFFFAOYNA-N

> <FORMULA>
C18H36O15

> <MOLECULAR_WEIGHT>
492.471

> <EXACT_MASS>
492.205420459

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
15.43995555915307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,4,5-tetrahydroxyhexanal; 5-(1-hydroxyethyl)oxolane-2,3,4-triol; 6-methyloxane-2,3,4,5-tetrol

> <JCHEM_LOGP>
-1.885629251333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.890426860522362

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.30506591436722

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0556878791359425

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
34.3797

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-(1-hydroxyethyl)oxolane-2,3,4-triol; 6-methyloxane-2,3,4,5-tetrol; L(+)-rhamnose

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0333806 (Isodulcitol)
Download
PDB for NP0333806 (Isodulcitol)
HEADER    PROTEIN                                 24-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.381  -0.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.237   0.468   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.474   0.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.720  -0.008   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.772  -0.008   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.244  -1.473   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.557   1.974   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.474   2.437   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.184   0.468   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.149  -2.719   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.296  -1.473   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.372   3.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.372   1.680   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.705   0.910   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.705  -0.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.372  -1.400   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.038  -0.630   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      12.039   1.680   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.039  -1.400   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.372  -2.940   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.704  -1.400   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.038   0.910   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.759  -8.330   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.910  -7.560   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.425  -7.560   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.576  -8.330   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.091  -8.330   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.242  -7.560   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.244  -8.330   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.425  -6.020   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.576  -9.870   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.091  -9.870   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -0.242  -6.020   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    5    7                                                  
CONECT    3    4    5    8                                                  
CONECT    4    3    6    9                                                  
CONECT    5    2    3   11                                                  
CONECT    6    4   10   11                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    6                                                            
CONECT   11    5    6                                                       
CONECT   12   13                                                            
CONECT   13   12   14   22                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   21   22                                                  
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   13   17                                                       
CONECT   23   25                                                            
CONECT   24   26   29                                                       
CONECT   25   23   27   30                                                  
CONECT   26   24   28   31                                                  
CONECT   27   25   28   32                                                  
CONECT   28   26   27   33                                                  
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31   26                                                            
CONECT   32   27                                                            
CONECT   33   28                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

Download
3D PDB for NP0333806 (Isodulcitol)
Download
SMILES for NP0333806 (Isodulcitol)
CC(O)C(O)C(O)C(O)C=O.CC(O)C1OC(O)C(O)C1O.CC1OC(O)C(O)C(O)C1O
Download
INCHI for NP0333806 (Isodulcitol)
InChI=1/3C6H12O5/c1-2(7)5-3(8)4(9)6(10)11-5;1-2-3(7)4(8)5(9)6(10)11-2;1-3(8)5(10)6(11)4(9)2-7/h2*2-10H,1H3;2-6,8-11H,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC18H36O15
Average Mass492.4710 Da
Monoisotopic Mass492.20542 Da
IUPAC Name2,3,4,5-tetrahydroxyhexanal; 5-(1-hydroxyethyl)oxolane-2,3,4-triol; 6-methyloxane-2,3,4,5-tetrol
Traditional Name5-(1-hydroxyethyl)oxolane-2,3,4-triol; 6-methyloxane-2,3,4,5-tetrol; L(+)-rhamnose
CAS Registry NumberNot Available
SMILES
CC(O)C(O)C(O)C(O)C=O.CC(O)C1OC(O)C(O)C1O.CC1OC(O)C(O)C(O)C1O
InChI Identifier
InChI=1/3C6H12O5/c1-2(7)5-3(8)4(9)6(10)11-5;1-2-3(7)4(8)5(9)6(10)11-2;1-3(8)5(10)6(11)4(9)2-7/h2*2-10H,1H3;2-6,8-11H,1H3
InChI KeyLSOFIIQFGYOXNZ-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.9ChemAxon
pKa (Strongest Acidic)11.31ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area90.15 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity34.38 m³·mol⁻¹ChemAxon
Polarizability15.44 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available