NP-MRD: Showing NP-Card for β-mannobiose (NP0182996)

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Record Information

Version

2.0

Created at

2022-09-03 21:49:50 UTC

Updated at

2022-09-03 21:49:50 UTC

NP-MRD ID

NP0182996

Secondary Accession Numbers

None

Natural Product Identification

Common Name

β-mannobiose

Description

Mannobiose 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. Mannobiose is an extremely weak basic (essentially neutral) compound (based on its pKa). The beta-isomer of mannobiose.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -3.6453    0.1150    2.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    0.9553    1.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9786    0.3231    0.6396 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6287    0.0852    0.9420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9580    0.1046   -0.2889 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3716   -0.2152   -0.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2298    0.8500   -0.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2152    0.4780   -1.4321 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6928    1.7371   -2.1704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4353    1.3576   -3.3119 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884   -0.2305   -1.0651 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2801   -0.9448    0.0842 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6054   -1.0961    0.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050   -0.3822    1.2290 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1809   -0.4171    2.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0420    1.0426    0.8932 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1462    1.8414    0.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -0.6491   -1.3521 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7291   -1.4397   -2.0351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7394   -1.5737   -0.8613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2596   -2.8524   -0.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5674   -1.0237    0.2795 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9173   -0.9392   -0.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7712    0.6466    3.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7137    1.2058    1.4864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1682    1.8839    2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1046    0.9914   -0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9820    1.1950   -0.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6884    1.7742   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578   -0.0996   -2.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8494    2.3330   -2.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    2.3248   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048    2.2271   -3.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9212   -1.9771   -0.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267   -1.4552   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -0.9679    1.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9740    0.3419    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4365    1.4593    1.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9951    1.4202    0.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1072    0.0229   -2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409   -2.1290   -1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648   -1.7225   -1.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -3.0650    0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3760   -1.6889    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2261   -1.8468   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 16  1  0
 16 17  1  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11  8  1  0
  8  9  1  0
  9 10  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
  8  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  6
  5 28  1  6
  7 29  1  6
 16 38  1  1
 17 39  1  0
 14 36  1  1
 15 37  1  0
 12 34  1  6
 13 35  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END


  Mrv0541 02241216532D          

 23 24  0  0  0  0            999 V2000
   -2.2393   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538   -2.6223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9538   -3.4473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2393   -3.8598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5248   -3.4473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5248   -2.6223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8103   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393   -4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6682   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6682   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827   -2.6223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186   -0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959   -0.9723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0959   -1.7973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6186   -2.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3331   -1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3331   -0.9723    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0475   -0.5598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186   -3.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8103   -0.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5248   -0.9723    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  1  0  0  0
  4  9  1  1  0  0  0
  3 10  1  6  0  0  0
  2 11  1  1  0  0  0
 11 12  1  0  0  0  0
 15  7  1  6  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
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  1  0  0  0
 16 21  1  1  0  0  0
 14 22  1  1  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182996

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9+,10-,11-,12+/m1/s1

> <INCHI_KEY>
GUBGYTABKSRVRQ-PZPXDAEZSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.064389811420916

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.17368931723461

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.254374125721942

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-mannobiose

> <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  O   UNK     0      -4.180  -4.125   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.514  -4.895   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.514  -6.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.180  -7.205   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.846  -6.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.846  -4.895   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.513  -4.125   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.513  -7.205   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.180  -8.745   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -6.847  -7.205   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -6.847  -4.125   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -8.181  -4.895   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.155  -1.045   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.179  -1.815   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.179  -3.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.155  -4.125   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.488  -3.355   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.488  -1.815   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.822  -1.045   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.822  -4.125   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.155  -5.665   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.513  -1.045   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.846  -1.815   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6   15                                                       
CONECT    8    5                                                            
CONECT    9    4                                                            
CONECT   10    3                                                            
CONECT   11    2   12                                                       
CONECT   12   11                                                            
CONECT   13   14   18                                                       
CONECT   14   13   15   22                                                  
CONECT   15    7   14   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   16                                                            
CONECT   22   14   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
4-O-beta-D-Mannopyranosyl-beta-D-mannopyranose	ChEBI
4-O-b-D-Mannopyranosyl-b-D-mannopyranose	Generator
4-O-Β-D-mannopyranosyl-β-D-mannopyranose	Generator
4-O-(beta-D-Mannopyranosyl)-D-mannose	HMDB
4-O-beta-D-Mannopyranosyl-D-mannopyranose	HMDB
4-O-beta-D-Mannopyranosyl-D-mannose	HMDB
4-O-beta-D-Mannopyranosyl-mannopyranose	HMDB
beta-1,4-Mannobiose	HMDB
beta-D-Mannopyranosyl-(1->4)-D-mannopyranose	HMDB
beta-D-Mannopyranosyl-(1->4)-D-mannose	HMDB
b-Mannobiose	HMDB
Β-mannobiose	HMDB
Mannobiose	ChEBI

Chemical Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965 Da

Monoisotopic Mass

342.11621 Da

IUPAC Name

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

Traditional Name

β-mannobiose

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O)O[C@@H]2CO)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9+,10-,11-,12+/m1/s1

InChI Key

GUBGYTABKSRVRQ-PZPXDAEZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

mannobiose (CHEBI:28085 )

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	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.06 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