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Showing NP-Card for Kaempferol 7-arabinoside (NP0048838)

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Record Information
Version2.0
Created at2022-03-17 21:02:58 UTC
Updated at2022-03-17 21:02:58 UTC
NP-MRD IDNP0048838
Secondary Accession NumbersNone
Natural Product Identification
Common NameKaempferol 7-arabinoside
DescriptionKaempferol 7-arabinoside belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Kaempferol 7-arabinoside is found in Cyathea haucockii, Cyathea podophylla, Cyrtomium falcatum, Cyrtomium fortunei , Dryopteris spp., Drypteris spp., Matteuccia orientalis , Polystichum lepidocaulon and Sedum populifolium. Kaempferol 7-arabinoside is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048838 (Kaempferol 7-arabinoside)


  Mrv0541 02241214382D          

 30 33  0  0  0  0            999 V2000
   -1.7855   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
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 16 27  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 29  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 28  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
Download

3D MOL for NP0048838 (Kaempferol 7-arabinoside)

Download
3D SDF for NP0048838 (Kaempferol 7-arabinoside)

  Mrv0541 02241214382D          

 30 33  0  0  0  0            999 V2000
   -1.7855   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9305   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 27  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 29  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 28  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048838

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1COC(OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)19-17(26)16(25)14-11(22)5-10(6-13(14)30-19)29-20-18(27)15(24)12(23)7-28-20/h1-6,12,15,18,20-24,26-27H,7H2

> <INCHI_KEY>
CCBSGQDAQUZKPI-UHFFFAOYSA-N

> <FORMULA>
C20H18O10

> <MOLECULAR_WEIGHT>
418.3509

> <EXACT_MASS>
418.089996796

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
40.21805078769418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-4H-chromen-4-one

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
0.8221316343333331

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.714096834049993

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.005609381167929

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265985037685867

> <JCHEM_POLAR_SURFACE_AREA>
166.14

> <JCHEM_REFRACTIVITY>
101.0632

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048838 (Kaempferol 7-arabinoside)
Download
PDB for NP0048838 (Kaempferol 7-arabinoside)
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      -3.333  -1.155   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.668   1.155   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.002   1.925   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.002   3.465   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -6.002  -1.155   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -7.335  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.335   1.155   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -8.669   1.925   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -3.333   1.925   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.666   3.465   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.666   1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.001   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.666  -1.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.666  -0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.666   1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.001   1.925   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.001   3.465   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.337  -1.155   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.337  -2.695   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.002  -3.465   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.668  -2.695   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.668  -1.155   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.669  -3.465   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.001  -1.155   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.336  -0.385   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.336   1.155   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.668   1.925   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8                                                            
CONECT   10    3                                                            
CONECT   11   12                                                            
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14    1   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   12   16   18                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18                                                            
CONECT   20   21   25                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   20   24                                                       
CONECT   26   21                                                            
CONECT   27   16   28                                                       
CONECT   28   24   27   29                                                  
CONECT   29   18   28   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

Download
3D PDB for NP0048838 (Kaempferol 7-arabinoside)
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SMILES for NP0048838 (Kaempferol 7-arabinoside)
OC1COC(OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C1O
Download
INCHI for NP0048838 (Kaempferol 7-arabinoside)
InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)19-17(26)16(25)14-11(22)5-10(6-13(14)30-19)29-20-18(27)15(24)12(23)7-28-20/h1-6,12,15,18,20-24,26-27H,7H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H18O10
Average Mass418.3509 Da
Monoisotopic Mass418.09000 Da
IUPAC Name3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]-4H-chromen-4-one
Traditional Name3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(3,4,5-trihydroxyoxan-2-yl)oxy]chromen-4-one
CAS Registry Number70427-13-3
SMILES
OC1COC(OC2=CC(O)=C3C(=O)C(O)=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C1O
InChI Identifier
InChI=1S/C20H18O10/c21-9-3-1-8(2-4-9)19-17(26)16(25)14-11(22)5-10(6-13(14)30-19)29-20-18(27)15(24)12(23)7-28-20/h1-6,12,15,18,20-24,26-27H,7H2
InChI KeyCCBSGQDAQUZKPI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cyathea haucockiiPlant
Cyathea podophyllaPlant
Cyrtomium falcatumPlant
Cyrtomium fortuneiPlant
Dryopteris spp.Plant
Drypteris spp.-
Matteuccia orientalisPlant
Matteuccia struthiopterisFooDB
Polystichum lepidocaulonPlant
Raphanus sativusFooDB
Sedum populifoliumPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Megastigmane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Tertiary alcohol
    • 

  • Enone
    • 

  • Cyclic alcohol
    • 

  • Acryloyl-group
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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
logP0.76ALOGPS
logP0.82ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)8.01ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area166.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity101.06 m³·mol⁻¹ChemAxon
Polarizability40.22 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016660  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74978066  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available