NP-MRD: Showing NP-Card for Pisatoside (NP0334014)

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Record Information

Version

2.0

Created at

2024-09-09 21:40:58 UTC

Updated at

2024-09-09 21:40:59 UTC

NP-MRD ID

NP0334014

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pisatoside

Description

Isolated from seedlings of Pisum sativum (peas). Pisatoside is found in pulses and common pea.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920372D          

 24 25  0  0  1  0            999 V2000
    1.3693    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242    2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.0027    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    5.5902    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1067    4.7652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078    4.3527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041    3.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.7652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4492    2.2581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    7.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.0027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    3.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888    3.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    4.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.5902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7718    3.9022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    6.4152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    5.1777    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    5.1777    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.9402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    3.9402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  1  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  3  1  0  0  0  0
  6 13  1  6  0  0  0
  7 14  1  6  0  0  0
  8 15  1  6  0  0  0
 16  9  1  0  0  0  0
 17  4  1  0  0  0  0
 10 17  1  1  0  0  0
 18  5  1  0  0  0  0
 18 10  1  0  0  0  0
 19  4  1  0  0  0  0
  5 20  1  6  0  0  0
  6 21  1  1  0  0  0
  7 22  1  6  0  0  0
  8 23  1  1  0  0  0
 10 24  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0334014

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C=CN=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H15NO7/c12-3-5-6(13)7(14)8(15)10(18-5)17-4-1-2-11-9(4)16/h1-2,4-8,10,12-15H,3H2,(H,11,16)/t4?,5-,6-,7+,8-,10-/m1/s1

> <INCHI_KEY>
FHWQHJHJIXDREE-WZCUVWOCSA-N

> <FORMULA>
C10H15NO7

> <MOLECULAR_WEIGHT>
261.2286

> <EXACT_MASS>
261.084851839

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.61565447799288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-[(2-hydroxy-3H-pyrrol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.27

> <JCHEM_LOGP>
-4.878944848158538

> <ALOGPS_LOGS>
-0.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.235777008198403

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.83371855922602

> <JCHEM_PKA_STRONGEST_BASIC>
11.00205137733694

> <JCHEM_POLAR_SURFACE_AREA>
131.97000000000003

> <JCHEM_REFRACTIVITY>
56.62420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-[(2-hydroxy-3H-pyrrol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       2.556   5.680   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.032   4.215   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.134  12.745   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.802   6.585   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.134  11.205   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.199  10.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.199   8.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.134   8.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.048   5.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.468   8.895   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.572   4.215   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -0.199  13.515   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.533  11.205   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.533   8.125   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.134   6.585   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.512   6.156   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.802   8.125   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.468  10.435   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       5.174   7.284   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      -0.199  11.975   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.533   9.665   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.134   9.665   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.199   7.355   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.468   7.355   0.000  0.00  0.00           H+0
CONECT    1    2    4                                                       
CONECT    2    1   11                                                       
CONECT    3    5   12                                                       
CONECT    4    1    9   17   19                                             
CONECT    5    3    6   18   20                                             
CONECT    6    5    7   13   21                                             
CONECT    7    6    8   14   22                                             
CONECT    8    7   10   15   23                                             
CONECT    9    4   11   16                                                  
CONECT   10    8   17   18   24                                             
CONECT   11    2    9                                                       
CONECT   12    3                                                            
CONECT   13    6                                                            
CONECT   14    7                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17    4   10                                                       
CONECT   18    5   10                                                       
CONECT   19    4                                                            
CONECT   20    5                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24   10                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₅NO₇

Average Mass

261.2286 Da

Monoisotopic Mass

261.08485 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-[(2-hydroxy-3H-pyrrol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-[(2-hydroxy-3H-pyrrol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]C1(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C=CN=C1O

InChI Identifier

InChI=1S/C10H15NO7/c12-3-5-6(13)7(14)8(15)10(18-5)17-4-1-2-11-9(4)16/h1-2,4-8,10,12-15H,3H2,(H,11,16)/t4?,5-,6-,7+,8-,10-/m1/s1

InChI Key

FHWQHJHJIXDREE-WZCUVWOCSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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

Hexose monosaccharide
O-glycosyl compound
Oxane
Monosaccharide
Pyrroline
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organonitrogen compound
Carbonyl group
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	-2.3	ALOGPS
logP	-4.9	ChemAxon
logS	-0.57	ALOGPS
pKa (Strongest Acidic)	-4.8	ChemAxon
pKa (Strongest Basic)	11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	131.97 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.62 m³·mol⁻¹	ChemAxon
Polarizability	23.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

FDB018639

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pisatoside (NP0334014)

MOL for NP0334014 (Pisatoside)

3D MOL for NP0334014 (Pisatoside)

3D SDF for NP0334014 (Pisatoside)

3D-SDF for NP0334014 (Pisatoside)

PDB for NP0334014 (Pisatoside)

3D PDB for NP0334014 (Pisatoside)

SMILES for NP0334014 (Pisatoside)

INCHI for NP0334014 (Pisatoside)

Structure for NP0334014 (Pisatoside)

3D Structure for NP0334014 (Pisatoside)