NP-MRD: Showing NP-Card for 2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal (NP0246911)

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Record Information

Version

2.0

Created at

2022-09-07 08:31:57 UTC

Updated at

2022-09-07 08:31:57 UTC

NP-MRD ID

NP0246911

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal

Description

2,4,5-Trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal 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. 2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal is found in Cinnamomum verum. 2,4,5-Trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151518112D          

 19 19  0  0  0  0            999 V2000
    0.3020   -2.1730    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
    1.5395   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -7.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.8875    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  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0246911

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(O)C(OC1OCC(O)C(O)C1O)C(O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O9/c11-1-4(13)9(5(14)2-12)19-10-8(17)7(16)6(15)3-18-10/h1,4-10,12-17H,2-3H2

> <INCHI_KEY>
AKFASBOHJPPIRI-UHFFFAOYSA-N

> <FORMULA>
C10H18O9

> <MOLECULAR_WEIGHT>
282.245

> <EXACT_MASS>
282.09508216

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
25.761133816998765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-4.078526324666667

> <ALOGPS_LOGS>
0.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.578306607276662

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.024397066316945

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974787580156783

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
57.83389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.65e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  O   UNK     0       0.564  -4.056   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       2.874  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.644  -4.056   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.644  -6.724   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.874  -8.057   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.644  -9.391   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.184  -9.391   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.954 -10.725   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184 -12.058   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.954 -13.392   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.644 -12.058   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.874 -13.392   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.874 -10.725   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334 -10.725   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.184  -6.724   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.954  -8.057   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.954  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.494  -5.390   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   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15                                                  
CONECT   15   14                                                            
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O₉

Average Mass

282.2450 Da

Monoisotopic Mass

282.09508 Da

IUPAC Name

2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal

Traditional Name

2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal

CAS Registry Number

Not Available

SMILES

OCC(O)C(OC1OCC(O)C(O)C1O)C(O)C=O

InChI Identifier

InChI=1S/C10H18O9/c11-1-4(13)9(5(14)2-12)19-10-8(17)7(16)6(15)3-18-10/h1,4-10,12-17H,2-3H2

InChI Key

AKFASBOHJPPIRI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cinnamomum verum	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

Disaccharide
O-glycosyl compound
Oxane
Alpha-hydroxyaldehyde
Secondary alcohol
Acetal
Oxacycle
Polyol
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aldehyde
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	-2.5	ALOGPS
logP	-4.1	ChemAxon
logS	0.11	ALOGPS
pKa (Strongest Acidic)	12.02	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	57.83 m³·mol⁻¹	ChemAxon
Polarizability	25.76 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

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

86244302

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal (NP0246911)

MOL for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

3D MOL for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

3D SDF for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

3D-SDF for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

PDB for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

3D PDB for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

SMILES for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

INCHI for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

Structure for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)

3D Structure for NP0246911 (2,4,5-trihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]pentanal)