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Showing NP-Card for 2-trans-O-Feruloylglucaric acid (NP0046582)

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Record Information
Version2.0
Created at2022-03-17 20:08:16 UTC
Updated at2022-03-17 20:08:16 UTC
NP-MRD IDNP0046582
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-trans-O-Feruloylglucaric acid
DescriptionNot Available
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046582 (2-trans-O-Feruloylglucaric acid)


  Mrv0541 02241212532D          

 27 27  0  0  0  0            999 V2000
    3.4367   -0.9398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7222   -0.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7222    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078   -0.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0078   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -0.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -0.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512   -0.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8656   -0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801   -0.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4367   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    5.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    4.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    4.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2946    4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2946    3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    2.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    1.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    1.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    5.2477    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  1  9  1  0  0  0  0
  9 26  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  1 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 22 20  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 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
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3D MOL for NP0046582 (2-trans-O-Feruloylglucaric acid)

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3D SDF for NP0046582 (2-trans-O-Feruloylglucaric acid)

  Mrv0541 02241212532D          

 27 27  0  0  0  0            999 V2000
    3.4367   -0.9398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7222   -0.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7222    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078   -0.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0078   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933   -0.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5788   -0.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2933    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512   -0.5273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8656   -0.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801   -0.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4367   -1.7648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    5.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    4.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    4.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2946    4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2946    3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    2.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    1.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    1.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8656    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512    0.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5801    5.2477    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  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  1  9  1  0  0  0  0
  9 26  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  1 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 22 20  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 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046582

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)O[C@H]([C@@H](O)[C@H](O)[C@H](O)C(O)=O)C(O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O11/c1-26-9-6-7(2-4-8(9)17)3-5-10(18)27-14(16(24)25)12(20)11(19)13(21)15(22)23/h2-6,11-14,17,19-21H,1H3,(H,22,23)(H,24,25)/b5-3+/t11-,12-,13-,14+/m0/s1

> <INCHI_KEY>
JZRAOXRUPYISEN-GLJYKRHASA-N

> <FORMULA>
C16H18O11

> <MOLECULAR_WEIGHT>
386.3075

> <EXACT_MASS>
386.084911418

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
35.611338445641906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-2,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanedioic acid

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
-0.5168156420000002

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.482487246102858

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.790498100310532

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7314400175836715

> <JCHEM_POLAR_SURFACE_AREA>
191.04999999999995

> <JCHEM_REFRACTIVITY>
86.1502

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-2,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0046582 (2-trans-O-Feruloylglucaric acid)
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PDB for NP0046582 (2-trans-O-Feruloylglucaric acid)
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  C   UNK     0       6.415  -1.754   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.081  -0.984   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.081   0.556   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.748  -1.754   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.748  -3.294   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.414  -0.984   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.080  -1.754   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.414   0.556   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.749  -0.984   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.082  -1.754   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.416  -0.984   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.082  -3.294   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.415  -3.294   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.749   9.796   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.749   8.256   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.082   7.486   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.416   8.256   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.750   7.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.750   5.946   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.416   5.176   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.082   5.946   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.416   3.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.082   2.866   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.082   1.326   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.416   0.556   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.749   0.556   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.416   9.796   0.000  0.00  0.00           O+0
CONECT    1    2    9   13                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   26   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    1                                                            
CONECT   14   15                                                            
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26    9   24                                                       
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

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3D PDB for NP0046582 (2-trans-O-Feruloylglucaric acid)
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SMILES for NP0046582 (2-trans-O-Feruloylglucaric acid)
COC1=C(O)C=CC(\C=C\C(=O)O[C@H]([C@@H](O)[C@H](O)[C@H](O)C(O)=O)C(O)=O)=C1
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INCHI for NP0046582 (2-trans-O-Feruloylglucaric acid)
InChI=1S/C16H18O11/c1-26-9-6-7(2-4-8(9)17)3-5-10(18)27-14(16(24)25)12(20)11(19)13(21)15(22)23/h2-6,11-14,17,19-21H,1H3,(H,22,23)(H,24,25)/b5-3+/t11-,12-,13-,14+/m0/s1
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View in JSmol
Synonyms
ValueSource
2-trans-O-FeruloylglucarateGenerator
Chemical FormulaC16H18O11
Average Mass386.3075 Da
Monoisotopic Mass386.08491 Da
IUPAC Name(2S,3S,4S,5R)-2,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanedioic acid
Traditional Name(2S,3S,4S,5R)-2,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}hexanedioic acid
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(\C=C\C(=O)O[C@H]([C@@H](O)[C@H](O)[C@H](O)C(O)=O)C(O)=O)=C1
InChI Identifier
InChI=1S/C16H18O11/c1-26-9-6-7(2-4-8(9)17)3-5-10(18)27-14(16(24)25)12(20)11(19)13(21)15(22)23/h2-6,11-14,17,19-21H,1H3,(H,22,23)(H,24,25)/b5-3+/t11-,12-,13-,14+/m0/s1
InChI KeyJZRAOXRUPYISEN-GLJYKRHASA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentGlucuronic acid derivatives  
Alternative Parents
Substituents
  • Glucuronic acid or derivatives
    • 

  • Coumaric acid or derivatives
    • 

  • Hydroxycinnamic acid or derivatives
    • 

  • Cinnamic acid or derivatives
    • 

  • Cinnamic acid ester
    • 

  • Methoxyphenol
    • 

  • Tricarboxylic acid or derivatives
    • 

  • Phenoxy compound
    • 

  • Phenol ether
    • 

  • Methoxybenzene
    • 

  • Styrene
    • 

  • Anisole
    • 

  • Beta-hydroxy acid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Fatty acid ester
    • 

  • Alkyl aryl ether
    • 

  • Monosaccharide
    • 

  • Alpha-hydroxy acid
    • 

  • Hydroxy acid
    • 

  • Fatty acyl
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Polyol
    • 

  • Ether
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP0.71ALOGPS
logP-0.52ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.79ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area191.05 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity86.15 m³·mol⁻¹ChemAxon
Polarizability35.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005075  
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