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Showing NP-Card for Feruloylquinic acid (NP0046753)

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Record Information
Version2.0
Created at2022-03-17 20:28:59 UTC
Updated at2022-03-17 20:28:59 UTC
NP-MRD IDNP0046753
Secondary Accession NumbersNone
Natural Product Identification
Common NameFeruloylquinic acid
DescriptionNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046753 (Feruloylquinic acid)


  Mrv1533004251503482D          

 26 27  0  0  0  0            999 V2000
   -4.5926    1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    1.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    0.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    0.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -2.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -1.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3058   -2.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3058   -3.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4087   -1.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -2.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605   -0.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3698    0.0610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552    0.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    0.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071    0.4968    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 13 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
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3D MOL for NP0046753 (Feruloylquinic acid)

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3D SDF for NP0046753 (Feruloylquinic acid)

  Mrv1533004251503482D          

 26 27  0  0  0  0            999 V2000
   -4.5926    1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    1.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782    0.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    0.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -1.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -2.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -3.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -1.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3058   -2.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3058   -3.2157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4087   -1.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6908   -2.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1605   -0.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3698    0.0610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730   -0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552    0.3476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5033   -1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158   -0.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -1.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8782   -1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926   -0.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5926    0.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3071    0.4968    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  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 13 22  1  0  0  0  0
  5 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046753

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C=CC(=O)OC(=O)C2(O)CC(O)C(O)C(O)C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-16(23)17(24)7-11(19)15(22)12(20)8-17/h2-6,11-12,15,18-20,22,24H,7-8H2,1H3

> <INCHI_KEY>
MOKUYUICRPXHER-UHFFFAOYSA-N

> <FORMULA>
C17H20O9

> <MOLECULAR_WEIGHT>
368.338

> <EXACT_MASS>
368.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.61157837818828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl 1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
-0.652934816333333

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.10123252396582

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.863915231912367

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2311208796397777

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
88.0038

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl 1,3,4,5-tetrahydroxycyclohexane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046753 (Feruloylquinic acid)
Download
PDB for NP0046753 (Feruloylquinic acid)
HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -8.573   3.237   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -7.239   2.467   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -7.239   0.927   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.906   0.157   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.906  -1.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.572  -2.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.572  -3.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.238  -4.463   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.238  -6.003   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.905  -3.693   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.571  -4.463   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.571  -6.003   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.763  -3.693   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.290  -5.140   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.227  -2.513   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.300  -1.066   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.690   0.114   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.816  -0.798   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.343   0.649   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.806  -1.978   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.323  -1.711   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.279  -3.425   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.239  -2.153   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.573  -1.383   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.573   0.157   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -9.907   0.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   22                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   13                                                       
CONECT   23    5   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

Download
3D PDB for NP0046753 (Feruloylquinic acid)
Download
SMILES for NP0046753 (Feruloylquinic acid)
COC1=CC(C=CC(=O)OC(=O)C2(O)CC(O)C(O)C(O)C2)=CC=C1O
Download
INCHI for NP0046753 (Feruloylquinic acid)
InChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-16(23)17(24)7-11(19)15(22)12(20)8-17/h2-6,11-12,15,18-20,22,24H,7-8H2,1H3
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View in JSmol
Synonyms
ValueSource
FeruloylquinateGenerator
Chemical FormulaC17H20O9
Average Mass368.3380 Da
Monoisotopic Mass368.11073 Da
IUPAC Name3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl 1,3,4,5-tetrahydroxycyclohexane-1-carboxylate
Traditional Name3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl 1,3,4,5-tetrahydroxycyclohexane-1-carboxylate
CAS Registry NumberNot Available
SMILES
COC1=CC(C=CC(=O)OC(=O)C2(O)CC(O)C(O)C(O)C2)=CC=C1O
InChI Identifier
InChI=1S/C17H20O9/c1-25-13-6-9(2-4-10(13)18)3-5-14(21)26-16(23)17(24)7-11(19)15(22)12(20)8-17/h2-6,11-12,15,18-20,22,24H,7-8H2,1H3
InChI KeyMOKUYUICRPXHER-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Hordeum vulgareFooDB
Zea mays L.FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassAlcohols and polyols  
Direct ParentQuinic acids and derivatives  
Alternative Parents
Substituents
  • Quinic acid
    • 

  • Cinnamic acid or derivatives
    • 

  • Coumaric acid or derivatives
    • 

  • Hydroxycinnamic acid or derivatives
    • 

  • Methoxyphenol
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Styrene
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Cyclohexanol
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Carboxylic acid anhydride
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Ether
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
logP0.06ALOGPS
logP-0.65ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.86ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area153.75 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity88 m³·mol⁻¹ChemAxon
Polarizability35.61 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 IDFDB005768  
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