Np mrd loader

Showing NP-Card for trans-o-Coumaric acid 2-glucoside (NP0334879)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-10 22:54:13 UTC
Updated at2024-09-10 22:54:13 UTC
NP-MRD IDNP0334879
Secondary Accession NumbersNone
Natural Product Identification
Common Nametrans-o-Coumaric acid 2-glucoside
Description Based on a literature review very few articles have been published on cis-o-Coumaric acid 2-glucoside.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334879 (trans-o-Coumaric acid 2-glucoside)


  Mrv2104 05262301262D          

 23 24  0  0  0  0            999 V2000
    1.4508    0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773   -2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553   -0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    1.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    1.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    1.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    2.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    3.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    3.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    2.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    2.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 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
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
Download

3D MOL for NP0334879 (trans-o-Coumaric acid 2-glucoside)

Download
3D SDF for NP0334879 (trans-o-Coumaric acid 2-glucoside)

  Mrv2104 05262301262D          

 23 24  0  0  0  0            999 V2000
    1.4508    0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773   -2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845   -3.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -2.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8845   -1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553   -0.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    1.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    1.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    1.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    1.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3189    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    2.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474    3.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    3.2913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9553    2.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5216    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1587    2.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 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
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 14 22  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=C(\C=C\C(O)=O)C=CC=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+

> <INCHI_KEY>
GVRIYIMNJGULCZ-AATRIKPKNA-N

> <FORMULA>
C15H18O8

> <MOLECULAR_WEIGHT>
326.301

> <EXACT_MASS>
326.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.189171739771226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid

> <JCHEM_LOGP>
-0.43554715499999985

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.20011328317615

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.510671433398179

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923461838152

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
77.18520000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
melilotoside

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334879 (trans-o-Coumaric acid 2-glucoside)
Download
PDB for NP0334879 (trans-o-Coumaric acid 2-glucoside)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  O   UNK     0       2.708   1.255   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.708  -0.462   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.030  -1.255   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.123  -1.255   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.123  -2.840   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.331  -3.633   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.331  -5.351   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.651  -6.144   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.104  -5.351   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.104  -3.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.651  -2.840   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.783  -1.255   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.783   2.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.840   2.840   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.030   2.180   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.595   2.840   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.595   4.162   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.462   4.822   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.462   6.144   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.783   6.144   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.783   4.822   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.840   4.162   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.030   4.822   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   17   20   22                                                  
CONECT   22   14   21   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Download
3D PDB for NP0334879 (trans-o-Coumaric acid 2-glucoside)
Download
SMILES for NP0334879 (trans-o-Coumaric acid 2-glucoside)
OCC1OC(OC2=C(\C=C\C(O)=O)C=CC=C2)C(O)C(O)C1O
Download
INCHI for NP0334879 (trans-o-Coumaric acid 2-glucoside)
InChI=1/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+
Download
View in JSmol
Synonyms
ValueSource
cis-O-Coumarate 2-glucosideGenerator
Chemical FormulaC15H18O8
Average Mass326.3010 Da
Monoisotopic Mass326.10017 Da
IUPAC Name(2E)-3-(2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid
Traditional Namemelilotoside
CAS Registry NumberNot Available
SMILES
OCC1OC(OC2=C(\C=C\C(O)=O)C=CC=C2)C(O)C(O)C1O
InChI Identifier
InChI=1/C15H18O8/c16-7-10-12(19)13(20)14(21)15(23-10)22-9-4-2-1-3-8(9)5-6-11(17)18/h1-6,10,12-16,19-21H,7H2,(H,17,18)/b6-5+
InChI KeyGVRIYIMNJGULCZ-AATRIKPKNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
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-0.44ChemAxon
pKa (Strongest Acidic)3.51ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.19 m³·mol⁻¹ChemAxon
Polarizability31.19 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
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