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Showing NP-Card for 7'-Carboxy-alpha-chromanol (NP0339098)

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Record Information
Version2.0
Created at2024-09-11 19:40:21 UTC
Updated at2024-09-11 19:40:21 UTC
NP-MRD IDNP0339098
Secondary Accession NumbersNone
Natural Product Identification
Common Name7'-Carboxy-alpha-chromanol
Description7'-Carboxy-alpha-chromanol belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. 7'-Carboxy-alpha-chromanol is an extremely weak basic (essentially neutral) compound (based on its pKa). In addition to these oxidation products, the other major class of tocopherol metabolites is the carboxyethyl-hydroxychromans. The tocopherols ( a-tocopherol , b-tocopherol ,r-tocopherol and d-tocopherol ) and their corresponding tocotrienols are synthesized by plants and have vitamin E antixoidant activity (see pathway vitamin E biosynthesis ). Other major products of a-tocopherol oxidation include α-tocopherylquinone and epoxy-a-tocopherols.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0339098 (7'-Carboxy-alpha-chromanol)


  Mrv1652303102016462D          

 25 26  0  0  1  0            999 V2000
   10.9684  -12.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -12.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -13.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -13.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -14.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -15.1591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3185  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8580  -16.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -16.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -17.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0009  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7154  -16.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0009  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7154  -14.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -14.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -13.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8580  -14.7467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -11.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -10.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -10.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434   -9.4435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061  -10.1581    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
  2 21  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  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
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
M  END
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3D MOL for NP0339098 (7'-Carboxy-alpha-chromanol)

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3D SDF for NP0339098 (7'-Carboxy-alpha-chromanol)

  Mrv1652303102016462D          

 25 26  0  0  1  0            999 V2000
   10.9684  -12.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -12.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -13.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -13.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -14.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -15.1591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3185  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8580  -16.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -16.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -17.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0009  -15.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7154  -16.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0009  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7154  -14.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -14.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2871  -13.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725  -15.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8580  -14.7467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -11.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434  -10.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7310  -10.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1434   -9.4435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061  -10.1581    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
  2 21  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  6 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  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
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O4/c1-13(8-9-18(22)23)7-6-11-21(5)12-10-17-16(4)19(24)14(2)15(3)20(17)25-21/h13,24H,6-12H2,1-5H3,(H,22,23)/t13?,21-/m1/s1

> <INCHI_KEY>
RXYXCDMLSTZSRY-QUXALOBESA-N

> <FORMULA>
C21H32O4

> <MOLECULAR_WEIGHT>
348.4764

> <EXACT_MASS>
348.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.94641823264538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4-methylheptanoic acid

> <ALOGPS_LOGP>
4.76

> <JCHEM_LOGP>
5.946025312333332

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.802178432109999

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6508187327496415

> <JCHEM_PKA_STRONGEST_BASIC>
-4.85261490194988

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
100.33629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]-4-methylheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0339098 (7'-Carboxy-alpha-chromanol)
Download
PDB for NP0339098 (7'-Carboxy-alpha-chromanol)
HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      20.474 -22.963   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.934 -22.963   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.165 -24.297   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.934 -25.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.165 -26.963   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.934 -28.297   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.395 -28.297   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.934 -29.837   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.268 -30.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.602 -29.837   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.936 -30.607   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.936 -32.147   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.268 -29.837   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      25.602 -30.607   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      24.268 -28.297   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.602 -27.527   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.936 -27.527   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.936 -25.987   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.602 -28.297   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      20.268 -27.527   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      18.165 -21.629   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.934 -20.296   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.165 -18.962   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.934 -17.628   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      16.625 -18.962   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   20                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   10   17   20                                                  
CONECT   20    6   19                                                       
CONECT   21    2   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

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3D PDB for NP0339098 (7'-Carboxy-alpha-chromanol)
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SMILES for NP0339098 (7'-Carboxy-alpha-chromanol)
CC(CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C)CCC(O)=O
Download
INCHI for NP0339098 (7'-Carboxy-alpha-chromanol)
InChI=1S/C21H32O4/c1-13(8-9-18(22)23)7-6-11-21(5)12-10-17-16(4)19(24)14(2)15(3)20(17)25-21/h13,24H,6-12H2,1-5H3,(H,22,23)/t13?,21-/m1/s1
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Synonyms
ValueSource
7-[(2R)-6-Hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4-methylheptanoateGenerator
Chemical FormulaC21H32O4
Average Mass348.4764 Da
Monoisotopic Mass348.23006 Da
IUPAC Name7-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]-4-methylheptanoic acid
Traditional Name7-[(2R)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-yl]-4-methylheptanoic acid
CAS Registry NumberNot Available
SMILES
CC(CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C)CCC(O)=O
InChI Identifier
InChI=1S/C21H32O4/c1-13(8-9-18(22)23)7-6-11-21(5)12-10-17-16(4)19(24)14(2)15(3)20(17)25-21/h13,24H,6-12H2,1-5H3,(H,22,23)/t13?,21-/m1/s1
InChI KeyRXYXCDMLSTZSRY-QUXALOBESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzopyrans  
Sub Class1-benzopyrans  
Direct Parent1-benzopyrans  
Alternative Parents
Substituents
  • 1-benzopyran
    • 

  • Medium-chain fatty acid
    • 

  • Alkyl aryl ether
    • 

  • Branched fatty acid
    • 

  • Heterocyclic fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Benzenoid
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen 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
logP4.76ALOGPS
logP5.95ChemAxon
logS-5ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity100.34 m³·mol⁻¹ChemAxon
Polarizability40.95 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012848  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029185  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481529  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available