Np mrd loader

Showing NP-Card for Zeanoside A (NP0049270)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2022-03-17 21:09:46 UTC
Updated at2022-03-17 21:09:47 UTC
NP-MRD IDNP0049270
Secondary Accession NumbersNone
Natural Product Identification
Common NameZeanoside A
Description Zeanoside A is found in Zea mays.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049270 (Zeanoside A)


  Mrv1652305221920362D          

 32 34  0  0  1  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0654    2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  1  1  0  0  0
  9  4  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16  4  1  6  0  0  0
 16  6  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18  5  1  0  0  0  0
 19  9  2  0  0  0  0
 20  9  1  0  0  0  0
 11 21  1  6  0  0  0
 12 22  1  6  0  0  0
 13 23  1  6  0  0  0
 24 15  1  0  0  0  0
 16 25  1  1  0  0  0
 26  7  1  0  0  0  0
 14 26  1  1  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
  8 28  1  6  0  0  0
 11 29  1  1  0  0  0
 12 30  1  6  0  0  0
 13 31  1  1  0  0  0
 14 32  1  6  0  0  0
M  END
Download

3D MOL for NP0049270 (Zeanoside A)

Download
3D SDF for NP0049270 (Zeanoside A)

  Mrv1652305221920362D          

 32 34  0  0  1  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0654    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0654    2.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4223   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1154    1.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  1  1  0  0  0
  9  4  1  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16  4  1  6  0  0  0
 16  6  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18  5  1  0  0  0  0
 19  9  2  0  0  0  0
 20  9  1  0  0  0  0
 11 21  1  6  0  0  0
 12 22  1  6  0  0  0
 13 23  1  6  0  0  0
 24 15  1  0  0  0  0
 16 25  1  1  0  0  0
 26  7  1  0  0  0  0
 14 26  1  1  0  0  0
 27  8  1  0  0  0  0
 27 14  1  0  0  0  0
  8 28  1  6  0  0  0
 11 29  1  1  0  0  0
 12 30  1  6  0  0  0
 13 31  1  1  0  0  0
 14 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0049270

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=C2N=C(O)[C@]3(O)CC(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t8-,11-,12+,13-,14-,16+/m1/s1

> <INCHI_KEY>
VNIXZLMYLWKZLU-LGKWPGNQSA-N

> <FORMULA>
C16H19NO10

> <MOLECULAR_WEIGHT>
385.3228

> <EXACT_MASS>
385.100895833

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.871025547281164

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3S)-2,3-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-indol-3-yl]acetic acid

> <ALOGPS_LOGP>
-1.85

> <JCHEM_LOGP>
-1.696331042333333

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5510586897085012

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.151509408159574

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092352766777

> <JCHEM_POLAR_SURFACE_AREA>
189.49999999999997

> <JCHEM_REFRACTIVITY>
86.5522

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S)-2,3-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}indol-3-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049270 (Zeanoside A)
Download
PDB for NP0049270 (Zeanoside A)
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       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.989   2.786   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.788  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.989   4.326   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.122  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.122  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.322  -0.476   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      10.122  -7.700   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.655   5.096   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.322   5.096   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.455  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.455  -2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.949   3.423   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.454  -4.620   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0      10.122  -6.160   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      11.455  -3.850   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       8.788  -3.850   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      10.122  -1.540   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       7.454  -1.540   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    9   16                                                       
CONECT    5    8   18                                                       
CONECT    6    2   10   16                                                  
CONECT    7    3   10   26                                                  
CONECT    8    5   11   27   28                                             
CONECT    9    4   19   20                                                  
CONECT   10    6    7   17                                                  
CONECT   11    8   12   21   29                                             
CONECT   12   11   13   22   30                                             
CONECT   13   12   14   23   31                                             
CONECT   14   13   26   27   32                                             
CONECT   15   16   17   24                                                  
CONECT   16    4    6   15   25                                             
CONECT   17   10   15                                                       
CONECT   18    5                                                            
CONECT   19    9                                                            
CONECT   20    9                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
CONECT   23   13                                                            
CONECT   24   15                                                            
CONECT   25   16                                                            
CONECT   26    7   14                                                       
CONECT   27    8   14                                                       
CONECT   28    8                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

Download
3D PDB for NP0049270 (Zeanoside A)
Download
SMILES for NP0049270 (Zeanoside A)
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=C2N=C(O)[C@]3(O)CC(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
Download
INCHI for NP0049270 (Zeanoside A)
InChI=1S/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t8-,11-,12+,13-,14-,16+/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC16H19NO10
Average Mass385.3228 Da
Monoisotopic Mass385.10090 Da
IUPAC Name2-[(3S)-2,3-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H-indol-3-yl]acetic acid
Traditional Name[(3S)-2,3-dihydroxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}indol-3-yl]acetic acid
CAS Registry Number120293-55-2
SMILES
[H][C@]1(CO)O[C@@]([H])(OC2=CC=CC3=C2N=C(O)[C@]3(O)CC(O)=O)[C@]([H])(O)[C@@]([H])(O)[C@]1([H])O
InChI Identifier
InChI=1S/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t8-,11-,12+,13-,14-,16+/m1/s1
InChI KeyVNIXZLMYLWKZLU-LGKWPGNQSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Zea maysLOTUS Database
Zea mays L.FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentPhenolic glycosides  
Alternative Parents
Substituents
  • Phenolic glycoside
    • 

  • Hexose monosaccharide
    • 

  • Indolyl carboxylic acid derivative
    • 

  • O-glycosyl compound
    • 

  • Indole
    • 

  • Indole or derivatives
    • 

  • Dihydroindole
    • 

  • Benzenoid
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Tertiary alcohol
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Polyol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Organopnictogen compound
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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-1.8ALOGPS
logP-1.7ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)2.15ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area189.5 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity86.55 m³·mol⁻¹ChemAxon
Polarizability35.87 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018445  
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 ReferencesNot Available