NP-MRD: Showing NP-Card for 1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol (NP0277864)

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Record Information

Version

2.0

Created at

2022-09-09 02:41:30 UTC

Updated at

2022-09-09 02:41:30 UTC

NP-MRD ID

NP0277864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol

Description

1-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. 1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol is found in Diospyros nigra. 1-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 43  0  0  0  0  0  0  0  0999 V2000
    4.8645    0.2396   -1.0690 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4973    0.5989    0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1840    1.3351    0.2613 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8525    1.6757    1.5554 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0543    0.5625   -0.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3651    0.2091   -1.6766 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6765   -0.6652    0.3791 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3231   -0.4678    1.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -1.4609   -0.4176 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5141   -2.7553    0.1548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -0.8878   -0.4473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8368    0.3650   -0.9712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470    0.7801   -1.0007 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3465    2.0349   -0.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6561    2.4559   -0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1587   -0.2727   -0.6422 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4542    0.2843   -0.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8953   -0.8199    0.7258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5623   -2.0411    0.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -0.9869    0.9031 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1874   -2.2843    1.4045 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6270    0.8815   -1.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5248   -0.2827    0.8793 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2724    1.2999    0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3055    2.2699   -0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5282    2.6114    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1916    1.2513   -0.3950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7940   -0.6693   -1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5937   -1.3511    0.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1264   -0.5306    2.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334   -1.6603   -1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -3.3730   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3118   -1.5832   -1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621    1.0377   -2.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.8339   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0714    1.7909    0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7732    3.3794   -0.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -1.0526   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    0.2969   -1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236   -0.1038    1.4572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9085   -2.3989    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857   -0.2265    1.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513   -2.3197    2.3715 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 11  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  6
  4 26  1  0
  5 27  1  6
  6 28  1  0
  7 29  1  1
  8 30  1  0
  9 31  1  6
 10 32  1  0
 11 33  1  6
 13 34  1  6
 14 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
M  END


  Mrv1533004161509492D          

 21 21  0  0  0  0            999 V2000
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0277864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(O)C(O)C(O)C(O)C1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H22O10/c12-1-3(14)5(15)7(17)9(19)11-10(20)8(18)6(16)4(2-13)21-11/h3-20H,1-2H2

> <INCHI_KEY>
FEVHTCAHSRXKCX-UHFFFAOYSA-N

> <FORMULA>
C11H22O10

> <MOLECULAR_WEIGHT>
314.287

> <EXACT_MASS>
314.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.447264778374663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.90

> <JCHEM_LOGP>
-5.719989986333333

> <ALOGPS_LOGS>
0.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.743158698575549

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.247467012057731

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9789060251180057

> <JCHEM_POLAR_SURFACE_AREA>
191.29999999999998

> <JCHEM_REFRACTIVITY>
64.706

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.63e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336 -10.010   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₂₂O₁₀

Average Mass

314.2870 Da

Monoisotopic Mass

314.12130 Da

IUPAC Name

1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol

Traditional Name

1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol

CAS Registry Number

Not Available

SMILES

OCC(O)C(O)C(O)C(O)C1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C11H22O10/c12-1-3(14)5(15)7(17)9(19)11-10(20)8(18)6(16)4(2-13)21-11/h3-20H,1-2H2

InChI Key

FEVHTCAHSRXKCX-UHFFFAOYSA-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

Species Name	Source	Reference
Diospyros nigra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
C-glycosyl compound
Fatty alcohol
Fatty acyl
Monosaccharide
Oxane
Sugar alcohol
Secondary alcohol
Polyol
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
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	-2.9	ALOGPS
logP	-5.7	ChemAxon
logS	0.06	ALOGPS
pKa (Strongest Acidic)	12.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	191.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	64.71 m³·mol⁻¹	ChemAxon
Polarizability	29.45 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

73069427

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol (NP0277864)

MOL for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

3D MOL for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

3D SDF for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

3D-SDF for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

PDB for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

3D PDB for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

SMILES for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

INCHI for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

Structure for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)

3D Structure for NP0277864 (1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pentane-1,2,3,4,5-pentol)