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Showing NP-Card for alpha-Ionol O-[arabinosyl-(1->6)-glucoside] (NP0335418)

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Record Information
Version2.0
Created at2024-09-11 01:31:19 UTC
Updated at2024-09-11 01:31:19 UTC
NP-MRD IDNP0335418
Secondary Accession NumbersNone
Natural Product Identification
Common Namealpha-Ionol O-[arabinosyl-(1->6)-glucoside]
DescriptionAlpha-Ionol O-[arabinosyl-(1->6)-glucoside] belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on alpha-Ionol O-[arabinosyl-(1->6)-glucoside].
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])


  Mrv2104 05262304032D          

 34 36  0  0  0  0            999 V2000
   -2.4557   -6.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0732   -5.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -7.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0900   -8.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051   -7.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -6.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0967   -6.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9105   -8.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -1.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2527   -5.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7611   -7.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -2.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2032   -0.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4088   -4.5821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -4.7546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
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 19 18  1  0  0  0  0
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 21 19  1  0  0  0  0
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 32 13  1  0  0  0  0
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 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 34 16  1  0  0  0  0
 34 23  1  0  0  0  0
M  END
Download

3D MOL for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])

Download
3D SDF for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])

  Mrv2104 05262304032D          

 34 36  0  0  0  0            999 V2000
   -2.4557   -6.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0732   -5.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9300   -8.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8192   -7.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0900   -8.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051   -7.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172   -6.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0967   -6.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9105   -8.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -0.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -1.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9407   -7.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2527   -5.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7611   -7.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9540   -2.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7745   -2.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2594   -3.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4186   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9239   -3.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1034   -4.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2461   -7.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    0.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1100   -1.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0799   -3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032   -0.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4088   -4.5821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6486   -1.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7678   -4.7546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387   -1.3312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  1  0  0  0  0
 12  1  1  0  0  0  0
 12  6  2  0  0  0  0
 13  2  1  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 24  9  1  0  0  0  0
 24 14  1  0  0  0  0
 25 10  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 11  1  0  0  0  0
 31 22  1  0  0  0  0
 32 13  1  0  0  0  0
 32 23  1  0  0  0  0
 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 34 16  1  0  0  0  0
 34 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335418

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(OC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O)\C=C\C1C(C)=CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1/C24H40O10/c1-12-6-5-9-24(3,4)14(12)8-7-13(2)32-23-21(30)19(28)18(27)16(34-23)11-31-22-20(29)17(26)15(10-25)33-22/h6-8,13-23,25-30H,5,9-11H2,1-4H3/b8-7+

> <INCHI_KEY>
MITNBWXSDQNKSU-BQYQJAHWNA-N

> <FORMULA>
C24H40O10

> <MOLECULAR_WEIGHT>
488.574

> <EXACT_MASS>
488.262147488

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
52.022355626978324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-{[(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxane-3,4,5-triol

> <JCHEM_LOGP>
0.17462010966666758

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.49011188403225

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.942300386599813

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981143337099244

> <JCHEM_POLAR_SURFACE_AREA>
158.29999999999998

> <JCHEM_REFRACTIVITY>
121.95309999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-{[(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])
Download
PDB for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -4.584 -12.011   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.337  -9.960   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.203 -15.203   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.996 -13.234   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.768 -15.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.863 -14.664   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.179 -11.528   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.647 -11.689   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.300 -15.749   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.425  -0.544   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.342  -3.570   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.489 -13.257   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.805 -10.121   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.021 -13.096   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.890  -1.020   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.247  -4.816   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.779  -4.655   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.684  -5.901   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.381  -1.020   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.058  -7.307   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.906  -2.485   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -9.526  -7.468   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.926 -14.342   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.105   0.962   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.136   1.425   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -11.405  -3.248   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0     -13.216  -5.740   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -7.846  -0.544   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -11.963  -8.553   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -6.811  -3.731   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -8.900  -8.875   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.366  -2.485   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -8.621  -6.223   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    6    9                                                       
CONECT    6    5   12                                                       
CONECT    7    8   13                                                       
CONECT    8    7   14                                                       
CONECT    9    5   24                                                       
CONECT   10   15   25                                                       
CONECT   11   16   31                                                       
CONECT   12    1    6   14                                                  
CONECT   13    2    7   32                                                  
CONECT   14    8   12   24                                                  
CONECT   15   10   17   33                                                  
CONECT   16   11   18   34                                                  
CONECT   17   15   20   26                                                  
CONECT   18   16   19   27                                                  
CONECT   19   18   21   28                                                  
CONECT   20   17   22   29                                                  
CONECT   21   19   23   30                                                  
CONECT   22   20   31   33                                                  
CONECT   23   21   32   34                                                  
CONECT   24    3    4    9   14                                             
CONECT   25   10                                                            
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   11   22                                                       
CONECT   32   13   23                                                       
CONECT   33   15   22                                                       
CONECT   34   16   23                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

Download
3D PDB for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])
Download
SMILES for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])
CC(OC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O)\C=C\C1C(C)=CCCC1(C)C
Download
INCHI for NP0335418 (alpha-Ionol O-[arabinosyl-(1->6)-glucoside])
InChI=1/C24H40O10/c1-12-6-5-9-24(3,4)14(12)8-7-13(2)32-23-21(30)19(28)18(27)16(34-23)11-31-22-20(29)17(26)15(10-25)33-22/h6-8,13-23,25-30H,5,9-11H2,1-4H3/b8-7+
Download
View in JSmol
Synonyms
ValueSource
a-Ionol O-[arabinosyl-(1->6)-glucoside]Generator
Α-ionol O-[arabinosyl-(1->6)-glucoside]Generator
Chemical FormulaC24H40O10
Average Mass488.5740 Da
Monoisotopic Mass488.26215 Da
IUPAC Name2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-{[(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxane-3,4,5-triol
Traditional Name2-({[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-{[(3E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-yl]oxy}oxane-3,4,5-triol
CAS Registry NumberNot Available
SMILES
CC(OC1OC(COC2OC(CO)C(O)C2O)C(O)C(O)C1O)\C=C\C1C(C)=CCCC1(C)C
InChI Identifier
InChI=1/C24H40O10/c1-12-6-5-9-24(3,4)14(12)8-7-13(2)32-23-21(30)19(28)18(27)16(34-23)11-31-22-20(29)17(26)15(10-25)33-22/h6-8,13-23,25-30H,5,9-11H2,1-4H3/b8-7+
InChI KeyMITNBWXSDQNKSU-BQYQJAHWNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl glycosides  
Direct ParentFatty acyl glycosides of mono- and disaccharides  
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
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  • Sesquiterpenoid
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  • Megastigmane sesquiterpenoid
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  • Cyclofarsesane sesquiterpenoid
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  • Ionone derivative
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  • Alkyl glycoside
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  • Disaccharide
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  • Glycosyl compound
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  • O-glycosyl compound
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  • Oxane
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  • Tetrahydrofuran
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  • Secondary alcohol
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  • Acetal
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  • Oxacycle
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  • Organoheterocyclic compound
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  • Polyol
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  • Primary alcohol
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  • Organooxygen compound
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  • Hydrocarbon derivative
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  • Organic oxygen compound
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  • Alcohol
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  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
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
logP0.17ChemAxon
pKa (Strongest Acidic)11.94ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area158.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity121.95 m³·mol⁻¹ChemAxon
Polarizability52.02 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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