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Showing NP-Card for Neotrehalose (NP0341760)

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Record Information
Version2.0
Created at2024-09-12 10:44:14 UTC
Updated at2024-09-12 10:44:15 UTC
NP-MRD IDNP0341760
Secondary Accession NumbersNone
Natural Product Identification
Common NameNeotrehalose
DescriptionNeotrehalose 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. Neotrehalose was first documented in 2005 (PMID: 16851317). Based on a literature review a small amount of articles have been published on Neotrehalose (PMID: 25450253) (PMID: 17377664) (PMID: 16116280).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0341760 (Neotrehalose)


  Mrv2104 05272313162D          

 24 25  0  0  0  0            999 V2000
 9998.7820 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.210610000.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.926410000.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2106 9996.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.6423 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.6423 9999.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7820 9998.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.354910000.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.640410000.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3549 9996.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9237 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9237 9999.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3536 9999.4163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.6392 9999.0039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.6392 9998.1789    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.3536 9997.7665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0680 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0680 9999.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2120 9999.4163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.4975 9999.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4975 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.2120 9997.7665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.9264 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.9264 9999.0039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  8  9  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 19 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 18  1  0  0  0  0
 17 18  1  0  0  0  0
  1 21  1  0  0  0  0
 21  7  1  1  0  0  0
 19  2  1  6  0  0  0
 24  6  1  1  0  0  0
 23  5  1  6  0  0  0
 22  4  1  1  0  0  0
 17  1  1  6  0  0  0
 13  8  1  1  0  0  0
 14 12  1  6  0  0  0
 15 11  1  1  0  0  0
 16 10  1  6  0  0  0
M  END
Download

3D MOL for NP0341760 (Neotrehalose)

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3D SDF for NP0341760 (Neotrehalose)

  Mrv2104 05272313162D          

 24 25  0  0  0  0            999 V2000
 9998.7820 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.210610000.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.926410000.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2106 9996.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.6423 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.6423 9999.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7820 9998.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.354910000.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.640410000.6544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3549 9996.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9237 9997.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9237 9999.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3536 9999.4163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.6392 9999.0039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.6392 9998.1789    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.3536 9997.7665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0680 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0680 9999.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.2120 9999.4163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.4975 9999.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4975 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.2120 9997.7665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.9264 9998.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.9264 9999.0039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  8  9  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 19 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 18  1  0  0  0  0
 17 18  1  0  0  0  0
  1 21  1  0  0  0  0
 21  7  1  1  0  0  0
 19  2  1  6  0  0  0
 24  6  1  1  0  0  0
 23  5  1  6  0  0  0
 22  4  1  1  0  0  0
 17  1  1  6  0  0  0
 13  8  1  1  0  0  0
 14 12  1  6  0  0  0
 15 11  1  1  0  0  0
 16 10  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0341760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/s2

> <INCHI_KEY>
HDTRYLNUVZCQOY-GQNXUWPWNA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.297

> <EXACT_MASS>
342.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.808367767490637

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

> <JCHEM_LOGP>
-4.703374863666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.427499300678097

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.905896476873203

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084769765199

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.33670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
α,β-trehalose

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0341760 (Neotrehalose)
Download
PDB for NP0341760 (Neotrehalose)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  O   UNK     0    8664.3938662.498   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8667.0608667.118   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8668.3968667.888   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8667.0608660.958   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8669.7328662.498   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8669.7328665.578   0.000  0.00  0.00           O+0
HETATM    7  H   UNK     0    8664.3938664.038   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8661.7298667.118   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8660.3958667.888   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8661.7298660.958   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8659.0588662.498   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8659.0588665.578   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8661.7278665.577   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.3938664.807   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8660.3938663.267   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8661.7278662.498   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.0608663.267   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8663.0608664.807   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8667.0628665.577   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8665.7298664.807   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8665.7298663.267   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.0628662.498   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.3968663.267   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.3968664.807   0.000  0.00  0.00           C+0
CONECT    1   21   17                                                       
CONECT    2    3   19                                                       
CONECT    3    2                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   21                                                            
CONECT    8    9   13                                                       
CONECT    9    8                                                            
CONECT   10   16                                                            
CONECT   11   15                                                            
CONECT   12   14                                                            
CONECT   13   14   18    8                                                  
CONECT   14   13   15   12                                                  
CONECT   15   14   16   11                                                  
CONECT   16   15   17   10                                                  
CONECT   17   16   18    1                                                  
CONECT   18   13   17                                                       
CONECT   19   24   20    2                                                  
CONECT   20   19   21                                                       
CONECT   21   22   20    1    7                                             
CONECT   22   21   23    4                                                  
CONECT   23   22   24    5                                                  
CONECT   24   19   23    6                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

Download
3D PDB for NP0341760 (Neotrehalose)
Download
SMILES for NP0341760 (Neotrehalose)
[H][C@@]1(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Download
INCHI for NP0341760 (Neotrehalose)
InChI=1/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/s2
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC12H22O11
Average Mass342.2970 Da
Monoisotopic Mass342.11621 Da
IUPAC Name(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol
Traditional Nameα,β-trehalose
CAS Registry NumberNot Available
SMILES
[H][C@@]1(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/s2
InChI KeyHDTRYLNUVZCQOY-GQNXUWPWNA-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 o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentO-glycosyl compounds  
Alternative Parents
Substituents
  • O-glycosyl compound
    • 

  • Disaccharide
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Acetal
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Alcohol
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
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-4.7ChemAxon
pKa (Strongest Acidic)11.91ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area189.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.34 m³·mol⁻¹ChemAxon
Polarizability30.81 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
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 References
  1. Saburi W, Okuyama M, Kumagai Y, Kimura A, Mori H: Biochemical properties and substrate recognition mechanism of GH31 alpha-glucosidase from Bacillus sp. AHU 2001 with broad substrate specificity. Biochimie. 2015 Jan;108:140-8. doi: 10.1016/j.biochi.2014.11.010. Epub 2014 Nov  20. [PubMed:25450253  ] 
  2. Taniguchi T, Monde K: Vibrational circular dichroism (VCD) studies on disaccharides in the CH region: toward discrimination of the glycosidic linkage position. Org Biomol Chem. 2007 Apr 7;5(7):1104-10. doi: 10.1039/b618841a. Epub 2007 Mar 5. [PubMed:17377664  ] 
  3. Oku K, Kurose M, Kubota M, Fukuda S, Kurimoto M, Tujisaka Y, Okabe A, Sakurai M: Combined NMR and quantum chemical studies on the interaction between trehalose and dienes relevant to the antioxidant function of trehalose. J Phys Chem B. 2005 Feb 24;109(7):3032-40. doi: 10.1021/jp045906w. [PubMed:16851317  ] 
  4. Oku K, Kurose M, Ogawa T, Kubota M, Chaen H, Fukuda S, Tsujisaka Y: Suppressive effect of trehalose on acrylamide formation from asparagine and reducing saccharides. Biosci Biotechnol Biochem. 2005 Aug;69(8):1520-6. doi: 10.1271/bbb.69.1520. [PubMed:16116280  ]